Chemical Composition and Biological Activities of the Essential Oils from Duguetia lanceolata St. Hil. Barks
Abstract
:1. Introduction
2. Results and Discussion
Compound | RI a | Concentration (%) | Identification | |
---|---|---|---|---|
2 h | 4 h | |||
α-Pinene | 937 | 0.1 | - | RI, GC-MS |
Verbenene | 984 | 0.1 | - | RI, GC-MS |
β-Pinene | 1018 | 0.1 | - | RI, GC-MS |
p-Cymene | 1075 | 0.7 | - | RI, GC-MS |
Limonene | 1081 | 0.4 | - | RI, GC-MS |
p-Cymenene | 1153 | 0.2 | 0.1 | RI, GC-MS |
Dehydrosabina ketone | 1194 | 0.1 | - | RI, GC-MS |
α-Campholenal | 1202 | 0.1 | - | RI, GC-MS |
trans-Pinocarveol | 1215 | 1.4 | 0.4 | RI, GC-MS |
cis-Verbenol | 1221 | 0.4 | - | RI, GC-MS |
trans-p-Menth-2-en-1-ol | 1225 | 0.1 | - | RI, GC-MS |
Camphor | 1235 | 0.1 | - | RI, GC-MS |
Menthofuran | 1240 | 0.1 | - | RI, GC-MS |
p-Mentha-1,5-dien-8-ol | 1244 | 0.2 | 0.2 | RI, GC-MS |
Umbellulone | 1251 | 0.1 | - | RI, GC-MS |
Terpin-4-ol | 1256 | 0.4 | 0.1 | RI, GC-MS |
p-Cymen-8-ol | 1265 | 0.2 | - | RI, GC-MS |
α-Terpineol | 1270 | 0.1 | 0.1 | RI, GC-MS |
Myrtenol | 1278 | 0.8 | 0.5 | RI, GC-MS |
Verbenone | 1292 | 0.3 | 0.1 | RI, GC-MS |
trans-Carveol | 1302 | 0.2 | 0.1 | RI, GC-MS |
Citronellol | 1317 | 0.4 | - | RI, GC-MS |
Cumin aldehyde | 1323 | 0.1 | - | RI, GC-MS |
Carvone | 1328 | 0.1 | - | RI, GC-MS |
Bornyl acetate | 1374 | 0.7 | 0.4 | RI, GC-MS |
α-Cubebene | 1440 | 0.1 | 0.1 | RI, GC-MS |
Cyclosativene | 1457 | 1.4 | 1.4 | RI, GC-MS |
α-Copaene | 1466 | 0.3 | 0.3 | RI, GC-MS |
β-Elemene | 1491 | 12.7 | 14.9 | RI, GC-MS |
( Z)-Caryophyllene | 1497 | 0.2 | 0.1 | RI, GC-MS |
α-Gurjunene | 1502 | 0.2 | - | RI, GC-MS |
( allo)-Aromadendrene | 1531 | 0.1 | 0.1 | RI, GC-MS |
β-Chamigrene | 1539 | 0.1 | 0.1 | RI, GC-MS |
γ-Muurolene | 1553 | 0.3 | - | RI, GC-MS |
γ-Curcumene | 1571 | 1.1 | 1.1 | RI, GC-MS |
β-Selinene | 1587 | 8.4 | 10.4 | RI, GC-MS |
Valencene | 1589 | 0.3 | 0.3 | RI, GC-MS |
α-Selinene | 1592 | 0.6 | 0.6 | RI, GC-MS |
Cuparene | 1596 | 0.4 | 0.4 | RI, GC-MS |
Germacrene A | 1604 | 0.8 | 0.6 | RI, GC-MS |
α-Bulnesene | 1608 | 0.6 | 0.6 | RI, GC-MS |
γ-Cadinene | 1611 | 0.5 | 0.5 | RI, GC-MS |
δ-Cadinene | 1623 | 1.2 | 1.4 | RI, GC-MS |
( Z )-Nerolidol | 1630 | 1.2 | 0.8 | RI, GC-MS |
8,14-Cedranoxide | 1639 | 0.5 | 0.3 | RI, GC-MS |
α-Calacorene | 1642 | 0.9 | 1.2 | RI, GC-MS |
Occidentalol | 1651 | 1.4 | 1.3 | RI, GC-MS |
Elemol | 1655 | 0.3 | - | RI, GC-MS |
Ledol | 1667 | 3.9 | 3.9 | RI, GC-MS |
Longipinanol | 1670 | 2.4 | 0.3 | RI, GC-MS |
Caryophyllene oxide | 1690 | 12.4 | 10.7 | RI, GC-MS |
Gleenol | 1697 | 0.4 | - | RI, GC-MS |
Davanone | 1700 | 0.5 | 1.0 | RI, GC-MS |
Viridiflorol | 1707 | 3.5 | 3.0 | RI, GC-MS |
Humulene epoxide II | 1716 | 7.4 | 6.8 | RI, GC-MS |
Hinesol | 1725 | 0.2 | 0.8 | RI, GC-MS |
Epi-α-Cadinol | 1733 | 3.2 | 3.0 | RI, GC-MS |
Cubenol | 1735 | 0.6 | - | RI, GC-MS |
α-Muurolol | 1747 | 1.0 | 0.9 | RI, GC-MS |
β-Eudesmol | 1759 | 6.8 | 7.9 | RI, GC-MS |
Patchouli alcohol | 1763 | 3.2 | 3.8 | RI, GC-MS |
Lyral | 1773 | 1.2 | 1.2 | RI, GC-MS |
Cadalene | 1780 | 1.7 | 2.2 | RI, GC-MS |
Khusinol | 1788 | 3.6 | 5.0 | RI, GC-MS |
( E)-Asarone | 1810 | 0.8 | 1.1 | RI, GC-MS |
cis-14-Muurolol-5-en-4-one | 1817 | 0.5 | 0.8 | RI, GC-MS |
Germacrone | 1833 | 0.8 | 0.5 | RI, GC-MS |
β-Sinensal | 1862 | 3.2 | 5.4 | RI, GC-MS |
Caryophyllene acetate | 1867 | 0.8 | 2.0 | RI, GC-MS |
n-Heptadecane | 1915 | 0.2 | 0.2 | RI, GC-MS |
n-Nonadecane | 2022 | 0.1 | 0.1 | RI, GC-MS |
n -Eicosane | 2129 | 0.1 | 0.2 | RI, GC-MS |
Total | - | 99.6 | 99.3 | - |
Monoterpene hydrocarbons | - | 1.6 | 0.1 | - |
Oxygenated monoterpenes | - | 5.9 | 1.8 | - |
Sesquiterpene hydrocarbons | - | 31.9 | 36.3 | - |
Oxygenated sesquiterpenes | - | 59.8 | 60.5 | - |
Hydrocarbons | - | 0.4 | 0.5 | - |
Unidentified | - | 0.4 | 0.7 | - |
Yield (%) | - | 0.5 | 0.5 | - |
Microorganism | Inhibition zone (mm) | ||||||
---|---|---|---|---|---|---|---|
Essential oil T2 (mg) | Essential oil T4 (mg) | Control | |||||
5 | 10 | 25 | 5 | 10 | 25 | ||
Staphylococcus aureus | 10.5 | 10.5 | 15.0 | 9.5 | 10.0 | 12.5 | 26.0 |
Streptococcus pyogenes | 11.0 | 12.5 | 18.0 | 10.0 | 11.0 | 14.0 | 28.0 |
Escherichia coli | - | - | 10.0 | - | - | - | 25.0 |
Pseudomonas aeruginosa | - | - | - | - | - | - | 21.0 |
Candida albicans | - | 10 | 14 | - | - | 12 | 22.0 |
Microorganism | MIC (μg/mL) | ||
---|---|---|---|
Essential oil T2 | Essential oil T4 | Control | |
Staphylococcus aureus | 60 | 125 | 2 |
Streptococcus pyogenes | 20 | 40 | 4 |
Escherichia coli | - | - | 8 |
Pseudomonas aeruginosa | - | - | - |
Candida albicans | 60 | 100 | 15 |
Tested product | LC50 (μg/mL) | Confidence interval (95%) |
---|---|---|
Essential oil T2 | 49.0 | 30.2–79.2 |
Essential oil T4 | 60.7 | 37.1–99.3 |
Thymol a | 457.9 | 318.6–658.1 |
3. Experimental
3.1. Plant Material and Preparation Procedure
3.2. Extraction of the Essential Oils
3.3. Gas Chromatographic Analysis
3.4. Gas Chromatography/Mass Spectrometry Analysis (GC/MS)
3.5. Representative Microbial Groups by ATCC Reference Strains
3.6. Screening for Antimicrobial Activity
3.7. Determination of the Minimum Inhibitory Concentration
3.8. Brine Shrimp Lethality Bioassay
4. Conclusions
Acknowledgments
References
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Sousa, O.V.; Del-Vechio-Vieira, G.; Alves, M.S.; Araújo, A.A.L.; Pinto, M.A.O.; Amaral, M.P.H.; Rodarte, M.P.; Kaplan, M.A.C. Chemical Composition and Biological Activities of the Essential Oils from Duguetia lanceolata St. Hil. Barks. Molecules 2012, 17, 11056-11066. https://doi.org/10.3390/molecules170911056
Sousa OV, Del-Vechio-Vieira G, Alves MS, Araújo AAL, Pinto MAO, Amaral MPH, Rodarte MP, Kaplan MAC. Chemical Composition and Biological Activities of the Essential Oils from Duguetia lanceolata St. Hil. Barks. Molecules. 2012; 17(9):11056-11066. https://doi.org/10.3390/molecules170911056
Chicago/Turabian StyleSousa, Orlando V., Glauciemar Del-Vechio-Vieira, Maria S. Alves, Aílson A. L. Araújo, Míriam A. O. Pinto, Maria P. H. Amaral, Mírian P. Rodarte, and Maria A. C. Kaplan. 2012. "Chemical Composition and Biological Activities of the Essential Oils from Duguetia lanceolata St. Hil. Barks" Molecules 17, no. 9: 11056-11066. https://doi.org/10.3390/molecules170911056