In vitro antioxidant and in vivo antidepressant activity of green synthesized azomethine derivatives of cinnamaldehyde

Indian J Pharmacol. 2017 May-Jun;49(3):229-235. doi: 10.4103/ijp.IJP_293_16.

Abstract

Objectives: In this study, three (CS-1 to CS-3) azomethine derivatives of cinnamaldehyde were green synthesized, characterized, and their antioxidant and antidepressant activities were explored.

Materials and methods: The antioxidant effect of these compounds was initially performed in vitro using 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assay methods before subjecting them to in vivo experiments. Compounds showing potent antioxidant activity (CS-1 and CS-2) were investigated further for their antidepressant activity using the forced swim test (FST) and tail suspension test (TST). Ascorbic acid (AA) and fluoxetine (20 mg/kg, p.o) were used as reference drugs for comparison in the antioxidant and antidepressant experiments, respectively.

Results: It was observed that CS-2 and CS-3 exhibited highest DPPH (half maximal inhibitory concentration [IC50]: 16.22 and 25.18 μg/mL) and ABTS (IC50: 17.2 and 28.86 μg/mL) radical scavenging activity, respectively, compared to AA (IC50: 15.73 and 16.79 μg/mL) and therefore, both CS-2 and CS-3 were tested for their antidepressant effect using FST and TST as experimental models. Pretreatment of CS-2 and CS-3 (20 mg/kg) for 10 days considerably decreased the immobility time in both the FST and TST models.

Conclusion: The antioxidant and antidepressant effect of CS-2 and CS-3 may be attributed to the presence of azomethine linkage in the molecule.

Keywords: 1,1-diphenyl-2-picrylhydrazyl and 2; 2-azinobis (3-ethylbenzothiazoline-6-sulfonate); Schiff base; antidepressant; antioxidant; azomethine; cinnamaldehyde; forced swim test; green synthesis; tail suspension test.

MeSH terms

  • Acrolein / analogs & derivatives*
  • Acrolein / chemical synthesis
  • Acrolein / pharmacology
  • Animals
  • Antidepressive Agents / chemical synthesis*
  • Antidepressive Agents / pharmacology*
  • Antioxidants / chemical synthesis*
  • Antioxidants / pharmacology*
  • Azo Compounds / chemical synthesis*
  • Azo Compounds / pharmacology*
  • Benzothiazoles / chemistry
  • Biphenyl Compounds
  • Free Radical Scavengers / chemical synthesis
  • Free Radical Scavengers / pharmacology
  • Green Chemistry Technology / methods*
  • Hindlimb Suspension / psychology
  • Male
  • Picrates
  • Rats
  • Rats, Sprague-Dawley
  • Sulfonic Acids / chemistry
  • Swimming / psychology
  • Thiosemicarbazones / chemical synthesis*
  • Thiosemicarbazones / pharmacology*

Substances

  • Antidepressive Agents
  • Antioxidants
  • Azo Compounds
  • Benzothiazoles
  • Biphenyl Compounds
  • Free Radical Scavengers
  • Picrates
  • Sulfonic Acids
  • Thiosemicarbazones
  • azomethine
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • Acrolein
  • 1,1-diphenyl-2-picrylhydrazyl
  • cinnamaldehyde