Chemical Composition of the Oleogum Resin Essential Oils of Boswellia dalzielii from Burkina Faso
Abstract
:1. Introduction
2. Results
3. Discussion
4. Materials and Methods
4.1. Collection of Oleogum Resins
4.2. Hydrodistillation of Oleogum Resins
4.3. Gas-Chromatographic-Mass Spectral Analysis
4.4. Gas Chromatographic-Flame Ionization Detection
4.5. Hierarchical Cluster Analysis
5. Conclusions
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
- DeCarlo, A.; Dosoky, N.S.; Satyal, P.; Sorensen, A.; Setzer, W.N. The essential oils of the Burseraceae. In Essential Oil Research: Trends in Biosynthesis, Analytics, Industrial Applications and Biotechnological Production; Malik, S., Ed.; Springer Nature: Cham, Switzerland, 2019; ISBN 978-3-030-16545-1. [Google Scholar]
- Thulin, M.; DeCarlo, A.; Johnson, S.P. Boswellia occulta (Burseraceae), a new species of frankincense tree from Somalia (Somaliland). Phytotaxa 2019, 394, 219–224. [Google Scholar] [CrossRef]
- Eslamieh, J. Cultivation of Boswellia, 2nd ed.; A Book’s Mind: Fort Collins, CO, USA, 2017; ISBN 978-1939828095. [Google Scholar]
- Langenheim, J.H. Plant Resins: Chemistry, Evolution, Ecology, and Ethnobotany; Timber Press, Inc.: Portland, OR, USA, 2003; ISBN 978-0881925746. [Google Scholar]
- Al-Harrasi, A.; Al-Saidi, S. Phytochemical analysis of the essential oil from botanically certified oleogum resin of Boswellia sacra (Omani Luban). Molecules 2008, 13, 2181–2189. [Google Scholar] [CrossRef]
- Ali, N.A.A.; Wurster, M.; Arnold, N.; Teichert, A.; Schmidt, J.; Lindequist, U.; Wessjohann, L. Chemical composition and biological activities of essential oils from the oleogum resins of three endemic Soqotraen Boswellia species. Rec. Nat. Prod. 2008, 2, 6–12. [Google Scholar]
- Basar, S. Phytochemical Investigations on Boswellia Species. Ph.D. Thesis, Universität Hamburg, Hamburg, Germany, 2005. [Google Scholar]
- Bekana, D.; Kebede, T.; Assefa, M.; Kassa, H. Comparative phytochemical analyses of resins of Boswellia species (B. papyrifera (Del.) Hochst., B. neglecta S. Moore, and B. rivae Engl.) from northwestern, southern, and southeastern Ethiopia. ISRN Anal. Chem. 2014, 2014, 374678. [Google Scholar] [CrossRef]
- Benelli, G.; Rajeswary, M.; Vijayan, P.; Senthilmurugan, S.; Alharbi, N.S.; Kadaikunnan, S.; Khaled, J.M.; Govindarajan, M. Boswellia ovalifoliolata (Burseraceae) essential oil as an eco-friendly larvicide? Toxicity against six mosquito vectors of public health importance, non-target mosquito fishes, backswimmers, and water bugs. Environ. Sci. Pollut. Res. 2017, 25, 10264–10271. [Google Scholar] [CrossRef] [PubMed]
- Camarda, L.; Dayton, T.; Di Stefano, V.; Pitonzo, R. Chemical composition and antimicrobial activity of some oleogum resin essential oils from Boswellia spp. (Burseraceae). Ann. Chim. 2007, 97, 837–844. [Google Scholar] [CrossRef] [PubMed]
- DeCarlo, A.; Johnson, S.; Poudel, A.; Satyal, P.; Bangerter, L.; Setzer, W.N. Chemical variation in essential oils from the oleo-gum resin of Boswellia carteri: A preliminary investigation. Chem. Biodivers. 2018, 15, e1800047. [Google Scholar] [CrossRef] [PubMed]
- Gupta, M.; Rout, P.K.; Misra, L.N.; Gupta, P.; Singh, N.; Darokar, M.P.; Saikia, D.; Singh, S.C.; Bhakuni, R.S. Chemical composition and bioactivity of Boswellia serrata Roxb. essential oil in relation to geographical variation. Plant Biosyst. 2017, 151, 623–629. [Google Scholar] [CrossRef]
- Hamm, S.; Bleton, J.; Connan, J.; Tchapla, A. A chemical investigation by headspace SPME and GC–MS of volatile and semi-volatile terpenes in various olibanum samples. Phytochemistry 2005, 66, 1499–1514. [Google Scholar] [CrossRef]
- Lebaka, P.A.R.; Ratnam, K.V.; Lepakshi, B.M.; Bhumi, N.R.; Lebaka, V.R. Chemical profile, antioxidant and antimicrobial activity of essential oils from Boswellia ovalifoliolata Bal. et. Henry. Int. J. Pharm. Clin. Res. 2015, 7, 96–101. [Google Scholar]
- Mothana, R.A.A.; Hasson, S.S.; Schultze, W.; Mowitz, A.; Lindequist, U. Phytochemical composition and in vitro antimicrobial and antioxidant activities of essential oils of three endemic Soqotraen Boswellia species. Food Chem. 2011, 126, 1149–1154. [Google Scholar] [CrossRef]
- Niebler, J.; Buettner, A. Frankincense revisited, part 1: Comparative analysis of volatiles in commercially relevant Boswellia species. Chem. Biodivers. 2016, 13, 613–629. [Google Scholar] [CrossRef] [PubMed]
- Singh, B.; Kumar, R.; Bhandari, S.; Pathania, S.; Lal, B. Volatile constituents of natural Boswellia serrata oleo-gum-resin and commercial samples. Flavour Fragr. J. 2007, 22, 145–147. [Google Scholar] [CrossRef]
- Suhail, M.M.; Wu, W.; Cao, A.; Mondalek, F.G.; Fung, K.-M.; Shih, P.-T.; Fang, Y.-T.; Woolley, C.; Young, G.; Lin, H.-K. Boswellia sacra essential oil induces tumor cell-specific apoptosis and suppresses tumor aggressiveness in cultured human breast cancer cells. BMC Complement. Altern. Med. 2011, 11, 129. [Google Scholar] [CrossRef] [PubMed]
- Van Vuuren, S.F.; Kamatou, G.P.P.; Viljoen, A.M. Volatile composition and antimicrobial activity of twenty commercial frankincense essential oil samples. S. Afr. J. Bot. 2010, 76, 686–691. [Google Scholar] [CrossRef]
- Woolley, C.L.; Suhail, M.M.; Smith, B.L.; Boren, K.E.; Taylor, L.C.; Schreuder, M.F.; Chai, J.K.; Casabianca, H.; Haq, S.; Lin, H.K.; et al. Chemical differentiation of Boswellia sacra and Boswellia carterii essential oils by gas chromatography and chiral gas chromatography-mass spectrometry. J. Chromatogr. A 2012, 1261, 158–163. [Google Scholar] [CrossRef] [PubMed]
- Decarlo, A.; Johnson, S.; Okeke-Agulu, K.I.; Dosoky, N.S.; Wax, S.J.; Owolabi, M.S.; Setzer, W.N. Compositional analysis of the essential oil of Boswellia dalzielii frankincense from West Africa reveals two major chemotypes. Phytochemistry 2019, 164, 24–32. [Google Scholar] [CrossRef] [PubMed]
- Hutchinson, J.; Dalziel, J.M. Flora of West Tropical Africa, 2nd ed.; Crown Agents for Oversea Governments and Administrations: London, UK, 1954. [Google Scholar]
- Arbonnier, M. Arbres, Arbustes et Lianes des Zones Sèches d′Afrique de l′Ouest; Troisième.; Muséeum national d′histoire naturelle: Paris, France, 2009; ISBN 978-2-85653-626-1. [Google Scholar]
- Jansen, O.; Angenot, L.; Tits, M.; Nicolas, J.P.; De Mol, P.; Nikiéma, J.B.; Frédérich, M. Evaluation of 13 selected medicinal plants from Burkina Faso for their antiplasmodial properties. J. Ethnopharmacol. 2010, 130, 143–150. [Google Scholar] [CrossRef]
- Nadembega, P.; Boussim, J.I.; Nikiema, J.B.; Poli, F.; Antognoni, F. Medicinal plants in Baskoure, Kourittenga Province, Burkina Faso: An ethnobotanical study. J. Ethnopharmacol. 2011, 133, 378–395. [Google Scholar] [CrossRef]
- Ouédraogo, A.; Thiombiano, A.; Hahn-Hadjali, K.; Guinko, S. Régénération sexuée de Boswellia dalzielii Hutch., un arbre médicinal de grande valeur au Burkina Faso. Bois Forêts Des. Trop. 2006, 289, 41–48. [Google Scholar]
- Tapsoba, H.; Deschamps, J.-P. Use of medicinal plants for the treatment of oral diseases in Burkina Faso. J. Ethnopharmacol. 2006, 104, 68–78. [Google Scholar] [CrossRef]
- Nacoulma-Ouédraogo, G. Plantes Médicinales et Pratiques Médicinales Traditionnelles au Burkina Faso. Cas du Plateau Central; Université de Ouagadougou: Hamburg, Germany, 1996. [Google Scholar]
- Kohoude, M.J.; Gbaguidi, F.; Agbani, P.; Ayedoun, M.-A.; Cazaux, S.; Bouajila, J. Chemical composition and biological activities of extracts and essential oil of Boswellia dalzielii leaves. Pharm. Biol. 2017, 55, 33–42. [Google Scholar] [CrossRef] [PubMed]
- Kubmarawa, D.; Ogunwande, I.A.; Okorie, D.A.; Olawore, N.O.; Kasali, A.A. Constituents of the essential oils of Boswellia dalzielii Hutch. from Nigeria. J. Essent. Oil Res. 2006, 18, 119–120. [Google Scholar] [CrossRef]
- Ouédraogo, A. Diversité et Dynamique de la Végétation Ligneuse de la Partie Orientale du Burkina Faso. Ph.D. Thesis, Université de Ouagadougou, Burkina Faso, Africa, 2006; p. 196. [Google Scholar]
- Ouédraogo, A.; Thiombiano, A.; Guinko, S. Utilisations, état Des Peuplements et Régénération de Cinq Espèces Ligneuses Utilitaires Dans l′EST du BURKINA FASO in homme, Plantes et Environnement au Sahel Occidental; Boussim, I.J., Lykke, A.M., Nombré, I., Nielsen, I., Guinko, S., Eds.; Seren Occasional Paper N° 19; University of Copenhagen: Copenhagen, Denmark, 2005; pp. 173–183. [Google Scholar]
- Ouédraogo, A.; Thiombiano, A. Regeneration pattern of four threatened tree species in Sudanian savannas of Burkina Faso. Agrofor. Syst. 2012, 86, 35–48. [Google Scholar] [CrossRef]
- Al-Saidi, S.; Rameshkumar, K.B.; Hisham, A.; Sivakumar, N.; Al-Kindy, S. Composition and antibacterial activity of the essential oils of four commercial grades of Omani luban, the oleo-gum resin of Boswellia sacra Flueck. Chem. Biodivers. 2012, 9, 615–624. [Google Scholar] [CrossRef] [PubMed]
- Ni, X.; Suhail, M.M.; Yang, Q.; Cao, A.; Fung, K.-M.; Postier, R.G.; Woolley, C.; Young, G.; Zhang, J.; Lin, H.-K. Frankincense essential oil prepared from hydrodistillation of Boswellia sacra gum resins induces human pancreatic cancer cell death in cultures and in a xenograft murine model. BMC Complement. Altern. Med. 2012, 12, 253. [Google Scholar] [CrossRef]
- Niebler, J.; Buettner, A. Identification of odorants in frankincense (Boswellia sacra Flueck.) by aroma extract dilution analysis and two-dimensional gas chromatography–mass spectrometry/olfactometry. Phytochemistry 2015, 109, 66–75. [Google Scholar] [CrossRef]
- Maděra, P.; Paschová, Z.; Ansorgová, A.; Vrškový, B.; Lvončík, S.; Habrová, H. Volatile compounds in oleo-gum resin of Socotran species of Burseraceae. Acta Univ. Agric. Silvic. Mendel. Brun. 2017, 65, 73–90. [Google Scholar] [CrossRef]
- Sadhasivam, S.; Palanivel, S.; Ghosh, S. Synergistic antimicrobial activity of Boswellia serrata Roxb. ex Colebr. (Burseraceae) essential oil with various azoles against pathogens associated with skin, scalp and nail infections. Lett. Appl. Microbiol. 2016, 63, 495–501. [Google Scholar] [CrossRef]
- Schillaci, D.; Arizza, V.; Dayton, T.; Camarda, L.; Di Stefano, V. In vitro anti-biofilm activity of Boswellia spp. oleogum resin essential oils. Lett. Appl. Microbiol. 2008, 47, 433–438. [Google Scholar] [CrossRef]
- Johnson, S.; DeCarlo, A.; Satyal, P.; Dosoky, N.S.; Sorensen, A.; Setzer, W.N. Organic certification is not enough: The case of the methoxydecane frankincense. Plants 2019, 8, 88. [Google Scholar] [CrossRef] [PubMed]
- Satyal, P.; Pappas, R.S. First reporting on the chemistry and biological activity of a novel Boswellia chemotype: The methoxy alkane frankincense. Glob. J. Sci. Front. Res. B Chem. 2016, 16, 1–9. [Google Scholar]
- Pichersky, E.; Raguso, R.A. Why do plants produce so many terpenoid compounds? New Phytol. 2018, 220, 692–702. [Google Scholar] [CrossRef] [PubMed]
- Gil, A.; de la Fuente, E.B.; Lenardis, A.E.; López Pereira, M.; Suárez, S.A.; Bandoni, A.; van Baren, C.; Di Leo Lira, P.; Ghersa, C.M. Coriander essential oil composition from two genotypes grown in different environmental conditions. J. Agric. Food Chem. 2002, 50, 2870–2877. [Google Scholar] [CrossRef] [PubMed]
- Perry, N.B.; Anderson, R.E.; Brennan, N.J.; Douglas, M.H.; Heaney, A.J.; McGimpsey, J.A.; Smallfield, B.M. Essential oils from Dalmatian sage (Salvia officinalis L.): Variations among individuals, plant parts, seasons, and sites. J. Agric. Food Chem. 1999, 47, 2048–2054. [Google Scholar] [CrossRef]
- Vokou, D.; Kokkini, S.; Bessiere, J.-M. Geographic variation of Greek oregano (Origanum vulgare ssp. hirtum) essential oils. Biochem. Systemat. Ecol. 1993, 21, 287–295. [Google Scholar] [CrossRef]
- Braun, N.A.; Butaud, J.-F.; Bianchini, J.-P.; Kohlenberg, B.; Hammerschmidt, F.-J.; Meier, M.; Raharivelomanana, P. Eastern Polynesian sandalwood oil (Santalum insulare Bertero ex A. DC.)–a detailed investigation. Nat. Prod. Commun. 2007, 2, 695–699. [Google Scholar] [CrossRef]
- Adams, R.P. Identification of Essential Oil Components by Gas Chromatography/Mass Spectrometry, 4th ed.; Allured Publishing: Carol Stream, IL, USA, 2007. [Google Scholar]
- Bicchi, C.; Liberto, E.; Matteodo, M.; Sgorbini, B.; Mondello, L.; d′Acampora Zellner, B.; Costa, R.; Rubiolo, P. Quantitative analysis of essential oils: A complex task. Flavour Fragr. J. 2008, 23, 382–391. [Google Scholar] [CrossRef]
RI a | RI b | Compound | Re190227M | Re190125O | Re190125Q | Re190125R | Re190125S | Re190125T | Re190125U | Re190125V | Re190125W | Re190125X |
906 | 906 | Santolina triene c | 1.2 ± 0.0 d | 1.0 ± 0.0 | 1.0 ± 0.0 | 1.8 ± 0.0 | 1.2 ± 0.0 | 1.5 ± 0.0 | 1.1 ± 0.0 | 1.0 ± 0.0 | 1.0 ± 0.0 | 1.3 ± 0.0 |
918 | 919 | 5,5-Dimethyl-1-vinylbicyclo [2.1.1] hexane | 1.1 ± 0.0 | 1.1 ± 0.0 | 0.6 ± 0.0 | 1.0 ± 0.0 | 1.1 ± 0.0 | 1.0 ± 0.0 | 1.4 ± 0.0 | 0.9 ± 0.0 | 0.7 ± 0.0 | 1.5 ± 0.0 |
920 | 921 | Tricyclene | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 |
923 | 924 | α-Thujene | 1.4 ± 0.0 | 3.1 ± 0.0 | 9.2 ± 0.0 | 0.7 ± 0.0 | 3.0 ± 0.2 | 5.0 ± 0.1 | 0.7 ± 0.0 | 1.1 ± 0.0 | 0.5 ± 0.0 | 9.8 ± 0.2 |
932 | 932 | α-Pinene | 39.6 ± 1.5 | 56.0 ± 0.0 | 41.3 ± 0.1 | 34.9 ± 0.6 | 43.3 ± 2.3 | 26.3 ± 0.3 | 44.1 ± 0.6 | 43.5 ± 0.1 | 49.7 ± 0.0 | 21.0 ± 0.4 |
945 | 945 | α-Fenchene | tr e | tr | tr | --- | tr | tr | tr | tr | tr | tr |
947 | 946 | Camphene | 0.9 ± 0.0 | 1.1 ± 0.0 | 0.8 ± 0.0 | 0.8 ± 0.0 | 1.3 ± 0.1 | 1.1 ± 0.0 | 0.7 ± 0.0 | 1.0 ± 0.0 | 0.8 ± 0.0 | 0.8 ± 0.0 |
951 | 953 | Thuja-2, 4(10)-diene | 0.8 ± 0.0 | 0.7 ± 0.0 | 0.6 ± 0.0 | 1.0 ± 0.0 | 0.8 ± 0.0 | 1.0 ± 0.0 | 0.7 ± 0.0 | 0.6 ± 0.0 | 0.4 ± 0.0 | 0.8 ± 0.0 |
953 | 954 | β-Fenchene | 0.2 ± 0.0 | 0.4 ± 0.0 | 0.1 ± 0.0 | 0.5 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | tr |
970 | 969 | Sabinene | 1.3 ± 0.0 | 1.3 ± 0.0 | 1.5 ± 0.0 | 1.1 ± 0.0 | 1.2 ± 0.0 | 1.4 ± 0.0 | 0.9 ± 0.0 | 0.1 ± 0.0 | 0.8 ± 0.0 | 1.9 ± 0.0 |
975 | 974 | β-Pinene | 1.4 ± 0.0 | 2.0 ± 0.0 | 1.6 ± 0.0 | 0.8 ± 0.0 | 1.5 ± 0.1 | 1.4 ± 0.0 | 1.7 ± 0.0 | 1.3 ± 0.0 | 1.4 ± 0.0 | 1.1 ± 0.0 |
985 | 984 | trans-p-Mentha-2, 8-diene | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
986 | 988 | Myrcene | 1.0 ± 0.0 | 0.9 ± 0.0 | 0.5 ± 0.0 | 0.9 ± 0.0 | 0.8 ± 0.1 | 1.1 ± 0.0 | 1.6 ± 0.1 | 1.0 ± 0.0 | 0.4 ± 0.0 | 19.2 ± 0.3 |
988 | 989 | 3, 3, 7-Trimethylcyclohepta-1, 3, 5-triene | 0.1 ± 0.0 | tr | tr | 0.2 ± 0.0 | --- | tr | --- | 0.1 ± 0.0 | tr | --- |
996 | 997 | (E)-2,6-Dimethyl-2, 6-octadiene | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
998 | 1001 | δ-2-Carene | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
999 | 995 | cis-p-Menth-8-ene | 0.7 ± 0.0 | 0.9 ± 0.0 | 0.6 ± 0.0 | 0.8 ± 0.0 | 0.6 ± 0.0 | 0.8 ± 0.0 | 0.7 ± 0.0 | 0.6 ± 0.0 | 0.5 ± 0.0 | 0.4 ± 0.0 |
1002 | 1003 | p-Mentha-1(7), 8-diene | --- | --- | --- | --- | --- | --- | --- | --- | --- | tr |
1003 | 1002 | α-Phellandrene | tr | 0.1 ± 0.0 | tr | --- | tr | tr | tr | tr | 0.1 ± 0.0 | --- |
1004 | 1006 | 1,5,8-p-Menthatriene | 0.4 ± 0.0 | 0.4 ± 0.0 | 0.4 ± 0.0 | 0.4 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.2 ± 0.0 | 0.7 ± 0.0 |
1006 | 1005 | o-Cresol methyl ether | tr | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | tr | 0.1 ± 0.0 | 0.1 ± 0.0 | --- | tr |
1006 | 1008 | δ-3-Carene | --- | 0.2 ± 0.0 | tr | 0.2 ± 0.0 | tr | tr | tr | tr | 0.1 ± 0.0 | 0.1 ± 0.0 |
1015 | 1014 | α-Terpinene | 0.5 ± 0.0 | 0.6 ± 0.0 | 0.5 ± 0.0 | 0.6 ± 0.0 | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.3 ± 0.0 | 0.5 ± 0.0 |
1017 | 1022 | m-Cymene | 0.6 ± 0.0 | 0.9 ± 0.0 | 0.6 ± 0.0 | 0.7 ± 0.0 | 0.7 ± 0.0 | 0.7 ± 0.0 | 0.6 ± 0.0 | 0.6 ± 0.0 | 0.3 ± 0.0 | 0.5 ± 0.0 |
1021 | 1021 | p-Menth-1-ene | --- | --- | --- | --- | --- | --- | --- | --- | tr | tr |
1022 | 1024 | p-Cymene | 0.5 ± 0.0 | 1.2 ± 0.0 | 0.7 ± 0.0 | 0.6 ± 0.0 | 1.0 ± 0.0 | 1.1 ± 0.0 | 0.3 ± 0.0 | 1.1 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 |
1024 | 1026 | 2-Acetyl-5-methylfuran | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.2 ± 0.0 | 0.4 ± 0.0 | tr | 0.1 ± 0.0 | tr | tr |
1027 | 1024 | Limonene | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | tr | 0.1 ± 0.0 | 0.2 ± 0.0 |
1028 | 1025 | β-Phellandrene | tr | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | tr | tr | tr | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.4 ± 0.0 |
1029 | 1026 | 1,8-Cineole | 0.9 ± 0.0 | 1.8 ± 0.0 | 1.0 ± 0.0 | 0.6 ± 0.0 | 0.9 ± 0.0 | 0.9 ± 0.0 | 0.6 ± 0.0 | 1.0 ± 0.0 | 0.9 ± 0.0 | 1.3 ± 0.0 |
1031 | 1032 | (Z)-β-Ocimene | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 |
1032 | 1039 | o-Cymene | 1.2 ± 0.0 | 2.0 ± 0.0 | 1.1 ± 0.0 | 1.5 ± 0.0 | 1.1 ± 0.1 | 1.4 ± 0.0 | 1.2 ± 0.0 | 1.1 ± 0.0 | 1.0 ± 0.0 | 1.5 ± 0.0 |
1043 | 1044 | (E)-β-Ocimene | 0.1 ± 0.0 | 0.3 ± 0.0 | 0.1 ± 0.0 | --- | 0.1 ± 0.0 | tr | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.3 ± 0.0 |
1055 | 1054 | γ-Terpinene | 1.9 ± 0.0 | 0.8 ± 0.0 | 2.0 ± 0.0 | 2.0 ± 0.1 | 1.9 ± 0.1 | 2.6 ± 0.0 | 1.8 ± 0.0 | 2.0 ± 0.0 | 1.5 ± 0.0 | 1.9 ± 0.0 |
1068 | 1065 | cis-Sabinene hydrate | tr | tr | tr | 0.1 | tr | 0.1 ± 0.0 | tr | tr | tr | tr |
1083 | 1086 | Terpinolene | 1.2 ± 0.0 | 0.5 ± 0.0 | 1.1 ± 0.0 | 1.5 ± 0.0 | 1.3 ± 0.1 | 1.3 ± 0.0 | 1.4 ± 0.0 | 1.5 ± 0.0 | 1.0 ± 0.0 | 1.3 ± 0.0 |
1088 | 1089 | p-Cymenene | 0.1 ± 0.0 | --- | --- | --- | --- | --- | 0.1 ± 0.0 | 0.1 ± 0.0 | --- | --- |
1088 | 1090 | 6,7-Epoxymyrcene | --- | --- | --- | --- | --- | --- | --- | --- | --- | tr |
1090 | 1095 | 6-Camphenone | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1094 | 1091 | Rosefuran | tr | --- | --- | --- | --- | --- | --- | tr | --- | --- |
1096 | 1102 | Perillene | tr | tr | --- | --- | --- | --- | 0.1 ± 0.0 | tr | --- | tr |
1097 | 1095 | Linalool | 1.3 ± 0.0 | 0.6 ± 0.0 | 1.0 ± 0.0 | 1.4 ± 0.0 | 1.2 ± 0.0 | 1.8 ± 0.0 | 1.3 ± 0.0 | 1.0 ± 0.0 | 1.0 ± 0.0 | 1.1 ± 0.0 |
1097 | 1099 | α-Pinene oxide | tr | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.5 ± 0.0 | 0.7 ± 0.0 | 0.2 ± 0.0 | 0.4 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | --- |
1099 | 1098 | trans-Sabinene hydrate | --- | --- | tr | 0.1 ± 0.0 | --- | tr | --- | tr | tr | 0.1 ± 0.0 |
1103 | 1101 | cis-Thujone | 1.2 ± 0.0 | 0.6 ± 0.0 | 1.2 ± 0.0 | 1.4 ± 0.0 | 1.6 ± 0.0 | 1.8 ± 0.0 | 1.7 ± 0.0 | 1.3 ± 0.0 | 1.2 ± 0.0 | 1.4 ± 0.0 |
1110 | 1112 | (E)-2, 4-Dimethylhepta-2, 4-dienal | --- | --- | tr | --- | --- | tr | tr | --- | --- | --- |
1116 | 1112 | trans-Thujone | 0.6 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.7 ± 0.0 | 0.9 ± 0.0 | 0.8 ± 0.0 | 0.5 ± 0.0 | 0.7 ± 0.0 | 0.6 ± 0.0 | 0.6 ± 0.0 |
1117 | 1119 | Myrcenol | --- | --- | --- | --- | --- | --- | 0.1 ± 0.0 | --- | --- | tr |
1117 | 1118 | exo-Fenchol | --- | --- | --- | --- | --- | --- | --- | 0.1 ± 0.0 | tr | --- |
1117 | 1119 | trans-p-Mentha-2, 8-dien-1-ol | tr | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1119 | 1124 | Chrysanthenone | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.4 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 |
1122 | 1118 | cis-p-Menth-2-en-1-ol | --- | --- | --- | --- | --- | --- | --- | --- | --- | tr |
1125 | 1122 | α-Campholenal | 2.0 ± 0.0 | 1.1 ± 0.0 | 1.7 ± 0.0 | 2.3 ± 0.0 | 1.9 ± 0.0 | 2.8 ± 0.1 | 2.1 ± 0.0 | 2.2 ± 0.0 | 1.8 ± 0.0 | 1.8 ± 0.0 |
1130 | 1132 | cis-Limonene oxide | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1135 | 1137 | trans-Limonene oxide | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1137 | 1137 | trans-Sabinol | --- | --- | tr | --- | --- | 0.1 ± 0.0 | --- | --- | --- | --- |
1139 | 1135 | trans-Pinocarveol | 2.4 ± 0.0 | 1.3 ± 0.0 | 1.6 ± 0.0 | 2.7 ± 0.0 | 2.0 ± 0.1 | 2.8 ± 0.0 | 2.5 ± 0.0 | 2.3 ± 0.0 | 1.9 ± 0.0 | 1.3 ± 0.0 |
1139 | 1137 | cis-Verbenol | 0.6 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 1.2 ± 0.0 | 0.2 ± 0.0 | 0.5 ± 0.0 | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.2 ± 0.0 | tr |
1143 | 1140 | trans-Verbenol | 1.6 ± 0.0 | 1.4 ± 0.0 | 0.9 ± 0.0 | 2.9 ± 0.3 | 1.6 ± 0.0 | 2.2 ± 0.0 | 1.9 ± 0.0 | 2.8 ± 0.0 | 1.2 ± 0.0 | 0.6 ± 0.0 |
1145 | 1141 | Camphor | 0.2 ± 0.0 | tr | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 |
1148 | 1150 | α-Phellandren-8-ol | 0.7 ± 0.0 | 0.2 ± 0.0 | 0.5 ± 0.0 | 0.3 ± 0.0 | 0.7 ± 0.0 | 0.8 ± 0.0 | 0.5 ± 0.0 | 0.7 ± 0.0 | 0.8 ± 0.0 | 0.5 ± 0.0 |
1158 | 1158 | trans-Pinocamphone | 0.5 ± 0.0 | 0.4 ± 0.0 | 0.6 ± 0.0 | 0.8 ± 0.0 | 0.4 ± 0.0 | 0.8 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 |
1160 | 1160 | Pinocarvone | 0.5 ± 0.0 | 0.2 ± 0.0 | 0.4 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 |
1167 | 1168 | trans-Phellandrene epoxide | --- | --- | 0.1 ± 0.0 | --- | --- | 0.1 ± 0.0 | --- | tr | tr | tr |
1169 | 1166 | p-Mentha-1, 5-dien-8-ol | 1.5 ± 0.0 | 0.5 ± 0.0 | 1.2 ± 0.0 | 1.3 ± 0.0 | 0.9 ± 0.0 | 1.8 ± 0.0 | 1.1 ± 0.0 | 1.1 ± 0.038 | 1.3 ± 0.0 | 1.0 ± 0.0 |
1170 | 1165 | Borneol | --- | --- | --- | --- | --- | --- | --- | --- | --- | tr |
1174 | 1172 | cis-Pinocamphone | tr | tr | tr | tr | tr | 0.1 ± 0.0 | tr | 0.1 ± 0.0 | tr | --- |
1178 | 1174 | Terpinen-4-ol | 0.4 ± 0.0 | 0.1 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.4 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.2 ± 0.0 |
1185 | 1179 | p-Cymen-8-ol | 0.8 ± 0.0 | 0.5 ± 0.0 | 0.8 ± 0.0 | 0.8 ± 0.0 | 0.7 ± 0.0 | 1.4 ± 0.0 | 0.7 ± 0.0 | 0.8 ± 0.0 | 0.9 ± 0.0 | 0.7 ± 0.0 |
1192 | 1186 | α-Terpineol | 1.2 ± 0.0 | 0.5 ± 0.0 | 0.7 ± 0.0 | 1.1 ± 0.0 | 0.9 ± 0.0 | 1.4 ± 0.0 | 0.9 ± 0.0 | 1.2 ± 0.0 | 1.0 ± 0.0 | 0.9 ± 0.0 |
1193 | 1195 | Myrtenal | 1.8 ± 0.0 | 1.1 ± 0.0 | 1.6 ± 0.0 | 2.1 ± 0.0 | 1.5 ± 0.0 | 1.8 ± 0.0 | 1.6 ± 0.0 | 1.6 ± 0.0 | 1.7 ± 0.0 | 1.1 ± 0.0 |
1205 | 1204 | Verbenone | 2.8 ± 0.0 | 1.2 ± 0.0 | 2.0 ± 0.0 | 3.0 ± 0.0 | 2.2 ± 0.0 | 2.9 ± 0.0 | 2.4 ± 0.0 | 2.7 ± 0.0 | 2.5 ± 0.0 | 2.1 ± 0.0 |
1216 | 1215 | trans-Carveol | 0.1 | tr | --- | --- | --- | tr | tr | 0.2 ± 0.0 | tr | --- |
1242 | 1239 | Carvone | 5.1 ± 0.1 | 2.1 ± 0.1 | 4.3 ± 0.0 | 4.4 ± 0.2 | 4.2 ± 0.1 | 5.4 ± 0.1 | 4.6 ± 0.1 | 4.7 ± 0.0 | 5.0 ± 0.0 | 4.3 ± 0.1 |
1246 | 1254 | Linalyl acetate | --- | --- | tr | --- | --- | tr | tr | tr | tr | --- |
1261 | 1265 | 3, 5-Dimethoxytoluene | --- | tr | tr | --- | --- | tr | tr | tr | --- | tr |
1281 | 1287 | Bornyl acetate | 3.4 ± 0.2 | 1.6 ± 0.0 | 2.9 ± 0.0 | 3.5 ± 0.3 | 2.6 ± 0.1 | 3.5 ± 0.1 | 2.6 ± 0.0 | 3.0 ± 0.0 | 2.9 ± 0.0 | 2.6 ± 0.0 |
1286 | 1289 | Thymol | --- | --- | tr | --- | --- | tr | --- | --- | --- | tr |
1294 | 1298 | Carvacrol | 2.2 ± 0.0 | 0.9 ± 0.0 | 1.6 ± 0.0 | 2.1 ± 0.0 | 1.7 ± 0.0 | 1.9 ± 0.0 | 1.7 ± 0.0 | 1.8 ± 0.0 | 1.8 ± 0.0 | 1.6 ± 0.0 |
1343 | 1346 | α-Terpinyl acetate | 2.1 ± 0.0 | 0.8 ± 0.0 | 1.5 ± 0.0 | 2.1 ± 0.0 | 1.6 ± 0.0 | 2.5 ± 0.0 | 1.7 ± 0.0 | 1.6 ± 0.0 | 1.9 ± 0.0 | 1.6 ± 0.0 |
1345 | 1345 | α-Cubebene | 3.4 ± 0.0 | 1.2 ± 0.0 | 2.7 ± 0.0 | 2.7 ± 0.1 | 2.6 ± 0.0 | 2.8 ± 0.0 | 2.4 ± 0.0 | 2.5 ± 0.0 | 2.7 ± 0.0 | 2.4 ± 0.0 |
1373 | 1374 | α-Copaene | 4.8 ± 0.4 | 1.8 ± 0.0 | 3.9 ± 0.0 | 4.7 ± 0.1 | 3.8 ± 0.1 | 5.0 ± 0.1 | 4.1 ± 0.1 | 3.6 ± 0.0 | 4.1 ± 0.0 | 3.8 ± 0.0 |
1409 | 1411 | cis-α-Bergamotene | --- | tr | tr | --- | --- | --- | tr | tr | tr | tr |
1416 | 1417 | β-Caryophyllene | --- | --- | --- | --- | --- | --- | tr | --- | --- | tr |
1429 | 1432 | trans-α-Bergamotene | --- | tr | tr | --- | --- | --- | tr | tr | 0.2 ± 0.0 | tr |
1441 | 1440 | (Z)-β-Farnesene | --- | --- | --- | --- | --- | --- | --- | --- | --- | tr |
1441 | 1449 | α-Himachalene | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1452 | 1452 | α-Humulene | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1486 | 1489 | β-Selinene | --- | --- | --- | --- | --- | --- | tr | --- | --- | tr |
1493 | 1498 | α-Selinene | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1579 | 1582 | Caryophyllene oxide | --- | --- | --- | --- | --- | --- | tr | tr | --- | tr |
1942 | 1944 | m-Camphorene | 0.1 ± 0.0 | 0.2 ± 0.0 | --- | --- | 0.1 ± 0.0 | --- | 0.1 ± 0.0 | --- | 0.1 ± 0.0 | 0.2 ± 0.0 |
1948 | 1947 | (3E)-Cembrene A | 0.1 ± 0.0 | 0.4 ± 0.0 | 0.1 ± 0.0 | 0.7 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.4 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.4 ± 0.0 |
1977 | 1977 | p-Camphorene | tr | tr | --- | --- | tr | --- | 0.2 ± 0.0 | --- | --- | tr |
1993 | 1992 | α-Pinacene | --- | tr | tr | --- | --- | --- | tr | tr | tr | tr |
2130 | 2138 | Cembrenol | 0.1 ± 0.0 | 0.4 ± 0.0 | 0.1 ± 0.0 | 0.5 ± 0.0 | 0.1 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.3 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 |
2143 | 2144 | Incensole + Serratol | 0.4 ± 0.0 | 0.9 ± 0.0 | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.3 ± 0.0 | 0.9 ± 0.0 | 0.4 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.8 ± 0.0 |
Monoterpene hydrocarbons | 56.6 | 76.4 | 65.1 | 52.5 | 62.4 | 49.6 | 60.5 | 59.9 | 61.5 | 65.9 | ||
Oxygenated monoterpenoids | 33.9 | 17.8 | 27.0 | 36.7 | 29.6 | 39.8 | 31.2 | 33.1 | 30.5 | 26.1 | ||
Sesquiterpenoids | 8.2 | 3.0 | 6.7 | 7.5 | 6.4 | 7.7 | 6.5 | 6.1 | 7.0 | 6.3 | ||
Diterpenoids | 0.7 | 1.8 | 0.7 | 1.8 | 0.6 | 1.3 | 1.4 | 0.6 | 0.6 | 1.6 | ||
Others | 0.1 | 0.1 | 0.4 | 0.5 | 0.3 | 0.5 | 0.1 | 0.2 | 0.0 | 0.0 | ||
Total Identified | 99.6 | 99.1 | 99.8 | 99.0 | 99.3 | 99.0 | 99.8 | 99.9 | 99.5 | 99.9 | ||
RI a | RI b | Compound | Re190227G | Re190227H | Re190227I | Re190227K | Re190227L | Re190227N | Re190227O | Re190227P | Re190416A | Re190416B |
906 | 906 | Santolina triene c | 1.2 ± 0.0 d | 1.4 ± 0.0 | 1.0 ± 0.0 | 1.2 ± 0.0 | 1.1 ± 0.0 | 1.4 ± 0.0 | 0.9 ± 0.0 | 1.3 ± 0.0 | 0.9 ± 0.0 | 0.9 ± 0.0 |
918 | 919 | 5, 5-Dimethyl-1-vinylbicyclo [2.1.1] hexane | 0.8 ± 0.0 | 0.9 ± 0.0 | 1.4 ± 0.0 | 1.3 ± 0.0 | 0.8 ± 0.0 | 1.4 ± 0.0 | 1.2 ± 0.0 | 0.8 ± 0.0 | 0.6 ± 0.0 | 0.6 ± 0.0 |
920 | 921 | Tricyclene | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 |
923 | 924 | α-Thujene | 1.4 ± 0.0 | 2.7 ± 0.0 | 0.8 ± 0.0 | 3.4 ± 0.0 | 0.9 ± 0.0 | 2.3 ± 0.0 | 0.5 ± 0.0 | 2.0 ± 0.0 | 2.0 ± 0.0 | 2.1 ± 0.0 |
932 | 932 | α-Pinene | 51.0 ± 0.2 | 41.8 ± 0.3 | 44.9 ± 0.4 | 39.6 ± 0.3 | 38.2 ± 0.3 | 47.1 ± 0.5 | 40.3 ± 0.3 | 42.0 ± 0.3 | 55.2 ± 0.4 | 54.2 ± 0.2 |
945 | 945 | α-Fenchene | tr e | tr | tr | tr | tr | tr | tr | tr | tr | tr |
947 | 946 | Camphene | 0.8 ± 0.0 | 1.1 ± 0.0 | 1.0 ± 0.0 | 1.0 ± 0.0 | 0.9 ± 0.0 | 0.8 ± 0.0 | 0.8 ± 0.0 | 0.8 ± 0.0 | 1.0 ± 0.0 | 1.1 ± 0.0 |
951 | 953 | Thuja-2, 4(10)-diene | 0.6 ± 0.0 | 0.9 ± 0.0 | 0.7 ± 0.0 | 0.6 ± 0.0 | 0.6 ± 0.0 | 0.4 ± 0.0 | 0.6 ± 0.0 | 0.8 ± 0.0 | 0.7 ± 0.0 | 0.7 ± 0.0 |
953 | 954 | β-Fenchene | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.5 ± 0.0 | 0.4 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.5 ± 0.0 | 0.3 ± 0.0 |
970 | 969 | Sabinene | 0.7 ± 0.0 | 1.4 ± 0.0 | 0.8 ± 0.0 | 1.0 ± 0.0 | 1.0 ± 0.0 | 1.3 ± 0.0 | 1.1 ± 0.0 | 1.0 ± 0.0 | 1.1 ± 0.0 | 1.1 ± 0.0 |
975 | 974 | β-Pinene | 1.6 ± 0.0 | 2.6 ± 0.0 | 1.8 ± 0.0 | 1.5 ± 0.0 | 1.2 ± 0.0 | 1.4 ± 0.0 | 1.4 ± 0.0 | 1.1 ± 0.0 | 2.0 ± 0.0 | 1.9 ± 0.0 |
985 | 984 | trans-p-Mentha-2, 8-diene | --- | --- | tr | --- | tr | tr | --- | --- | tr | tr |
986 | 988 | Myrcene | 0.6 ± 0.0 | 0.5 ± 0.0 | 1.9 ± 0.0 | 3.7 ± 0.0 | 0.8 ± 0.0 | 5.5 ± 0.1 | 2.7 ± 0.0 | 0.7 ± 0.0 | 0.5 ± 0.0 | 0.7 ± 0.0 |
988 | 989 | 3, 3, 7-Trimethylcyclohepta-1, 3, 5-triene | --- | 0.1 ± 0.0 | tr | tr | --- | --- | 0.1 ± 0.0 | --- | tr | tr |
996 | 997 | (E)-2, 6-Dimethyl-2, 6-octadiene | --- | --- | tr | tr | --- | --- | --- | --- | 0.1 ± 0.0 | tr |
998 | 1001 | δ-2-Carene | --- | --- | tr | tr | --- | --- | --- | --- | tr | tr |
999 | 995 | cis-p-Menth-8-ene | 0.5 ± 0.0 | 0.5 ± 0.0 | 0.7 ± 0.0 | 0.6 ± 0.0 | 0.7 ± 0.0 | 0.7 ± 0.0 | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.3 ± 0.0 | --- |
1002 | 1003 | p-Mentha-1(7), 8-diene | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1003 | 1002 | α-Phellandrene | tr | tr | 0.1 ± 0.0 | tr | tr | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 |
1004 | 1006 | 1,5,8-p-Menthatriene | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.4 ± 0.0 | 0.6 ± 0.0 | 0.5 ± 0.0 | --- | 0.3 ± 0.0 |
1006 | 1005 | o-Cresol methyl ether | 0.1 ± 0.0 | tr | 0.1 ± 0.0 | tr | 0.1 ± 0.0 | tr | 0.3 ± 0.0 | 0.1 ± 0.0 | --- | 0.1 ± 0.0 |
1006 | 1008 | δ-3-Carene | tr | tr | 0.1 ± 0.0 | tr | tr | tr | tr | tr | tr | 0.1 ± 0.0 |
1015 | 1014 | α-Terpinene | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.4 ± 0.0 | 0.6 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 | 0.4 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 |
1017 | 1022 | m-Cymene | 0.5 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 | 0.6 ± 0.0 | 0.5 ± 0.0 | 0.6 ± 0.0 | 0.6 ± 0.0 | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.4 ± 0.0 |
1021 | 1021 | p-Menth-1-ene | --- | --- | --- | --- | --- | --- | 0.1 ± 0.0 | --- | 0.6 ± 0.0 | 0.6 ± 0.0 |
1022 | 1024 | p-Cymene | 0.5 ± 0.0 | 0.6 ± 0.0 | 0.5 ± 0.0 | 0.6 ± 0.0 | 0.6 ± 0.0 | 0.4 ± 0.0 | 0.8 ± 0.0 | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 |
1024 | 1026 | 2-Acetyl-5-methylfuran | --- | 0.2 ± 0.0 | tr | 0.1 ± 0.0 | --- | tr | tr | --- | 0.1 ± 0.0 | tr |
1027 | 1024 | Limonene | tr | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 |
1028 | 1025 | β-Phellandrene | 0.4 ± 0.0 | --- | 0.1 ± 0.0 | tr | 0.1 ± 0.0 | 0.2 ± 0.0 | tr | 0.3 ± 0.0 | tr | tr |
1029 | 1026 | 1,8-Cineole | 1.3 ± 0.0 | 3. ± 0.0 | 2.1 ± 0.0 | 4.6 ± 0.1 | 5.1 ± 0.0 | 1.3 ± 0.0 | 1.2 ± 0.0 | 6.1 ± 0.1 | 1.4 ± 0.0 | 1.3 ± 0.0 |
1031 | 1032 | (Z)-β-Ocimene | 0.1 ± 0.0 | 0.3 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.5 ± 0.0 | 0.1 ± 0.0 |
1032 | 1039 | o-Cymene | 1.3 ± 0.0 | 1.2 ± 0.0 | 1.4 ± 0.0 | 1.2 ± 0.0 | 1.3 ± 0.0 | 1.4 ± 0.0 | 1.4 ± 0.0 | 1.0 ± 0.0 | 0.7 ± 0.0 | 1.1 ± 0.0 |
1043 | 1044 | (E)-β-Ocimene | 0.1 ± 0.0 | tr | 0.6 ± 0.0 | 0.2 | 0.5 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 | 0.5 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 |
1055 | 1054 | γ-Terpinene | 1.5 ± 0.0 | 1.8 ± 0.0 | 1.8 ± 0.0 | 2.0 ± 0.0 | 2.0 ± 0.0 | 1.5 ± 0.0 | 2.4 ± 0.0 | 1.9 ± 0.0 | 1.5 ± 0.0 | 1.4 ± 0.0 |
1068 | 1065 | cis-Sabinene hydrate | --- | tr | tr | tr | --- | --- | tr | tr | tr | tr |
1083 | 1086 | Terpinolene | 1.1 ± 0.0 | 1.0 ± 0.0 | 1.3 ± 0.0 | 1.3 ± 0.0 | 1.2 ± 0.0 | 1.0 ± 0.0 | 1.5 ± 0.0 | 0.9 ± 0.0 | 1.0 ± 0.0 | 1.1 ± 0.0 |
1088 | 1089 | p-Cymenene | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1088 | 1090 | 6,7-Epoxymyrcene | tr | --- | --- | --- | --- | --- | --- | tr | --- | --- |
1090 | 1095 | 6-Camphenone | --- | --- | --- | --- | --- | --- | --- | --- | 0.1 ± 0.0 | 0.1 ± 0.0 |
1094 | 1091 | Rosefuran | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1096 | 1102 | Perillene | 0.1 ± 0.0 | --- | --- | --- | 0.1 ± 0.0 | 0.1 ± 0.0 | tr | tr | --- | --- |
1097 | 1095 | Linalool | 0.8 ± 0.0 | 1.3 ± 0.0 | 0.9 ± 0.0 | 1.1 ± 0.0 | 1.4 ± 0.0 | 0.9 ± 0.0 | 1.1 ± 0.0 | 1.2 ± 0.0 | tr | --- |
1097 | 1099 | α-Pinene oxide | --- | tr | tr | --- | 0.1 ± 0.0 | --- | tr | --- | --- | 0.1 ± 0.0 |
1099 | 1098 | trans-Sabinene hydrate | --- | tr | --- | --- | --- | --- | --- | tr | 0.6 ± 0.0 | 0.6 ± 0.0 |
1103 | 1101 | cis-Thujone | 1.3 ± 0.0 | 1.2 ± 0.0 | 1.3 ± 0.0 ± 0.0 | 1.3 ± 0.0 | 1.3 ± 0.0 | 1.2 ± 0.0 | 1.6 ± 0.0 | 0.9 ± 0.0 | --- | --- |
1110 | 1112 | (E)-2, 4-Dimethylhepta-2, 4-dienal | --- | tr | --- | --- | --- | --- | --- | --- | tr | --- |
1116 | 1112 | trans-Thujone | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.6 ± 0.0 | 0.6 ± 0.0 | 0.7 ± 0.0 | 0.5 ± 0.0 | 1.0 ± 0.0 | 0.4 ± 0.0 | 0.4 ± 0.0 | 0.5 ± 0.0 |
1117 | 1119 | Myrcenol | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1117 | 1118 | exo-Fenchol | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1117 | 1119 | trans-p-Mentha-2, 8-dien-1-ol | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1119 | 1124 | Chrysanthenone | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 |
1122 | 1118 | cis-p-Menth-2-en-1-ol | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1125 | 1122 | α-Campholenal | 1.6 ± 0.0 | 1.7 ± 0.0 | 1.4 ± 0.0 | 1.6 ± 0.0 | 2.1 ± 0.0 | 1.4 ± 0.0 | 1.8 ± 0.0 | 1.7 ± 0.0 | 1.5 ± 0.0 | 1.5 ± 0.0 |
1130 | 1132 | cis-Limonene oxide | --- | 0.1 ± 0.0 | --- | tr | tr | tr | 0.1 ± 0.0 | --- | tr | tr |
1135 | 1137 | trans-Limonene oxide | --- | 0.2 ± 0.0 | tr | tr | tr | tr | 0.1 ± 0.0 | --- | --- | --- |
1137 | 1137 | trans-Sabinol | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1139 | 1135 | trans-Pinocarveol | 1.4 ± 0.0 | 2.1 ± 0.0 | 1.7 ± 0.0 | 1.7 ± 0.0 | 1.3 ± 0.0 | 1.5 ± 0.0 | 1.9 ± 0.0 | 2.5 ± 0.0 | 2.0 ± 0.0 | 1.6 ± 0.0 |
1139 | 1137 | cis-Verbenol | tr | 0.7 ± 0.0 | tr | 0.3 ± 0.0 | tr | tr | 0.6 ± 0.0 | 0.1 ± 0.0 | 0.4 ± 0.0 | 0.2 ± 0.0 |
1143 | 1140 | trans-Verbenol | 0.7 ± 0.0 | 1.3 ± 0.0 | 0.5 ± 0.0 | 0.6 ± 0.0 | 1.7 ± 0.0 | 0.8 ± 0.0 | 0.7 ± 0.0 | 2.0 ± 0.0 | 2.0 ± 0.1 | 1.3 ± 0.0 |
1145 | 1141 | Camphor | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.1 ± 0.0 |
1148 | 1150 | α-Phellandren-8-ol | 0.5 ± 0.0 | 0.7 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 | 0.7 ± 0.0 | 0.5 ± 0.0 | 0.7 ± 0.0 | 0.7 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 |
1158 | 1158 | trans-Pinocamphone | 0.4 ± 0.0 | 0.5 ± 0.0 | 0.6 ± 0.0 | 0.8 ± 0.0 | 0.6 ± 0.0 | 0.4 ± 0.0 | 0.7 ± 0.0 | 0.6 ± 0.0 | 0.5 ± 0.0 | 0.5 ± 0.0 |
1160 | 1160 | Pinocarvone | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.5 ± 0.0 | 0.3 ± 0.0 | 0.5 ± 0.0 | 0.4 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 |
1167 | 1168 | trans-Phellandrene epoxide | --- | tr | tr | tr | --- | --- | --- | --- | tr | tr |
1169 | 1166 | p-Mentha-1,5-dien-8-ol | 1.1 ± 0.0 | 1.3 ± 0.0 | 1.0 ± 0.0 | 1.1 ± 0.0 | 1.4 ± 0.0 | 1.1 ± 0.0 | 1.3 ± 0.0 | 1.4 ± 0.0 | 1.0 ± 0.0 | 0.9 ± 0.0 |
1170 | 1165 | Borneol | --- | --- | --- | --- | --- | --- | --- | tr | --- | --- |
1174 | 1172 | cis-Pinocamphone | tr | tr | tr | tr | tr | tr | tr | tr | tr | tr |
1178 | 1174 | Terpinen-4-ol | 0.4 ± 0.0 | 0.4 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.3 ± 0.0 | 0.4 ± 0.0 | 0.2 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 |
1185 | 1179 | p-Cymen-8-ol | 0.5 ± 0.0 | 0.8 ± 0.0 | 0.7 ± 0.0 | 0.7 ± 0.0 | 0.9 ± 0.0 | 0.6 ± 0.0 | 1.0 ± 0.0 | 0.8 ± 0.0 | 0.6 ± 0.0 | 0.6 ± 0.0 |
1192 | 1186 | α-Terpineol | 0.7 ± 0.0 | 0.8 ± 0.0 | 0.9 ± 0.0 | 1.1 ± 0.0 | 1.0 ± 0.0 | 0.8 ± 0.0 | 1.0 ± 0.0 | 1.0 ± 0.0 | 0.7 ± 0.0 | 0.6 ± 0.0 |
1193 | 1195 | Myrtenal | 1.2 ± 0.0 | 1.5 ± 0.0 | 1.2 ± 0.0 | 1.2 ± 0.0 | 1.7 ± 0.0 | 1.2 ± 0.0 | 1.5 ± 0.0 | 1.7 ± 0.0 | 1.3 ± 0.0 | 1.2 ± 0.0 |
1205 | 1204 | Verbenone | 1.9 ± 0.0 | 2.3 ± 0.0 | 2.2 ± 0.0 | 2.0 ± 0.0 | 2.7 ± 0.0 | 1.7 ± 0.0 | 2.6 ± 0.0 | 2.2 ± 0.0 | 1.8 ± 0.0 | 1.8 ± 0.0 |
1216 | 1215 | trans-Carveol | --- | 0.3 ± 0.0 | tr | 0.1 | --- | --- | 0.2 ± 0.0 | --- | 0.2 ± 0.0 | 0.1 ± 0.0 |
1242 | 1239 | Carvone | 4.2 ± 0.1 | 4.2 ± 0.0 | 4.3 ± 0.1 | 4.4 ± 0.1 | 3.3 ± 0.0 | 3.6 ± 0.0 | 5.1 ± 0.1 | 4.4 ± 0.0 | 3.7 ± 0.1 | 3.4 ± 0.3 |
1246 | 1254 | Linalyl acetate | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1261 | 1265 | 3,5-Dimethoxytoluene | tr | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1281 | 1287 | Bornyl acetate | 2.4 ± 0.0 | 2.8 ± 0.0 | 2.7 ± 0.0 | 2.6 ± 0.0 | 3.0 ± 0.0 | 2.4 ± 0.0 | 3.1 ± 0.0 | 2.4 ± 0.0 | 2.3 ± 0.0 | 2.4 ± 0.0 |
1286 | 1289 | Thymol | --- | tr | --- | --- | --- | --- | --- | --- | --- | --- |
1294 | 1298 | Carvacrol | 1.7 ± 0.0 | 1.7 ± 0.0 | 1.9 ± 0.0 | 1.6 ± 0.0 | 1.9 ± 0.0 | 1.3 ± 0.0 | 2.0 ± 0.0 | 1.9 ± 0.0 | --- | --- |
1343 | 1346 | α-Terpinyl acetate | 1.9 ± 0.0 | 1.6 ± 0.0 | 1.8 ± 0.0 | 1.6 ± 0.0 | 1.4 ± 0.0 | 1.4 ± 0.0 | 2.0 ± 0.0 | 1.7 ± 0.0 | 1.3 ± 0.0 | 1.5 ± 0.0 |
1345 | 1345 | α-Cubebene | 2.6 ± 0.0 | 2.2 ± 0.0 | 2.5 ± 0.0 | 2.4 ± 0.0 | 2.9 ± 0.0 | 2.2 ± 0.0 | 2.9 ± 0.0 | 2.5 ± 0.0 | 2.1 ± 0.0 | 2.0 ± 0.0 |
1373 | 1374 | α-Copaene | 3.8 ± 0.0 | 3.5 ± 0.0 | 3.7 ± 0.1 | 3.6 ± 0.1 | 2.9 ± 0.0 | 3.2 ± 0.0 | 4.1 ± 0.0 | 3.7 ± 0.0 | 2.5 ± 0.0 | 3.5 ± 0.1 |
1409 | 1411 | cis-α-Bergamotene | tr | tr | tr | tr | 0.2 ± 0.0 | tr | tr | tr | tr | 0.1 ± 0.0 |
1416 | 1417 | β-Caryophyllene | tr | tr | tr | tr | tr | tr | tr | tr | --- | tr |
1429 | 1432 | trans-α-Bergamotene | tr | tr | tr | tr | 0.2 ± 0.0 | tr | tr | tr | tr | 0.1 ± 0.0 |
1441 | 1440 | (Z)-β-Farnesene | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
1441 | 1449 | α-Himachalene | --- | --- | --- | --- | tr | tr | --- | --- | --- | --- |
1452 | 1452 | α-Humulene | tr | --- | --- | --- | tr | --- | --- | --- | --- | --- |
1486 | 1489 | β-Selinene | tr | --- | --- | tr | tr | --- | --- | --- | --- | --- |
1493 | 1498 | α-Selinene | tr | --- | --- | --- | tr | --- | --- | --- | --- | --- |
1579 | 1582 | Caryophyllene oxide | tr | tr | --- | --- | tr | tr | tr | tr | --- | --- |
1942 | 1944 | m-Camphorene | 0.3 ± 0.0 | --- | 1.8 ± 0.0 | 0.8 ± 0.0 | 1.8 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | tr | --- | --- |
1948 | 1947 | (3E)-Cembrene A | 0.7 ± 0.0 | 0.2 ± 0.0 | 0.5 ± 0.0 | 0.1 ± 0.0 | 0.9 ± 0.0 | 0.4 ± 0.0 | 0.2 ± 0.0 | 0.4 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 |
1977 | 1977 | p-Camphorene | 0.1 ± 0.0 | --- | --- | --- | 2.1 ± 0.0 | 0.6 ± 0.0 | tr | tr | --- | --- |
1993 | 1992 | α-Pinacene | tr | tr | tr | --- | 0.1 ± 0.0 | tr | tr | tr | --- | 0.1 ± 0.0 |
2130 | 2138 | Cembrenol | 0.4 ± 0.0 | 0.1 ± 0.0 | 0.8 ± 0.0 | tr | 0.5 ± 0.0 | 0.2 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.2 ± 0.0 | 0.6 ± 0.0 |
2143 | 2144 | Incensole + Serratol | 0.7 ± 0.0 | 0.6 ± 0.0 | 0.6 ± 0.0 | 0.3 ± 0.0 | 0.2 ± 0.0 | 0.1 ± 0.0 | 0.3 ± 0.0 | 0.5 ± 0.0 | 0.3 ± 0.0 | 1.0 ± 0.0 |
Monoterpene hydrocarbons | 65.7 | 60.1 | 62.7 | 61.5 | 53.8 | 69.2 | 58.5 | 57.9 | 70.9 | 70.0 | ||
Oxygenated monoterpenoids | 25.1 | 32.5 | 27.1 | 30.5 | 33.8 | 23.5 | 33.0 | 34.6 | 23.0 | 21.4 | ||
Sesquiterpenoids | 6.4 | 5.7 | 6.2 | 5.9 | 6.1 | 5.4 | 7.0 | 6.1 | 4.6 | 5.7 | ||
Diterpenoids | 2.3 | 0.9 | 3.7 | 1.1 | 5.6 | 1.6 | 0.9 | 1.0 | 0.6 | 1.9 | ||
Others | 0.1 | 0.2 | 0.1 | 0.1 | 0.1 | 0.0 | 0.4 | 0.1 | 0.1 | 0.1 | ||
Total Identified | 99.6 | 99.4 | 99.8 | 99.1 | 99.4 | 99.6 | 99.8 | 99.7 | 99.2 | 99.0 |
Sample Code | GPS Coordinates | Elevation, m | |
---|---|---|---|
Re190227M | 12°21′13.92″ N | 3°16′57.72″ W | 290 |
Re190125O | 12°41′43.74″ N | 1°10′48.18″ W | 291 |
Re190125P | 12°41′43.74″ N | 1°10′48.18″ W | 291 |
Re190125Q | 12°41′43.74″ N | 1°10′48.18″ W | 291 |
Re190125R | 12°41′43.74″ N | 1°10′48.18″ W | 291 |
Re190125S | 12°41′43.74″ N | 1°10′48.18″ W | 291 |
Re190125T | 12°29′36.54″ N | 1°15′40.20″ W | 321 |
Re190125U | 12°29′36.54″ N | 1°15′40.20″ W | 321 |
Re190125V | 12°29′36.54″ N | 1°15′40.20″ W | 321 |
Re190125W | 12°21′28.98″ N | 1°3′15.60″ W | 284 |
Re190125X | 12°20′5.58″ N | 0°59′10.14″ W | 318 |
Re190227G | 12°21′13.92″ N | 3°16′57.72″ W | 290 |
Re190227H | 12°21′13.92″ N | 3°16′57.72″ W | 290 |
Re190227I | 12°21′13.92″ N | 3°16′57.72″ W | 290 |
Re190227K | 12°21′13.92″ N | 3°16′57.72″ W | 290 |
Re190227L | 12°21′13.92″ N | 3°16′57.72″ W | 290 |
Re190227N | 12°21′13.92″ N | 3°16′57.72″ W | 290 |
Re190227P | 12°21′13.92″ N | 3°16′57.72″ W | 290 |
Re190416A | 12°46′53.88″ N | 1°19′20.16″ W | 348 |
Re190416B | 12°45′56.70″ N | 1°54′19.56″ W | 372 |
© 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
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DeCarlo, A.; Johnson, S.; Ouédraogo, A.; Dosoky, N.S.; Setzer, W.N. Chemical Composition of the Oleogum Resin Essential Oils of Boswellia dalzielii from Burkina Faso. Plants 2019, 8, 223. https://doi.org/10.3390/plants8070223
DeCarlo A, Johnson S, Ouédraogo A, Dosoky NS, Setzer WN. Chemical Composition of the Oleogum Resin Essential Oils of Boswellia dalzielii from Burkina Faso. Plants. 2019; 8(7):223. https://doi.org/10.3390/plants8070223
Chicago/Turabian StyleDeCarlo, Anjanette, Stephen Johnson, Amadé Ouédraogo, Noura S. Dosoky, and William N. Setzer. 2019. "Chemical Composition of the Oleogum Resin Essential Oils of Boswellia dalzielii from Burkina Faso" Plants 8, no. 7: 223. https://doi.org/10.3390/plants8070223