Phomopsterones A and B, Two Functionalized Ergostane-Type Steroids from the Endophytic Fungus Phomopsis sp TJ507A

被引:106
|
作者
Hu, Zhengxi [1 ]
Wu, Ye [1 ,2 ]
Xie, Shuangshuang [1 ]
Sun, Weiguaug [1 ]
Guo, Yi [1 ]
Li, Xiao-Nian [3 ]
Liu, Junjun [1 ]
Li, Hua [1 ]
Wang, Jianping [1 ]
Luo, Zengwei [1 ]
Xue, Yongbo [1 ]
Zhang, Yonghui [1 ]
机构
[1] Huazhong Univ Sci & Technol, Tongji Med Coll, Hubei Key Lab Nat Med Chem & Resource Evaluat, Sch Pharm, Wuhan 430030, Peoples R China
[2] Huazhong Univ Sci & Technol, Tongji Hosp, Tongji Med Coll, Wuhan 430030, Peoples R China
[3] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
基金
中国国家自然科学基金;
关键词
NITRIC-OXIDE PRODUCTION; ANTIINFLAMMATORY AGENT; SKELETONS; INHIBITION; CELLS;
D O I
10.1021/acs.orglett.6b03557
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two new functionalized ergostane-type steroids, phomopsterones A (1) and B (2), were isolated from the plant-derived Phomopsis sp. TJ507A. Their structures were determined on the basis of spectroscopic data, a modified Mosher's method, X-ray crystallographic analysis, and quantum chemical calculations. Compound 1 is an unprecedented ergosteroid featuring a, rearranged bicyclo[3.3.1]nonane motif resulting from B-ring scission and a subsequent 180 degrees rotation of the ring A during biosynthesis. Compound 2 exhibited anti-inflammatory activity.
引用
收藏
页码:258 / 261
页数:4
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