Synthesis, Anti-inflammatory and Antioxidant Activity of Mannich Bases of Dehydrozingerone Derivatives

Abstract

Objectives: This study aims to synthesize a series of five new Mannich bases of dehydrozingerone (DHZ) derivatives and to evaluate for their antiinflammatory and antioxidant activity.Materials and Methods: The synthesis was performed by refluxing DHZ with formaldehyde and secondary amines, and the structures of the synthesized compounds were confirmed by FT-IR, 1H-NMR, 13C-NMR, and HR-MS. The anti-inflammatory and antioxidant activity evaluations were done by inhibition of heat-induced albumin denaturation and a free-radical DPPH method, respectively.Results: All the synthesized compounds (2a-e) showed anti-inflammatory and antioxidant activity. The highest anti-inflammatory activity was shown by compound 2c. The activity was comparable to the that of diclofenac sodium as a standard. While, the highest antioxidant activity was demostrated by compound 2e. The compound showed moderate activity compared to that of quercetin as a standard. Mostly of Mannich base derivatives of DHZ compounds exhibited higher antioxidant activity than that of DHZ.Conclusion:A series of five new Mannich bases of DHZ (2a-e) was synthesized successfully. Compound 2c demonstrated anti-inflammatory activity which was comparable to diclofenac sodium, while compound 2e exhibited moderate antioxidant activity compared to quercetin as standard.

Keywords: Dehydrozingerone; Mannich Bases; Synthesis; Anti-inflammatory; Antioxidant