Design of scytalone dehydratase inhibitors as rice blast fungicides: (N-phenoxypropyl)-carboxamides.
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.
Jordan
D B
DB
E.I. DuPont de Nemours Agricultural Products, Stine-Haskell Research Center, Newark, DE 19714, USA.
Lessen
T A
TA
Wawrzak
Z
Z
Bisaha
J J
JJ
Gehret
T C
TC
Hansen
S L
SL
Schwartz
R S
RS
Basarab
G S
GS
D000935:Antifungal Agents / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D003521:Cyclopropanes / Q000737:chemistry; D015195:Drug Design; D006836:Hydro-Lyases / Q000037:antagonists & inhibitors*; D007700:Kinetics; D008956:Models, Chemical; D008958:Models, Molecular; D010935:Plant Diseases; D020032:Tyrphostins / Q000737:chemistry
D000935:Antifungal Agents; D003521:Cyclopropanes; D020032:Tyrphostins; D006836:Hydro-Lyases; C082741:scytalone dehydratase