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asperemestrins A-D,来源于内生真菌的具有桥环骨架的 emestrin 杂聚物

Asperemestrins A-D, Emestrin Hybrid Polymers with Bridged Skeletons from the Endophytic Fungus .

机构信息

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, People's Republic of China.

出版信息

Org Lett. 2022 Sep 23;24(37):6800-6804. doi: 10.1021/acs.orglett.2c02701. Epub 2022 Sep 8.

DOI:10.1021/acs.orglett.2c02701
PMID:36074729
Abstract

Four emestrin hybrid polymers, asperemestrins A-D (, respectively), were isolated from the fungus . Asperemestrins A-C are the first examples of emestrin-sterigmatocystin heterodimers bearing a 7/5/6/6/5/5/6/6/6 nonacyclic system with a 2,5-diazabicyclo[2.2.2]octane-3,6-dione core, while asperemestrin D features an unprecedented 2,15-dithia-17,19-diazabicyclo[14.2.2]icosa-4,8-diene-12,18,20-trione core skeleton. Their structures were determined by extensive spectroscopic data, electronic circular dichroism calculations, and single-crystal X-ray diffraction. Asperemestrin B showed moderate cytotoxicity against cancer cell lines, including SU-DHL-2, HEPG2, and HL-60.

摘要

从真菌 Aspergillus sydowii 中分离得到了 4 种雌甾烷杂聚物,分别为 Asperemestrin A-D。Asperemestrin A-C 是首例含有 7/5/6/6/5/5/6/6/6 非环体系和 2,5-二氮杂双环[2.2.2]辛烷-3,6-二酮核心的雌甾烷-表鬼笔环肽杂二聚体,而 Asperemestrin D 则具有前所未有的 2,15-二硫代-17,19-二氮杂双环[14.2.2]二十烷-4,8-二烯-12,18,20-三酮核心骨架。通过广泛的光谱数据分析、电子圆二色性计算和单晶 X 射线衍射确定了它们的结构。Asperemestrin B 对包括 SU-DHL-2、HEPG2 和 HL-60 在内的癌细胞系表现出中等的细胞毒性。

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