Isoquinoline alkaloids: a 15N NMR and x-ray study. Part 2

Authors

  • Radek Marek,

    Corresponding author
    1. National Center for Biomolecular Research, Faculty of Science, Masaryk University, Kotlářská 2, CZ-61137 Brno, Czech Republic
    • National Center for Biomolecular Research, Faculty of Science, Masaryk University, Kotlářská 2, CZ-61137 Brno, Czech Republic.
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  • Jaromír Marek,

    1. Laboratory of Functional Genomics and Proteomics, Faculty of Science, Masaryk University, Kotlářská 2, CZ-61137 Brno, Czech Republic
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  • Jiří Dostál,

    1. Department of Biochemistry, Faculty of Medicine, Masaryk University, Komenského náměstí 2, CZ-66243 Brno, Czech Republic
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  • Eva Táborská,

    1. Department of Biochemistry, Faculty of Medicine, Masaryk University, Komenského náměstí 2, CZ-66243 Brno, Czech Republic
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  • Jiří Slavík,

    1. Department of Biochemistry, Faculty of Medicine, Masaryk University, Komenského náměstí 2, CZ-66243 Brno, Czech Republic
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  • Roger Dommisse

    1. Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, B-2020 Antwerp, Belgium
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  • For Part 1, see Ref. 1.

Abstract

Continuing our systematic 15N NMR study of isoquinoline alkaloids, we report a contribution extending our previous paper. The 15N NMR chemical shifts and 15N,1H long-range coupling pathways of tertiary and quaternary isoquinoline alkaloids of several constitutional types are presented. The selected compounds belong to the protoberberine, proaporphine, pavinane, rhoeadine and phtalideisoquinoline classes of alkaloids and were investigated by gradient-selected inverse-detected multiple bond correlation experiments (GHMBC and GSQMBC). In addition, x-ray data and the principal geometric parameters of stylopine, mecambridine, norchelerythrine, isothebaine and mecambrine are reported and discussed. Copyright © 2002 John Wiley & Sons, Ltd.

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