Synthesis and in vitro antioxidant activity of new pyrimidin/benzothiazol-substituted piperazinyl flavones

Future Med Chem. 2018 Oct;10(19):2293-2308. doi: 10.4155/fmc-2018-0206.

Abstract

Aim: Synthesis of novel 2(2-hydroxyphenyl) pyrimidine/benzothiazole piperazinyl-substituted flavones end evaluate their antioxidant activity.

Results: Six novel 2-(2-hydroxyphenyl) pyrimidine/benzothiazole-substituted flavones were synthesized, their structures were confirmed by elementary and spectral analyses. The compounds were evaluated for their in vitro antioxidant potency by employing various antioxidant assays.

Conclusion: All tested compounds acted as scavengers of free radicals like hydroxyl (15-45%), 2,2-diphenyl-1-picrylhydrazyl (17-48%) at 1.25 and 0.5 mM concentrations respectively. The total antioxidant status activity values of the compounds ranged from 234.1 to 464.1 μm trolox equivalent/g, the total antioxidant capacity - from 24.9 to 52.7 μm trolox equivalent per gram. Compounds incorporating the benzothiazole group on the piperazine ring were more effective antioxidants than those with the 2-(2-hydroxyphenyl) pyrimidine group.

Keywords: antioxidant activity; chemiluminescence; free radical inhibitory activity; piperazinyl flavone analogs; spectroscopy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Benzothiazoles / chemistry*
  • Electron Spin Resonance Spectroscopy
  • Ferric Compounds / chemistry
  • Flavones / chemical synthesis
  • Flavones / chemistry*
  • Hydroxyl Radical / chemistry
  • Luminescent Measurements
  • Pyrimidines / chemistry*
  • Superoxides / chemistry

Substances

  • Antioxidants
  • Benzothiazoles
  • Ferric Compounds
  • Flavones
  • Pyrimidines
  • Superoxides
  • Hydroxyl Radical
  • benzothiazole
  • pyrimidine