RRC ID 31755
Author Hosoe T, Okada H, Itabashi T, Nozawna K, Okada K, Takaki GM, Fukushima K, Miyaji M, Kawai K.
Title A new pentanorlanostane derivative, cladosporide A, as a characteristic antifungal agent against Aspergillus fumigatus, isolated from Cladosporium sp.
Journal Chem Pharm Bull (Tokyo)
Abstract In the course of searching for new antifungal agents, a new pentanorlanostane derivative, cladosporide A (1), was isolated along with ergosterol, ergosterol peroxide and 23,24,25,26,27-pentanorlanost-8-ene-3beta,22-diol (2) from Cladosporium sp. as a characteristic antifungal agent against the human pathogenic filamentous fungus Aspergillus fumigatus. The structure of 1 was established as 3beta,22-dihydroxy-23,24,25,26,27-pentanorlanostane-29-al by spectroscopic and chemical investigation and X-ray crystallographic analysis. Inhibitory activity against A. fumigatus (IC80 0.5-4.0 microg/ml) was observed for cladosporide A (1), but no activity was observed against pathogenic yeasts, Candida albicans and Cryptococcus neoformans, and other pathogenic filamentous fungi, Aspergillus niger and A. flavus. The 4beta-aldehyde residue in 1 might be essential for the antifungal activity, since 23,24,25,26,27-pentanorlanost-8-ene-3beta,22-diol (2) showed no inhibition against the above four fungi.
Volume 48(10)
Pages 1422-6
Published 2000-10-1
DOI 10.1248/cpb.48.1422
PMID 11045443
MeSH Antifungal Agents / chemistry Antifungal Agents / isolation & purification Antifungal Agents / pharmacology* Aspergillus fumigatus / drug effects* Cladosporium / chemistry* Lanosterol / analogs & derivatives Lanosterol / chemistry Lanosterol / isolation & purification Lanosterol / pharmacology* Models, Molecular Molecular Structure Spectrum Analysis
IF 1.416
Times Cited 14
Pathogenic microorganisms IFM 4942 IFM 40213 IFM 40214 IFM 40215 IFM 40819 IFM 41375 IFM 41382 IFM 46075 IFM 46816 IFM 46823 IFM 46921 IFM 47031 IFM 47032 IFM 47064 IFM 47078 IFM 48312 IFM 48314 IFM 49189