Structural concept of nitroxide as a lipid peroxidation inhibitor

Toshihide Yamasaki, Yuko Ito, Fumiya Mito, Kana Kitagawa, Yuta Matsuoka, Mayumi Yamato, Ken Ichi Yamada

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)


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 IC50 and lipophilicity (log Po/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.

Original languageEnglish
Pages (from-to)4144-4148
Number of pages5
JournalJournal of Organic Chemistry
Issue number10
Publication statusPublished - May 20 2011

All Science Journal Classification (ASJC) codes

  • Organic Chemistry


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