The formation of glucosides of isoflavones and of some other phenols by rabbit liver microsomal fractions.
1. Rabbit liver microsomal fractions in vitro effected the transfer of glucuronic acid from UDP-glucuronic acid to biochanin A, formononetin, daidzein, genistein and equol. Only monoglucuronides were formed. 2. The same isoflavones were converted into monoglucosides when UDP-[6-(3)H]glucose was substituted for UDP-glucuronic acid in the incubation medium in vitro. The glucosides were formed in much lesser yield than were the glucuronides. 3. The glucoside of genistein was identified as genistin (genistein 7-glucoside) by Sephadex chromatography and reverse isotope dilution. 4. The specificity of the glucuronyl- and glucosyl-transfer mechanisms was compared for a series of steroids and other phenols in addition to the isoflavones. It was concluded that separate transferases were responsible for the formation of the two types of glycosides.
D000818:Animals; D002850:Chromatography, Gel; D005260:Female; D005419:Flavonoids / Q000378:metabolism*; D005947:Glucose; D005965:Glucuronates / Q000378:metabolism; D006027:Glycosides / Q000378:metabolism*; D066298:In Vitro Techniques; D008862:Microsomes, Liver / Q000201:enzymology / Q000378:metabolism*; D010636:Phenols / Q000378:metabolism*; D011817:Rabbits; D014166:Transferases / Q000378:metabolism; D014316:Tritium; D014500:Uracil Nucleotides
D005419:Flavonoids; D005965:Glucuronates; D006027:Glycosides; D010636:Phenols; D014500:Uracil Nucleotides; D014316:Tritium; D014166:Transferases; D005947:Glucose