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与凤尾蕨相关的内生真菌大茎点霉中产生的细胞松弛素。

Cytochalasans from the endophytic fungus Diaporthe ueckerae associated with the fern Pteris vittata.

机构信息

Key Laboratory of Plant Resources Conservation and Sustainable Utilization and Guangdong Provincial Key Laboratory of Digital Botanical Garden and Public Science, South China Botanical Garden, Chinese Academy of Sciences, Xingke Road 723, Tianhe District, Guangzhou, 510650, People's Republic of China; University of Chinese Academy of Sciences, Yuquanlu 19A, Beijing, 100049, People's Republic of China.

Key Laboratory of Plant Resources Conservation and Sustainable Utilization and Guangdong Provincial Key Laboratory of Digital Botanical Garden and Public Science, South China Botanical Garden, Chinese Academy of Sciences, Xingke Road 723, Tianhe District, Guangzhou, 510650, People's Republic of China.

出版信息

Phytochemistry. 2022 Oct;202:113295. doi: 10.1016/j.phytochem.2022.113295. Epub 2022 Jul 3.

Abstract

Six previously undescribed cytochalasans, ueckerchalasins A-E and 4'-hydroxycytochalasin J, together with eight known congeners, were isolated from solid cultures of the endophytic fungus Diaporthe ueckerae SC-J0123 which was originally isolated from the leaves of Pteris vittata L. Their structures were elucidated by extensive spectroscopic analysis, single-crystal X-ray diffraction, and theoretical simulations of ECD spectra and C NMR shifts. Ueckerchalasins A-C have a carbon-carbon bridge between C-14 and C-20, forming a rare 5/6/6/7-fused heterocyclic core. Ueckerchalasins C and D displayed selective activity against human carcinoma HeLa and HepG2 cells. Ueckerchalasins C was also active against Staphylococcus aureus and methicillin-resistant S. aureus (MRSA).

摘要

六种以前未被描述的细胞松弛素,包括 ueckerchalasins A-E 和 4'-羟基细胞松弛素 J,以及八种已知的同系物,从内生真菌 Diaporthe ueckerae SC-J0123 的固体培养物中分离出来,该真菌最初是从凤尾蕨的叶子中分离出来的。通过广泛的光谱分析、单晶 X 射线衍射以及 ECD 光谱和 C NMR 位移的理论模拟,阐明了它们的结构。Ueckerchalasins A-C 在 C-14 和 C-20 之间具有碳-碳桥,形成了罕见的 5/6/6/7 稠合杂环核心。Ueckerchalasins C 和 D 对人癌细胞 HeLa 和 HepG2 细胞表现出选择性活性。Ueckerchalasins C 还对金黄色葡萄球菌和耐甲氧西林金黄色葡萄球菌(MRSA)有活性。

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