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Bis-spiro-azaphilones and azaphilones from the fungi Chaetomium cochliodes VTh01 and C. cochliodes CTh05 |
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| Authors: | Nutchanat Phonkerd Kwanjai Kanokmedhakul Samran Prabpai |
| Institution: | a Department of Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand b Department of Plant Pest Management, Faculty of Agricultural Technology, King Mongkut's Institute of Technology Ladkrabang, Ladkrabang, Bangkok 10520, Thailand c Department of Chemistry, Faculty of Science, Mahidol University, Bangkok 10400, Thailand d Center for Excellence in Protein Structure and Function, Faculty of Science, Mahidol University, Bangkok 10400, Thailand |
| Abstract: | Four new dimeric spiro-azaplilones, cochliodones A-D (1-4), two new azaphliones, chaetoviridines E and F (5 and 6), a new epi-chaetoviridin A (7), together with five known compounds, chaetoviridin A (8), ergosterol (9), chaetochalasin A (10), 24(R)-5α,8α-epidioxyergosta-6-22-diene-3β-ol (11), and ergosterol-β-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. |
| Keywords: | Cochliodone Bis-spiro-azaphilones Atropisomer Antimalaria Antimycobacteria Anticancer Chaetomium Chaetomium cochliodes |
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