Probing Indole Diketopiperazine-Based Hybrids as Environmental-Induced Products from Aspergillus sp. EGF 15-0-3

被引:24
|
作者
Wei, Xia [1 ]
Su, Jun-Cheng [2 ]
Hu, Jin-Shan [1 ]
He, Xi-Xin [1 ]
Lin, Shuang-Jun [2 ]
Zhang, Dong-Mei [3 ]
Ye, Wen-Cai [3 ]
Chen, Min-Feng [3 ]
Lin, Hou-Wen [2 ]
Zhang, Cui-Xian [1 ]
机构
[1] Guangzhou Univ Chinese Med, Sch Pharmaceut Sci, Guangzhou 510006, Peoples R China
[2] Shanghai Jiao Tong Univ, Renji Hosp, Sch Med, Dept Pharm,State Key Lab Oncogenes & Related Gene, Shanghai 200127, Peoples R China
[3] Jinan Univ, Coll Pharm, Guangdong Prov Key Lab Pharmacodynam Constituents, Guangzhou 510632, Peoples R China
基金
中国国家自然科学基金;
关键词
ALKALOIDS; FUNGUS;
D O I
10.1021/acs.orglett.1c03795
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Comprehensive analyses of the metabolite spectra of Aspergillus sp. EGF 15-0-3 under different culture conditions revealed the presence of unique environmental-induced metabolites exclusively from the rice medium. Subsequent target isolation afforded four unprecedented indole diketopiperazine-based hybrids with a pyrano[3',2': 7,8]isochromeno[4,3-b]pyrazino[2,1-i]indole core (1 and 2) or a spiro[piperazine-2,2'-pyrano[3,4,5-de]chromene] scaffold (3 and 4). Putative biosynthetic pathways for 1-4, with Diels-Alder cycloadditions as key steps, were proposed. 1-4 exhibited selective cytotoxicities among several human cancer cells.
引用
收藏
页码:158 / 163
页数:6
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