Synthesis and Biological Activity of 3-[phenyl(1,3-thiazol-2-yl)-amino]propanoic Acids and Their Derivatives

Molecules. 2013 Dec 5;18(12):15000-18. doi: 10.3390/molecules181215000.

Abstract

New N,N-disubstituted β-amino acids and their derivatives with thiazole, aromatic, and heterocyclic substituents were synthesized from N-phenyl-N-thiocarbamoyl-β-alanine by the Hantzsch method; derivatives with hydrazone fragments were also obtained. Some of the synthesized compounds exhibited discrete antimicrobial activity, and 3-[(4-oxo-4,5-dihydro-1,3-thiazol-2-yl)(phenyl)amino]propanoic acid was found to promote rapeseed growth and to increase seed yield and oil content.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Brassica rapa / chemistry
  • Brassica rapa / drug effects
  • Combinatorial Chemistry Techniques
  • Fatty Acids / chemistry
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Propionates / chemical synthesis*
  • Propionates / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Fatty Acids
  • Propionates
  • propionic acid