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

Bis-spiro-azaphilones and azaphilones from the fungi Chaetomium cochliodes VTh01 and C. cochliodes CTh05
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DOI:
10.1016/j.tet.2008.07.040
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发表时间:
2008-09-29
期刊:
影响因子:
2.1
通讯作者:
Kongsearee, Palangpon
Kongsearee, Palangpon
中科院分区:
化学3区
文献类型:
--
作者:
Phonkerd, Nutchanat;Kanokmedhakul, Somdej;Kongsearee, Palangpon

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分离得到4个新的二聚螺环氮杂普利酮类化合物,1-4个新的氮杂环己酮A-D(1-4),2个新的氮杂环酮类化合物--茶绿素E和F(5和6),一个新的表青绿素A(7),以及5个已知化合物:草青素A(8)、麦角甾醇(9)、毛壳菌素A(10)、24(R)-5α,8α、表氧麦角酸-6-22-二烯-3-β-醇(11)和麦角甾醇-β-D-葡萄糖苷(12)。用单晶X-射线衍射法测定了阿托品1-3的结构和立体化学。化合物5、10和11具有抗恶性疟原虫活性,而化合物3、5、6、10和11具有抗结核分枝杆菌活性。此外,5和6对KB、BC1和NCI-H187细胞株也有一定的细胞毒作用。(C)2008爱思唯尔有限公司。保留所有权利。
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.