Synthesis and plant growth inhibitory activity of both enantiomers of pyricuol, a phytotoxin isolated from rice blast disease fungus Magnaporthe grisea

Koji Tanaka, Yoko Nakamura, Ayaka Sasaki, Rumi Ueda, Yuji Suzuki, Shigefumi Kuwahara, Hiromasa Kiyota

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Both enantiomers and racemate of pyricuol, a phytotoxin isolated from the rice blast disease fungus, Magnaporthe grisea, have been synthesized by using Stille coupling and [2,3]-Wittig rearrangement reactions as the key steps. Both enantiomers induced dark necrotic lesions on rice leaves almost equally, but did not affect the growth of rice second leaf sheath and the germination of lettuce. Only natural enantiomer promoted the root growth of rice and lettuce.

Original languageEnglish
Pages (from-to)6115-6122
Number of pages8
JournalTetrahedron
Volume65
Issue number31
DOIs
Publication statusPublished - 2009 Aug 1

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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