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格尔塞莫醇 A-C 和尤尼醇 A,来自北极软珊瑚格尔塞米亚 frucicosa 的二萜。

Gersemiols A-C and Eunicellol A, Diterpenoids from the Arctic Soft Coral Gersemia fruticosa.

机构信息

University of Barcelona , Department of Animal Biology (Invertebrates), Faculty of Biology, Biodiversity Research Institute (IrBIO), Av. Diagonal 643, 08028 Barcelona, Catalonia, Spain.

Université Paris Descartes , Laboratoire de Pharmacognosie et de Chimie des Substances Naturelle, COMETE UMR 8638 CNRS, 75270 CEDEX 06 Paris, France.

出版信息

J Nat Prod. 2016 Apr 22;79(4):1132-6. doi: 10.1021/acs.jnatprod.6b00040. Epub 2016 Feb 19.

Abstract

Three new diterpenes named gersemiols A-C (1-3) and a new eunicellane diterpene, eunicellol A (4), have been isolated together with the known sesquiterpene (+)-α-muurolene (5) from the Arctic soft coral Gersemia fruticosa. The name gersemiane was assigned to the rare and unnamed diterpene skeleton of compounds 1-3 corresponding to 4-isopropyl-1,5,8a-trimethyltetradecahydrophenanthrene. The chemical structures were elucidated on the basis of extensive spectroscopic analysis (HR-ESIMS, 1D and 2D NMR) as well as coupling constant calculations for the determination of the relative configurations. All compounds were tested for their antimicrobial activity against several bacteria and fungi and eunicellol A was found to exhibit moderate and selective antibacterial activity.

摘要

从北极软珊瑚 Gersemia fruticosa 中分离得到了三个新的二萜类化合物,分别命名为 gersemiols A-C(1-3)和一个新的 eunicellane 二萜类化合物 eunicellol A(4),同时还分离得到了已知的倍半萜 (+)-α-穆勒烯(5)。化合物 1-3 的罕见且未命名的二萜骨架被命名为 gersemiane,对应于 4-异丙基-1,5,8a-三甲基十四烷氢化菲。根据广泛的光谱分析(高分辨电喷雾电离质谱、1D 和 2D NMR)以及偶合常数计算,确定了化学结构,以确定相对构型。所有化合物都进行了抗微生物活性测试,针对多种细菌和真菌进行了测试,结果发现 eunicellol A 具有中等和选择性的抗菌活性。

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