Bis-spiro-azaphilones and azaphilones from the fungi Chaetomium cochliodes VTh01 and C. cochliodes CTh05

被引:63
作者
Phonkerd, Nutchanat [1 ]
Kanokmedhakul, Somdej [1 ]
Kanokmedhakul, Kwanjai [1 ]
Soytong, Kasem [2 ]
Prabpai, Samran [3 ]
Kongsearee, Palangpon [3 ,4 ]
机构
[1] Khon Kaen Univ, Fac Sci, Dept Chem, Khon Kaen 40002, Thailand
[2] King Mongkuts Inst Technol Ludkrabang, Fac Agr Technol, Dept Plant Pest Management, Bangkok 10520, Thailand
[3] Mahidol Univ, Dept Chem, Fac Sci, Bangkok 10400, Thailand
[4] Mahidol Univ, Fac Sci, Ctr Excellence Prot Struct & Funct, Bangkok 10400, Thailand
关键词
cochliodone; bis-spiro-azaphilones; atropisomer; antimalaria; anti mycobacteria; anticancer; Chaetomium; Chaetomium cochliodes;
D O I
10.1016/j.tet.2008.07.040
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Four new dimeric spiro-azaplilones, cochliodones A-D (1-4), two new azaphliones, chaetoviridines E and F (5 and 6), a new epi-cliaetoviridin A (7), together with five known compounds, chaetoviridin A (8), ergosterol (9), chaetochalasin A (10), 24(R)-5 alpha,8 alpha,-epidioxyergosta-6-22-diene-3 beta-ol (11), and ergosterol-beta-D-glucoside (12) were isolated from the fungi Chaetomium cochliodes VTh01 and C. cochliodes CTh05. Structures and stereochemistry of the atropisomers 1-3 were determined by single-crystal X-ray diffraction analysis. Compounds 5, 10, and 11 exhibited antimalarial activity against Plasmodium falciparum, while 3, 5, 6, 10, and 11 showed antimycobacterial activity against Mycobacterium tuberculosis. In addition, 5 and 6 also showed cytotoxicity against the KB, BC1, and NCI-H187 cell lines. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9636 / 9645
页数:10
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