Phytotoxic compounds produced by Fusarium equiseti. Part V. Transformation products of 4β,15-diacetoxy-3α,7α-dihydroxy-12,13-epoxytrichothec-9-en-8-one and the structures of nivalenol and fusarenone
- 1 January 1970
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- Vol. 2 (2) , 375-378
- https://doi.org/10.1039/j39700000375
Abstract
The absolute configuration of the toxic C19H24O9 metabolic product of Fusarium scirpi is established as 4β, 15-diacetoxy-3α,7α-dihydroxy-12,13-epoxytrichothec-9-en-8-one (I; R1= R4= H, R2= R3= Ac) by the synthesis of a derivative from a trichothecane of known absolute configuration. Some derivatives and transformation products of the enone (I; R1= R4= H, R2= R3= Ac) are described. Nivalenol, obtained from rice infected with Fusarium nivale, is identical with the parent alcohol (I; R1= R2= R3= R4= H). Fusarenone, from the same source, is the 4β-monoacetate (I; R1= R2= R4= H, R3= Ac).Keywords
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