Quantitative Structure Activity Relationship Studies on Imidazo[2,1-b][1,3,4]thiadiazole Derivatives as Murine Leukemia Cell Inhibitors

Vikash Kumar; Piyush Ghode; Sanmati K. Jain

doi:10.14233/ajchem.2015.19080

Issue

Vol. 27 No. 11 (2015): Vol 27 Issue 11

Issue Published : July 16, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Quantitative Structure Activity Relationship Studies on Imidazo[2,1-b][1,3,4]thiadiazole Derivatives as Murine Leukemia Cell Inhibitors

https://doi.org/10.14233/ajchem.2015.19080

Vikash Kumar

Drug Discovery and Research Laboratory, SLT Institute of Pharmaceutical Sciences, Guru Ghasidas Vishwavidyalaya (A Central University), Bilaspur-495 009, India

Piyush Ghode

Drug Discovery and Research Laboratory, SLT Institute of Pharmaceutical Sciences, Guru Ghasidas Vishwavidyalaya (A Central University), Bilaspur-495 009, India

Sanmati K. Jain

Drug Discovery and Research Laboratory, SLT Institute of Pharmaceutical Sciences, Guru Ghasidas Vishwavidyalaya (A Central University), Bilaspur-495 009, India

Corresponding Author(s) : Sanmati K. Jain

sanmatijain72@yahoo.co.in

Asian Journal of Chemistry, Vol. 27 No. 11 (2015): Vol 27 Issue 11
Article Published : July 16, 2015

Abstract

A series of imidazo[2,1-b][1,3,4]thaidiazole derivatives was subjected to QSAR analysis and the generated models show good correlation between murine leukemic cell inhibitory activity and thermodynamic, electronic as well as steric properties of the derivatives. Most significant model was found to have squared correlation coefficient (r²), cross validated correlation coefficient (Q²) and predictive correlation coefficient (R²_pred) 0.72, 0.56 and 0.72 respectively. The key descriptors are partition coefficient, cluster count and principal moment of inertia about X-axis (PMI-X). The negative coefficient value for partition coefficient and principal moment of inertia indicate that lower value leads to better murine leukemia cell inhibitory activity whereas higher value leads to decrease in activity. Positive coefficient value of cluster count indicates that higher value leads to better murine leukemia cell inhibitory activity whereas lower value leads to decrease in activity.

Keywords

Imidazothiadiazole Murine leukemia Anticancer QSAR

Kumar, V., Ghode, P., & K. Jain, S. (2015). Quantitative Structure Activity Relationship Studies on Imidazo[2,1-b][1,3,4]thiadiazole Derivatives as Murine Leukemia Cell Inhibitors. Asian Journal of Chemistry, 27(11), 4040–4044. https://doi.org/10.14233/ajchem.2015.19080

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References

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T.L. Lemke, D.A. Williams, V.F. Roche and S.W. Zito, Foye’s Principles of Medicinal Chemistry, Lippincott Williams and Wilkins, New Delhi, edn 6, p. 1147 (2008).

A.K. Gadad, I.M. Khazi and C.S. Mahajanshetti, Indian J. Heterocycl. Chem., 2, 125 (1992).

A.K. Gadad, C.S. Mahajanshetti, S. Nimbalkar and A. Raichurkar, Eur. J. Med. Chem., 35, 853 (2000); doi:10.1016/S0223-5234(00)00166-5.

G. Kolavi, V. Hegde, I.A. Khazi and P. Gadad, Bioorg. Med. Chem., 14, 3069 (2006); doi:10.1016/j.bmc.2005.12.020.

A.K. Gadad, M.N. Noolvi and R.V. Karpoormath, Bioorg. Med. Chem., 12, 5651 (2004); doi:10.1016/j.bmc.2004.07.060.

I.M. Khazi, C.S. Mahajanshetti, A.K. Gadad, A.D. Tarnalli and C.M. Sultanpur, Arzheim. Forsch., 46, 949 (1996).

V.B. Jadhav, M.V. Kulkarni, V.P. Rasal, S.S. Biradar and M.D. Vinay, Eur. J. Med. Chem., 43, 1721 (2008); doi:10.1016/j.ejmech.2007.06.023.

A.K. Gadad, M.B. Palkar, K. Anand, M.N. Noolvi, T.S. Boreddy and J. Wagwade, Bioorg. Med. Chem., 16, 276 (2008); doi:10.1016/j.bmc.2007.09.038.

I.T. Barnish, P.E. Cross, R.P. Dickinson, B. Gadsby, M.J. Parry, M.J. Randall and I.W. Sinclair, J. Med. Chem., 23, 117 (1980); doi:10.1021/jm00176a003.

A. Andreani, M. Rambaldi, A. Locatelli, S. Malandrino and G. Pifferi, Arzneimittelforschung, 29, 339 (1994).

N. Terzioglu and A. Gursoy, Eur. J. Chem., 38, 781 (2003); doi:10.1016/S0223-5234(03)00138-7.

S.S. Karki, K. Panjamurthy, S. Kumar, M. Nambiar, S.A. Ramareddy, K.K. Chiruvella and S.C. Raghavan, Eur. J. Med. Chem., 46, 2109 (2011); doi:10.1016/j.ejmech.2011.02.064.

M.N. Noolvi, H.M. Patel, N. Singh, A.K. Gadad, S.S. Cameotra and A. Badiger, Eur. J. Med. Chem., 46, 4411 (2011); doi:10.1016/j.ejmech.2011.07.012.

A. Marin, N. Valls, B.F. Javier, M.T. Alonson, M.A. Ramon and M.M. Mercedes, J. Farmaco, 47, 63 (1992).

C.S. Andotra, T.C. Langer, S. Dham and P. Kour, Proc. Ind. Natl. Sci. Acad., 63, 589 (1993).

V.J. Ram and N. Haque, Indian J. Chem., 35B, 238 (1996).

P.J. Sanfilippo, M. Urbanski, J.B. Press, B. Dubinsky and J.B. Moore, J. Med. Chem., 31, 2221 (1988); doi:10.1021/jm00119a026.

M.M.C. Ferreira, J. Braz. Chem. Soc., 13, 742 (2002); doi:10.1590/S0103-50532002000600004.

S. Kumar, M. Hegde, V. Gopalakrishnan, V.K. Renuka, S.A. Ramareddy, E. De Clercq, D. Schols, A.K. Gudibabande Narasimhamurthy, S.C. Raghavan and S.S. Karki, Eur. J. Med. Chem., 84, 687 (2014); doi:10.1016/j.ejmech.2014.07.054.

CambridgeSoft ChemOffice Ultra 10.0, www.cambridgesoft.com.

A.K. Gupta, M.A. Babu and S.G. Kaskhedikar, Indian J. Pharm. Sci., 66, 396 (2004).

Issue

Vol. 27 No. 11 (2015): Vol 27 Issue 11

Quantitative Structure Activity Relationship Studies on Imidazo[2,1-b][1,3,4]thiadiazole Derivatives as Murine Leukemia Cell Inhibitors

Corresponding Author(s) : Sanmati K. Jain

Abstract

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