Metabolic hydroxylations of trans-stilbene.
1. A study was made of the hydroxylation of trans-stilbene in rabbits, guinea pigs and mice, as well as by rabbit liver microsomes. 2. In the rabbit in vivo, trans-stilbene is converted into 4-hydroxy-,4,4'-dihydroxy-,3-hydroxy-4-methoxy-and 4-hydroxy-3-methoxy-stilbene, and hydroxylation plays a more significant role in the metabolism of trans-stilbene than has previously been reported. 3. Investigation of the hydroxylation of 4-hydroxystilbene in the rabbit in vivo demonstrated its ready conversion into 4,4'-dihydroxystilbene and established its intermediacy in the formation of this compound and the methylated analogues of 3,4-dihydroxystilbene. 4. Hydroxylation of trans-stilbene in the guinea pig was found to follow a pattern similar, both qualitatively and quantitatively, to that in the rabbit. 5. Studies in the mouse revealed only limited yields of 4,4'-dihydroxystilbene. 6. Studies of the hydroxylation of trans-stilbene and 4-hydroxystilbene by rabbit liver microsomes located two of the reactions that occur with these compounds in vivo. 7. Work with a solubilized liver-microsomal preparation provided evidence that ;stilbene hydroxylase' activity is not completely lost on solubilization, thus allowing for future microsomal enzyme-isolation studies.
D000818:Animals; D002854:Chromatography, Paper; D002855:Chromatography, Thin Layer; D006168:Guinea Pigs; D066298:In Vitro Techniques; D008099:Liver / Q000201:enzymology / Q000378:metabolism; D051379:Mice; D008861:Microsomes / Q000201:enzymology / Q000378:metabolism; D006899:Mixed Function Oxygenases / Q000032:analysis; D011817:Rabbits; D013267:Stilbenes / Q000378:metabolism* / Q000652:urine
D013267:Stilbenes; D006899:Mixed Function Oxygenases