Stereochemical aspects of the hydration of trans-anethole epoxide in the rat.
Racemic trans-anethole epoxide [1-(4'-methoxyphenyl)-propane-1,2-oxide] was incubated with water, buffers, and rat liver microsomes and cytosol and the stereochemistry of the diols produced was determined by HPLC as their dicamphanyl esters. The diol metabolites were isolated by HPLC from the urine of rats administered [1'-14C] trans-anethole and their stereochemistry determined after derivatization to their camphanyl esters. The stereochemical course of the metabolism of trans-anethole by rat liver microsomes and cytosol is discussed.
Ishida
T
T
Department of Pharmacology and Toxicology, St. Mary's Hospital Medical School, Imperial College of Science, Technology and Medicine, London, England.
Bounds
S V
SV
Caldwell
J
J
D000081248:Allylbenzene Derivatives; D000818:Animals; D000840:Anisoles / Q000737:chemistry / Q000493:pharmacokinetics* / Q000652:urine; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D003600:Cytosol / Q000378:metabolism; D005421:Flavoring Agents / Q000737:chemistry / Q000493:pharmacokinetics*; D008401:Gas Chromatography-Mass Spectrometry; D066298:In Vitro Techniques; D008297:Male; D008862:Microsomes, Liver / Q000378:metabolism; D010104:Oxygen Radioisotopes; D051381:Rats; D017207:Rats, Sprague-Dawley; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry
D000081248:Allylbenzene Derivatives; D000840:Anisoles; D005421:Flavoring Agents; D010104:Oxygen Radioisotopes; D014867:Water; C006578:anethole