HPLC Profile of Captopril Disulfide That Undergoes Reversible cis-trans Conversion among Three Isomers

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  • NISHIKAWA Takashi
    Kyoritsu University of Pharmacy, Department of Medico-chemical Analysis
  • ABE Reiko
    Kyoritsu University of Pharmacy, Department of Medico-chemical Analysis
  • SUDO Yumiko
    Kyoritsu University of Pharmacy, Department of Medico-chemical Analysis
  • YAMADA Asako
    Kyoritsu University of Pharmacy, Department of Medico-chemical Analysis
  • TAHARA Kayoko
    Kyoritsu University of Pharmacy, Department of Medico-chemical Analysis

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Abstract

Peculiarly shaped chromatograms of some compounds that consist of two reversible isomers have been reported. Those of a compound that consists of three reversible isomers are described here. Because disulfide of captopril has two cis-trans convertible bonds, it exists in three forms of cis-cis, cis-trans and trans-trans isomers. The disulfide has produced various HPLC-UV profiles under various conditions, such as three split peaks, three peaks with bridging plateaus and one broad peak. The effect of the column temperature and the eluent flow rate on the profile was investigated and explained by interconversion among three isomers. A profile analysis could provide some kinetic constants of this reaction.

Journal

  • Analytical Sciences

    Analytical Sciences 20 (10), 1395-1398, 2004

    The Japan Society for Analytical Chemistry

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