Chermesins A-D: Meroterpenoids with a Drimane-Type Spirosesquiterpene Skeleton from the Marine Algal-Derived Endophytic Fungus Penicillium chermesinum EN-480

Chermesins A-D: Meroterpenoids with a Drimane-Type Spirosesquiterpene Skeleton from the Marine Algal-Derived Endophytic Fungus Penicillium chermesinum EN-480
复制标题

Chermesins A-D:来自海洋藻类内生真菌 Penicillium chermesinum EN-480 的具有 Drimane 型螺旋半萜骨架的类萜

DOI:
10.1021/acs.jnatprod.5b00893
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发表时间:
2016-04-01
影响因子:
5.1
通讯作者:
Wang, Bin-Gui
Wang, Bin-Gui
中科院分区:
生物学2区
文献类型:
--
作者:
Liu, Hui;Li, Xiao-Ming;Wang, Bin-Gui

文献摘要

被引文献

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从海洋红藻Pterocladiella tenuis的内生真菌--车前青霉EN-480的发酵液中分离鉴定了4个新的螺环倍半萜类化合物CherMesins A-D(1-4)。通过详细的光谱分析,确定了这些新螺环萜类化合物的结构,并通过单晶X射线衍射实验和ECD数据确定了它们的绝对构型。这是首次报道了螺环倍半萜类化合物的晶体结构,它含有一个带有稀有的环己二烯酮单元的德里曼型倍半萜骨架,这导致了它们的相对构型和绝对构型的明确归属。化合物1和2对条件致病菌黄微球菌具抗菌活性,其MIC值为8mU g/m L。
Chermesins A-D (1-4), four new spiromeroterpenoids containing a drimane-type sesquiterpene skeleton, were isolated and identified from the culture extract of Penicillium chermesinum EN-480, an endophytic fungus obtained from the inner tissue of the marine red alga Pterocladiella tenuis. The structures of these new spiromeroterpenoids were elucidated based on detailed spectroscopic analyses, and their absolute configurations were confirmed by single-crystal X-ray diffraction experiments and by ECD data. This is the first report of the crystal structures of spiromeroterpenoids that contain a drimane-type sesquiterpene skeleton with a rare cyclohexa-2,5-dienone unit, which resulted in the unambiguous assignment of their relative and absolute configurations. Compounds 1 and 2 exhibited antibacterial activity against the opportunistic pathogen Micrococcus luteus, with an MIC value of 8 mu g/mL.