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来自内生地衣真菌杂色曲霉的次生代谢产物的鉴定与生物学评价

Identification and biological evaluation of secondary metabolites from the endolichenic fungus Aspergillus versicolor.

作者信息

Li Xiao-Bin, Zhou Yan-Hui, Zhu Rong-Xiu, Chang Wen-Qiang, Yuan Hui-Qing, Gao Wei, Zhang Lu-Lu, Zhao Zun-Tian, Lou Hong-Xiang

机构信息

Department of Natural Products Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Science, Shandong University, No. 44 West Wenhua Road, Jinan 250012, P. R. China (phone: +86-531-88382012; fax: +86-531-88382019).

出版信息

Chem Biodivers. 2015 Apr;12(4):575-92. doi: 10.1002/cbdv.201400146.

Abstract

A chemical investigation of the endolichenic fungus Aspergillus versicolor (125a), which was found in the lichen Lobaria quercizans, resulted in the isolation of four novel diphenyl ethers, named diorcinols F-H (1-3, resp.) and 3-methoxyviolaceol-II (4), eight new bisabolane sesquiterpenoids, named (-)-(R)-cyclo-hydroxysydonic acid (5), (-)-(7S,8R)-8-hydroxysydowic acid (6), (-)-(7R,10S)-10-hydroxysydowic acid (7), (-)-(7R,10R)-iso-10-hydroxysydowic acid (8), (-)-12-acetoxy-1-deoxysydonic acid (9), (-)-12-acetoxysydonic acid (10), (-)-12-hydroxysydonic acid (11), and (-)-(R)-11-dehydrosydonic acid (12), two new tris(pyrogallol ethers), named sydowiols D (13) and E (14), and fifteen known compounds, 15-29. All of the structures were determined by spectroscopic analyses, and a number of them were further identified through chemical transformations and electronic circular dichroism (ECD) calculations. Preliminary bioassays of these isolates for the determination of their inhibitory activities against the fungus Candida albicans, and their cytotoxicities against the human cancer cell lines PC3, A549, A2780, MDA-MB-231, and HEPG2 were also evaluated.

摘要

对在地衣栎叶肺衣中发现的内生真菌杂色曲霉(125a)进行了化学研究,从中分离出四种新型二苯醚,分别命名为二马钱子酚F - H(分别为1 - 3)和3 - 甲氧基紫铆因 - II(4),八种新的没药烷倍半萜类化合物,分别命名为( - ) - (R) - 环羟基西多酸(5),( - ) - (7S,8R) - 8 - 羟基西多酸(6),( - ) - (7R,10S) - 10 - 羟基西多酸(7),( - ) - (7R,10R) - 异 - 10 - 羟基西多酸(8),( - ) - 12 - 乙酰氧基 - 1 - 脱氧西多酸(9),( - ) - 12 - 乙酰氧基西多酸(10),( - ) - 12 - 羟基西多酸(11),和( - ) - (R) - 11 - 脱氢西多酸(12),两种新的三(邻苯三酚醚),命名为西多醇D(13)和E(14),以及十五种已知化合物,15 - 29。所有结构均通过光谱分析确定,其中一些通过化学转化和电子圆二色性(ECD)计算进一步鉴定。还评估了这些分离物对白色念珠菌的抑制活性及其对人癌细胞系PC3、A549、A2780、MDA - MB - 231和HEPG2的细胞毒性的初步生物测定。

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