Transformations of hispanolone. Novel Michael adducts with in planta activity against rice blast |
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Authors: | Albert W.W. van Wyk Robert A. Keyzers Mino R. Caira George E. Davis Michael T. Davies-Coleman |
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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 |
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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. |
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Keywords: | Labdane diterpene Hispanolone Michael adduct Rice blast |
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