1187677-05-9Relevant academic research and scientific papers
Synthesis of NH006 - A photostable fungicide effective against Botrytis cinerea - According to the asymmetric total synthesis of MK8383
Hayashi, Nobuyuki,Yamamoto, Kentaro,Minowa, Nobuto,Mitomi, Masaaki,Nakada, Masahisa
supporting information; experimental part, p. 1821 - 1825 (2010/08/21)
MK8383, isolated from Phoma sp. T2526 in 1993, exhibits potent antibiotic activities against a variety of phytopathogens and has been considered a promising fungicide against Botrytis cinerea. Unfortunately, MK8383 is a photosensitive compound and it undergoes irreversible decomposition. Although much effort has been devoted to improving the photostability of MK8383 by chemical modification of its structure by a research group organized by Meiji Seika Kaishya, Ltd. and Mitsubishi Chemical Corporation, a photostable MK8383 derivative has never been prepared. We have found that a C13-14 double bond of MK8383 and (+)-phomopsidin is responsible for the photosensitivity, and herein, we report the synthesis of NH006, an MK8383 derivative with a saturated C13-14 double bond and (S) configuration at C14, based on the asymmetric total synthesis of MK8383. NH006 exhibits good photostability and potent antifungal activity against B. cinerea.
