Design of scytalone dehydratase inhibitors as rice blast fungicides: (N- phenoxypropyl)-carboxamides

Douglas B. Jordan*, Thomas A. Lessen, Zdzislaw Wawrzak, John J. Bisaha, Troy C. Gehret, Stephen L. Hansen, Rand S. Schwartz, Gregory S. Basarab

*Corresponding author for this work

Research output: Contribution to journalArticle

24 Scopus citations

Abstract

Insights gained from a crystal structure of scytalone dehydratase led to the design of carboxamide inhibitors with a phenoxypropyl group substituted on the nitrogen atom. Potent enzyme inhibitors were synthesized around this motif, the best of which provided excellent control of rice blast disease in greenhouse assays and outdoor field trials.

Original languageEnglish (US)
Pages (from-to)1607-1612
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume9
Issue number11
DOIs
StatePublished - Jun 7 1999

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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    Jordan, D. B., Lessen, T. A., Wawrzak, Z., Bisaha, J. J., Gehret, T. C., Hansen, S. L., Schwartz, R. S., & Basarab, G. S. (1999). Design of scytalone dehydratase inhibitors as rice blast fungicides: (N- phenoxypropyl)-carboxamides. Bioorganic and Medicinal Chemistry Letters, 9(11), 1607-1612. https://doi.org/10.1016/S0960-894X(99)00246-2