New Azaphilones and Chlorinated Phenolic Glycosides from Chaetomium elatum with Caspase-3 Inhibitory Activity

被引:32
作者
Chen, Guo-Dong [1 ,5 ]
Li, Yan-Jun [1 ]
Gao, Hao [1 ]
Chen, Ying [1 ]
Li, Xiao-Xia [1 ]
Li, Jia [2 ,3 ]
Guo, Liang-Dong [4 ]
Cen, Ying-Zhou [5 ]
Yao, Xin-Sheng [1 ]
机构
[1] Jinan Univ, Inst Tradit Chinese Med & Nat Prod, Coll Pharm, Guangzhou 510632, Guangdong, Peoples R China
[2] Shanghai Inst Mat Med, Natl Ctr Drug Screening, Shanghai, Peoples R China
[3] Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai, Peoples R China
[4] Chinese Acad Sci, Inst Microbiol, State Key Lab Mycol, Beijing, Peoples R China
[5] Jinan Univ, Dept Chem, Guangzhou 510632, Guangdong, Peoples R China
基金
中国博士后科学基金;
关键词
Chaetomium elatum; Chaetomiaceae; azaphilones; chlorinated phenolic glycosides; caspase-3; inhibitors; APOPTOSIS; GLOBOSUM;
D O I
10.1055/s-0032-1315211
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Three new azaphilones, chaetomugilin S (1), 7,5'-bis-epi-chaetoviridin A (2), and 7-epi-chaetoviridin E (3), and two new chlorinated phenolic glycosides, globosumoside A (4) and globosumoside B (5), were isolated from the crude extract of the fungal strain Chaetomium elatum No. 89-1-3-1. Their structures were determined by detailed NMR and MS spectroscopic analyses. The absolute configurations of C-7 in chaetomugilin S (1), 7,5'-bis-epi-chaetoviridin A (2), and 7-epi-chaetoviridin E (3) were assigned by CD experiments, and the absolute configurations of 1 and 2 were established by X-ray crystallography. Compounds 1-3 are the first examples of 7R-configurated azaphilones with a chlorinated isochromen from Chaetomium spp. In addition, compounds 1-3 showed inhibitory activity in the cysteine aspartyl-specific protease-3 (caspase-3) enzymatic assay, with IC50 values of 20.6, 10.9, and 7.9 mu M, respectively.
引用
收藏
页码:1683 / 1689
页数:7
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