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

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-beta-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

Publication year:2010

Keywords:Peptidomimetics, Cyclization, Fused ring system, Imidazolidin-2-ones, midazolidines, Piperazin-2-ones, Multidisciplinary chemistry, Applied chemistry & chemical engineering, Organic & medicinal chemistry