Synthesis, crystal structure and antidiabetic activity of substituted (E)-3-(Benzo [d]thiazol-2-ylamino) phenylprop-2-en-1-one

Eur J Med Chem. 2013 Jan:59:304-9. doi: 10.1016/j.ejmech.2012.11.020. Epub 2012 Nov 20.

Abstract

A novel series of substituted (E)-3-(Benzo [d]thiazol-2-ylamino)phenylprop-2-en-1-onewere synthesized starting from 2-aminobenzothiazole and 1-aryl-3,3-bis- (methylsulfanyl)-2-propen-1-onesin the presence of a catalytic amount of sodium hydride in THF. The synthesised compounds' structures were confirmed by IR, Mass spectrometry, (1)H NMR, (13)C NMR and HRMS spectral data. These compounds were evaluated for their antidiabetic activity, and most of the derivatives of (E)-3-(Benzo [d]thiazol-2-ylamino)phenylprop-2-en-1-one displayed significant antidiabetic activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amylases / antagonists & inhibitors
  • Animals
  • Benzothiazoles / chemical synthesis
  • Benzothiazoles / chemistry
  • Benzothiazoles / pharmacology
  • Crystallography, X-Ray
  • Enzyme Activation / drug effects
  • Glucosidases / antagonists & inhibitors
  • Hypoglycemic Agents* / chemical synthesis
  • Hypoglycemic Agents* / chemistry
  • Hypoglycemic Agents* / pharmacology
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Structure
  • Propiophenones / chemical synthesis
  • Propiophenones / chemistry
  • Propiophenones / pharmacology
  • Swine

Substances

  • Benzothiazoles
  • Hypoglycemic Agents
  • Propiophenones
  • Amylases
  • Glucosidases