Premium
Stereoselectivity in the urinary excretion of the mercapturates of (R‐) and (S‐) alpha‐bromoisovalerylurea in man.
Author(s) -
te Koppele JM,
Schipper C.,
Breimer DD,
Mulder GJ
Publication year - 1989
Publication title -
british journal of clinical pharmacology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.216
H-Index - 146
eISSN - 1365-2125
pISSN - 0306-5251
DOI - 10.1111/j.1365-2125.1989.tb05407.x
Subject(s) - alpha (finance) , excretion , stereoselectivity , urinary system , medicine , pharmacology , endocrinology , chemistry , biochemistry , surgery , catalysis , construct validity , patient satisfaction
1. alpha‐Bromoisovalerylurea (BIU) is a racemic drug that is metabolized by glutathione conjugation. The urinary excretion of the separate diastereomeric mercapturates formed from (S)‐ and (R)‐BIU in healthy young human volunteers was investigated. 2. A pronounced stereoselectivity was observed: the mercapturate formed from R‐BIU was excreted with a t1/2 of 1.5 +/‐ 0.4 h, while that from S‐BIU showed a t1/2 of 3.1 +/‐ 1.3 h. Moreover, 22.5 +/‐ 4.3 and 5.7 +/‐ 1.6% of the dose, respectively, was excreted as each mercapturate diastereomer in 24 h. 3. This is the first example of stereoselectivity in the elimination of a substrate for glutathione conjugation in man.