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细胞斯基林 C,一种来自内生真菌 Diaporthe sp. 的具有笼状骨架的非同寻常的不对称双蒽醌

Cytoskyrin C, an unusual asymmetric bisanthraquinone with cage-like skeleton from the endophytic fungus Diaporthe sp.

机构信息

Fujian Provincial Key Laboratory of Innovative Drug Target, School of Pharmaceutical Sciences, Xiamen University, Xiamen 361005, PR China.

Fujian Provincial Key Laboratory of Innovative Drug Target, School of Pharmaceutical Sciences, Xiamen University, Xiamen 361005, PR China.

出版信息

Fitoterapia. 2018 Jul;128:253-257. doi: 10.1016/j.fitote.2018.05.032. Epub 2018 May 31.

DOI:10.1016/j.fitote.2018.05.032
PMID:29859901
Abstract

Cytoskyrin C (1), a new bisanthraquinone with asymmetrically cytoskyrin type skeleton, together with a known symmetrical analogue (+)-epicytoskyrin (2), were isolated from an endophytic fungus ARL-09 (Diaporthe sp.). Cytoskyrin C (1) featured an asymmetrically cage-like structural motif arising from the dimerization of anthraquinone monomers by three carbon‑carbon bonds 9a/3', 3/9a' and 1/1'. The structure and absolute configuration of compound 1 were determined by spectroscopic analyses, ECD calculation and exciton chirality methods. Moreover, a plausible biogenetic pathway of 1-2 was predicted. Their cytotoxicities against SMMC-7721 cell as well as effects on NF-κB signaling pathway were evaluated. 2009 Elsevier Ltd. All rights reserved.

摘要

细胞角鲨烯 C(1),一种具有不对称细胞角鲨烯骨架的新双蒽醌化合物,与一种已知的对称类似物(+)-表细胞角鲨烯(2)一起,从内生真菌 ARL-09(Diaporthe sp.)中分离得到。细胞角鲨烯 C(1)具有一个不对称的笼状结构,由三个碳-碳键 9a/3'、3/9a'和 1/1'将蒽醌单体二聚化形成。化合物 1 的结构和绝对构型通过光谱分析、ECD 计算和外消旋手性方法确定。此外,还预测了化合物 1-2 的可能生物合成途径。评估了它们对 SMMC-7721 细胞的细胞毒性以及对 NF-κB 信号通路的影响。2009 年爱思唯尔有限公司版权所有。

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