来自象牙海岸（德怀尔德和 T. 杜兰德）的 Engl. 和 Diels 的叶子精油的新天然氧化倍半萜类化合物和化学成分

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

机构信息

Laboratoire de Constitution et Réaction de la Matière, UFR-SSMT, Université Félix Houphouët-Boigny, Abidjan 01 BP V34, Ivory Coast.

Laboratoire de Chimie Bio-Organique et de Substances Naturelles, UFR SFA, Université Nangui Abrogoua, Abidjan 02 BP 801, Ivory Coast.

出版信息

Molecules. 2020 Nov 29;25(23):5613. doi: 10.3390/molecules25235613.

DOI:10.3390/molecules25235613

PMID:33260296

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7731318/

Abstract

This study aimed to investigate the chemical composition of the leaf essential oil from Ivoirian . A combination of chromatographic and spectroscopic techniques (GC(RI), GC-MS and 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 (), 4-methylene-(7αH)-germacra-1(10),5-dien-8β-ol (-germacrene D-8-ol) (), 4-methylene-(7αH)-germacra-1(10),5-dien-8α-ol (-germacrene D-8-ol) () and cadina-1(10),4-dien-8β-ol (). Compounds , and are new, whereas NMR data of 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 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 C-NMR appeared fruitful for the knowledge of such a complex essential oil.

摘要

本研究旨在探究来自象牙海岸的叶挥发油的化学成分。采用色谱和光谱技术（GC(RI)、GC-MS 和 C-NMR）相结合的方法对两个油样（S1 和 S2）进行分析。对油样 S2 进行重复柱色谱（CC）的详细分析，导致分离出四种化合物。通过 QTOF-MS、1D 和 2D-NMR 对它们的结构进行阐明，确定为（10βH）-1β,8β-氧代-卡达烯-4-ene（）、4-亚甲基-（7αH）-吉马烷-1(10),5-二烯-8β-醇（-吉马烷 D-8-醇）（）、4-亚甲基-（7αH）-吉马烷-1(10),5-二烯-8α-醇（-吉马烷 D-8-醇）（）和卡达烯-1(10),4-二烯-8β-醇（）。化合物、和是新的，而的 NMR 数据是首次报道。最后，鉴定出 S1 和 S2 中分别占全成分的 95.5%（S1）和 97.1%（S2）的 57 种成分。S1 和 S2 以吉马烷 D（分别为 23.6%和 20.5%）为主，其次是吉马烷 D-8-酮（8.9%和 8.7%）、（10βH）-1β,8β-氧代-卡达烯-4-ene（7.3%和 8.7%）、4-亚甲基-（7αH）-吉马烷-1(10),5-二烯-8β-醇（7.8%和 7.4%）和卡达烯-1(10),4-二烯-8β-醇（7.6%和 7.2%）。来自象牙海岸的叶子产生了富含倍半萜的挥发油，具有原始的化学成分，包含首次报道的各种主要成分中的化合物。GC(RI)、GC-MS 和 C-NMR 的综合分析对于了解这种复杂的挥发油非常有帮助。