New Natural Oxygenated Sesquiterpenes and Chemical Composition of Leaf Essential Oil from Ivoirian Isolona dewevrei (De Wild. & T. Durand) Engl. & Diels
Autor: | Thierry Acafou Yapi, Ange Bighelli, Joseph Casanova, Félix Tomi, Jean Brice Boti, Zana Adama Ouattara, Didjour Albert Kambiré |
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Přispěvatelé: | Université Félix Houphouët-Boigny (UFHB), Sciences pour l'environnement (SPE), Centre National de la Recherche Scientifique (CNRS)-Université Pascal Paoli (UPP) |
Jazyk: | angličtina |
Rok vydání: | 2020 |
Předmět: |
cis-germacrene d-8-ol
Isolona dewevrei (10βH)-1β Pharmaceutical Science 8β-oxido-cadin-4-ene 01 natural sciences Analytical Chemistry law.invention lcsh:QD241-441 chemistry.chemical_compound Column chromatography lcsh:Organic chemistry law Drug Discovery leaf essential oil trans-germacrene d-8-ol [CHIM]Chemical Sciences Physical and Theoretical Chemistry cadina-1(10) 4-dien-8β-ol 4-dien-8β-ol Chemical composition Essential oil (10βH)-1β 8β-oxido-cadin-4-ene Chromatography biology 010405 organic chemistry Chemistry Organic Chemistry biology.organism_classification Nmr data 0104 chemical sciences 010404 medicinal & biomolecular chemistry Germacrene Chemistry (miscellaneous) Molecular Medicine cadina-1(10) Germacrene D |
Zdroj: | Molecules Molecules, MDPI, 2020, 25 (23), ⟨10.3390/molecules25235613⟩ Molecules, Vol 25, Iss 5613, p 5613 (2020) |
ISSN: | 1420-3049 |
Popis: | This study aimed to investigate the chemical composition of the leaf essential oil from Ivoirian Isolona dewevrei. A combination of chromatographic and spectroscopic techniques (GC(RI), GC-MS and 13C-NMR) was used to analyze two oil samples (S1 and S2). Detailed analysis by repetitive column chromatography (CC) of essential oil sample S2 was performed, leading to the isolation of four compounds. Their structures were elucidated by QTOF-MS, 1D and 2D-NMR as (10βH)-1β,8β-oxido-cadin-4-ene (38), 4-methylene-(7αH)-germacra-1(10),5-dien-8β-ol (cis-germacrene D-8-ol) (52), 4-methylene-(7αH)-germacra-1(10),5-dien-8α-ol (trans-germacrene D-8-ol) (53) and cadina-1(10),4-dien-8β-ol (56). Compounds 38, 52 and 53 are new, whereas NMR data of 56 are reported for the first time. Lastly, 57 constituents accounting for 95.5% (S1) and 97.1% (S2) of the whole compositions were identified. Samples S1 and S2 were dominated by germacrene D (23.6 and 20.5%, respectively), followed by germacrene D-8-one (8.9 and 8.7%), (10βH)-1β,8β-oxido-cadin-4-ene (7.3 and 8.7), 4-methylene-(7αH)-germacra-1(10),5-dien-8β-ol (7.8 and 7.4%) and cadina-1(10),4-dien-8β-ol (7.6 and 7.2%). Leaves from I. dewevrei produced sesquiterpene-rich essential oil with an original chemical composition, involving various compounds reported for the first time among the main components. Integrated analysis by GC(RI), GC-MS and 13C-NMR appeared fruitful for the knowledge of such a complex essential oil. |
Databáze: | OpenAIRE |
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