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Antifungal Azaphilones from the Fungus Chaetomium cupreum CC3003

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journal contribution
posted on 23.06.2006, 00:00 by Somdej Kanokmedhakul, Kwanjai Kanokmedhakul, Pitak Nasomjai, Sysavad Louangsysouphanh, Kasem Soytong, Minoru Isobe, Palangpon Kongsaeree, Samran Prabpai, Apichart Suksamrarn
Three new azaphilones named rotiorinols A−C (13), two new stereoisomers, (−)-rotiorin (4) and epi-isochromophilone II (5), and a known compound, rubrorotiorin (6), were isolated from the fungus Chaetomium cupreum CC3003. Structures were established on the basis of spectroscopic evidence. The absolute configuration of 1 was determined by the modified Mosher's method along with an X-ray analysis of its acetate derivative, as well as by chemical transformation. Compounds 1, 3, 4, and 6 exhibited antifungal activity against Candida albicans with IC50 values of 10.5, 16.7, 24.3, and 0.6 μg/mL, respectively.