Four New Chlorinated Azaphilones, Helicusins A-D, Closely Related to 7-epi-Sclerotiorin, from an Ascomycetous Fungus, Talaromyces helicus

• Published in: Chemical & pharmaceutical bulletin Vol. 43; no. 8; pp. 1307 - 1310
• Main Authors: FUJIMOTO, Haruhiro, BABA, Miyuki, YOSHIDA, Eiji, YAMAZAKI, Mikio
• Format: Journal Article
• Language: English
• Published: Tokyo The Pharmaceutical Society of Japan 1995; 公益社団法人日本薬学会; Maruzen; Japan Science and Technology Agency
• Subjects: 7-epi-sclerotiorin derivative; Ascomycete; azaphilone; Biological and medical sciences; fungal metabolite; General pharmacology; Medical sciences; monoamine oxidase inhibitory activity; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Talaromyces helicus; Pharmacognosy; Epimer; MAO inhibitor; Diketone; Oxygen heterocycle; Biological activity; Fungi; Microbial origin; Diester; Bicyclic compound; Isolation; Ascomycetes; Talaromyces; Thallophyta; Structural analysis
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.43.1307

Four new azaphilones, named helicusins A, B, C, and D, were isolated from an Ascomycete, Talaromyces helicus. Helicusins A and B were deduced to be (7S, 13S)-7-deacetyl-7-epi-sclerotiorin-7-yl hydrogen 3'-methyl-2'E-pentenedioate and its 2'Z isomer, and helicusins C and D were deduced to be (7S, 13S)-7-deacetyl-7-epi-sclerotiorin-7-yl hydrogen 3'-methyl-3'Z-pentenedioate and its 3'E isomer, respectively, on the basis of chemical and spectral data.These four new azaphilones showed weak monoamine oxidase-inhibitory effects.