Stereoselective binding of 3-acetoxy-, and 3-hydroxy-1,4-benzodiazepine-2-ones to human serum albumin. Selective allosteric interaction with warfarin enantiomers

I. Fitos, Zsuzsanna Tegyey, M. Simonyi, Ingvar Sjöholm, Thomas Larsson, Carl Lagercrantz

Research output: Contribution to journalArticle

55 Citations (Scopus)

Abstract

Stereoselective binding of oxazepam, lorazepam, temazepam and methyl lorazepam as well as of their acetates to human serum albumin was investigated by different techniques. The 2'-chlorine and the N(1)-methyl substitution exert opposite effects on the antipodes. Enantiomers of oxazepam acetate (OAc) and lorazepam acetate (LAc) displace diazepam. Allosteric interactions with warfarin were manifested by either mutually increased or decreased binding depending on the structure of benzodiazepine and on the configuration of both benzodiazepine and warfarin. The most remarkable effect could be observed in the simultaneous binding of (S)-lorazepam acetate and (S)-warfarin.

Original languageEnglish
Pages (from-to)263-269
Number of pages7
JournalBiochemical Pharmacology
Volume35
Issue number2
DOIs
Publication statusPublished - Jan 15 1986

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Enantiomers
Warfarin
Serum Albumin
Lorazepam
Benzodiazepines
Oxazepam
Temazepam
Chlorine
Diazepam
Acetates
Substitution reactions
lorazepam acetate
Bz-423

ASJC Scopus subject areas

  • Pharmacology

Cite this

Stereoselective binding of 3-acetoxy-, and 3-hydroxy-1,4-benzodiazepine-2-ones to human serum albumin. Selective allosteric interaction with warfarin enantiomers. / Fitos, I.; Tegyey, Zsuzsanna; Simonyi, M.; Sjöholm, Ingvar; Larsson, Thomas; Lagercrantz, Carl.

In: Biochemical Pharmacology, Vol. 35, No. 2, 15.01.1986, p. 263-269.

Research output: Contribution to journalArticle

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