Synthesis of NH006 - A photostable fungicide effective against Botrytis cinerea - According to the asymmetric total synthesis of MK8383

Nobuyuki Hayashi, Kentaro Yamamoto, Nobuto Minowa, Masaaki Mitomi, Masahisa Nakada*

*この研究の対応する著者

研究成果: Article査読

2 被引用数 (Scopus)

抄録

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.

本文言語English
ページ(範囲)1821-1825
ページ数5
ジャーナルOrganic and Biomolecular Chemistry
8
8
DOI
出版ステータスPublished - 2010 4月 7

ASJC Scopus subject areas

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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