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Transformations of hispanolone. Novel Michael adducts with in planta activity against rice blast
Authors:Albert W.W. van Wyk  Robert A. Keyzers  Mino R. Caira  George E. Davis  Michael T. Davies-Coleman
Affiliation:a Department of Chemistry, Rhodes University, Grahamstown 6140, South Africa
b Department of Chemistry, University of Capetown, Rondebosch 7701, South Africa
c Dow AgroSciences LLC, Discovery R&D, 9330 Zionsville Rd, Indianapolis, IN 46268-1054, USA
Abstract:Two novel Michael adducts 9α-cyano-15,16-epoxy-7β-hydroxylabda-13(16),14-dien-6-one (2) and 9α-cyano-15,16-epoxy-7-hydroxylabda-7,13(16),14-trien-6-one (3) and the reduction product of 2, 9α-cyano-15,16-epoxy-6β,7β-dihydroxylabda-13(16),14-diene (4), were synthesized from the naturally occurring labdane diterpene hispanolone (1). Compounds 2-4 exhibited in planta activity against the pathogenic rice blast fungus Magnaporthe grisea.
Keywords:Labdane diterpene   Hispanolone   Michael adduct   Rice blast
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