Asperfloketals A and B, the First Two Ergostanes with Rearranged A and D Rings: From the Sponge-Associated Aspergillus flocculosus 16D-1

被引:20
|
作者
Jiao, Fu-Rong [1 ,2 ]
Gu, Bin-Bin [2 ]
Zhu, Hong-Rui [2 ]
Zhang, Yun [3 ]
Liu, Ke-Chun [3 ]
Zhang, Wei [2 ]
Han, Hua [4 ]
Xu, Shi-Hai [1 ]
Lin, Hou-Wen [2 ,5 ]
机构
[1] Jinan Univ, Coll Pharm, Coll Chem & Mat Sci, Guangzhou 510632, Peoples R China
[2] Shanghai Jiao Tong Univ, Ren Ji Hosp, Res Ctr Marine Drugs, State Key Lab Oncogene & Related Genes,Sch Med,De, Shanghai 200127, Peoples R China
[3] Qilu Univ Technol, Inst Biol, Jinan 250103, Peoples R China
[4] Tongji Univ, Sch Med, Shanghai 200092, Peoples R China
[5] Shanghai Univ Med & Hlth Sci, Key Lab Mol Imaging, Shanghai 201318, Peoples R China
基金
中国国家自然科学基金;
关键词
ACID; ZEBRAFISH; SKELETON; STEROIDS;
D O I
10.1021/acs.joc.0c02049
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asperfloketals A (1) and B (2), two 1(10 -> 6)-abeo-14,15-secosteroids featuring a novel trioxahexaheterocyclic ring system, were isolated from the sponge-associated fungus Aspergillus flocculosus 16D-1. Their structures were elucidated by extensive spectroscopic analysis and NMR chemical shifts calculations, supported by DP4+ probability analysis, and their absolute configurations were determined by ECD calculations and the modified Mosher's method. Asperfloketals A and B showed strong anti-inflammatory activity in the CuSO4-induced transgenic fluorescent zebrafish but displayed no cytotoxicity against HeLa, HepG2, and SW480 cell lines.
引用
收藏
页码:10954 / 10961
页数:8
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