The Chemical Profiling of Essential Oils from Different Tissues of Cinnamomum camphora L. and Their Antimicrobial Activities
Abstract
:1. Introduction
2. Results and Discussion
2.1. Isolation and Yields of Essential Oils and Yields
2.2. Chemical Composition of Essential Oils
2.3. Enantiomeric Composition of Essential Oil Terpenoids
2.4. Antibacterial and Antifungal Activity
3. Materials and Methods
3.1. Plant Material and Isolation of Essential Oils
3.2. Chemical Composition Analysis by Gas Chromatography/Mass Spectrometry (GC-MS)
3.3. Enantiomeric Analysis by Chiral Gas Chromatography-Mass Spectrometry (CGC-MS)
3.4. Antibacterial Screening
3.5. Antifungal Screening
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
Sample Availability
Abbreviations
References
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Cinnamomum camphora L. Tissues | Yields |
---|---|
Leaf | 2.67% |
Branch | 2.0% |
Wood | 1.0% |
Root | 1.8% |
Leaf/branch (1:1 ratio) | 2.17% |
Leaf/branch/wood (1:1:1 ratio) | 1.40% |
RRI | Compounds | Cinnamomum camphora L. Tissues Along with Relative Abundance (%) | |||||
---|---|---|---|---|---|---|---|
Leaf | Branch | Wood | Root | Leaf/Branch | Leaf/Branch/Wood | ||
921 | Tricyclene | Tr | 0.1 | Tr | Tr | 0.1 | Tr |
924 | α-Thujene | 0.1 | 0.5 | 0.2 | 0.1 | 0.5 | 0.4 |
931 | α-Pinene | 1.6 | 6.9 | 1.6 | 0.6 | 8.2 | 5.7 |
945 | α-Fenchene | - | 0.1 | 0.1 | Tr | 0.1 | 0.1 |
946 | Camphene | 1.8 | 3.4 | 0.9 | 0.2 | 3.9 | 2.9 |
967 | Sabinene | 0.1 | 0.9 | 1.4 | 1.0 | 1.0 | 1.0 |
974 | β-Pinene | 0.8 | 3.1 | 0.9 | 0.5 | 3.2 | 2.2 |
988 | Myrcene | 0.3 | 2.8 | 1.2 | 0.3 | 3.7 | 2.6 |
998 | Octanal | - | Tr | Tr | Tr | Tr | Tr |
999 | δ-2-Carene | - | Tr | Tr | Tr | Tr | Tr |
1002 | α-Phellandrene | 0.1 | 1.8 | 0.4 | 0.1 | 1.1 | 1.0 |
1008 | δ-3-Carene | - | 0.1 | Tr | - | 0.1 | 0.1 |
1014 | α-Terpinene | Tr | 0.2 | 0.4 | 0.2 | 0.3 | 0.2 |
1020 | p-Cymene | - | 2.2 | 0.2 | 0.1 | 0.4 | 0.6 |
1024 | Limonene | 0.8 | 7.4 | 2.6 | 0.7 | 7.1 | 5.3 |
1026 | 1,8 cineole | 0.3 | 3.7 | 19.9 | 18.1 | 3.2 | 6.2 |
1032 | (Z)-β-Ocimene | - | 0.2 | Tr | - | 0.2 | 0.1 |
1044 | (E)-β-Ocimene | - | 1.1 | 0.1 | - | 0.9 | 0.5 |
1054 | γ-Terpinene | Tr | 0.3 | 0.6 | 0.3 | 0.5 | 0.4 |
1065 | cis-Sabinene hydrate | - | 0.2 | 0.1 | 0.1 | 0.1 | 0.3 |
1083 | Fenchone | - | Tr | 0.1 | Tr | Tr | Tr |
1085 | Terpinolene | 0.1 | 0.5 | 0.3 | 0.1 | 1.0 | 0.7 |
1088 | p-Cymenene | - | Tr | - | - | Tr | Tr |
1095 | 6-Camphenone | - | - | Tr | - | - | Tr |
1098 | trans-Sabinene hydrate | - | 0.2 | 0.1 | 0.1 | 0.1 | 0.2 |
1100 | Nopinone | - | - | Tr | - | - | - |
1114 | endo-Fenchol | - | Tr | Tr | Tr | Tr | Tr |
1118 | cis-p-Menth-2-en-1-ol | - | Tr | Tr | 0.1 | 0.1 | Tr |
1122 | α-Campholenal | - | - | Tr | - | - | Tr |
1135 | trans-Pinocarveol | - | - | - | Tr | - | - |
1136 | trans-p-Menth-2-en-1-ol | - | - | - | Tr | - | - |
1141 | Camphor | 93.1 | 53.6 | 53.2 | 11.8 | 53.3 | 59.5 |
1148 | Citronellal | - | Tr | Tr | - | Tr | Tr |
1154 | trans-β-Terpineol | - | Tr | Tr | Tr | Tr | Tr |
1157 | Sabina ketone | - | - | Tr | Tr | - | - |
1160 | Pinocarvone | - | Tr | - | Tr | - | - |
1162 | δ-Terpineol | - | Tr | 0.4 | 0.3 | Tr | 0.1 |
1165 | Borneol | 0.4 | 0.3 | 0.4 | 0.4 | 0.7 | 0.7 |
1179 | p-1,8-Menthadien-4-ol | - | Tr | Tr | - | Tr | Tr |
1180 | Terpinen-4-ol | 0.1 | 1.2 | 2.4 | 1.5 | 1.4 | 1.1 |
1186 | p-Cymen-8-ol | - | 0.1 | Tr | - | 0.1 | Tr |
1187 | Cryptone + Cymenol | - | - | - | Tr | - | - |
1194 | α-Terpineol | 0.3 | 1.9 | 6.2 | 4.1 | 2.4 | 2.5 |
1197 | Methyl chavicol | - | - | - | 0.1 | - | - |
1199 | trans-Piperitol | - | Tr | Tr | Tr | Tr | Tr |
1204 | Verbenone | - | - | - | Tr | - | - |
1215 | trans-Carveol | - | Tr | Tr | - | Tr | Tr |
1223 | Nerol | - | Tr | Tr | Tr | Tr | Tr |
1227 | Citronellol | - | 0.1 | 0.1 | - | 0.1 | 0.1 |
1235 | Neral | - | Tr | Tr | - | Tr | Tr |
1237 | Carvone | - | Tr | - | Tr | Tr | Tr |
1248 | Geraniol | - | - | Tr | - | - | - |
1249 | Piperitone | - | Tr | 0.1 | Tr | Tr | Tr |
1264 | Geranial | - | Tr | Tr | - | Tr | Tr |
1282 | Bornyl acetate | - | Tr | Tr | 0.1 | Tr | Tr |
1285 | Safrole | - | Tr | 3.2 | 57.6 | Tr | 0.5 |
1332 | δ-Elemene | - | Tr | - | - | Tr | Tr |
1338 | α-Santalal | - | - | Tr | - | - | - |
1344 | α-Cubebene | - | - | - | Tr | - | - |
1345 | Eugenol | - | 0.1 | 1.0 | 0.4 | Tr | 0.2 |
1347 | Neryl acetate | - | - | Tr | Tr | - | - |
1348 | Citronellyl acetate | - | - | Tr | - | - | - |
1366 | α-Ylangene | - | - | Tr | - | - | - |
1374 | α-Copaene | - | - | Tr | Tr | - | - |
1376 | Geranyl acetate | - | - | Tr | - | - | - |
1388 | trans-β-Elemene | - | 0.2 | Tr | - | 0.4 | 0.2 |
1398 | Methyl eugenol | - | - | Tr | 0.1 | - | Tr |
1408 | Dodecanal | - | - | Tr | - | - | - |
1411 | cis-α-Bergamotene | - | - | Tr | - | - | - |
1416 | α-Santalene | - | - | 0.5 | 0.2 | - | - |
1417 | β-Caryophyllene | Tr | 1.1 | - | - | 2.3 | 1.4 |
1427 | γ-Elemene | - | Tr | Tr | - | 0.1 | 0.1 |
1431 | trans-α-Bergamotene | - | Tr | 0.1 | Tr | Tr | Tr |
1438 | 6,9-Guaiadiene | - | - | - | Tr | - | - |
1444 | trans-Isoeugenol | - | Tr | - | - | 0.1 | Tr |
1445 | epi-β-Santalene | - | - | Tr | Tr | - | - |
1452 | α-Humulene | - | 2.7 | 0.1 | Tr | 0.3 | 0.9 |
1457 | β-Santalene | - | Tr | 0.1 | 0.1 | Tr | Tr |
1474 | Selina-4,11-diene | - | Tr | Tr | - | Tr | Tr |
1477 | trans-β-Bergamotene | - | - | Tr | Tr | - | - |
1480 | Germacrene D | - | 0.2 | Tr | Tr | 0.5 | 0.4 |
1487 | β-Selinene | - | Tr | Tr | Tr | 1.2 | 0.3 |
1492 | α-Selinene | - | 0.2 | Tr | - | - | - |
1505 | β-Bisabolene | - | - | Tr | - | - | - |
1509 | Tridecanal | - | - | Tr | - | - | - |
1513 | γ-Cadinene | - | Tr | - | - | - | - |
1516 | δ-Cadinene | - | Tr | Tr | Tr | - | Tr |
1517 | Myristicin | - | - | Tr | 0.3 | - | - |
1548 | α-Elemol | - | Tr | Tr | - | Tr | 0.1 |
1554 | Germacrene B | - | Tr | Tr | - | 0.1 | 0.1 |
1559 | (E)-Nerolidol | - | Tr | Tr | - | Tr | Tr |
1574 | Germacrene D-4-ol | - | Tr | - | - | - | - |
1577 | Caryophyllene oxide | - | 0.6 | 0.1 | - | 0.4 | 0.2 |
1582 | Globulol | - | Tr | - | - | Tr | Tr |
1592 | Methoxy eugenol | - | - | - | Tr | - | - |
1593 | Guaiol | - | 0.1 | 0.1 | 0.1 | 0.1 | 0.4 |
1598 | cis-Bisabol-11-ol | - | 0.1 | Tr | - | - | Tr |
1608 | Humuleneepoxide II | - | 0.7 | 0.2 | Tr | Tr | 0.2 |
1611 | Tetradecanal | - | - | 0.5 | Tr | - | 0.1 |
1621 | Selina-6-en-4-ol | - | - | Tr | Tr | - | - |
1623 | 1-epi-Cubenol | - | - | - | Tr | - | - |
1640 | epi-α-Cadinol | - | - | Tr | - | - | Tr |
1650 | Valerianol | - | - | - | 0.1 | - | - |
1652 | α-Cadinol | - | Tr | Tr | - | 0.1 | 0.1 |
1658 | Selin-11-en-4α-ol | - | 0.7 | 0.1 | Tr | 0.1 | 0.3 |
Oxygenated monoterpenes | 94.2 | 61.5 | 83.0 | 36.5 | 61.8 | 70.9 | |
Sesquiterpene | Tr | 4.5 | 0.9 | 0.5 | 4.7 | 3.3 | |
Oxygenated sesquiterpenes | - | 2.3 | 0.6 | 0.2 | 1.0 | 1.4 | |
Phenylpropanoids | - | Tr | 4.1 | 58.5 | Tr | 0.6 | |
Other | - | Tr | 0.7 | 0.1 | Tr | 0.2 |
Chiral Compound | Enantiomeric Distribution, Dextrorotatory (+) and Levorotatory (−) | |||||||||
---|---|---|---|---|---|---|---|---|---|---|
Branch | Wood | Root | Leaf/Branch | Leaf/Branch/Wood | ||||||
(+) | (−) | (+) | (−) | (+) | (−) | (+) | (−) | (+) | (−) | |
α-Thujene | 70.3 | 29.7 | 30.9 | 69.1 | 7.3 | 92.7 | 75.0 | 25.0 | 70.9 | 29.1 |
α-Pinene | 68.2 | 31.8 | 60.5 | 39.5 | 36.8 | 63.2 | 65.0 | 35.0 | 71.4 | 28.6 |
Camphene | 59.8 | 40.2 | 70.0 | 30.0 | 0 | 100 | 48.4 | 51.6 | 62.5 | 37.5 |
β-Pinene | 40.9 | 59.1 | 24.3 | 75.7 | 27.3 | 72.7 | 29.0 | 71.0 | 36.3 | 63.7 |
Sabinene | 0 | 100 | 0 | 100 | 2.6 | 97.4 | 0 | 100 | 0 | 100 |
α-Phellandrene | 99.1 | 0.9 | 93.5 | 6.5 | 83.6 | 16.4 | 97.7 | 2.3 | 98.2 | 1.8 |
Limonene | - | - | 78.1 | 21.9 | 70.0 | 30.0 | 81.5 | 18.5 | 84.1 | 15.9 |
cis-Sabinene hydrate | - | - | 16.5 | 83.5 | 8.2 | 91.8 | 64.8 | 35.2 | 66.7 | 33.3 |
trans-Sabinene hydrate | - | - | - | - | 15.7 | 84.3 | - | - | - | - |
Camphor | 99.5 | 0.5 | 99.6 | 0.4 | 99.0 | 1.0 | 99.6 | 0.4 | 99.5 | 0.5 |
Terpinen-4-ol | 47.5 | 52.5 | 33.0 | 67.0 | 30.6 | 69.4 | 48.5 | 51.5 | 43.3 | 56.7 |
Borneol | 72.2 | 27.8 | 0 | 100 | 0 | 100 | 70.1 | 29.9 | 73.6 | 26.4 |
α-Terpineol | 70.5 | 29.5 | 23.4 | 76.6 | 10.1 | 89.9 | 86.4 | 13.6 | 71.2 | 28.8 |
β-Caryophyllene | 0 | 100 | - | - | - | - | 0 | 100 | 0 | 100 |
Germacrene D | 85.6 | 14.4 | - | - | - | - | 89.1 | 10.9 | 90.0 | 10.0 |
Name of Bacteria | MICs (μg/mL) | ||||||||
---|---|---|---|---|---|---|---|---|---|
Cinnamomum camphora L. Essential Oil | 1,8-Cineole | (+)-Camphor | Safrole | ||||||
Leaf | Branch | Wood | Root | Leaf/Branch | Leaf/Branch/Wood | ||||
Bacillus cereus | 625 | 625 | 625 | 625 | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 |
Propionibacterium acnes | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 | 625 | 625 | 312.5 |
Pseudomonas aeruginosa | 625 | 625 | 625 | 312.5 | 625 | 625 | 312.5 | 312.5 | 312.5 |
Serratia marcescens | 625 | 625 | 39.1 | 625 | 625 | 625 | 312.5 | 312.5 | 312.5 |
Staphylococcus aureus | 1250 | 1250 | 1250 | 1250 | 1250 | 1250 | 312.5 | 312.5 | 312.5 |
Staphylococcus epidermidis | 156.3 | 156.3 | 156.3 | 156.3 | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 |
Streptococcus pyogenes | 625 | 625 | 625 | 625 | 625 | 625 | 625 | 312.5 | 312.5 |
Fungal Strains | MICs (μg/mL) | ||||||||
---|---|---|---|---|---|---|---|---|---|
Cinnamomum camphora L. Essential Oil | 1,8-Cineole | (+)-Camphor | Safrole | ||||||
Leaf | Branch | Wood | Root | Leaf/Branch | Leaf/Branch/Wood | ||||
Aspergillus niger | 312.5 | 156.3 | 156.3 | 156.3 | 156.3 | 78.1 | 156.3 | 156.3 | 78.1 |
Aspergillus fumigatus | 312.5 | 156.3 | 312.5 | 312.5 | 156.3 | 78.1 | 156.3 | 312.5 | 39.1 |
Candida albicans | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 | 156.3 | 156.3 | 156.3 |
Microsporum canis | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 | 312.5 |
Microsporum gypseum | 312.5 | 312.5 | 312.5 | 312.5 | 625 | 312.5 | 156.3 | 312.5 | 312.5 |
Trichophyton mentagrophytes | 156.3 | 156.3 | 156.3 | 312.5 | 312.5 | 156.3 | 156.3 | 312.5 | 312.5 |
Trichophyton rubrum | 78.1 | 312.5 | 312.5 | 156.3 | 625 | 312.5 | 312.5 | 312.5 | 312.5 |
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Poudel, D.K.; Rokaya, A.; Ojha, P.K.; Timsina, S.; Satyal, R.; Dosoky, N.S.; Satyal, P.; Setzer, W.N. The Chemical Profiling of Essential Oils from Different Tissues of Cinnamomum camphora L. and Their Antimicrobial Activities. Molecules 2021, 26, 5132. https://doi.org/10.3390/molecules26175132
Poudel DK, Rokaya A, Ojha PK, Timsina S, Satyal R, Dosoky NS, Satyal P, Setzer WN. The Chemical Profiling of Essential Oils from Different Tissues of Cinnamomum camphora L. and Their Antimicrobial Activities. Molecules. 2021; 26(17):5132. https://doi.org/10.3390/molecules26175132
Chicago/Turabian StylePoudel, Darbin Kumar, Anil Rokaya, Pawan Kumar Ojha, Sujan Timsina, Rakesh Satyal, Noura S. Dosoky, Prabodh Satyal, and William N. Setzer. 2021. "The Chemical Profiling of Essential Oils from Different Tissues of Cinnamomum camphora L. and Their Antimicrobial Activities" Molecules 26, no. 17: 5132. https://doi.org/10.3390/molecules26175132
APA StylePoudel, D. K., Rokaya, A., Ojha, P. K., Timsina, S., Satyal, R., Dosoky, N. S., Satyal, P., & Setzer, W. N. (2021). The Chemical Profiling of Essential Oils from Different Tissues of Cinnamomum camphora L. and Their Antimicrobial Activities. Molecules, 26(17), 5132. https://doi.org/10.3390/molecules26175132