title: Structural concept of nitroxide as a lipid peroxidation inhibitor.
abstract: Nitroxides have antioxidative activities toward lipid peroxidation, but the influence of steric factors is not known. We synthesized alkyl-substituted nitroxides at the α-position of the N-O moiety to enhance lipophilicity and the bulk effect. There was good correlation between the IC(50) and lipophilicity (log P(o/w)) of nitroxides with use of the thiobarbituric acid-reactive substances (TBARS) assay. Furthermore, an inhibitory effect on the TBARS assay was dependent upon the number and length of alkyl groups, though nitroxides had almost identical lipophilicity.
authors.affiliation: Department of Bio-functional Science, Faculty of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi Higashi-ku, Fukuoka 812-8582, Japan.
authors.forename: Toshihide
authors.initials: T
authors.lastname: Yamasaki
authors.forename: Yuko
authors.initials: Y
authors.lastname: Ito
authors.forename: Fumiya
authors.initials: F
authors.lastname: Mito
authors.forename: Kana
authors.initials: K
authors.lastname: Kitagawa
authors.forename: Yuta
authors.initials: Y
authors.lastname: Matsuoka
authors.forename: Mayumi
authors.initials: M
authors.lastname: Yamato
authors.forename: Ken-ichi
authors.initials: K
authors.lastname: Yamada
mesh_terms: D000588:Amines / Q000737:chemistry; D000818:Animals; D004583:Electrons; D015227:Lipid Peroxidation / Q000187:drug effects*; D008297:Male; D008862:Microsomes, Liver / Q000187:drug effects / Q000378:metabolism; D009589:Nitrogen Oxides / Q000737:chemistry* / Q000494:pharmacology*; D051381:Rats; D017208:Rats, Wistar
chemical_list: D000588:Amines; D009589:Nitrogen Oxides; C039900:nitroxyl