Study of biophysical properties, synthesis and biological evaluations of newer thiazolidine-2,4-dione conjugates

Abstract

Thiazolidine-2,4-dione and its derivatives are acting as antimicrobial and antitubercular agents. Computational approach 2D-QSAR is used for prediction of antitubercular activity of the synthetic derivatives. 2D-QSAR generated model using PLSR method which predicted the statistically significant r² = 0.3333, q²= 0.4000, pred_r² = -1.9753 and F test = 3.0000. 2D-QSAR generated equation of pMICs is denoted the antitubercular activity correlated with thermodynamic descriptor T_2_2_O. Pharmacokinetic properties absorption, distribution, metabolism, excretion are also predicted which are useful for design the derivatives. A designed derivatives of (Z)-2-(5-substituted-2,4-dioxothiazolidin-3-yl)-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)acetamide (C₁-C₁₀) are synthesized and spectrally characterized using IR, ¹H NMR, ¹³C NMR and mass spectral data analysis as well as biologically evaluated against antitubercular and antimicrobial activities. From the biologically evaluated derivatives, compounds C₁ and C₄ were found to be active against the different antimicrobial species. Compounds C₇ and C₁₀ are more progressive than others against antitubercular species.