Investigation of the Structural Requirement for   3, 5-disubstituted 4, 5 dihydroisoxazole analogs against M. tuberculosis:  QSAR Study

Revathi A Gupta; Kaskhedikar S.G

doi:10.37285/ijddd.1.1.9

Articles

Vol. 1 No. 1 (2010): January-March 2010

Investigation of the Structural Requirement for 3, 5-disubstituted 4, 5 dihydroisoxazole analogs against M. tuberculosis: QSAR Study

Revathi A Gupta^▸^▾
Kaskhedikar S.G^▸^▾

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DOI: https://doi.org/10.37285/ijddd.1.1.9
Submitted: November 19, 2024
Published: 2010-02-15

Abstract

In the present study, an attempt has been made to explore physicochemical requirements of 3, 5-disubstituted 4, 5-dihydroisoxazole analogs against Mycobacterium tuberculosis. The amalgamated best fit consensus scoring function showed coefficient of determination (0.865), leave one out cross validated squared correlation coefficient (0.802) and external predictivity value (0.669). QSAR models revealed that constitutional, radial distribution function and GETAWAY descriptors have significant impact on the antimycobacterial activity of the studied compounds.

References

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12. Dewar, M.J.S.; Hwang, C.H.; Kuhn, D.R. J. Am. Chem. Soc. 1991, 113, 735.
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16. Gupta, A.K.; Arockia, B.M; Kaskhedikar, S.G. Indian J. Pharm. Sci. 2004, 66, 396.
17. Gupta, R. A.; Gupta, A. K.; Soni, L. K.; Kaskhedikar, S. G. QSAR Comb. Sci. 2007, 8, 897.
18. Schaper, K.J. Quant. Structure Act. Relat. 1999, 18, 354.
19. Chatterjee, S.; Hadi, A.; Price, B. Regression Analysis by Examples, third ed. Wiley-VCH, New York, 2000.
20. Shapiro, S.; Guggenhei, B.; Quant. Struct. Act. Relat. 1998, 17, 327.
21. Durbin J.; and Watson, G.S. Biometrika. 1950, 37, 409.
22. Durbin J.; and Watson, G.S. Biometrika. 1951, 38, 159.
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Keywords

QSAR Study
Antimycobacterial activity
3, 5-disubstituted 4, 5-dihydroisoxazole

How to Cite

Gupta, R. A., & S.G, K. (2010). Investigation of the Structural Requirement for 3, 5-disubstituted 4, 5 dihydroisoxazole analogs against M. tuberculosis: QSAR Study . International Journal of Drug Design and Discovery, 1(1), 81–92. https://doi.org/10.37285/ijddd.1.1.9

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[1] 1. Frieden, T.R.; Sterling, T.R.; Munsiff, S.S.; Watt, C.J.; Dye, C. Lancet. 2003, 362, 887.

[2] 2. Ellner, J.; Brennan, P.; Young, D. Tuberculosis. 2001, 81, 1.

[3] 3. De Cock, K.M.; Chaisson, R.E. Int. J. Tuberc. Lung Dis. 1999, 3, 457.

[4] 4. Newton, S.M.; Lau, C.; Wright, C.W. Phytoter. Res. 2000, 14,303.

[5] 5. Ziganshina, L.E.; Squire, S.B.; Cochrane Database Syst. Rev. 2008, 1, CD004795.

[6] 6. Janin, Y.L. Bioorg. Med. Chem. 2007, 15, 2479.

[7] 7. Verli, H.; Albuquerque, M. G.; Alencastro, R.B.; Barreiro, E. J. Eur. J. Med. Chem. 2002, 37, 219.

[8] 8. Rakesh.; Sun, D.; Lee, R. B.; Tangallapally, R. P.; Lee, R. E. Eur. J. Med. Chem. 2009,44, 460.

[9] 9. Gupta, R.A.; Gupta, A.K.; Soni, L.K.; Kaskhedikar, S.G. Eur. J. Med. Chem. 2007, 42, 1109.

[10] 10. CS Chem Office, Version 6.0, Cambridge soft corporation, Software publishers Association, 1730 M Street, suite 700, Washington D. C. 20036 (202)452- 1600, U.S.A.

[11] 11. Dewar, M.J.S.; Zoebisch, E.G.; Healey, E.F.; Stewart, J.J.P. J. Am. Chem. Soc. 1985, 107, 3902.

[12] 12. Dewar, M.J.S.; Hwang, C.H.; Kuhn, D.R. J. Am. Chem. Soc. 1991, 113, 735.

[13] 13. Civcir, P.U. J. Mol. Struct: THEOCHEM. 2001, 535, 121.

[14] 14. Kier, L. B. Molecular Orbital Theory in Drug Research, Academic Press, New York, 1971, Vol. X.

[15] 15. Todeschini, R.; Consonni, V. DRAGON-Software for the Calculation of Molecular Descriptors, rel. 1.12 for Windows (2001).

[16] 16. Gupta, A.K.; Arockia, B.M; Kaskhedikar, S.G. Indian J. Pharm. Sci. 2004, 66, 396.

[17] 17. Gupta, R. A.; Gupta, A. K.; Soni, L. K.; Kaskhedikar, S. G. QSAR Comb. Sci. 2007, 8, 897.

[18] 18. Schaper, K.J. Quant. Structure Act. Relat. 1999, 18, 354.

[19] 19. Chatterjee, S.; Hadi, A.; Price, B. Regression Analysis by Examples, third ed. Wiley-VCH, New York, 2000.

[20] 20. Shapiro, S.; Guggenhei, B.; Quant. Struct. Act. Relat. 1998, 17, 327.

[21] 21. Durbin J.; and Watson, G.S. Biometrika. 1950, 37, 409.

[22] 22. Durbin J.; and Watson, G.S. Biometrika. 1951, 38, 159.

[23] 23. Pogliani, L. Amino Acids. 1994, 6, 141.

[24] 24. Pogliani, L. J. Phys. Chem. 1996, 100, 18065.

[25] 25. Mandloi, D.; Joshi, S.; Khadikar, P.V.; Khosla, N. Bioorg. Med. Chem. Lett. 2005, 15, 405.

[26] 26. So, S.-S,; Karplus, M. J Med Chem. 1997, 40, 4347.

[27] 27. Hemmer, M.C.; Steinhauer, V.; Gasteiger, J. Vib. Spectrosc. 1999, 19, 151.

[28] 28. Fedorowicz, A.; Zheng, L.; Singh, H.; Demchuk,E. Int. J. Mol. Sci. 2004, 5, 56.

[29] 29. Hemmer, M.C.; Gasteiger, J. Anal. Chim. Acta. 2000, 420, 145.

[30] 30. Consonni, V.; Todeschini, R.; Pavan, M. J. Chem. Inf. Model. 2002, 42, 693.