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3D-QSAR Studies on 2-(indol-5-yl)thiazole Derivatives as Xanthine Oxidase (XO) Inhibitors

초록

영어

Xanthine Oxidase is an enzyme, which oxidizes hypoxanthine to xanthine, and xanthine to uric acid. It is widely distributed throughout various organs including the liver, gut, lung, kidney, heart, brain and plasma. It is involved in gout pathogenesis. In this study, we have performed Comparative Molecular Field Analysis (CoMFA) on a series of 2-(indol- 5-yl) thiazole derivatives as xanthine oxidase (XO) inhibitors to identify the structural variations with their inhibitory activities. Ligand based CoMFA models were generated based on atom-by-atom matching alignment. In atom-by-atom matching, the bioactive conformation of highly active molecule 11 was generated using systematic search. Compounds were aligned using the bioactive conformation and it is used for model generation. Different CoMFA models were generated using different alignments and the best model yielded a cross-validated q2 of 0.698 with five components and non-cross-validated correlation coefficient (r2) of 0.992 with Fisher value as 236.431, and an estimated standard error of 0.068. The predictive ability of the best CoMFA models was found to be r2 pred 0.653. The CoMFA study revealed that the R3 position of the structure is important in influencing the biological activity of the inhibitors. Electro positive groups and bulkier substituents in this position enhance the biological activity.

목차

Abstract
 1. Introduction
 2. Materials and Methods
  2.1. Data Set
  2.2. Partial Atomic Charge Calculation and Bioactive Conformation Determination
  2.3. CoMFA Model Calculation
  2.4. Partial Least Squares (PLS) Analysis
  2.5. Predictive Correlation Coefficient
  2.6. CoMFA Contour Maps
 3. Results and Discussion
  3.1. CoMFA Model Analysis
  3.2. Mapping of CoMFA Contour Maps
 4. Conclusion
 References

저자정보

  • Santhosh Kumar Nagarajan Department of Bioinformatics, School of Bioengineering, SRM University, SRM Nagar, Kattankulathur, Chennai 603203, India
  • Thirumurthy Madhavan Department of Bioinformatics, School of Bioengineering, SRM University, SRM Nagar, Kattankulathur, Chennai 603203, India

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