New Natural Oxygenated Sesquiterpenes and Chemical Composition of Leaf Essential Oil from Ivoirian Isolona dewevrei (De Wild. & T. Durand) Engl. & Diels.

Autor: Kambiré DA; Laboratoire de Constitution et Réaction de la Matière, UFR-SSMT, Université Félix Houphouët-Boigny, Abidjan 01 BP V34, Ivory Coast., Boti JB; Laboratoire de Constitution et Réaction de la Matière, UFR-SSMT, Université Félix Houphouët-Boigny, Abidjan 01 BP V34, Ivory Coast., Yapi TA; Laboratoire de Constitution et Réaction de la Matière, UFR-SSMT, Université Félix Houphouët-Boigny, Abidjan 01 BP V34, Ivory Coast., Ouattara ZA; Laboratoire de Chimie Bio-Organique et de Substances Naturelles, UFR SFA, Université Nangui Abrogoua, Abidjan 02 BP 801, Ivory Coast., Bighelli A; Laboratoire Sciences Pour l'Environnement, Equipe Chimie et Biomasse, Université de Corse-CNRS, UMR 6134 SPE, Route des Sanguinaires, 20000 Ajaccio, France., Casanova J; Laboratoire Sciences Pour l'Environnement, Equipe Chimie et Biomasse, Université de Corse-CNRS, UMR 6134 SPE, Route des Sanguinaires, 20000 Ajaccio, France., Tomi F; Laboratoire Sciences Pour l'Environnement, Equipe Chimie et Biomasse, Université de Corse-CNRS, UMR 6134 SPE, Route des Sanguinaires, 20000 Ajaccio, France.
Jazyk: angličtina
Zdroj: Molecules (Basel, Switzerland) [Molecules] 2020 Nov 29; Vol. 25 (23). Date of Electronic Publication: 2020 Nov 29.
DOI: 10.3390/molecules25235613
Abstrakt: 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 13 C-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 13 C-NMR appeared fruitful for the knowledge of such a complex essential oil.
Databáze: MEDLINE
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