title: Synthesis of new indole-2-carboxamide and 3-acetamide derivatives and evaluation their antioxidant properties.
abstract: In recent years, antioxidant compounds play an important role as a health-protecting factor. Antioxidants protect cells against the damaging effects of reactive oxygen species (ROS). An imbalance between antioxidants and ROS results in oxidative stress, which leads to cellular damage and it is linked to many vital diseases. It was shown that heme oxygenase (HO) provides efficient cytoprotection against oxidative stress. In this study, a series of indole-2-carboxamide and 3-acetamide derivatives was tested for in vitro effects on HO activity and 2,2-diphenyl-1-picrylhydrazyl (DPPH) inhibition. Among the synthesized compounds, N-[3-(dimethylamino)propyl]-1H-indole-2-carboxamide 3 was found as the most activator of HO and N-(2-(dimethylamino)ethyl)-2-(1H-indol-3-yl)acetamide 8 was found the most potent inhibitor for DPPH at 10(-4) M concentration.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University, Tandogan, Ankara, Turkey. olgen@ankara.edu.tr
authors.forename: Süreyya
authors.initials: S
authors.lastname: Ölgen
authors.forename: Filiz
authors.initials: F
authors.lastname: Bakar
authors.forename: Semra
authors.initials: S
authors.lastname: Aydin
authors.forename: Doğu
authors.initials: D
authors.lastname: Nebioğlu
authors.forename: Serpil
authors.initials: S
authors.lastname: Nebioğlu
mesh_terms: D000081:Acetamides / Q000737:chemistry; D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000378:metabolism; D060326:Chemistry Techniques, Synthetic; D004305:Dose-Response Relationship, Drug; D006419:Heme Oxygenase (Decyclizing) / Q000378:metabolism*; D007211:Indoles / Q000737:chemistry* / Q000494:pharmacology; D010851:Picrates / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D000081:Acetamides; D000975:Antioxidants; D001713:Biphenyl Compounds; D007211:Indoles; C583491:N-(3-(dimethylamino)propyl)-1H-indole-2-carboxamide; D010851:Picrates; C030686:acetamide; C004931:1,1-diphenyl-2-picrylhydrazyl; D006419:Heme Oxygenase (Decyclizing)