A Note on Chiral Ion-Pair Chromatography of Novel Basic Antihypertensive Agents

  • V. de Biasi
  • M. B. Evans
  • W. J. Lough
Part of the Chromatographic Society Symposium Series book series (CSSS)


Since Schill et al. first reported chiral ion-pair high-performance liquid chromatography (HPLC) in 1981 [1], much work has been carried out using this technique [2,3]. However, apart from the use of L-quinine to resolve the racemates of some acidic drugs [5], it has been used almost exclusively for the enantiomeric resolution of β-blockers. This is due to this class of compound having the necessry features for chiral recognition by the acidic chiral ion-pairing reagents used, D-10-camphorsulphonic acid and N-benzyloxycarbonyl-glycyl-proline. The chiral centre is very close to the basic centre of the molecule and also contains a functional group capable of hydrogen-bonding interaction with the carbonyl groups on the acidic chiral ion-pair reagents [3].


Retention Index Chiral Centre Basic Centre Chiral Recognition Acidic Drug 
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    C. Petterson and G. Schill, J. Chromatogr, 204: 179–183 (1981).Google Scholar
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    C. Petterson and G. Schill, Chromatographia, 16: 192–197 (1982).CrossRefGoogle Scholar
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    J. M. Evans, C. S. Fake, T. C. Hamilton et al., J. Med. Chem, 26: 1582–1589 (1983).PubMedCrossRefGoogle Scholar
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    C. Petterson and K. No, J. Chromatogr, 282: 671–684 (1983).CrossRefGoogle Scholar
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    V. de Biasi, M. B. Evans and W. J. Lough, manuscript in preparation.Google Scholar

Copyright information

© Plenum Press, New York 1991

Authors and Affiliations

  • V. de Biasi
    • 1
  • M. B. Evans
    • 2
  • W. J. Lough
    • 3
  1. 1.SmithKline BeechamHarlow, EssexUK
  2. 2.Division of Chemical SciencesHatfield PolytechnicHatfield, HertfordshireUK
  3. 3.School of Pharmaceutical and Chemical SciencesSunderland PolytechnicSunderland, Tyne and WearUK

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