Preparation of the Fusarium toxin, nivalenol, by oxidation of the putative biosynthetic precursor, 7-deoxynivalenol.
Nivalenol is a toxic trichothecene metabolite which is produced by a number of different Fusarium species. However, the nature of its immediate biosynthetic precursor is not known. Oxidation of 7-deoxynivalenol(3 alpha,4 beta,15-trihydroxy-12,13- epoxytrichothec-9-ene-8-one) to nivalenol occurred with reagents known to react by a free radical pathway, such as hydrogen peroxide-ferrous ion-ascorbic acid or lead tetracetate, but not with electrophilic reagents requiring prior formation of the enol. These results suggest that 7-deoxynivalenol or an acetylated derivative could be the biosynthetic precursor of nivalenol.
Ehrlich
K C
KC
Southern Regional Research Center, U.S. Department of Agriculture, New Orleans, LA 70179.
D005670:Fusarium / Q000378:metabolism*; D006900:Hydroxylation; D012717:Sesquiterpenes / Q000378:metabolism*; D014255:Trichothecenes / Q000378:metabolism*
D012717:Sesquiterpenes; D014255:Trichothecenes; C038405:nivalenol; C007262:deoxynivalenol