SYNTHESIS, CHARACTERIZATION OF 2,4 -THIAZOLIDINEDIONE DERIVATIVES AND EVALUATION OF THEIR ANTIOXIDANT ACTIVITY

Abstract

ABSTARCT:

The research work was carried out to evaluate the antioxidant activity of derivatives of 2, 4-thiazolidinedione (ISS-1, ISS-2, ISS-3, ISS-4, and ISS-5). Thiazolidinedione are synthetic agonists for the transcription factor peroxisome proliferators activated receptor gamma and are therapeutically used as insulin sensitizers. 2, 4-thiazolidinedione derivatives show variety of biological activities such as antibacterial, antifungal, anti-inflammatory, antitumor, anticonvulsant, and cardiotonic besides showing promising anti- diabetic activity. 2, 4-thiozolidinedione was synthesized by condensing thiourea with chloroacetic acid in the presence of concentrated hydrochloric acid and water. A series of derivatives of 2, 4-thiazolidinedione was prepared by mannish reaction by reacting various secondary amines with formaldehyde. In these mannish reaction derivatives of 2, 4-thiazolidinedione has been used as hydrogen active compounds. The synthesized compounds were characterized by IR, 1H NMR and chromatographic method (TLC). The mannish base derivatives of 2, 4-thiazolidinedione were tested for antioxidant activity using free radical scavenging activity by DPPH (1, 1-diphenyl-2-picryl-hydrazil) assay method and ascorbic acid was used as reference standard. All the tested mannish base derivatives show antioxidant activity but compound ISS-3 and ISS-5 show promising antioxidant activity concentration at 50µg /ml and can be further studied with modifications.

Keywords: 2, 4-thiazolidinedione, ascorbic acid, antioxidant activity.