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Levcromakalim Revisited: NMR Spectroscopic and Theoretical Investigations

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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary.

 The conformative behaviour of the potassium channel opener levcromakalim ((−)-cromakalim) was thoroughly investigated applying NMR spectroscopy in different solvents as well as ab initio and DFT calculations. One predominant conformation was found to prevail in solution. Chemical shift values (1H, 13C) obtained by the GIAO method employing high basis sets (B3LYP/6-311++G**) proved to be sensitive to conformational changes. Those correlating best with the measured data correspond to the structure as determined by 2D NMR spectroscopy.

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Authors and Affiliations

  1.  Institute of Pharmaceutical Chemistry, University of Vienna, A-1090 Vienna, Austria, , , , , , AT

    Gerhard Ecker

  2.  Institute of Organic Chemistry, University of Vienna, A-1090 Vienna, Austria, , , , , , AT

    Hermann Kalchhauser

  3.  Institute of Theoretical Chemistry and Molecular Structural Biology, University of Vienna, A-1090 Vienna, Austria, , , , , , AT

    Luckhana Lawtrakul & Peter Wolschann

Authors
  1. Gerhard Ecker
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  2. Hermann Kalchhauser
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  3. Luckhana Lawtrakul
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  4. Peter Wolschann
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Additional information

Received September 14, 2000. Accepted September 28, 2000

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Ecker, G., Kalchhauser, H., Lawtrakul, L. et al. Levcromakalim Revisited: NMR Spectroscopic and Theoretical Investigations. Monatshefte fuer Chemie 132, 373–386 (2001). https://doi.org/10.1007/s007060170123

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  • DOI: https://doi.org/10.1007/s007060170123

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