Oxidation of the bisdihydrofuran moieties of aflatoxin B1 and sterigmatocystin; conformation of tetrahydrofurobenzofurans
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 11,p. 1360-1364
- https://doi.org/10.1039/p19770001360
Abstract
Attempts to prepare and isolate the products of epoxidation of the vinyl ether moieties of the two metabolites aflatoxin B1(1) and sterigmatocystin (2) gave only trans-glycol derivatives. The rates of consumption of peroxy-acid in the presence of compounds (1) and (2) were measured. Aflatoxin B1 dichloride and dibromide were prepared and their susceptibilities to nucleophilic attack were examined. The conformations of various di-substituted tetrahydrofurobenzofuran derivatives obtained were studied by 1H n.m.r. spectroscopy.This publication has 3 references indexed in Scilit:
- Enzymic hydration of [18O]epoxides. Role of nucleophilic mechanismsJournal of the American Chemical Society, 1976
- The role of aflatoxin metabolism in its toxic lesionToxicology and Applied Pharmacology, 1976
- Reduction III binding of [14C] aflatoxin B1 to rat liver macromolecules by phenobarbitone pretreatmentBiochemical Pharmacology, 1975