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J Nat Prod. 2006 Jun;69(6):891-5.

Antifungal azaphilones from the fungus Chaetomium cupreum CC3003.

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  • 1Department of Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand.


Three new azaphilones named rotiorinols A-C (1-3), 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 microg/mL, respectively.

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