Synthesis and evaluation of antioxidant activity of some new benzylidene-thiazolidine-xanthine derivatives

Rev Med Chir Soc Med Nat Iasi. 2013 Jan-Mar;117(1):244-9.

Abstract

The International Diabetes Federation reported that 246 million adults worldwide had diabetes mellitus and the prevalence of this syndrome was expected to increase continuously.

Aim: To design new compound with potential antidiabetic and antioxidant activity.

Material and methods: New benzylidene-thiazolidine derivatives (BT2a-2e) were obtained by condensation of xanthine-thiazolidine-4-one (TZ-4-one) with aromatic aldehydes. The synthesized compounds were characterized by spectral method (IR, 1H-NMR, 13C-NMR) and their antioxidant potential has been also evaluated.

Results: The synthesized compounds have important antioxidant effects as compared to xanthine-thiazolidine derivatives. The most active compounds were those obtained by condensation with 4-dimethylaminobenzaldehyde (BT2c) and 4-nitro-benzaldehyde (BT2e).

Conclusions: The chemical modulations performed on the structure of TZD-4-one have a good influence on their antioxidant potential.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemical synthesis*
  • Aldehydes / chemistry
  • Aldehydes / pharmacology
  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Benzylidene Compounds / chemical synthesis*
  • Benzylidene Compounds / chemistry
  • Benzylidene Compounds / pharmacology
  • Humans
  • Hypoglycemic Agents / chemical synthesis*
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / pharmacology
  • Spectrophotometry / methods
  • Thiazolidines / chemical synthesis*
  • Thiazolidines / chemistry
  • Thiazolidines / pharmacology
  • Xanthine / chemical synthesis*
  • Xanthine / chemistry
  • Xanthine / pharmacology

Substances

  • Aldehydes
  • Antioxidants
  • Benzylidene Compounds
  • Hypoglycemic Agents
  • Thiazolidines
  • Xanthine