European Journal of Biomedical and Pharmaceutical Sciences

SYNTHESIS OF NOVEL PYRAZOLYL-2,4-THIAZOLIDINEDIONES AS ANTI INFLAMMATORY AND ANTI DIABETIC ACTIVITY

V. Rajashakar*, S. Nageswarrao and M. Chinna Eswaraiah

ABSTRACT

Novel pyrazolyl-2,4-thiazolidinediones were prepared via the reaction of appropriate pyrazole carboxaldehydes with 2,4-thiazolidinediones. Different substituted pyrazole carbaldehydes which were synthesized by Vilsmeier-Haack reaction of substituted phenyl hydrazones with POCl3 and dimethyl formamide, hybridized with 2, 4-thiazolidinedione in anhydrous toluene in the presence of glacial acetic acid and piperidine as catalyst. The chemical structures of the synthesized compounds were confirmed using FTIR, Mass and 1H NMR spectral data. The resultant compounds were screened for anti-inflammatory and antidiabetic activities in vitro.The series of synthesized compounds were tested for anti-inflammatory activity by plethysmography. From the data obtained, the mean edema volume and percentage reduction in edema was calculated and the results were represented in Table 4.2.A, 4.2.B. The first series of compounds, pyrazolyl thiazolidinediones (3a-h) were found to have significant activity and the compounds 3b, 3d and 3e were found to be equipotent to the standard, diclofenac sodium. The various substituted pyrazolyl-thiazolidinediones were tested in diabetic induced rats. The readings were taken at very fixed intervals of 0 hr, 1 hr, 3 hr and 6 hr of time. Among the series of compounds 3b,3d,3e and 3f have shown the excellent antidiabetic activity.

Keywords: Pyrazoles, 2,4-thiazolidinediones, anti-inflammatory and antidiabetic activity.