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

doi:10.1016/S0960-894X(99)00246-2

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 journal › Article › peer-review

6 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 language	English (US)
Pages (from-to)	1607-1612
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	9
Issue number	11
DOIs	https://doi.org/10.1016/S0960-894X(99)00246-2
State	Published - Jun 7 1999

ASJC Scopus subject areas

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

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10.1016/S0960-894X(99)00246-2

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

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.",

author = "Jordan, {Douglas B.} and Lessen, {Thomas A.} and Zdzislaw Wawrzak and Bisaha, {John J.} and Gehret, {Troy C.} and Hansen, {Stephen L.} and Schwartz, {Rand S.} and Basarab, {Gregory S.}",

year = "1999",

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TY - JOUR

T1 - Design of scytalone dehydratase inhibitors as rice blast fungicides

T2 - (N- phenoxypropyl)-carboxamides

AU - Jordan, Douglas B.

AU - Lessen, Thomas A.

AU - Wawrzak, Zdzislaw

AU - Bisaha, John J.

AU - Gehret, Troy C.

AU - Hansen, Stephen L.

AU - Schwartz, Rand S.

AU - Basarab, Gregory S.

PY - 1999/6/7

Y1 - 1999/6/7

N2 - 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.

AB - 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.

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JO - Bioorganic and Medicinal Chemistry Letters

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ER -

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

Abstract

ASJC Scopus subject areas

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