title: Synthesis, antioxidant, and antimicrobial evaluation of some 2-arylbenzimidazole derivatives.
abstract: A series of 2-arylbenzimidazole derivatives (3a-3p and 4a-4i) were synthesized and evaluated as potential antioxidant and antimicrobial agents. Their antioxidant properties were evaluated by various in vitro assays including hydroxyl radical (HO) scavenging, superoxide radical anion (O2(-)) scavenging, 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging, and ferric reducing antioxidant power. Results demonstrated that compounds with hydroxyl group at the 5-position of benzimidazole ring had a comparable or better antioxidant activity in comparison to standard antioxidant tert-butylhydroquinone (TBHQ). Markedly, compound 4h that showed the highest HO scavenging activity (EC50=46μM) in vitro had a significant reduction of 2,2'-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced intracellular oxidative stress and H2O2-induced cell death. In addition, these compounds showed moderate to good inhibitory activity against Staphylococcus aureus selectively at noncytotoxic concentrations.
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510275, PR China.
authors.forename: Binhua
authors.initials: B
authors.lastname: Zhou
authors.forename: Baojian
authors.initials: B
authors.lastname: Li
authors.forename: Wei
authors.initials: W
authors.lastname: Yi
authors.forename: Xianzhang
authors.initials: X
authors.lastname: Bu
authors.forename: Lin
authors.initials: L
authors.lastname: Ma
mesh_terms: D000578:Amidines / Q000037:antagonists & inhibitors; D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001562:Benzimidazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D016923:Cell Death / Q000187:drug effects; D045744:Cell Line, Tumor; D004305:Dose-Response Relationship, Drug; D006090:Gram-Negative Bacteria / Q000187:drug effects*; D006801:Humans; D006861:Hydrogen Peroxide / Q000037:antagonists & inhibitors; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D041681:NIH 3T3 Cells; D018384:Oxidative Stress / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D000578:Amidines; D000900:Anti-Bacterial Agents; D000975:Antioxidants; D001562:Benzimidazoles; C046728:2,2'-azobis(2-amidinopropane); D006861:Hydrogen Peroxide