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Isoflucypram, the first representative of a new succinate dehydrogenase inhibitor fungicide subclass: Its chemical discovery and unusual binding mode
Author(s) -
Desbordes Philippe,
Essigmann Bernd,
Gary Stephanie,
Gutbrod Oliver,
Maue Michael,
Schwarz HansGeorg
Publication year - 2020
Publication title -
pest management science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.296
H-Index - 125
eISSN - 1526-4998
pISSN - 1526-498X
DOI - 10.1002/ps.5951
Subject(s) - succinate dehydrogenase , fungicide , subclass , site of action , mode of action , pest analysis , dehydrogenase , chemical control , biology , binding site , disease control , enzyme , biochemistry , chemistry , microbiology and biotechnology , botany , genetics , agronomy , endocrinology , antibody
Succinate dehydrogenase inhibitors (SDHIs) have played a crucial role in disease control to protect cereals as well as fruit and vegetables for more than a decade. Isoflucypram, the first representative of a newly installed subclass of SDHIs inside the Fungicide Resistance Action Committee (FRAC) family of complex II inhibitors, offers unparalleled long‐lasting efficacy against major foliar diseases in cereals. Herein we report the chemical optimization from early discovery towards isoflucypram and the first hypothesis of its altered binding mode in the ubiquinone binding site of succinate dehydrogenase. © 2020 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.