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Comparative molecular similarity indices analysis for predicting the antihyperglycemic activity of thioglitazones

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Abstract

The three-dimensional (3D) quantitative structure-activity relationship method, comparative molecular similarity indices analysis (CoMSIA), was applied to a series of thioglitazones (or thiazolidinediones) to derive structure-activity relationships of their antihyperglycemic activity. Evaluation of 39 aligned compounds from the training set served to establish the various models. Predictions were obtained with CoMSIA steric, electrostatic, hydrophobic, and hydrogen bond acceptor and donor fields (q 2 = 0.51, r 2 = 0.942). The developed model was validated by an external test set of 11 compounds, with the satisfactory predictive r 2 value of 0.849. The information obtained from the present CoMSIA 3D contour map can be utilized for the design of specific PPAR-γ agonists.

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Authors and Affiliations

  1. TIFAC CORE and Department of Pharmaceutical Chemistry, JSS College of Pharmacy, Rocklands, Post Box No. 20, Ootacamund, 643001, Tamil Nadu, India

    B. R. Prashantha Kumar & M. J. Nanjan

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  1. B. R. Prashantha Kumar
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  2. M. J. Nanjan
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Correspondence to M. J. Nanjan.

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Prashantha Kumar, B.R., Nanjan, M.J. Comparative molecular similarity indices analysis for predicting the antihyperglycemic activity of thioglitazones. Med Chem Res 19, 1000–1010 (2010). https://doi.org/10.1007/s00044-009-9246-0

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  • DOI: https://doi.org/10.1007/s00044-009-9246-0

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