Journal :   Asian Journal of Research in Chemistry

Volume No. :   8

Issue No. :  1

Year :  2015

Pages :   21-26

ISSN Print :  0974-4169

ISSN Online :  0974-4150


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Synthesis and Quantitative Structure-Antioxidant Activity Relationship Analysis of Thiazolidine-2,4-dione Analogues



Address:   Swathi N1,2,*, Subrahmanyam CVS3 and Satyanarayana K4
1Department of Pharmaceutical Chemistry, Gokaraju Rangaraju College of Pharmacy, Hyderabad, 500090, Telangana, India
2Centre for Pharmaceutical Sciences, Jawaharlal Nehru Technological University, Hyderabad, 500072, Telangana, India
3Faculty of Technology, Osmania University, Hyderabad, 500007, Telangana, India
4Natco Research Centre, Natco Pharma Ltd, B-13, Industrial Estate, Sanath Nagar, Hyderabad, 500018, Telangana, India
*Corresponding Author
DOI No: 10.5958/0974-4150.2015.00005.X

ABSTRACT:
Three series of thiazolidine-2,4-dione analogues (1-17, 14a-h, 15a-h, 16a-h, 17a-h) were synthesized by Knoevenagel condensation/N-alkylation/combination of both the reactions. The structure of the compounds was established based on IR, 1H NMR and Mass spectral data analysis. In the in vitro antioxidant potential evaluation, the compound 14g bearing 4-hydroxyl,3-methoxyl substitution on 5-aryl functionality shown significant reducing power (IC50 22.7±0.43 µM). Descriptor-based QSAR analysis was utilized to study the structural contribution to the radical scavenging potential. Among various QSAR models, model 12 was found to be best and the R2 value 0.858 is indicative of good correlation between in vitro and in silico activity. The QSAR studies revealed the potential contribution of the descriptors HOMO, HBD, DM and SASA towards the antioxidant activity.
KEYWORDS:
Diabetes mellitus; Thiazolidine-2,4-dione; Knoevenagel condensation; Reducing power; Molecular descriptors.
Cite:
Swathi N, Subrahmanyam CVS, Satyanarayana K. Synthesis and Quantitative Structure-Antioxidant Activity Relationship Analysis of Thiazolidine-2,4-dione Analogues. Asian J. Research Chem 8(1): January 2015; Page 21-26.
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