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Isolation of 4-acetyl-benzoxazolin-2-one (4-ABOA) and diferuloylputrescine from an extract of gibberella ear rot-resistant corn that blocks mycotoxin biosynthesis, and the insect toxicity of 4-ABOA and related compounds
Authors:J David Miller  David A Fielder  Patrick F Dowd  Robert A Norton  F William Collins
Institution:

a Plant Research Centre, Agriculture and Agrifood Canada, Ottawa, Ontario K1A 0C6, Canada

b National Center for Agricultural Utilization Research, USDA/ARS, 1815 N. University Street, Peoria, IL 61604-3999, U.S.A.

c Centre for Food and Animal Research, Agriculture and Agrifood Canada, Ottawa, Ontario K1A 0C6, Canada

Abstract:Bioassay-directed fractionation of an extract of a gibberella ear rot-resistant corn hybrid resulted in the isolation of a fraction that inhibited mycotoxin production, but not growth, of Fusarium culmorum. The fraction contained diferuloylputrescine and a new allelochemical 4-acetyl-benzoxazolin-2-one (4-ABOA). This report describes the isolation of the bioactive fraction and tests of the effect of 4-ABOA on 3-acetyl deoxynivalenol (3ADON) and aflatoxin production. In addition, data are reported on the effects of 4-ABOA and related compounds on a number of insect species and some preliminary studies on the mechanism of insect toxicity. The effect of 4-ABOA on F. culmorum and Apergillus flavus was similar. Production of toxin was reduced without a concomitant reduction of growth. A 50% inhibition of 3ADON production occurred at ca. 4 μM and 0.12 mM for alfatoxin. 4-ABOA was slightly toxic to Spodoptera frugiperda.
Keywords:4-ABOA  diferuloylputrescine  corn  allelochemical  aflatoxin  deoxynivalenol  Fusarium  Aspergillus
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