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New tetracyclic tetrahydro-β-carbolines as tryptophan-derived peptidomimetics

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Abstract

The Pictet–Spengler reaction is known as a useful tool for the synthesis of constrained analogs of tryptophan. Herein, we present the further cyclization of 1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl esters with 1-(1′-aminoalkyl) side chain. These transformations lead to heterocyclic structures which can find useful applications in medicinal chemistry as peptide mimetics.

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Authors and Affiliations

  1. Faculty of Chemistry, University of Warsaw, Pasteura 1, 02-093, Warsaw, Poland

    Karolina Pulka & Aleksandra Misicka

  2. Organic Chemistry Department, Vrije Universiteit Brussel, Pleinlaan 2, 1050, Brussels, Belgium

    Debby Feytens & Dirk Tourwé

  3. Medical Research Centre, Polish Academy of Sciences, Pawinskiego 5, 02-106, Warsaw, Poland

    Aleksandra Misicka

Authors
  1. Karolina Pulka
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  2. Debby Feytens
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  3. Aleksandra Misicka
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  4. Dirk Tourwé
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Correspondence to Karolina Pulka or Dirk Tourwé.

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Pulka, K., Feytens, D., Misicka, A. et al. New tetracyclic tetrahydro-β-carbolines as tryptophan-derived peptidomimetics. Mol Divers 14, 97–108 (2010). https://doi.org/10.1007/s11030-009-9151-y

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  • DOI: https://doi.org/10.1007/s11030-009-9151-y

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