Antifungal Azaphilones from the Fungus Chaetomium c upreum CC3003

Antifungal Azaphilones from the Fungus Chaetomium c upreum CC3003

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 absolu...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2006-06, Vol.69 (6), p.891-895
Hauptverfasser: Kanokmedhakul, Somdej, Kanokmedhakul, Kwanjai, Nasomjai, Pitak, Louangsysouphanh, Sysavad, Soytong, Kasem, Isobe, Minoru, Kongsaeree, Palangpon, Prabpai, Samran, Suksamrarn, Apichart
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Sprache:eng
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Zusammenfassung: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 μg/mL, respectively.
ISSN:0163-3864
1520-6025
DOI:10.1021/np060051v