Stereochemical determination of new cytochalasans from the plant endophytic fungus Trichoderma gamsii

被引:31
作者
Chen, Lin [1 ,2 ]
Liu, Yue-Tao [1 ,2 ]
Song, Bo [1 ,2 ]
Zhang, Hong-Wu [1 ,2 ]
Ding, Gang [1 ,2 ,3 ]
Liu, Xing-Zhong [4 ]
Gu, Yu-Cheng [5 ]
Zou, Zhong-Mei [1 ,2 ]
机构
[1] Chinese Acad Med Sci, Inst Med Plant Dev, Beijing 100730, Peoples R China
[2] Peking Union Med Coll, Beijing 100021, Peoples R China
[3] Chinese Acad Med Sci, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China
[4] Chinese Acad Sci, Inst Microbiol, Beijing, Peoples R China
[5] Syngenta Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England
关键词
Endophytes; Trichoderma gamsii; Cytochalasans; Stereochemistry; GENE-CLUSTER;
D O I
10.1016/j.fitote.2014.04.009
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Three new cytochalasans, trichalasins E (1), F (2) and H (7), together with four known analogues, trichalasin C (3), aspochalasin K (4), trichalasin G (5) and aspergillin PZ (8), were isolated from one endophytic fungus Trichoderma gamsii inhabiting in the traditional medicinal plant Panax notoginseng (BurK.) F.H. Chen. Trichalasins E (1) contains a unique hydroperoxyl group, which is the first report in all known analogues, whereas trichalasin H (7) possesses the rare 6/5/6/6/5 pentacyclic skeleton with 12-oxatricyclo [6.3.1.0(2,7)] moiety as that of aspergillin PZ (8). The relative configurations of the new compounds were characterized by analysis of coupling constants and ROESY correlations, and the absolute configurations of trichalasins E (1), H (7) and aspergillin PZ (8) were determined by modified Mosher's reaction. In addition, compounds 1-5,7 and 8 were tested cytotoxic activities against several cancer cell lines. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:115 / 122
页数:8
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