Metabolites of Penicillium italicum Wehmer: Isolation and Structures of New Metabolites Including Naturally Occurring 4-Ylidene-acyltetronic Acids, Italicinic Acid and Italicic Acid

Abstract

Four new metabolites, italicic acid, dihydro-italicic acid, methyl italicate and italicinic acid, were isolated from culture medium of Penicillium italicum wehmer. The structures, possessing a 4-ylidene-acyltetronic acid unit, and their biosynthesis were elucidated. Two other new metabolites possessing a chromone skeleton were also isolated and their structures were established as 6,7-dihydroxy-3-(l ‘-hydroxy-3’-butanoyl)chromone-5-carboxylic acid and its 1 ‘,2’-dehydrate. Penicillium italicum; italicic acid; italicinic acid; 4-ylidene-acyltetronic acid; biosynthesis; chromone. © 1989, The Pharmaceutical Society of Japan. All rights reserved.