Abstract

A series of asymmetrical mono-carbonyl analogs of curcumin (AMACs) containing morpholine Mannich base ((2E, 6E)-2-({4-hydroxy-3-[morpholin-4-yl-)methyl]phenyl}methylidene)-6-(phenylmethylidene)cyclohexan-1-one) was synthesized. The title compounds and the parent compounds were evaluated for antioxidant and anti‐inflammatory activity using 2,2-diphenyl-2-picrylhydrazyl (DPPH) free radical-scavenger method and protein denaturation method, respectively. Among the tested compounds, only compound 5d showed potent antioxidant activity which was comparable to cyclovalone. All the AMACs exhibited lower anti-inflammatory activity than that of cyclovalone. However, compounds 7c and 7d exhibited a potent anti‐inflammatory activity which was almost comparable to cyclovalone and the standard diclofenac sodium.

Key words: Asymmetrical mono-carbonyl analogs of curcumin; AMACs; Mannich base; Morph‾ Antioxidant; Anti-inflammatory.