Enantiomer analysis of E- and Z-10-hydroxyamitriptyline in human urine.

E Nusser, K Nill, U Breyer-Pfaff

Index: J. Chromatogr. A. 528(1) , 163-71, (1990)

Full Text: HTML

Abstract

E- and Z-10-hydroxyamitriptyline (E- and Z-10-OH-AT) are racemic alcoholic metabolites of the antidepressant amitriptyline. Their enantiomers were separated by high-performance liquid chromatography as diastereomeric derivatives using R-(+)-alpha-methoxy-alpha-trifluoromethylphenylacetyl chloride (Mosher's reagent). Although E-10-hydroxyamitriptyline excreted in patient urine in free form or as the O-glucuronide consisted primarily of the (-)-enantiomer, the N-glucuronide contained similar amounts of the two enantiomers. Z-10-OH-AT was analysed in one patient and an excess of the (+)-isomer was found in the unconjugated, total conjugated and N-glucuronidated metabolite. The specific optical rotation of (-)-E-10-OH-AT was determined.

Related Compounds

  • amitriptyline meta...

Related Articles:

Enantioselective amitriptyline metabolism in patients phenotyped for two cytochrome P450 isozymes.

1992-10-01

[Clin. Pharmacol. Ther. 52(4) , 350-8, (1992)]

Demethylation and hydroxylation of amitriptyline, nortriptyline, and 10-hydroxyamitriptyline in human liver microsomes.

1981-01-01

[Drug Metab. Dispos. 9(6) , 565-8, (1981)]

CYP2D6 and CYP2C19 genotypes and amitriptyline metabolite ratios in a series of medicolegal autopsies.

2006-05-10

[Forensic Sci. Int. 158(2-3) , 177-83, (2006)]

Amitriptyline pharmacokinetics and clinical response: II. Metabolic polymorphism assessed by hydroxylation of debrisoquine and mephenytoin.

1986-04-01

[Int. Clin. Psychopharmacol. 1(2) , 102-12, (1986)]

[Relationship between amitriptyline metabolism and polymorphic debrisoquine hydroxylation in native Chinese volunteers].

1993-01-01

[Yao Xue Xue Bao 28(2) , 85-91, (1993)]

More Articles...