Research Article
Abstract
The foliage of Abies species in western North America has been used by Native Americans in their traditional medicine for pulmonary problems, coughs, colds, and tuberculosis. As part of our interest in Native American traditional medicine as well as essential oils of aromatic medicinal plants, including gymnosperms, the foliar essential oils of A. amabilis, A. concolor, A. grandis, A. lasiocarpa, and A. magnifica were obtained by hydrodistillation and analyzed by gas chromatographic methods. The essential oils of two samples of A. amabilis from Mt. Hood, Oregon, were rich in α-pinene (8.2%, 11.1%), β-pinene (12.1%, 20.9%), δ-3-carene (22.1%, 22.4%), limonene (4.2%, 14.3%), and β-phellandrene (10.6%, 16.1%). β-Pinene (40.5-50.7%) dominated the essential oils of A. concolor (four samples) from northern California, followed by α-pinene (6.4-12.2%), β-phellandrene (7.0-21.3%), and α-terpineol (7.1-9.9%). The major components in the essential oils of A. grandis from northern Idaho (three samples) were α-pinene (5.4-8.4%), camphene (10.3-12.1%), β-pinene (10.2-20.7%), β-phellandrene (14.8-24.4%) and bornyl acetate (18.0-23.0%). Abies lasiocarpa was obtained from two locations, Mt. Hood, Oregon (two samples), and Mt. St. Helens, Washington (three samples). The essential oils showed notable differences in limonene (Mt. Hood, 1.8-2.1%; Mt. St. Helens, 32.5-60.0%) and β-phellandrene (Mt. Hood, 42.6-54.3%; Mt. St. Helens, 6.8-20.6%) concentrations. β-Phellandrene (41.2-44.6%) and β-pinene (16.9-20.8%) dominated the essential oils of A. magnifica (three samples from Mt. Lassen, California). Enantioselective GC-MS revealed that the (–)-enantiomers predominated for α-pinene, camphene, limonene, β-phellandrene, terpinen-4-ol, and α-terpineol. The relatively high concentrations of α-pinene, camphene, β-pinene, limonene, α-terpineol, and bornyl acetate in the Abies essential oils are consistent with the Native American traditional use of these species to treat pulmonary troubles (e.g., coughs, colds, and tuberculosis).
Keywords
A. amabilis, A. concolor, A. grandis, A. lasiocarpa, A. magnifica, gas chromatography, enantioselective, chiral.
1. Introduction
Abies Mill. (Pinaceae) is a genus of 53 species of conifers distributed across the northern hemisphere [1]. The phytochemistry and biological activities of Abies species were reviewed in 2018 by Kim and Park [2]. These authors concluded that at least 327 plant secondary metabolites have been identified in Abies species, with triterpenoids being the most abundant. In addition, Abies extracts have demonstrated various bioactivities, including antimicrobial, cytotoxic, anti-inflammatory, and antioxidant activities [2].
Abies amabilis (Douglas ex Loudon) J. Forbes (Pacific silver fir) is a large coniferous tree that grows up to 75 m tall. The leaves (needles) are 0.7 to 2.5 cm long, 1-3 mm wide, dark green above and lacking stomata with two white bands of stomata below, and prominently notched leaf apex (Fig. 1) [3]. The bark is light gray and smooth with resin blisters when young, but reddish-gray with scaly plates on older trees (Fig. 1) [4]. The tree ranges naturally from subarctic Alaska and western British Columbia, south through the Cascades of Washington and Oregon to northern California (Fig. 2) [5]. The tree has also been introduced in Great Britain [1].
Figure 1. Abies amabilis (Douglas ex Loudon) J. Forbes (Pacific silver fir).
A: Leaves. B: Bark.
Figure 2. The native range of Abies amabilis (Pacific silver fir) [5].
Abies concolor (Gordon) Lindl. ex Hildebr. (white fir) is a large tree, 40-55 m tall, with thin gray bark on young trees that thickens and breaks into furrows on older trees (Fig. 3) [6, 7]. The leaves (needles) are 1.5-6 cm long and 2-3 mm wide, glaucous blue-green above with two glaucous bands of stomata below (Fig. 3) [8]. There are two recognized subspecies, A. concolor subsp. concolor (Rocky Mountain white fir) and A. concolor subsp. lowiana (Gordon) A.E. Murray (Sierra Nevada white fir). The A. concolor subsp. lowiana subspecies ranges from the southern Cascades of Oregon, south through the Sierra Nevada range of California, while A. concolor subsp. concolor is found in the mountainous areas of southern Idaho, Utah, Arizona, Colorado, and New Mexico (Fig. 4) [5]. There have been several reports on the essential oils of A. concolor [9], including foliar essential oil samples from Arizona [10], California [11], Utah [11], Idaho [9], Belarus [12], and Hungary [13]. In addition, bark [13] and wood [14] essential oils have been examined.
Figure 3. Abies concolor (Gordon) Lindl. ex Hildebr. (white fir). A: Leaves. B: Bark.
Figure 4. The native range of Abies concolor subsp. concolor (Rocky Mountain white fir, green) and Abies concolor subsp. lowiana (Sierra Nevada white fir, blue) [5].
Abies grandis (Douglas ex D. Don) Lindl. (grand fir) is a large tree growing around 75-100 m tall. The bark is smooth and gray in young trees, but becomes brown and furrowed in older trees (Fig. 5). The leaves (needles) are 2-6 cm long, green above and silvery-white below. Stomatal rows are absent on the upper surface, but form rows on each side of the midrib on the lower surface (Fig. 5). There are two recognized subspecies of A. grandis, namely A. grandis subsp. grandis, which is a coastal form of the species, and is found from southwestern British Columbia, through Washington and Oregon, and into northern California, and A. grandis subsp. idahoensis (Silba) Silba, an inland form that ranges from southeastern British Columbia to central Idaho (Fig. 6) [5,15,16]. The volatiles of A. grandis have been investigated. Adams and co-workers studied the leaf essential oils from several locations, including British Columbia, Oregon, Idaho, Washington, and California [17]. The bark essential oils were examined in a chemotaxonomic investigation of A. grandis and A. grandis/A. concolor hybrids [18]. Ruggles et al. compared the wood essential oils of A. grandis and A. concolor [14].
Figure 5. Abies grandis (Douglas ex D. Don) Lindl. subsp. idahoensis (grand fir). A: Leaves. B: Bark.
Figure 6. Natural distribution map for Abies grandis (grand fir). Abies grandis subsp. grandis in green. Abies grandis subsp. idahoensis in blue [5].
Figure 7. Abies lasiocarpa (Hook.) Nutt. (subalpine fir). A: Leaves. B: Bark of young tree.
Abies lasiocarpa (Hook.) Nutt. (subalpine fir) is native to the mountainous areas of western North America, from Alaska and the Yukon Territory of Canada, south through British Columbia and into the Cascade Range of Washington and Oregon, as well as the mountains of Idaho, Montana, Wyoming, Utah, Colorado, Arizona, and New Mexico [19]. Three varieties of A. lasiocarpa have been described: A. lasiocarpa var. lasiocarpa (northern subalpine fir), which is found in the coastal region and the Cascades; A. lasiocarpa var. bifolia (western subalpine fir), which occurs in the Rocky Mountains; and A. lasiocarpa var. arizonica (corkbark fir), which is native to the southern Rocky Mountains [20, 21]. The trees are medium sized (around 20 m tall) with thin gray bark. The needles are 1.8-3.1 cm long and 1.5-2 mm wide, with stomata on both the upper and lower surfaces (Fig. 7) [21].
The essential oils of A. lasiocarpa have been investigated. The leaf essential oils of the Cascade and Rocky Mountain varieties were examined by Hunt and von Rudloff [22]. Adams and co-workers expanded the chemotaxonomic evaluation of the three varieties of A. lasiocarpa to include DNA sequences [23]. The foliar essential oil of A. lasiocarpa from Idaho was obtained and analyzed [19]. On the other hand, Zavarin et al. examined the volatile compositions of cortical monoterpenes of A. lasiocarpa throughout its range [24].
Abies magnifica A. Murray bis (California red fir) is a large tree species (60-70 m tall) with thin, gray bark on young trees, but with reddish-brown plates on older trees. The leaves are bluish-green, 2-3.7 cm long and 2 mm wide (Fig. 8) [25, 26]. The natural range of A. magnifica includes the Sierra Nevada range in California, the southern Cascades, the Klamath Mountains, and the coastal ranges of southwestern Oregon and northern California (Fig. 9) [5]. In the areas where the two species overlap in southern Oregon and northern California, A. magnifica can hybridize with Abies procera Rehder [26]. The intermediate forms have been called A. magnifica var. shastensis Lemmon, but it is more appropriate to label them Abies ´ shastensis Lemmon [25]. Another variety, A. magnifica var. critchfieldii Lanner, from the southern Sierra Nevada, has been described [27]. The volatiles from the cortical oleoresin from A. magnifica have been analyzed, which was particularly important in delineating the differences between A. magnifica and A. procera [28, 29].
Abies procera Rehder (noble fir) is a large tree, up to 80 m tall. The leaves are 1-3.5 cm long ´ 1.5-2 mm long and the bark is reddish brown with furrows and ridges (Fig. 10) [30, 31]. This tree is native to the Cascade Range of Oregon and Washington (Fig. 11) [5]. Zavarin and co-workers had carried out a broad investigation of A. procera cortical oleoresin volatiles (see above) [29].
As part of our continuing interest in the characterization of essential oils of aromatic medicinal plants [32,33], gymnosperms of western North America [19, 34–36], and Native American traditional medicine [37], the purpose of this study is aimed to examine the volatile constituents of Abies species from California, Oregon, Washington, and Idaho.
Figure 8. Abies magnifica A. Murray bis (California red fir). A: Leaves. B: Bark.
Figure 9. Natural range of Abies magnifica (California red fir) [5].
Figure 10. Abies procera Rehder (noble fir). A: Leaves. B: Bark [30].
Figure 11. Native range of Abies procera (noble fir) [5].
2. Materials and methods
2.1. Collection and identification
The details of the Abies collection are summarized in Table 1. The foliage was collected from individual trees at the locations indicated. Several branch tips from each individual tree were collected. Voucher specimens have been deposited at the University of Alabama in Huntsville herbarium. The identification in the field was carried out by W.N. Setzer and later verified by comparison with herbarium samples from the C.V. Starr Virtual Herbarium, New York Botanical Garden (https://sweetgum.nybg.org/science/vh/, accessed on 16 December 2024). The fresh foliage samples of each tree were stored frozen (–20 °C) until hydrodistillation.
Table 1. Collection and hydrodistillation details for Abies species.
Abies species | Collection date | Collection location | Voucher | Mass foliage (g) | Mass essential oil (g) | Yield (%) |
Abies amabilis #1 | 25 June 2024 | 45°19'19" N, 121°42'20" W, 1667 m asl | WNS-Aama-286 | 143.73 | 6.8118 | 4.739 |
Abies amabilis #2 | 25 June 2024 | 45°19'17" N, 121°42'18" W, 1663 m asl | 201.49 | 7.4581 | 3.701 | |
Abies concolor subsp. lowiana #1 | 26 August 2024 | 40°06'49" N, 121°28'47" W, 1506 m asl | WNS-Acl-5376 | 152.56 | 4.8520 | 3.180 |
Abies concolor subsp. lowiana #2 | 26 August 2024 | 40°06'49" N, 121°28'47" W, 1506 m asl | 172.25 | 4.6929 | 2.724 | |
Abies concolor subsp. lowiana #3 | 26 August 2024 | 40°06'49" N, 121°28'47" W, 1506 m asl | 145.98 | 4.8645 | 3.332 | |
Abies concolor subsp. lowiana #4 | 26 August 2024 | 40°06'28" N, 121°35'03" W, 1281 m asl | 136.91 | 4.6064 | 3.365 | |
Abies grandis subsp. idahoensis #1 | 19 August 2024 | 48°33'41" N, 116°47'58" W, 1079 m asl | WNS-Agi-750 | 122.34 | 4.3174 | 3.529 |
Abies grandis subsp. idahoensis #2 | 19 August 2024 | 48°33'40" N, 116°47'59" W, 1083 m asl | 156.49 | 4.5307 | 2.895 | |
Abies grandis subsp. idahoensis #3 | 19 August 2024 | 48°33'38" N, 116°48'01" W, 1088 m asl | 138.45 | 4.4461 | 3.211 | |
Abies lasiocarpa #1 | 25 June 2024 | 45°19'19" N, 121°42'19" W, 1667 m asl | WNS-Alas-269 | 109.37 | 5.6068 | 5.126 |
Abies lasiocarpa #2 | 25 June 2024 | 45°19'18" N, 121°42'20" W, 1664 m asl | 107.62 | 5.4512 | 5.065 | |
Abies lasiocarpa #3 | 30 June, 2024 | 46°09'42" N, 122°05'53" W, 895 m asl | WNS-Alas-380 | 242.77 | 8.6773 | 3.574 |
Abies lasiocarpa #4 | 30 June, 2024 | 46°09'42" N, 122°05'53" W, 895 m asl | 213.00 | 6.2231 | 2.922 | |
Abies lasiocarpa #5 | 30 June, 2024 | 46°09'42" N, 122°05'51" W, 892 m asl | 207.20 | 8.1484 | 3.933 | |
Abies magnifica #1 | 28 August 2024 | 40°27'35" N, 121°31'35" W, 2356 m asl | WNS-Amag-5420 | 180.71 | 7.3536 | 4.069 |
Abies magnifica #2 | 28 August 2024 | 40°27'35" N, 121°31'35" W, 2356 m asl | 164.55 | 5.8480 | 3.554 | |
Abies magnifica #3 | 28 August 2024 | 40°27'35" N, 121°31'35" W, 2356 m asl | 214.41 | 5.3626 | 2.501 |
2.2. Essential oils
For each sample of the Abies species, the foliage was chopped and the essential oils were obtained by hydrodistillation using a Likens-Nickerson apparatus for four hours with continuous extraction of the distillate with dichloromethane [38–40] to give colorless essential oils. The hydrodistillation yields are summarized in Table 1.
2.3. Gas chromatographic analysis
The Abies foliar essential oils were subjected to gas chromatographic-mass spectral analyses (GC-MS) and enantioselective GC-MS, as previously described [19, 41]. The GC-MS conditions are summarized in Supplementary Table S1.
2.4. Statistical analyses
The agglomerative hierarchical cluster analysis (HCA) and principal component analysis (PCA) for Abies concolor were carried out using XLSTAT v. 2018.1.1.62926 (Addinsoft, Paris, France). The percentages of the major components (α-pinene, camphene, β-pinene, myrcene, δ-3-carene, limonene, β-phellandrene, terpinolene, α-terpineol, piperitone, bornyl acetate, and δ-cadinene) were used. Dissimilarity was used to define the clusters using the Euclidean distance, and Ward’s method was used to define agglomeration. For the PCA, the Pearson correlation was carried out to verify the results of the HCA using the same major components.
3. Results
3.1. Abies amabilis
Two samples of A. amabilis were collected from the Mt. Hood area of Oregon, USA. Hydrodistillation yielded colorless essential oils with an orange-like odor at 4.74% and 3.70% yields. A total of 93 compounds were identified in the two essential oils accounting for 100% of the composition in both samples (Supplementary Table S2). The major components are listed in Table 2. The essential oils were dominated by monoterpene hydrocarbons (83.4% and 75.9%), especially δ-3-carene (22.4% and 22.1%), β-pinene (20.9% and 12.1%), and β-phellandrene (16.1% and 10.6%), followed by α-pinene (11.1% and 8.2%) and limonene (4.2% and 14.3%). The (–)-enantiomers were dominant for camphene, β-pinene, limonene, β-phellandrene, and α-terpineol, while (+)-δ-3-carene was the only enantiomer observed in the essential oils of A. amabilis. α-Pinene, however, was nearly racemic.
Table 2. Compositions (%) and enantiomeric distributions (%) of the major components in the foliar essential oils of Abies amabilis from Mt. Hood, Oregon.
RIcalca | RIdbb | Chemical composition | ||
Compounds | A. amabilis #1 | A. amabilis #2 | ||
933 | 933 | α-Pinene | 11.1 | 8.2 |
977 | 978 | β-Pinene | 20.9 | 12.1 |
989 | 989 | Myrcene | 3.0 | 3.3 |
1008 | 1006 | α-Phellandrene | 1.1 | 0.9 |
1010 | 1008 | δ-3-Carene | 22.4 | 22.1 |
1030 | 1030 | Limonene | 4.2 | 14.3 |
1032 | 1031 | β-Phellandrene | 16.1 | 10.6 |
1085 | 1086 | Terpinolene | 2.1 | 2.0 |
1176 | 1178 | Benzoic acid | 2.3 | 2.0 |
1196 | 1195 | α-Terpineol | 1.3 | 1.4 |
1960 | 1958 | Palmitic acid | 1.0 | 2.5 |
2139 | 2140 | (Z)-Oleic acid | 2.8 | 6.2 |
2147 | 2147 | Abienol | 0.4 | 1.6 |
RIcalcc | RIdbd | Enantiomeric distribution | ||
Enantiomers | A. amabilis #1 | A. amabilis #2 | ||
975 | 976 | (–)-α-Pinene | 40.3 | 50.6 |
982 | 982 | (+)-α-Pinene | 59.7 | 49.4 |
1001 | 998 | (–)-Camphene | 61.9 | 68.0 |
1006 | 1005 | (+)-Camphene | 38.1 | 32.0 |
1026 | 1027 | (+)-β-Pinene | 1.9 | 2.1 |
1028 | 1031 | (–)-β-Pinene | 98.1 | 97.9 |
1050 | 1052 | (+)-δ-3-Carene | 100.0 | 100.0 |
nd | na | (–)-δ-3-Carene | 0.0 | 0.0 |
1074 | 1073 | (–)-Limonene | 88.3 | 95.4 |
1080 | 1081 | (+)-Limonene | 11.7 | 4.6 |
1081 | 1083 | (–)-β-Phellandrene | 95.3 | 98.6 |
1090 | 1089 | (+)-β-Phellandrene | 4.7 | 1.4 |
1344 | 1347 | (–)-α-Terpineol | 91.8 | 91.0 |
1355 | 1356 | (+)-α-Terpineol | 8.2 | 9.0 |
aRIcalc = Retention index determined with respect to a homologous series of n-alkanes on a ZB-5ms column. bRIdb = Reference retention index from the databases. cRIcalc = Retention index determined with respect to a homologous series of n-alkanes on a Restek B-Dex 325 capillary column. dRIdb = Retention index from our in-house database prepared using commercially available standards. nd = compound not detected. na = reference compound not available.
3.2. Abies concolor
Four samples of A. concolor were collected from the Butte Meadows area of northern California. Based on the geographical area (Fig. 4), these are presumably A. concolor subsp. lowiana. Colorless essential oils were obtained with a yield of 2.72-3.37% yield. A total of 99 components were identified in the A. concolor essential oils, which accounted for 99.4-99.7% of the compositions (Supplementary Table S3). The A. concolor essential oils were dominated by β-pinene (40.5-50.7%) with lower concentrations of β-phellandrene (7.0-21.3%), α-terpineol (7.1-9.9%), and α-pinene (6.4-12.2%) (Table 3). In the essential oils of A. concolor subsp. lowiana, the (–)-enantiomers were dominant for each of the major monoterpenoid components.
Table 3. Compositions (%) and enantiomeric distributions (%) of the major components in the foliar essential oils of Abies concolor subsp. lowiana from Butte Meadows, California.
RIcalca | RIdbb | Compounds | Chemical composition | |||
A. concolor lowiana #1 | A. concolor lowiana #2 | A. concolor lowiana #3 | A. concolor lowiana #4 | |||
933 | 933 | α-Pinene | 7.3 | 7.4 | 6.4 | 12.2 |
949 | 950 | Camphene | 3.9 | 3.4 | 2.0 | 2.2 |
978 | 978 | β-Pinene | 46.7 | 50.7 | 43.6 | 40.5 |
989 | 989 | Myrcene | 1.6 | 1.6 | 2.2 | 1.6 |
1029 | 1030 | Limonene | 2.6 | 3.3 | 2.1 | 2.2 |
1031 | 1031 | β-Phellandrene | 7.0 | 8.7 | 21.3 | 19.6 |
1085 | 1086 | Terpinolene | 0.8 | 0.9 | 1.3 | 1.1 |
1196 | 1195 | α-Terpineol | 9.9 | 8.8 | 9.4 | 7.1 |
1285 | 1285 | Bornyl acetate | 4.2 | 2.2 | 0.8 | 1.8 |
RIcalcc | RIdbd | Enantiomers | Enantiomeric distribution | |||
A. concolor lowiana #1 | A. concolor lowiana #2 | A. concolor lowiana #3 | A. concolor lowiana #4 | |||
975 | 976 | (–)-α-Pinene | 91.9 | 91.6 | 90.9 | 51.9 |
982 | 982 | (+)-α-Pinene | 8.1 | 8.4 | 9.1 | 48.1 |
1001 | 998 | (–)-Camphene | 93.9 | 94.4 | 93.8 | 91.5 |
1006 | 1005 | (+)-Camphene | 6.1 | 5.6 | 6.2 | 8.5 |
1026 | 1027 | (+)-β-Pinene | 1.1 | 1.0 | 1.2 | 1.3 |
1028 | 1031 | (–)-β-Pinene | 98.9 | 99.0 | 98.8 | 98.7 |
1074 | 1073 | (–)-Limonene | 89.6 | 93.1 | 92.4 | 90.3 |
1080 | 1081 | (+)-Limonene | 10.4 | 6.9 | 7.6 | 9.7 |
1081 | 1083 | (–)-β-Phellandrene | 100.0 | 100.0 | 100.0 | 100.0 |
nd | 1089 | (+)-β-Phellandrene | 0.0 | 0.0 | 0.0 | 0.0 |
1344 | 1347 | (–)-α-Terpineol | 97.7 | 98.1 | 98.1 | 95.2 |
1355 | 1356 | (+)-α-Terpineol | 2.2 | 1.9 | 1.9 | 4.8 |
aRIcalc = Retention index determined with respect to a homologous series of n-alkanes on a ZB-5ms column. bRIdb = Reference retention index from the databases. cRIcalc = Retention index determined with respect to a homologous series of n-alkanes on a Restek B-Dex 325 capillary column. dRIdb = Retention index from our in-house database prepared using commercially available standards. nd = compound not detected.
3.3. Abies grandis
Three A. grandis samples were collected from the Priest Lake area of northern Idaho. Based on the geographical location of this collection (Fig. 6), these are A. grandis subsp. idahoensis. The foliar essential oils of A. grandis were obtained in yields of 3.53%, 2.90%, and 3.21% as colorless essential oils with a citrus-like aroma. Gas chromatographic analysis of the essential oils revealed 102 identified compounds, accounting for 100% of the composition in each sample (Supplementary Table S4). The major essential oil components of A. grandis subsp. idahoensis are listed in Table 4. The dominant components were bornyl acetate (18.0-23.0%), β-phellandrene (14.8-24.4%), β-pinene (20.2-20.7%), camphene (10.3-12.1%), and α-pinene (5.4-8.4%). When detected, (+)-δ-carene was the exclusive enantiomer observed in A. grandis subsp. idahoensis. The (–)-enantiomers were predominant for α-pinene, camphene, β-pinene, limonene, and β-phellandrene.
Table 4. Compositions (%) and enantiomeric distributions (%) of the major components in the foliar essential oils of Abies grandis subsp. idahoensis from Priest Lake, Idaho.
RIcalca | RIdbb | Compounds | Chemical composition | ||
A. grandis idahoensis #1 | A. grandis idahoensis #2 | A. grandis idahoensis #3 | |||
923 | 923 | Tricyclene | 1.1 | 1.2 | 1.0 |
933 | 933 | α-Pinene | 6.8 | 8.4 | 5.4 |
949 | 950 | Camphene | 11.2 | 12.1 | 10.3 |
977 | 978 | β-Pinene | 14.6 | 10.2 | 20.7 |
989 | 989 | Myrcene | 1.3 | 1.3 | 1.3 |
1010 | 1008 | δ-3-Carene | 2.8 | 2.2 | 0.2 |
1030 | 1030 | Limonene | 1.9 | 1.2 | 2.2 |
1032 | 1031 | β-Phellandrene | 20.3 | 24.4 | 14.8 |
1085 | 1086 | Terpinolene | 1.0 | 0.8 | 0.6 |
1196 | 1195 | α-Terpineol | 3.7 | 1.2 | 2.4 |
1283 | 1282 | Bornyl acetate | 23.0 | 18.0 | 22.9 |
1518 | 1518 | δ-Cadinene | 1.1 | 3.6 | 3.2 |
1628 | 1628 | 1-epi-Cubenol | 0.5 | 1.3 | 1.2 |
RIcalcc | RIdbd | Enantiomers | Enantiomeric distribution | ||
A. grandis idahoensis #1 | A. grandis idahoensis #2 | A. grandis idahoensis #3 | |||
975 | 976 | (–)-α-Pinene | 70.1 | 59.7 | 75.1 |
982 | 982 | (+)-α-Pinene | 29.9 | 40.3 | 24.9 |
1001 | 998 | (–)-Camphene | 96.1 | 97.3 | 96.8 |
1006 | 1005 | (+)-Camphene | 3.9 | 2.7 | 3.2 |
1026 | 1027 | (+)-β-Pinene | 1.4 | 1.8 | 1.2 |
1028 | 1031 | (–)-β-Pinene | 98.6 | 98.2 | 98.8 |
1050 | 1052 | (+)-δ-3-Carene | 100.0 | 100.0 | nd |
nd | na | (–)-δ-3-Carene | 0.0 | 0.0 | |
1074 | 1073 | (–)-Limonene | 84.4 | 83.9 | 83.0 |
1080 | 1081 | (+)-Limonene | 15.6 | 16.1 | 17.0 |
1081 | 1083 | (–)-β-Phellandrene | 100.0 | 99.9 | 99.7 |
1090 | 1089 | (+)-β-Phellandrene | 0.0 | 0.1 | 0.3 |
aRIcalc = Retention index determined with respect to a homologous series of n-alkanes on a ZB-5ms column. bRIdb = Reference retention index from the databases. cRIcalc = Retention index determined with respect to a homologous series of n-alkanes on a Restek B-Dex 325 capillary column. dRIdb = Retention index from our in-house database prepared using commercially available standards. nd = compound not detected. na = reference compound not available.
3.4. Abies lasiocarpa
Five samples of A. lasiocarpa were collected, two from Mt. Hood, Oregon, and three from Mt. St. Helens, Washington, USA. The foliage was hydrodistilled to yield colorless essential oils with a citrus-like odor, with a yield of 2.92% to 5.13%. The complete essential oil compositions are presented in Supplementary Table S5. A total of 116 compounds were identified, which accounted for 99.7-100.0% of the composition. The major components (Table 5) in the essential oils were limonene (1.8% and 2.1% in the Mt. Hood samples, but 32.5-60.0% in the Mt. St. Helens samples), β-phellandrene (42.6% and 54.3% in the Mt. Hood samples, but 6.9-20.6% in the Mt. St. Helens samples), β-pinene (18.2% and 24.8%, Mt. Hood; 5.6-11.3%, Mt. St. Helens), and α-pinene (4.2% and 4.8%, Mt. Hood; 6.9-10.5%, Mt. St. Helens). The (–)-enantiomers were dominant for each of the major monoterpenoids in the A. lasiocarpa essential oils. The percentages of (–)-α-pinene were slightly higher for the Mt. Hood samples (85.7 ± 2.1%) than those for the Mt. St. Helens samples (62.4 ± 6.1%).
Table 5. Compositions (%) and enantiomeric distributions (%) of the major components in the foliar essential oils of Abies lasiocarpa from Mt. Hood, Oregon (samples #1 and #2), and Mt. St. Helens, Washington (samples #3, #4, and #5).
RIcalca | RIdbb | Compounds | Chemical composition | ||||
A. lasiocarpa #1 | A. lasiocarpa #2 | A. lasiocarpa #3 | A. lasiocarpa #4 | A. lasiocarpa #5 | |||
933 | 933 | α-Pinene | 4.8 | 4.2 | 10.5 | 7.7 | 6.9 |
977 | 978 | β-Pinene | 24.8 | 18.2 | 11.3 | 5.6 | 6.9 |
989 | 989 | Myrcene | 2.3 | 1.7 | 2.6 | 3.4 | 3.0 |
1030 | 1030 | Limonene | 2.1 | 1.8 | 32.5 | 60.0 | 55.9 |
1032 | 1031 | β-Phellandrene | 42.6 | 54.3 | 20.6 | 6.8 | 9.6 |
1085 | 1086 | Terpinolene | 1.2 | 1.1 | 3.4 | 1.3 | 1.0 |
1196 | 1195 | α-Terpineol | 0.6 | 0.4 | 2.3 | 1.2 | 1.3 |
1254 | 1254 | Piperitone | 5.3 | 2.7 | tr | tr | tr |
RIcalcc | RIdbd | Enantiomers | Enantiomeric distribution | ||||
A. lasiocarpa #1 | A. lasiocarpa #2 | A. lasiocarpa #3 | A. lasiocarpa #4 | A. lasiocarpa #5 | |||
975 | 976 | (–)-α-Pinene | 84.2 | 87.1 | 56.3 | 62.3 | 68.5 |
982 | 982 | (+)-α-Pinene | 15.8 | 12.9 | 43.7 | 37.7 | 31.5 |
1026 | 1027 | (+)-β-Pinene | 1.5 | 1.5 | 2.5 | 3.0 | 2.2 |
1028 | 1031 | (–)-β-Pinene | 98.5 | 98.5 | 97.5 | 97.0 | 97.8 |
1074 | 1073 | (–)-Limonene | 86.4 | 95.2 | 97.6 | 98.4 | 98.4 |
1080 | 1081 | (+)-Limonene | 13.6 | 4.8 | 2.4 | 1.6 | 1.6 |
1081 | 1083 | (–)-β-Phellandrene | 99.9 | 99.9 | 99.6 | 98.8 | 99.1 |
1090 | 1089 | (+)-β-Phellandrene | 0.1 | 0.1 | 0.5 | 1.2 | 0.9 |
1344 | 1347 | (–)-α-Terpineol | 91.9 | 96.9 | 90.4 | 88.9 | 91.6 |
1355 | 1356 | (+)-α-Terpineol | 8.1 | 3.1 | 9.6 | 11.1 | 8.4 |
1381 | 1380 | (–)-Piperitone | 91.4 | 91.2 | nd | nd | nd |
1386 | 1385 | (+)-Piperitone | 8.6 | 8.8 | |||
aRIcalc = Retention index determined with respect to a homologous series of n-alkanes on a ZB-5ms column. bRIdb = Reference retention index from the databases. tr = trace (< 0.05%). cRIcalc = Retention index determined with respect to a homologous series of n-alkanes on a Restek B-Dex 325 capillary column. dRIdb = Retention index from our in-house database prepared using commercially available standards. nd = compound not detected.
3.5. Abies magnifica
Three samples of A. magnifica were collected from Mt. Lassen, California. Hydrodistillation of the samples yielded colorless essential oils with yields of 2.50-4.07%. Eighty-nine components were identified in the A. magnifica foliar essential oils (99.7-99.9% of the total composition (Supplementary Table S6). The major components (Table 6) were β-phellandrene (41.2-44.6%), β-pinene (16.9-20.8%), α-pinene (6.0-7.1%), and (E)-β-caryophyllene (4.5-4.8%). As observed above, (–)-α-pinene, (–)-β-pinene, (–)-β-phellandrene, and (–)-α-terpineol were the dominant enantiomers in A. magnifica essential oils. The complete enantioselective GC-MS analysis of the Abies foliar essential oils is shown in Supplementary Table S7.
Table 6. Compositions (%) and enantiomeric distributions (%) of the major components in the foliar essential oils of Abies magnifica from Mt. Lassen, northern California.
RIcalca | RIdbb | Compounds | Chemical composition | ||
A. magnifica #1 | A. magnifica #2 | A. magnifica #3 | |||
933 | 933 | α-Pinene | 6.0 | 7.1 | 6.5 |
977 | 978 | β-Pinene | 16.9 | 20.8 | 17.3 |
989 | 989 | Myrcene | 1.7 | 2.1 | 2.7 |
1031 | 1031 | β-Phellandrene | 41.2 | 44.6 | 42.1 |
1085 | 1086 | Terpinolene | 1.6 | 1.0 | 0.9 |
1195 | 1195 | α-Terpineol | 2.7 | 2.6 | 4.2 |
1334 | 1335 | δ-Elemene | 1.2 | 1.1 | 0.8 |
1418 | 1417 | (E)-β-Caryophyllene | 4.8 | 4.5 | 4.8 |
1832 | 1832 | (2E,6E)-Farnesyl acetate | 2.0 | 1.5 | 0.4 |
2053 | 2053 | Manool | 1.2 | 0.8 | 1.5 |
RIcalcc | RIdbd | Compounds | Enantiomeric distribution | ||
A. magnifica #1 | A. magnifica #2 | A. magnifica #3 | |||
975 | 976 | (–)-α-Pinene | 86.4 | 89.8 | 94.2 |
982 | 982 | (+)-α-Pinene | 13.6 | 10.2 | 5.8 |
1026 | 1027 | (+)-β-Pinene | 1.8 | 1.6 | 1.9 |
1028 | 1031 | (–)-β-Pinene | 98.2 | 98.4 | 98.1 |
1081 | 1083 | (–)-β-Phellandrene | 99.9 | 99.9 | 99.9 |
1090 | 1089 | (+)-β-Phellandrene | 0.1 | 0.1 | 0.1 |
1344 | 1347 | (–)-α-Terpineol | 94.9 | 97.2 | 96.7 |
1355 | 1356 | (+)-α-Terpineol | 5.1 | 2.8 | 3.3 |
aRIcalc = Retention index determined with respect to a homologous series of n-alkanes on a ZB-5ms column. bRIdb = Reference retention index from the databases. cRIcalc = Retention index determined with respect to a homologous series of n-alkanes on a Restek B-Dex 325 capillary column. dRIdb = Retention index from our in-house database prepared using commercially available standards.
4. Discussion
4.1. Abies amabilis
As far as we are aware, this is the first report on the foliar essential oil of A. amabilis. The major components (α-pinene, β-pinene, δ-3-carene, and β-phellandrene) in the essential oil are consistent with the Native American use of this tree. The Nitinaht people of Vancouver Island, British Columbia, bundled the fragrant boughs of A. amabilis and placed under their bedding as incense [42], while the Thompson people prepared a decoction of the boughs, to treat pulmonary troubles [43]. In addition to their fragrance qualities, α-pinene has shown antibacterial activities against Streptococcus pneumoniae and Klebsiella pneumoniae [44, 45] and as a treatment for allergic rhinitis in a mouse model [46]. Also, β-pinene, δ-3-carene, and limonene reported to have antimycobacterial activity [47].
4.2. Abies concolor
Zavarin and co-authors examined the cortical oleoresins from 351 A. concolor trees from 43 locations and determined the monoterpenoid concentrations [48]. Based on their analyses, these authors were able to define four groups based on monoterpenoid compositions: A. concolor subsp. lowiana from California, and three subgroups of A. concolor subsp. concolor (a group from Nevada and Utah, a group from central Arizona, and a group from Colorado, New Mexico, and southern Arizona). Adams and co-authors had carried out a subsequent investigation of the leaf essential oils of A. concolor from northern and southern California, Utah, Arizona, and New Mexico [11]. Their work largely corroborated the conclusions of the Zavarin study. Samples from northern California constitute A. concolor subsp. lowiana, while the samples from Utah, Arizona, and New Mexico constitute A. concolor subsp. concolor.
The samples of A. concolor in this study, all from northern California, are presumably A. concolor subsp. lowiana based on geographical location (Fig. 4). However, there are notable differences in the concentrations limonene and β-phellandrene between this study and that of Adams et al. In the Adams study, the limonene concentrations were relatively high for A. concolor subsp. lowiana (average 21.2%) whereas the β-phellandrene concentrations were relatively low (average 2.4%). In contrast, in the present work, β-phellandrene concentrations were greater (average 14.2%) than limonene concentrations (2.6%). Adams et al. found that both limonene and β-phellandrene concentrations were relatively low (average 6.6% and 2.9%, respectively) for A. concolor subsp. concolor. Limonene and β-phellandrene concentrations were similarly low for A. concolor subsp. concolor from southern Idaho (average 6.2% and 2.8%, respectively) [9]. A cultivated sample of Abies concolor from Hungary had 0.0% limonene and 15.9% β-phellandrene [13].
Samples of A. concolor from Belarus showed relatively high concentrations of camphene (average 14.7%), and bornyl acetate (average 20.9%) [12]. Samples of A. concolor subsp. concolor from Idaho [9] and New Mexico [11] were also rich in bornyl acetate (18.4% and 20.2%, respectively). To statistically compare the volatile compositions of Abies concolor, multivariate analyses (hierarchical cluster and principal component) were performed (Figs. 12 and 13). There are two well-defined clusters, both of which were high in α- and β-pinene. The components defining the clusters are the relative concentrations of limonene (high in cluster 1) and camphene and bornyl acetate (high in cluster 2). It is also apparent that the two subspecies, lowiana and concolor, are not readily separated based on the major components. The samples from Arizona and Utah are both found in the cluster populated by the California samples. The cultivated samples from Belarus are more closely aligned with A. concolor subsp. concolor, whereas the cultivated sample from Hungary is more closely aligned with A. concolor subsp. lowiana.
Abies concolor is also important in Native American traditional medicine. The Paiute and Shoshoni people took a decoction of the needles and bark resin for pulmonary troubles [49]. The Western Keres people prepared a bath of a decoction of the foliage to treat for rheumatism [50]. Both α-pinene and β-pinene have shown activity against respiratory pathogens [44, 45,47]. α-Terpineol has also shown antibacterial activity against Pseudomonas aeruginosa and Klebsiella pneumoniae [51], and has also shown selective inhibition of cyclooxygenase 2 (COX-2) [52]. Thus, the major components in the essential of A. concolor are consistent with the traditional use of this tree.
Figure 12. Dendrogram obtained from agglomerative hierarchical cluster analysis (HCA) based on the major components in the essential oils of Abies concolor. Adams [11], Wagner [10], Bakó [13], Popina [12], Swor [9].
Figure 13. Biplot obtained from principal component analysis (PCA) based on the major components in the essential oils of Abies concolor.
4.3. Abies grandis
There have been two subspecies suggested for A. grandis, A. grandis subsp. grandis (the coastal form) and A. grandis subsp. idahoensis (the inland form) [16, 53]. However, these subspecies are not recognized in the Flora of North America [15]. Furthermore, Zavarin et al., using bark essential oils [18], and von Rudloff [54] and Adams et al. [17], using leaf essential oils, concluded that the chemosystematic analyses do not differentiate between the coastal and inland forms of A. grandis. The chemical composition of A. grandis in this current work from northern Idaho corroborates the similarities observed in the essential oils. The major components of A. grandis (this study and previously published works [13, 17, 54]) are camphene (11.4 ± 1.7%), β-pinene (22.1 ± 6.6%), β-phellandrene (17.1 ± 5.0%), and bornyl acetate (19.1 ± 3.9%).
The Chehalis tribe and the Green River Group of Native Americans prepared and consumed a decoction of A. grandis needles as a treatment for colds [55]. The high concentrations of biologically active volatile components, camphene, β-pinene, and bornyl acetate, support the traditional use of this tree in treating colds (see above).
4.4. Abies lasiocarpa
There has been some disagreement regarding the infraspecific taxa of A. lasiocarpa [19, 23]. As many as three varieties have been suggested, including Abies lasiocarpa (Hook.) Nutt. var. lasiocarpa (coastal subalpine fir, ranging from British Columbia south through the Cascade Mountains of Washington and Oregon), Abies lasiocarpa var. bifolia (A. Murray bis) Eckenw. (Rocky Mountain subalpine fir, ranging from British Columbia south through the Rocky Mountains of Idaho, Montana and Colorado), and Abies lasiocarpa var. arizonica (Merriam) Lemmon (corkbark fir, found in high mountains of Arizona and New Mexico) based on morphological and monoterpenoid profiles [23, 56]. The foliar essential oil compositions of the three varieties have been investigated previously by Hunt and von Rudloff [22] and by Adams et al. [23]. The essential oil of the coastal variety has been characterized by relatively high concentrations of β-phellandrene (36.8-58.8%), while the essential oil of the Rocky Mountain variety is relatively abundant in camphene (7.3-16.2%) and bornyl acetate (13.0-31.6%) [22]. The Arizona variety also has high concentrations of camphene (15.2%) and bornyl acetate (34.4%) [23]. Adams and co-workers have carried out DNA studies and concluded that A. lasiocarpa var. bifolia should not be considered a distinct variety, but rather a chemotype of A. lasiocarpa var. lasiocarpa [23]. The World Flora Online currently recognizes only A. lasiocarpa var. arizonica and A. lasiocarpa var. lasiocarpa [1].
The two samples from Mt. Hood (Oregon Cascade Range) in this study were dominated by β-phellandrene (42.6% and 54.3%) with only small concentrations of limonene (2.1% and 1.8%, respectively). These data are consistent with the coastal variety described by Hunt and von Rudloff and Adams et al. However, two samples (#4 and #5) collected from Mt. St. Helens (Washington Cascade Range) were rich in limonene (60.0% and 55.9%), but low in β-phellandrene (6.8% and 9.6%), which is more consistent with the Rocky Mountain variety. However, the A. lasiocarpa samples in this study all had relatively low concentrations of camphene and bornyl acetate (< 0.5%). Interestingly, sample #3 (from Mt. St. Helens) had intermediate concentrations of limonene (32.5%) and β-phellandrene (20.6%). In contrast, samples of A. lasiocarpa from southern Idaho were rich in limonene (20.3% and 34.6%), bornyl acetate (24.7% and 18.5%), and camphene (10.9% and 7.4%), with relatively low concentrations of β-phellandrene (6.7% and 7.1%) [19]. The Idaho samples are clearly representative of the Rocky Mountain variety of A. lasiocarpa. The ranges of A. lasiocarpa and A. procera overlap (Fig. 11), indicating the potential for hybridization [21], which could affect their chemical composition. The leaf essential oil of A. procera from Oregon showed limonene (44.0%), β-phellandrene (19.9%), β-pinene (9.2%), and α-pinene (6.2%) as the major components, with lower concentrations of camphene (1.1%) and bornyl acetate (1.6%) [30].
4.5. Abies magnifica
Based on the bark essential oil compositions, Zavarin and co-workers have concluded that A. magnifica in the northern part of its range (Figure 9) can hybridize with A. procera from the southern part of its range (Fig. 11). There are notable differences in the compositions of the major components between the A. magnifica samples from Mt. Lassen (this study) and A. procera from Oregon [30]. For example, β-pinene averaged 18.3% for A. magnifica compared to 9.1% for A. procera; limonene averaged 0.7% for A. magnifica, but 43.8% for A. procera; β-phellandrene averaged 42.6% for A. magnifica, but 19.8% for A. procera; and (E)-β-caryophyllene averaged 4.7% for A. magnifica, but only 0.1% for A. procera.
4.6. Enantiomeric distribution
The enantiomeric distributions of the chiral monoterpenoid components of the Abies foliar essential oils are compiled in Supplementary Table S7. Notable trends were observed in the enantiomeric ratios. (–)-α-Pinene generally predominated, but the ratio was variable. Abies amabilis #1 had only 40.3% (–)-α-pinene, but A. magnifica #3 showed 94.3% (–)-α-pinene. The enantiomeric distribution of α-pinene in Pinus species is also variable, both between and within species [35, 41, 57]. In contrast, (+)-α-pinene predominates in members of the Cupressaceae, including Chamaecyparis, Juniperus, and Thuja [36]. The major camphene enantiomer in Abies was the (–)-enantiomer. Other members of the Pinaceae also show this predominance. However, members of the Cupressaceae have (+)-camphene predominating [36]. The (–)-enantiomers were the major stereoisomers in Abies essential oils for limonene (91.6 ± 5.0%), β-phellandrene (99.4 ± 1.2%), terpinen-4-ol (64.0 ± 5.5%), and α-terpineol (94.3 ± 3.2%).
4.7. Ethnopharmacological consideration
The foliage of Abies species has been used in Native American traditional medicine for several ailments, including pulmonary troubles, coughs, and colds (see above). The Abies species, their traditional uses, and their major components are summarized in Table 7. The relevant biological activities of the major components of Abies foliar essential oils are summarized in Table 8. The relatively high concentrations and biological activities of the major components are consistent with the traditional medicinal uses of Abies species by Native Americans.
Table 7. Native American use of Abies species.
Abies species | Native-American Ethnopharmacology | Major components (> 5%, average) |
Abies amabilis (Pacific silver fir, Mt. Hood, Oregon) | Nitinaht – Boughs bundled up and used as home air fresheners [42]. Thompson – Decoction of boughs and/or bark taken for tuberculosis [43]. | α-Pinene (9.6%), β-pinene (16.5%), δ-3-carene (22.2%), limonene (9.2%), β-phellandrene (13.4%) [this study] |
Abies concolor (white fir, Kuna, Idaho) | Paiute & Shoshoni – Decoction of needles and bark resin taken for pulmonary troubles [49]. | α-Pinene (17.9%), camphene (8.8%), β-pinene (24.9%), δ-3-carene (6.0%), limonene (6.2%), bornyl acetate (18.4%) [9]. |
Abies concolor (white fir, Butte Meadows, California) | α-Pinene (8.3%), β-pinene (45.4%), β-phellandrene (14.2.2%), α-terpineol (8.8%) [this study] | |
Abies grandis (grand fir, Priest Lake, Idaho) | Chehali & Green River Group – Decoction of needles taken for colds [55]. | α-Pinene (6.9%), camphene (11.2%), β-pinene (15.2%), β-phellandrene (19.8%), bornyl acetate (21.3%) [this work] |
Abies lasiocarpa (subalpine fir, Boise Foothills, Idaho) | Blackfoot – Needle smudge smoke inhaled for headaches [58]; poultice of leaves applied for chest colds [59]. Crow – Infusion of crushed needles used for coughs and colds [60]. | Camphene (9.2%), β-pinene (11.5%), limonene (27.5%), β-phellandrene (6.9%), bornyl acetate (21.6%) [19] |
Abies lasiocarpa (subalpine fir, Mt. St. Helens, Washington) | α-Pinene (8.4%), β-pinene (7.9%), limonene (49.5%), β-phellandrene (12.3%) [this study] | |
Abies lasiocarpa (subalpine fir, Mt. Hood, Oregon) | β-Pinene (21.5%), β-phellandrene (48.5%) [this study] | |
Abies magnifica (California red fir, Mt. Lassen, California) | To our knowledge, there are no published ethnobotanical uses of California red fir by Native Americans. | α-Pinene (6.5%), β-pinene (18.3%), β-phellandrene (42.6%) [this study] |
Abies procera (noble fir, Portland, Oregon) | Paiute – Crumbled leaves smoked for colds; decoction of leaves taken as cough medicine [61]. | α-Pinene (6.2%), β-pinene (9.1%), limonene (43.8%), β-phellandrene (19.8%) [30]. |
Table 8. Relevant biological activities of major components of Abies essential oils.
Compound | Relevant biological activity | Ref. | |
α-Pinene | Antibacterial (Streptococcus pneumoniae, MIC 172 μg/mL; Klebsiella pneumoniae, MIC 178 μg/mL) anti-inflammatory (inhibition of inflammatory mediators NF-κB, TNF-α and IL-6) | [44] | |
Anti-inflammatory (suppression of MAPKs and the NF-κB pathway) | [62] | | |
Allergic rhinitis treatment (mouse model, decrease in the number of nasal, eye, and ear rubs, and spleen weight) | [46] | | |
Antinociceptive activity (inhibition of COX-2) | [63] | | |
Antibacterial, antibiofilm (Acinetobacter baumannii, MIC 0.625 μL/mL; 89.36% biofilm inhibition at 0.625 μL/mL) | [64] | | |
Antibacterial (Klebsiella pneumoniae, MIC 8-64 μg/mL, depending on strain) | [45] | | |
Antibacterial (Streptococcus pneumoniae, MIC 78.1 μg/mL) | APRC | | |
Camphene | Antinociceptive (mouse model, significant reduction in acetic acid-induced writhing and formalin-induced pain) | [65] | |
Cytoprotective, rat alveolar macrophages (significantly increased SOD activity, GSH content; significantly decreased NO release and ROS generation); may be useful in lung inflammatory diseases | [66] | | |
Anti-inflammatory, antinociceptive (mouse model, significant reduction in formalin-induced pain and thermal hyperalgesia) | [67] | | |
Inhalation expectorant (rabbit model, significant increase in respiratory tract fluid volume) | [68] | | |
Antibacterial (Streptococcus pneumoniae, MIC 78.1 μg/mL) | APRC | | |
β-Pinene | Antibacterial (Streptococcus pneumoniae, MIC 20 μL/mL) | [69] | |
Antibacterial (Streptococcus pneumoniae, MIC 39.1 μg/mL) | APRC | | |
Antibacterial (Klebsiella pneumoniae, MIC 8-64 μg/mL, depending on strain) | [45] | | |
Antimycobacterial (Mycobacterium tuberculosis, MIC 10.4 μg/mL; Mycobacterium bovis, MIC 41.7 μg/mL) | [47] | | |
δ-3-Carene | Antimycobacterial (Mycobacterium tuberculosis, MIC 16.7 μg/mL; Mycobacterium bovis, MIC 33.3 μg/mL) | [47] | |
Limonene | Antibacterial (Klebsiella pneumoniae, MIC 8-64 μg/mL, depending on strain) | [45] | |
Antimycobacterial (Mycobacterium tuberculosis, MIC 25.0 μg/mL; Mycobacterium bovis, MIC 41.7 μg/mL) | [47] | | |
Antibacterial (Streptococcus pneumoniae, MIC 78.1 μg/mL) | APRC | | |
Anti-inflammatory (inhibition of NF-κB, TNF-α, iNOS, IL-1β, and IL-6) | [70] | | |
β-Phellandrene | To the best of our knowledge, there are no published studies on the biological activities related to coughs, colds, or other respiratory problems. | | |
α-Terpineol | Antibacterial (Pseudomonas aeruginosa, Klebsiella pneumoniae, zone-of-inhibition assays) | [51] | |
Anti-inflammatory (inhibition of NF-κB, COX-2, TNF-α, IL-1β, IL-8, IL-10, and PGE2) | [52] | | |
Bornyl acetate | Anti-inflammatory (downregulated the levels of proinflammatory cytokines in vitro, RAW 264.7 cells, and in vivo, lung, mouse model) | [71] | |
Anti-inflammatory (inhibition of IL-6, IL-8, MMP-1, and MMP-13) | [70] | | |
Anti-inflammatory (significant elevation of anti-inflammatory cytokine IL-11) | [72] | | |
Anti-inflammatory (mitigates expression of pro-inflammatory cytokines) | [73] | | |
Anti-inflammatory (inhibition of the NF-κB signal pathway, down-regulates pro-inflammatory cytokines), immune modulation (up-regulation of CD86+) | [74] | | |
Antibacterial (Klebsiella pneumoniae, MIC 8-64 μg/mL, depending on strain) | [45] | | |
Antibacterial (Streptococcus pneumoniae, MIC 312.5 μg/mL) | APRC | |
APRC = Aromatic Plant Research Center, unpublished.
5. Conclusions
The foliar essential oils of five Abies species were obtained by hydrodistillation and analyzed by gas chromatographic methods. The essential oils were generally dominated by monoterpene hydrocarbons, especially α-pinene, camphene, β-pinene, δ-3-carene, limonene, and β-phellandrene. Oxygenated monoterpenoids were also abundant in A. concolor (α-terpineol) and A. grandis (bornyl acetate). The essential oil analyses of A. concolor, A. grandis, A. lasiocarpa, and A. magnifica complement earlier works on these species and provide additional chemotaxonomic data delineating infraspecific taxa within the species and possible hybridization between species. The differences in the essential oil compositions of each species can be attributed to geography, genetics, climate, seasonal variation and herbivory, however, this study cannot address these effects. Future research on each Abies species could address these issues. As far as we are aware, this study represents the first analysis of the foliar essential oil of A. amabilis and the first reports on the enantiomeric distributions of chiral monoterpenoids in the essential oils of A. amabilis, A. concolor, A. grandis, A. lasiocarpa, and A. magnifica. The enantiomeric trends in Abies essential oils were (–)-α-pinene and (–)-camphene which generally predominated, while the (–)-enantiomers were dominant in each of the Abies essential oils for limonene, β-phellandrene, terpinen-4-ol, and α-terpineol. (–)-β-Phellandrene was the exclusive enantiomer observed in A. grandis, A. lasiocarpa, and A. magnifica. (+)-δ-3-Carene was the only enantiomer observed in the Abies essential oils. Native Americans have used Abies foliage to treat several ailments, particularly pulmonary troubles including coughs, colds, and tuberculosis. The biological activities of the major essential oil components are consistent with Native American traditional uses of Abies.
Supplementary materials
The following supporting information can be obtained from the corresponding author:
Table S1. Instrument details for the gas chromatographic analyses of Abies species.
Table S2. Foliar essential oil composition of Abies amabilis from Mt. Hood, Oregon.
Table S6. Foliar essential oil composition of Abies magnifica from Mt. Lassen, northern California;
Fig. S1. Gas chromatograms of Abies amabilis foliar essential oils.
Fig. S2. Gas chromatograms of Abies concolor subsp. lowiana foliar essential oils.
Fig. S3. Gas chromatograms of Abies grandis subsp. idahoensis foliar essential oils.
Fig. S4. Gas chromatograms of Abies lasiocarpa foliar essential oils.
Fig. S5. Gas chromatograms of Abies magnifica foliar essential oils.
Supplementary material to this article can be found online at
https://www.currentsci.com/images/articlesFile/supplementary.1752851831.pdf
Authors’ contributions
Conceptualization, W.N.S.; methodology, P.S., W.N.S.; software, P.S.; validation, P.S., W.N.S.; formal analysis, A.P., P.S., W.N.S.; investigation, E.A., A.M., A.P., P.S., K.S., W.N.S.; resources, P.S., W.N.S.; data curation, W.N.S.; writing—original draft preparation, W.N.S.; writing—review and editing, E.A., A.M., A.P., P.S., K.S.; visualization, W.N.S.; supervision, P.S., W.N.S.; project administration, W.N.S.
Acknowledgements
This work was carried out as part of the activities of the Aromatic Plant Research Center (APRC, https://aromaticplant.org/).
Funding
This research received no specific grant from any funding agency.
Availability of data and materials
All data will be made available on request according to the journal policy.
Conflicts of interest
The authors declare no conflict of interest.
References
1. | World Flora Online, W.F.O. An Online Flora of All Known Plants Available online: https://www.worldfloraonline.org/ (accessed on 5 July 2025). |
2. | Kim, J.; Park, E.-J. Chemical and biological properties of the genus Abies. In Advances in Plant Phenolics: From Chemistry to Human Health; Jayaprakasha, G.K., Patil, B.S., Gattuso, G., Eds.; American Chemical Society: Washington, DC, USA, 225–236, 2018. https://doi.org/10.1021/bk-2018-1286.ch012 |
3. | eFloras.org Abies amabilis Douglas ex J. Forbes. Available online: http://www.efloras.org/florataxon.aspx?flora_id=1&taxon_id=233500001 (accessed on 16 December 2024). |
4. | Earle, C.J. Abies amabilis Douglas Ex J. Forbes 1839, The Gymnosperm Database. Available online: https://www.conifers.org/pi/Abies_amabilis.php (accessed on 21 May 2025). |
5. | Little, E.L. Digital Representations of Tree Species Range Maps Available online: https://commons.wikimedia.org/wiki/Flora_distribution_maps_of_North_America. (accessed on 19 May 2025). |
6. | Laacke, R.J. Abies concolor (Gord . & Glend.) Lindl. ex Hildebr. In Silvics of North America, Volume; Burns, R.M., Honkala, B.H., Eds.; Forest Service, United States Department of Agriculture: Washington, DC, USA. Vol. 1, pp. 36–46, 1990. |
7. | eFloras.org Abies concolor (Gordon & Glendinning) Hildebrand. Available online: http://www.efloras.org/florataxon.aspx?flora_id=1&taxon_id=233500005 (accessed on 19 May 2025). |
8. | Earle, C.J. Abies concolor (Gordon & Glend.) Lindl. ex Hildebr. (1861), The Gymnosperm Database. Available online: https://www.conifers.org/pi/Abies_concolor.php (accessed on 19 May 2025). |
9. | Swor, K.; Poudel, A.; Rokaya, A.; Satyal, P.; Setzer, W.N. Foliar essential oil of white fir (Abies concolor (Gordon) Lindl. ex Hildebr.): Chemical composition and enantiomeric distribution. Nat. Prod. Commun. 2022, 17, 1934578X221086901. https://doi.org/10.1177/1934578X221086901 |
10. | Wagner, M.R.; Clancy, K.M.; Tinus, R.W. Maturational variation in needle essential oils from Pseudotsuga menziesii, Abies concolor and Picea engelmannii. Phytochem. 1989, 28, 765–770. https://doi.org/10.1016/0031-9422(89)80111-6 |
11. | Adams, R.P.; Lanner, R.M.; Kauffmann, M.; Thornburg, D. Taxonomy of infraspecific taxa of Abies concolor: Leaf essential oils of var. concolor and var. lowiana - Errata. Phytologia. 2011, 93, 208–220. |
12. | Popina, O.A.; Vladykina, D.S.; Lamotkin, S.A. [Variability of the main components in essential oil of Abies concolor growing in urban environment] (in Russian). Proc. Natl. Acad. Sci. Belarus, Chem. Ser. 2015, 107–110. |
13. | Bakó, E.; Böszörményi, A.; Vargáné Szabó, B.; Engh, M.A.; Hegyi, P.; Ványolós, A.; Csupor, D. Chemometric analysis of monoterpenes and sesquiterpenes of conifers. Front. Plant Sci. 2024, 15, 1392539. https://doi.org/10.3389/fpls.2024.1392539 |
14. | Ruggles, Z.; Wilson, T.M.; Abad, A.; Packer, C. Trunk wood essential oil profile comparison of Abies concolor (Pinaceae) and Abies grandis (Pinaceae) from northern Idaho (USA). Phytologia. 2022, 104, 66–73. |
15. | eFloras.org Abies grandis (Douglas ex D. Don in Lambert) Lindley. Available online: http://efloras.org/florataxon.aspx?flora_id=1&taxon_id=233500007 (accessed on 3 September 2024). |
16. | Nesom, G. Grand Fir Abies grandis (Dougl. Ex D. Don) Lindl.; Department of Agriculture, Natural Resources Conservation Service: Baton Rouge, Louisiana, USA, 2006. |
17. | Adams, R.P.; Kauffmann, M.; Callahan, F. The leaf essential oil of Abies grandis (Doug. ex D. Don) Lindl. (Pinaceae): Revisited 38 years later. Phytologia. 2015, 97, 1–5. |
18. | Zavarin, E.; Snajberk, K.; Critchfield, W.B. Terpenoid chemosystematic studies of Abies grandis. Biochem. Syst. Ecol. 1977, 5, 81–93. https://doi.org/10.1016/0305-1978(77)90036-9 |
19. | Swor, K.; Satyal, P.; Poudel, A.; Setzer, W.N. Gymnosperms of Idaho: Chemical compositions and enantiomeric distributions of essential oils of Abies lasiocarpa, Picea engelmannii, Pinus contorta, Pseudotsuga menziesii, and Thuja plicata. Molecules. 2023, 28, 2477. https://doi.org/10.3390/molecules28062477 |
20. | Earle, C.J. Abies lasiocarpa (Hooker) Nuttall 1849, The Gymnosperm Database. Available online: https://www.conifers.org/pi/Abies_lasiocarpa.php (accessed on 16 December 2024). |
21. | eFloras.org Abies lasiocarpa (Hooker) Nuttall. Available online: http://www.efloras.org/florataxon.aspx?flora_id=1&taxon_id=233500008 (accessed on 24 May 2025). |
22. | Hunt, R.S.; von Rudloff, E. Chemosystematic studies in the genus Abies. IV. Introgression in Abies lasiocarpa and Abies bifolia. Taxon. 1979, 28, 297–305. |
23. | Adams, R.P.; Earle, C.J.; Thornburg, D. Taxonomy of infraspecific taxa of Abies lasiocarpa: Leaf essential oils and DNA of Abies lasiocarpa, var. bifolia and var. arizonica. Phytologia. 2011, 93, 73–87. |
24. | Zavarin, E.; Snajberk, K.; Reichert, T.; Tsien, E. On the geographic variability of the monoterpenes from the cortical blister oleoresin of Abies lasiocarpa. Phytochem. 1970, 9, 377–395. https://doi.org/10.1016/S0031-9422(00)85151-1 |
25. | Earle, C.J. Abies magnifica A. Murray 1863, The Gymnosperm Database. Available online: https://www.conifers.org/pi/Abies_magnifica.php (accessed on 24 June 2024). |
26. | eFloras.org Abies magnifica A. Murray bis. Available online: http://www.efloras.org/florataxon.aspx?flora_id=1&taxon_id=233500010 (accessed on 3 September 2024). |
27. | Lanner, R.M. Abies magnifica var. critchfieldii, a new California red fir variety from the Sierra Nevada. Madroño. 2010, 57, 141–144. https://doi.org/10.3120/0024-9637-57.2.141 |
28. | Smedman, L.Å.; Snajberk, K.; Zavarin, E.; R., M.T. Oxygenated monoterpenoids and sesquiterpenoid hydrocarbons of the cortical turpentine from different Abies species. Phytochem. 1969, 8, 1471–1479. https://doi.org/10.1016/S0031-9422(00)85916-6 |
29. | Zavarin, E.; Critchfield, W.B.; Snajberk, K. Geographic differentiation of monoterpenes from Abies procera and Abies magnifica. Biochem. Syst. Ecol. 1978, 6, 267–278. https://doi.org/10.1016/0305-1978(78)90044-3 |
30. | Ankney, E.; Satyal, P.; Setzer, W.N. Chemical compositions and enantiomeric distributions of leaf essential oils of three conifers from Oregon. Am. J. Essent. Oils Nat. Prod. 2021, 9, 7–14. |
31. | Earle, C.J. Abies procera Rehder 1940, The Gymnosperm Database. Available online: https://www.conifers.org/pi/Abies_procera.php (accessed on 25 May 2025). |
32. | Swor, K.; Poudel, A.; Satyal, P.; Setzer, W.N. The essential oil compositions of Ambrosia acanthicarpa Hook., Artemisia ludoviciana Nutt., and Gutierrezia sarothrae (Pursh) Britton & Rusby (Asteraceae) from the Owyhee Mountains of Idaho. Molecules. 2024, 29, 1383. https://doi.org/10.3390/molecules29061383 |
33. | Swor, K.; Poudel, A.; Satyal, P.; Setzer, W.N. Essential oil composition of Monardella odoratissima Benth. (Lamiaceae) from the Owyhee Mountains, Idaho. J. Med. Act. Plant. 2024, 13, 1–14. |
34. | Poudel, A.; Satyal, P.; Swor, K.; Setzer, W.N. Chemical composition and enantiomeric distribution of the essential oil of Larix occidentalis Nutt. Nat. Prod. Commun. 2025, 20, 1934578X251334214. https://doi.org/10.1177/1934578X251334214 |
35. | Moore, A.; Ankney, E.; Swor, K.; Poudel, A.; Satyal, P.; Setzer, W.N. Leaf essential oil compositions and enantiomeric distributions of monoterpenoids in Pinus species: Pinus albicaulis, Pinus flexilis, Pinus lambertiana, Pinus monticola, and Pinus sabiniana. Molecules. 2025, 30, 244. https://doi.org/10.3390/molecules30020244 |
36. | Ankney, E.; Swor, K.; Poudel, A.; Satyal, P.; da Silva, J.K.R.; Setzer, W.N. Chemical compositions and enantiomeric distributions of foliar essential oils of Chamaecyparis lawsoniana (A. Murray bis) Parl, Thuja plicata Donn ex D. Don, and Tsuga heterophylla Sarg. Plants. 2024, 13, 1325. https://doi.org/10.3390/plants13101325 |
37. | Setzer, W.N. The phytochemistry of medicinal plants used by Native Americans. In Medicinal and Aromatic Plants of the World; Ozturk, M., Ameenah, G.-F.B., Eds.; UNESCO-Encyclopedia of Life Support Systems (EOLSS), EOLSS Publishers Co.: Cardiff, UK. |
38. | Likens, S.T.; Nickerson, G.B. Detection of certain hop oil constituents in brewing products. Proceedings. Annu. Meet. - Am. Soc. Brew. Chem. 1964, 22, 5–13. https://doi.org/10.1080/00960845.1964.12006730 |
39. | Au-Yeung, C.Y.; MacLeod, A.J. A comparison of the efficiency of the Likens and Nickerson extractor for aqueous, lipid/aqueous, and lipid samples. J. Agric. Food Chem. 1981, 29, 502–505. https://doi.org/10.1021/jf00105a016 |
40. | Bouseta, A.; Collin, S. Optimized Likens-Nickerson methodology for quantifying honey flavors. J. Agric. Food Chem. 1995, 43, 1890–1897. https://doi.org/10.1021/jf00055a025 |
41. | Ankney, E.; Swor, K.; Satyal, P.; Setzer, W.N. Essential oil compositions of Pinus species (P. contorta subsp. contorta, P. ponderosa var. ponderosa, and P. flexilis); enantiomeric distribution of terpenoids in Pinus species. Molecules. 2022, 27, 5658. https://doi.org/10.3390/molecules27175658 |
42. | Turner, N.J.; Thomas, J.; Carlson, B.F.; Ogilvie, R.T. Ethnobotany of the Nitinaht Indians of Vancouver Island; British Columbia Provincial Museum: Victoria, British Columbia, Canada, 1983. |
43. | Turner, N.J.; Thompson, L.C.; Thompson, M.T.; Zork, A.Z. Thompson Ethnobotany: Knowledge and Usage of Plants by the Thompson Indians of British Columbia; Royal British Columbia Museum: Victoria, British Columbia, Canada, 1990. |
44. | Allenspach, M.; Steuer, C. α-Pinene: A never-ending story. Phytochem. 2021, 190, 112857. https://doi.org/10.1016/j.phytochem.2021.112857 |
45. | Orhan, I.E.; Ozcelik, B.; Kan, Y.; Kartal, M. Inhibitory effects of various essential oils and individual components against extended-spectrum beta-lactamase (ESBL) produced by Klebsiella pneumoniae and their chemical compositions. J. Food Sci. 2011, 76, M538–M546. https://doi.org/10.1111/j.1750-3841.2011.02363.x |
46. | Nam, S.Y.; Chung, C.; Seo, J.H.; Rah, S.Y.; Kim, H.-M.; Jeong, H.J. The therapeutic efficacy of α-pinene in an experimental mouse model of allergic rhinitis. Int. Immunopharmacol. 2014, 23, 273–282. https://doi.org/10.1016/j.intimp.2014.09.010 |
47. | Andrade-Ochoa, S.; Nevárez-Moorillón, G.V.; Sánchez-Torres, L.E.; Villanueva-García, M.; Sánchez-Ramírez, B.E.; Rodríguez-Valdez, L.M.; Rivera-Chavira, B.E. Quantitative structure-activity relationship of molecules constituent of different essential oils with antimycobacterial activity against Mycobacterium tuberculosis and Mycobacterium bovis. BMC Complement. Altern. Med. 2015, 15, 332. https://doi.org/10.1186/s12906-015-0858-2 |
48. | Zavarin, E.; Snajberk, K.; Fisher, J. Geographic variability of monoterpenes from cortex of Abies concolor. Biochem. Syst. Ecol. 1975, 3, 191–203. https://doi.org/10.1016/0305-1978(75)90002-2 |
49. | Train, P.; Henrichs, J.R.; Archer, W.A. Medicinal Uses of Plants by Indian Tribes of Nevada; U.S. Department of Agriculture: Washington, DC, USA, 1941. |
50. | Swank, G.R. The Ethnobotany of the Acoma and Laguna Indians, M.S. Thesis, University of New Mexico, 1932. |
51. | Kotan, R.; Kordali, S.; Cakir, A. Screening of antibacterial activities of twenty-one oxygenated monoterpenes. Zeitschrift fur Naturforsch. Sect. C J. Biosci. 2007, 62, 507–513. https://doi.org/10.1515/znc-2007-7-808. |
52. | da Silveira e Sá, R. de C.; Andrade, L.N.; de Sousa, D.P. A Review on anti-inflammatory activity of monoterpenes. Molecules. 2013, 18, 1227–1254 https://doi.org/10.3390/molecules18011227. |
53. | Earle, C.J. Abies grandis (Douglas Ex D. Don) Lindley 1833, The Gymnosperm Database. Available online: https://www.conifers.org/pi/Abies_grandis.php (accessed on 16 December 2024). |
54. | von Rudloff, E. Chemosystematic studies in the genus Abies. II. Leaf oil analysis of grand fir. Can. J. Bot. 1976, 54, 1926–1931. https://doi.org/10.1139/b76-207 |
55. | Gunther, E. Ethnobotany of Western Washington: The Knowledge and Use of Indigenous Plants by Native Americans; University of Washington Press: Seattle, Washington, USA, 1973. ISBN 0-295-95258-X. |
56. | Ritland, K.; Miscampbell, A.; Cartwright, C.; Bohlmann, N.; Ritland, C. Subalpine fir microsatellite variation reveals the complex relationship between var. lasiocarpa and var. bifolia. Can. J. For. Res. 2022, 52, 901–909. https://doi.org/10.1139/cjfr-2021-0303 |
57. | Swor, K.; Poudel, A.; Satyal, P.; Setzer, W.N. The pinyon pines of Utah: Leaf essential oils of Pinus edulis and Pinus monophyla. J. Essent. Oil-Bearing Plants. 2024, 27, 547–559. https://doi.org/10.1080/0972060X.2024.2328115 |
58. | Hellson, J.C.; Gadd, M. Ethnobotany of the Blackfoot Indians; University of Ottawa Press: Ottowa, Ontario, Canada, 1974. |
59. | Johnston, A. Blackfoot Indian utilization of the flora of the northwestern Great Plains. Econ. Bot. 1970, 24, 301–324. https://doi.org/10.1007/BF02860666 |
60. | Hart, J. Montana Native Plants & Early Peoples; Montana Historical Society Press: Helena, Montana, 1976. ISBN 978-0-917298-29-5. |
61. | Mahar, J.M. Ethnobotany of the Oregon Paiutes of the Warm Springs Indian Reservation, B.A. Thesis, Reed College, Portland, Oregon, 1953. |
62. | Kim, D.S.; Lee, H.J.; Jeon, Y.D.; Han, Y.H.; Kee, J.Y.; Kim, H.J.; Shin, H.J.; Kang, J.; Lee, B.S.; Kim, S.H.; et al. Alpha-pinene exhibits anti-inflammatory activity through the suppression of MAPKs and the NF-κB pathway in mouse peritoneal macrophages. Am. J. Chin. Med. 2015, 43, 731–742. https://doi.org/10.1142/S0192415X15500457 |
63. | Salehi, B.; Upadhyay, S.; Orhan, I.E.; Jugran, A.K.; Jayaweera, S.L.D.; Dias, D.A.; Sharopov, F.; Taheri, Y.; Martins, N.; Baghalpour, N.; et al. Therapeutic potential of α- and β-pinene: A miracle gift of nature. Biomolecules. 2019, 9, 738. https://doi.org/10.3390/biom9110738 |
64. | Wei, S.Y.; Li, Y.L.; Wang, L.; Chu, Z.Y.; Qin, Y.C.; Zeng, H. α-Pinene: Inhibitor of Acinetobacter baumannii biofilms and potential therapeutic agent for pneumonia. Int. Immunopharmacol. 2025, 151, 114287. https://doi.org/10.1016/j.intimp.2025.114287 |
65. | Quintans-Júnior, L.; Moreira, J.C.F.; Pasquali, M.A.B.; Rabie, S.M.S.; Pires, A.S.; Schröder, R.; Rabelo, T.K.; Santos, J.P.A.; Lima, P.S.S.; Cavalcanti, S.C.H.; et al. Antinociceptive activity and redox profile of the monoterpenes (+)-camphene, p-cymene, and geranyl acetate in experimental models. ISRN Toxicol. 2013, 2013. 1–11. https://doi.org/10.1155/2013/459530 |
66. | Tiwari, M.; Kakkar, P. Plant derived antioxidants - Geraniol and camphene protect rat alveolar macrophages against t-BHP induced oxidative stress. Toxicol. Vitr. 2009, 23, 295–301. https://doi.org/10.1016/j.tiv.2008.12.014 |
67. | Gadotti, V.M.; Huang, S.; Zamponi, G.W. The terpenes camphene and alpha-bisabolol inhibit inflammatory and neuropathic pain via Cav3.2 T-type calcium channels. Mol. Brain. 2021, 14, 166. https://doi.org/10.1186/s13041-021-00876-6 |
68. | Boyd, E.M.; Sheppard, P. Nutmeg oil and camphene as inhaled expectorants. Arch. Otolaryngol. 1970, 92, 372–378. https://doi.org/10.1001/archotol.1970.04310040060011 |
69. | Leite, A.M.; Lima, E.D.O.; de Souza, E.L.; Diniz, M.D.F.F.M.; Trajano, V.N.; de Medeiros, I.A. Inhibitory effect of β-pinene, α-pinene and eugenol on the growth of potential infectious endocarditis causing Gram-positive bacteria. Rev. Bras. Ciencias Farm. J. Pharm. Sci. 2007, 43, 121–126. https://doi.org/10.1590/S1516-93322007000100015 |
70. | Kim, T.; Song, B.; Cho, K.S.; Lee, I.S. Therapeutic potential of volatile terpenes and terpenoids from forests for inflammatory diseases. Int. J. Mol. Sci. 2020, 21, 2187. https://doi.org/10.3390/ijms21062187 |
71. | Chen, N.; Sun, G.; Yuan, X.; Hou, J.; Wu, Q.; Soromou, L.W.; Feng, H. Inhibition of lung inflammatory responses by bornyl acetate is correlated with regulation of myeloperoxidase activity. J. Surg. Res. 2014, 186, 436–445. https://doi.org/10.1016/j.jss.2013.09.003 |
72. | Yang, H.; Zhao, R.; Chen, H.; Jia, P.; Bao, L.; Tang, H. Bornyl acetate has an anti-inflammatory effect in human chondrocytes via induction of IL-11. IUBMB Life 2014, 66, 854–859. https://doi.org/10.1002/iub.1338 |
73. | Yang, L.; Liu, J.; Li, Y.; Qi, G. Bornyl acetate suppresses Ox-LDL-induced attachment of THP-1 monocytes to endothelial cells. Biomed. Pharmacother. 2018, 103, 234–239. https://doi.org/10.1016/j.biopha.2018.03.152 |
74. | Zhao, Z.; Sun, Y.; Ruan, X. Bornyl acetate: A promising agent in phytomedicine for inflammation and immune modulation. Phytomed. 2023, 114, 154781. https://doi.org/10.1016/j.phymed.2023.154781 |
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Abstract
The foliage of Abies species in western North America has been used by Native Americans in their traditional medicine for pulmonary problems, coughs, colds, and tuberculosis. As part of our interest in Native American traditional medicine as well as essential oils of aromatic medicinal plants, including gymnosperms, the foliar essential oils of A. amabilis, A. concolor, A. grandis, A. lasiocarpa, and A. magnifica were obtained by hydrodistillation and analyzed by gas chromatographic methods. The essential oils of two samples of A. amabilis from Mt. Hood, Oregon, were rich in α-pinene (8.2%, 11.1%), β-pinene (12.1%, 20.9%), δ-3-carene (22.1%, 22.4%), limonene (4.2%, 14.3%), and β-phellandrene (10.6%, 16.1%). β-Pinene (40.5-50.7%) dominated the essential oils of A. concolor (four samples) from northern California, followed by α-pinene (6.4-12.2%), β-phellandrene (7.0-21.3%), and α-terpineol (7.1-9.9%). The major components in the essential oils of A. grandis from northern Idaho (three samples) were α-pinene (5.4-8.4%), camphene (10.3-12.1%), β-pinene (10.2-20.7%), β-phellandrene (14.8-24.4%) and bornyl acetate (18.0-23.0%). Abies lasiocarpa was obtained from two locations, Mt. Hood, Oregon (two samples), and Mt. St. Helens, Washington (three samples). The essential oils showed notable differences in limonene (Mt. Hood, 1.8-2.1%; Mt. St. Helens, 32.5-60.0%) and β-phellandrene (Mt. Hood, 42.6-54.3%; Mt. St. Helens, 6.8-20.6%) concentrations. β-Phellandrene (41.2-44.6%) and β-pinene (16.9-20.8%) dominated the essential oils of A. magnifica (three samples from Mt. Lassen, California). Enantioselective GC-MS revealed that the (–)-enantiomers predominated for α-pinene, camphene, limonene, β-phellandrene, terpinen-4-ol, and α-terpineol. The relatively high concentrations of α-pinene, camphene, β-pinene, limonene, α-terpineol, and bornyl acetate in the Abies essential oils are consistent with the Native American traditional use of these species to treat pulmonary troubles (e.g., coughs, colds, and tuberculosis).
Abstract Keywords
A. amabilis, A. concolor, A. grandis, A. lasiocarpa, A. magnifica, gas chromatography, enantioselective, chiral.
This work is licensed under the
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License (CC BY-NC 4.0).
Editor-in-Chief
This work is licensed under the
Creative Commons Attribution 4.0
License.(CC BY-NC 4.0).