Optimization of the Synthesis of Flavone-Amino Acid and Flavone-Dipeptide Hybrids via Buchwald-Hartwig Reaction

J Org Chem. 2017 May 5;82(9):4578-4587. doi: 10.1021/acs.joc.7b00124. Epub 2017 Apr 25.

Abstract

The article describes the development of Buchwald-Hartwig amination of different bromoflavones with amino acid and peptide derivatives as nitrogen source giving unique structures. The previously observed racemization, which occurred during the synthesis of flavone-amino acid hybrids, was successfully prevented in most cases. The biological assays of these novel structures showed cytotoxic effects on different cancer cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry*
  • Cell Line, Tumor
  • Dipeptides / chemistry*
  • Drug Screening Assays, Antitumor
  • Flavones / chemistry*
  • Humans
  • Kinetics
  • Microbial Sensitivity Tests
  • Spectrum Analysis / methods

Substances

  • Amino Acids
  • Dipeptides
  • Flavones