Medicinal Chemistry Research

, Volume 21, Issue 7, pp 1341–1346

Antioxidant activities and transition metal ion chelating studies of some hydroxyl Schiff base derivatives

Original Research

DOI: 10.1007/s00044-011-9648-7

Cite this article as:
Zhang, Y., Zou, B., Wang, K. et al. Med Chem Res (2012) 21: 1341. doi:10.1007/s00044-011-9648-7

Abstract

Several hydroxyl Schiff base (HSB) compounds (110) with good radical scavenging activity (RSA) were designed. Compounds 6, 7, and 10 showed better RSAs than the common synthetic antioxidant 2,6-diter-butyl-4-methylphenol (BHT) in DPPH and ABTS assays. To probe whether these HSB compounds may exert their antioxidant effect through transition metal ion chelation, the copper and ferrous chelating abilities of them were investigated. It was found by fluorescence quenching spectra that the binding constants Ka were in the range of 0.85×103–7.30×104 M−1. Further study was carried out by the complexation of a representative compound 5 with ferrous ion in mass spectrum. A 2:1 5-ferrous complex was readily formed in a methanol–water solution (v:v, 8:2), which confirmed that the chelation happened when the HSB compounds were treated with transition metal ions. The above results indicated that the transition metal ion chelation play an important role in their antioxidant abilities.

Keywords

Hydroxyl Schiff base derivativesAntioxidants activityTransition metal ion chelationRadical scavenging activity

Copyright information

© Springer Science+Business Media, LLC 2011

Authors and Affiliations

  1. 1.School of Chemistry and Chemical EngineeringSouth Central UniversityHunanPeople’s Republic of China
  2. 2.Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, College of Chemistry & Chemical EngineeringGuangxi Normal UniversityGuilinPeople’s Republic of China
  3. 3.Department of Chemistry and Engineering TechnologyGuilin Normal CollegeGuilinPeople’s Republic of China