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Review | Special issue | Vol 10, No. 1, 1978, pp.413-423
Published online, 1st January, 1970
DOI: 10.3987/S-1978-01-0413
Carbon-13 Nuclear Magnetic Resonance Studies of Colletotrichins and Their Biosynthesis

Yasuo Kimura,* Masatoshi Gohbara, Akinori Suzuki, and Saburo Tamura

*Department of Agricultural Chemistry, Faculty of Agricultural and Life Sciences, University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-0032, Japan

Abstract

The 13C-nmr spectra of three related secondary fungal metabolites, colletotrichin (I), colletotrichin B (II), and C (III), isolated from Colletotrichum nicotianae have been studied. Labelling patterns of these compounds derived from 13c-formate, 1-13C-, 2-13C-, and 1,2-13C-acetates, and 5-13C-mevalonate have been determined. These compounds were proved to be biosynthesized in combination of acetate-mevalonate-geranyl-geranyl pyrophosphate route with acetate-polyketide route. Moreover, a new pathway, which involves cyclization of geranyl geranyl pyrophosphate into I, II, and III was proposed.