title: Synthesis of 7-hydroxy-4-oxo-4H-chromene- and 7-hydroxychroman-2-carboxylic acid N-alkyl amides and their antioxidant activities.
abstract: A series of 7-hydroxy-4-oxo-4H-chromene- (3a - h) and 7-hydroxychroman-2-carboxylic acid N-alkyl amides (4a - g) were synthesized and their antioxidant activities were evaluated. While compounds 3a - h were less active, compounds 4a - g exhibited more potent inhibition of lipid peroxidation initiated by Fe2+ and ascorbic acid in rat brain homogenates. Among them, 7-hydroxychroman-2-carboxylic acid N-alkylamides (4e - g) bearing nonyl, decyl, and undecyl side chain exhibited 3 times more potent inhibition than trolox (1).
authors.affiliation: College of Pharmacy, Chungbuk National University, Cheongju, 361-763, Korea.
authors.forename: Jae-Hwan
authors.initials: JH
authors.lastname: Kwak
authors.forename: Hae-Eun
authors.initials: HE
authors.lastname: Kang
authors.forename: Jae-Kyung
authors.initials: JK
authors.lastname: Jung
authors.forename: Hwajung
authors.initials: H
authors.lastname: Kim
authors.forename: Jungsook
authors.initials: J
authors.lastname: Cho
authors.forename: Heesoon
authors.initials: H
authors.lastname: Lee
mesh_terms: D000473:Alkanes / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology*; D001205:Ascorbic Acid / Q000494:pharmacology; D001713:Biphenyl Compounds; D002839:Chromans / Q000138:chemical synthesis* / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000494:pharmacology; D007202:Indicators and Reagents; D007501:Iron / Q000494:pharmacology; D015227:Lipid Peroxidation / Q000187:drug effects; D010851:Picrates / Q000737:chemistry; D051381:Rats
chemical_list: D000473:Alkanes; D000975:Antioxidants; D001713:Biphenyl Compounds; D002839:Chromans; D016166:Free Radical Scavengers; D007202:Indicators and Reagents; D010851:Picrates; C004931:1,1-diphenyl-2-picrylhydrazyl; D007501:Iron; D001205:Ascorbic Acid; C010643:6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid