Y. Kimura, K. Katagiri, S. Tamura
1971
Citations
0
Influential Citations
17
Citations
Journal
Tetrahedron Letters
Abstract
STRUCTURE OF PESTALOTIN, A NEW METABOLITE FROM PESTALOTIA CRYPTOMERIAECOLA Yasuo Kimura, Kenji Katagiri and Saburo Tamura Department of Agricultural Chemistry, The University of Tokyo, Bunkyo-ku, Tokyo, Japan (Received in Japan 15 July 1971; received in UK for publication 20 July 1971) During the course of our screening search for gibberellin synergists among microbial metabolites, we succeeded in isolating an active principle named pestalotin from culture filtrate of a phytopathogenic fungus, Pestalotia cryptomeriaecola. Here we wish to report the structure of this compound. Pestalotin (I), CllH1804, M+ 214, mp 88-89'C, exhibited IR absorption bands at 1710 and 1635 cm -' and an UV absorption maximum at 233 nm (~=12200 in EtOH). The NMR spectrum of I showed the presence of an olefinic proton (6 5.14, 1H; d, 532 Hz) and a methoxyl group (6 3.75, 3H; s). On the basis of these spectral data, I is considered to be a derivative of 4-methoxy-5,6-dihydro-a-pyrone (1, 21.