Antifungal azaphilones from the fungus Chaetomium cupreum CC3003

Kanokmedhakul, Somdej; Kanokmedhakul, Kwanjai; Nasomjai, Pitak; Louangsysouphanh, Sysavad; Soytong, Kasem; Isobe, Minoru; Kongsaeree, Palangpon; Prabpai, Samran; Suksamrarn, Apichart

doi:10.1021/np060051v

Antifungal azaphilones from the fungus Chaetomium cupreum CC3003

Author(s)

Kanokmedhakul, Somdej

Kanokmedhakul, Kwanjai

Nasomjai, Pitak

Louangsysouphanh, Sysavad

Soytong, Kasem

Isobe, Minoru

Kongsaeree, Palangpon

Prabpai, Samran

Suksamrarn, Apichart

Date Issued

June 1, 2006

Type

Article

DOI

10.1021/np060051v

Abstract

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. © 2006 American Chemical Society and American Society of Pharmacognosy.

Citation

Journal of Natural Products, 69(6), 891-895, 2006