Resistance buster compounds for MBI-D insensitive rice blast fungus - Inquiry on effective compounds among derivatives of MBI-D fungicides

Yoshio Kurahashi, Shinzo Kagabu, Naoki Yamada, Yu Mitsugi, Maiko Shimizu, Masayoshi Nakasako, Isamu Yamaguchi

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Effective molecules against resistant strains of Pyricularia oyzae to the melanin biosynthesis inhibitors (MBI-D) were designed by modifying the amine and acid parts of carpropamid {(1RS,3SR)-2,2-dichloro-N-[(R)-1-(4-chlorophenyl) ethyl]-1-ethyl-3-methylcyclopropanecarboxamide}. Substitution of the 1-phenylethylamine moiety with a 2-phenylethylamine increased the inhibitory activity against MBI-D-resistant strains. Reduction of the bulkiness of the amine part by replacing the benzene ring of 2-phenylethylamine with thiophene was effective to improve the activity. Among the derivatives, 5-chloro-3-ethylthiophene compounds showed the highest efficacy. Through the studies regarding structure-activity relationship of the compounds with five-membered heterocyclic rings, the discovery of new resistance buster compounds could be prospective.

Original languageEnglish
Pages (from-to)85-94
Number of pages10
JournalJournal of Pesticide Science
Volume31
Issue number2
DOIs
Publication statusPublished - 2006

Fingerprint

phenethylamines
blast disease
Amines
fungicides
Fungi
chemical derivatives
Phenethylamines
amines
Thiophenes
fungi
carpropamid
Melanins
Pyricularia
Structure-Activity Relationship
Benzene
thiophene
benzene
melanin
structure-activity relationships
Acids

Keywords

  • Chemical modification of MBI-D compounds
  • Resistance buster compounds
  • Resistant strains of MBI-D fungicides

ASJC Scopus subject areas

  • Insect Science

Cite this

Resistance buster compounds for MBI-D insensitive rice blast fungus - Inquiry on effective compounds among derivatives of MBI-D fungicides. / Kurahashi, Yoshio; Kagabu, Shinzo; Yamada, Naoki; Mitsugi, Yu; Shimizu, Maiko; Nakasako, Masayoshi; Yamaguchi, Isamu.

In: Journal of Pesticide Science, Vol. 31, No. 2, 2006, p. 85-94.

Research output: Contribution to journalArticle

Kurahashi, Yoshio ; Kagabu, Shinzo ; Yamada, Naoki ; Mitsugi, Yu ; Shimizu, Maiko ; Nakasako, Masayoshi ; Yamaguchi, Isamu. / Resistance buster compounds for MBI-D insensitive rice blast fungus - Inquiry on effective compounds among derivatives of MBI-D fungicides. In: Journal of Pesticide Science. 2006 ; Vol. 31, No. 2. pp. 85-94.
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AU - Yamada, Naoki

AU - Mitsugi, Yu

AU - Shimizu, Maiko

AU - Nakasako, Masayoshi

AU - Yamaguchi, Isamu

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