Synthesis and antioxidant properties of novel benzimidazoles containing substituted indole or 1,1,4,4-tetramethyl-1,2,3,4-tetrahydro-naphthalene fragments.
Some 6-fluoro-5-substituted-benzimidazole derivatives in which indole and 1,1,4,4-tetramethyl-1,2,3,4-tetrahydro-naphthalene groups were attached to the 2-position of the benzimidazole ring were synthesized and tested for antioxidant properties in vitro. Almost all the synthesized compounds at the 10(-3) M concentrations showed superoxide anion scavenging activity. Compounds 5, 3, 9, 4, 17 and 13 have strong inhibitory effects on superoxide anion formation (98%, 93%, 91%, 88%, 85% and 81%, respectively) at 10(-3) M concentration and these results are better than 30 IU of superoxide dismutase (SOD) (76%). Compound 11 is the most effective scavenger of 2,2-diphenyl-1-picrylhydrazyl (DPPH) stable free radical at 10(-3)M (61%) concentration.
Ateş-Alagöz
Zeynep
Z
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University, 06100 Tandoğan, Ankara, Turkey.
Kuş
Canan
C
Coban
Tülay
T
D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000494:pharmacology; D003579:Cytochrome Reductases / Q000037:antagonists & inhibitors* / Q000378:metabolism; D016166:Free Radical Scavengers / Q000494:pharmacology; D006834:Hydrazines / Q000494:pharmacology; D009281:Naphthalenes / Q000737:chemistry / Q000378:metabolism; D010851:Picrates; D013481:Superoxides / Q000378:metabolism; D019820:Xanthine / Q000494:pharmacology; D014969:Xanthine Oxidase / Q000378:metabolism
D000975:Antioxidants; D001562:Benzimidazoles; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D006834:Hydrazines; D009281:Naphthalenes; D010851:Picrates; D013481:Superoxides; D019820:Xanthine; C031721:naphthalene; C004931:1,1-diphenyl-2-picrylhydrazyl; D014969:Xanthine Oxidase; D003579:Cytochrome Reductases