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Synthesis, antimicrobial and antioxidant activities of 1-(1,4-benzodioxane-2-carbonyl)piperazine derivatives

DOI: 10.5155/eurjchem.2.2.193-199.282

Keywords: 1-(1 , 4-Benzodioxane-2-carbonyl)piperazine , Antimicrobial activity , Antioxidant activity , Structure-activity relationship , Sulphonyl chlorides , Acid chlorides

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Abstract:

A series of novel 1-(1,4-benzodioxane-2-carbonyl)piperazine derivatives (6a-h) and (7a-e) were synthesized by nucleophilic substitution reaction of 1-(1,4-benzodioxane-2-carbonyl)piperazine (3) with various sulfonyl and acid chlorides. The newly synthesized compounds were characterized by elemental analyses, UV-visible, FT-IR, 1H NMR and LC-MS spectral studies. All compounds were evaluated for in vitro antibacterial, antifungal and antioxidant activities. Compound, 4-(2-trifluoromethyl)-benzenesulfonyl-1-(1,4-benzodioxane -2-carbonyl)piperazine (6b) exhibited significant antimicrobial activity against tested pathogenic bacterial and fungal strains. Compound, 4-(3-methoxy)-benzoyl-1-(1,4-benzodioxane-2-carbonyl)piperazine (7a) showed moderate antioxidant activity compared to standard drug by 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay method.

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