Hydroxylation of the Triterpenoid Nigranoic Acid by the Fungus Gliocladium roseum YMF1.00133

✍ Scribed by Jin-Yan Dong; Ye-Gao Chen; Hong-Chuan Song; Yan-Hui Zhu; Yong-Ping Zhou; Lei Li; Yan-Ping He; Jie Cao; Ke-Qin Zhang

• Book ID: 101771422
• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 68 KB
• Volume: 4
• Category: Article
• ISSN: 1612-1872
• DOI: 10.1002/cbdv.200790015

✦ Synopsis

Abstract

The ability of the fungus Gliocladium roseum YMF1.00133 to transform the bioactive nigranoic acid (=(24__Z__)‐9,19‐cyclo‐3,4‐secolanosta‐4(28),24‐diene‐3,26‐dioic acid) was investigated. Three new products from the co‐cultures of nigranoic acid and G. roseum YMF1.00133 were obtained by employing a combination of Sephadex LH‐20 and silica‐gel column chromatography. The major metabolite was identified as 15__β__‐hydroxynigranoic acid, and the minor metabolites as 6__α__,15__β__‐dihydroxynigranoic acid and 7__β__,15__β__‐dihydroxynigranoic acid by mass spectrometry and NMR spectroscopy. This is the first report of the biotransformation of the A‐ring‐secocycloartene triterpenoid, nigranoic acid.