title: [Studies on the metabolism of conjugated drugs. II. 3-Deoxyestradiol 17-sulfate. (2). Analytical procedure for determination by high-performance liquid chromatography of potential metabolites].
abstract: To investigate the metabolic pattern of such a drug having two counter functional groups in the molecule: a hydrophylic sulfate group and a hydrophobic aromatic ring, as 17-sulfate of 17 beta-hydroxyestra-1,3,5(10)-triene (3-deoxyestradiol) was incubated with rat hepatic microsomes under a reduced nicotinamide adenine dinucleotide phosphate-generating system. The metabolites assigned were mono- and dihydroxylated products hydroxylated only at the aromatic ring. The phenolic products having hydroxyl group at the position 2, 3, or 4 were detected in the male and female rats. The two catechol products having hydroxyl groups at 2, 3 and 3, 4 were detected only in the male rats. No other metabolites were formed except a phenol product hydroxylated at the position 1 in the case of the male rats. These metabolisms were confirmed to proceed without removal of the sulfate group. A simple method for the determination of these metabolites was established by using reversed-phase high-performance liquid chromatography. The devised technique involves an elution with a mixture of 0.5% NH4H2PO4 (pH 3.0) and methanol on a TSK-Gel ODS-120A column with electrochemical and/or ultraviolet detectors.
authors.forename: K
authors.initials: K
authors.lastname: Watanabe
authors.forename: Y
authors.initials: Y
authors.lastname: Wada
authors.forename: T
authors.initials: T
authors.lastname: Kurosawa
authors.forename: M
authors.initials: M
authors.lastname: Tohma
authors.forename: I
authors.initials: I
authors.lastname: Yoshizawa
mesh_terms: D000818:Animals; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D004958:Estradiol / Q000031:analogs & derivatives* / Q000032:analysis / Q000493:pharmacokinetics; D005260:Female; D066298:In Vitro Techniques; D008297:Male; D008862:Microsomes, Liver / Q000378:metabolism*; D051381:Rats; D011919:Rats, Inbred Strains
chemical_list: C056171:3-deoxyestradiol 17-sulfate; D004958:Estradiol