Amino acids and peptides as reactants in multicomponent reactions: modification of peptides with heterocycle backbones through combinatorial chemistry

Mol Divers. 2019 May;23(2):317-331. doi: 10.1007/s11030-018-9861-0. Epub 2018 Sep 5.

Abstract

In this study, amino acids and peptides were used as reactants in a Hantzsch multicomponent reaction in order to synthesize new structurally diverse molecules containing these synthons. As well, an applicable strategy for modification of these natural molecules with heterocycle backbones such as pyrimidine, xanthene and acridine is introduced. Using this method, a set of new amino acid- and peptide-functionalized heterocycles were synthesized in good to excellent yields under mild conditions. Furthermore, carbohydrates were used as substrates in the synthesis of some derivatives. Overall, this methodology allows the possibility of synthesis of large numbers of natural product-based libraries, using amino acids, peptides and carbohydrates through combinatorial chemistry.

Keywords: Amino acids; Combinatorial chemistry; Heterocycles; Multicomponent reactions; Peptides.

MeSH terms

  • Amino Acids / chemistry*
  • Combinatorial Chemistry Techniques
  • Heterocyclic Compounds / chemistry
  • Peptides / chemistry*

Substances

  • Amino Acids
  • Heterocyclic Compounds
  • Peptides