Abstract
Synthesis and biological evaluation of new indole and pyrrole carboxamides based on amino acids
Highlights
Amide bond plays a key role in the development and the composition of many biological systems, be they natural or synthetic molecules.[1,2,3] For example, it is present in some proteins that play a crucial role in enzyme catalysis, in blood transport/storage processes, in immune protection and in the mechanical support
The reaction initially proceeds with the addition of N,Ndicyclohexylcarbodimmide (DCC) to indole or pyrrole carboxylic acids in tetrahydrofuran (THF) giving to the intermediate O-acylurea.[37]
We developed the synthesis of new differently functionalized carboxamides obtained through a coupling reaction between 2- or 3-indole carboxylic acid or pyrrole 2-carboxylic acid with various amino acids
Summary
Amide bond plays a key role in the development and the composition of many biological systems, be they natural or synthetic molecules.[1,2,3] For example, it is present in some proteins that play a crucial role in enzyme catalysis, in blood transport/storage processes (haemoglobin), in immune protection (antibodies) and in the mechanical support (collagen). Several substitutions on the aromatic ring and on the amino acids are well tolerated, and the corresponding indole carboxamides have been obtained with good yields. We report the synthesis of a new series of indole or pyrrole carboxamides based on amino acids.
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