Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
Regular Articles
Potent 2,2-Diphenyl-1-picrylhydrazyl Radical-Scavenging Activity of Novel Antioxidants, Double-Stranded Tyrosine Residues Conjugating Pyrocatechol
Shigeki KobayashiTsukasa WakiIkuo NakanishiKen-ichiro MatsumotoKazunori Anzai
Author information
JOURNALS FREE ACCESS

2010 Volume 58 Issue 11 Pages 1442-1446

Details
Abstract

New potent antioxidants conjugating the catechol (=pyrocatechol; pyrCat) group to two N-termini of modified double-stranded tyrosine residues were synthesized and showed radical scavenging activity with 2,2-diphenyl-1-picrylhydrazyl radical (DPPH radical, DPPH˙) as a free radical model, second-order rate constants for the DPPH˙ scavenging reaction, and the results from electron spin resonance (ESR) studies. It was found that the tyrosine (Tyr) residue and pyrCat containing new antioxidants developed in the study have about 3—20 times more potent antioxidative activity than Trolox, pyrCat, and L-ascorbic acid (VC). In order to elucidate the relationship between antioxidant activity and the molecular orbital states, and to design potent antioxidants we present an interesting approach using an absolute hardness (η)–absolute electronegativity (χ) diagram based on chemical hardness. It was shown that quantum chemicals were required to develop potent antioxidants.

Information related to the author
© 2010 The Pharmaceutical Society of Japan
Previous article Next article
feedback
Top