Document Type: Original Research Article

Authors

1 Department of Chemistry, Payame Noor University (PNU), P. O. Box 19395-3697

2 Department of Chemistry, Payame Noor University (PNU), P. O. Box 19395-3697, Tehran, Iran

Abstract

Quantitative structure-activity relationship (QSAR) models were employed for prediction the activity of P2X7 receptor antagonists. A data set consisted of 50 purine derivatives was utilized in the model construction where 40 and 10 of these compounds were in the training and test sets respectively. A suitable group of calculated molecular descriptors was selected by employing stepwise multiple linear regressions (SW-MLR) and genetic algorithm-multiple linear regressions (GA-MLR) as variable selection tools. The proposed MLR models were fully confirmed applying internal and external validation techniques. The obtained results of this QSAR study showed the superiority of the GA-MLR model over the SW-MLR model. As a result, the obtained GA–MLR model could be applied as a valuable model for designing similar groups of P2X7 receptor antagonists.

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Main Subjects

[1] M. Tsukimoto, H. Harada, M. Degawa, Drug. Discov.Today., 2007,4, 33-37.

[2] D. Ferrari, C. Pizzirani, E. Adinolfi, R.M. Lemoli, A. Curti, M. Idzko, E. Panther, F. Di Virgilio, J. Immunol., 2006,176, 3877-3883.

[3] C.A. Gabel, Purinerg. Signal., 2007, 3, 27-38.

[4] C. Virginio, A. MacKenzie, R.A. North, A. Surprenant, J. Physiol.,1999, 519, 335-346.

[5] A. Michel, R. Kaur, I. Chessell, P. Humphrey, Brit. J. pharmacol., 2000, 130 513-520.

[6] R.A. North, Physiol. Rev., 2002, 82, 1013-1067.

[7] W.H. Loomis, S. Namiki, R.S. Ostrom, P.A. Insel, W.G. Junger, J. Biol. Chem., 2003, 278,4590-4596.

[8] N. Mehta, S. Chand, M. Singh Bahia, O. Silakari, Lett. Drug. Des. Discov., 2012, 9, 185-198.

[9] T. Suzuki, I. Hide, K. Ido, S. Kohsaka, K. Inoue, Y. Nakata, J. Neurosci., 2004, 24,1-7.

[10] F. Di Virgilio, V. Vishwanath, D. Ferrari, On the role of the P2X7 receptor in the immune system,  Purinergic and Pyrimidinergic Signalling II, Springer 2001, pp. 355-374.

[11] F. Di Virgilio, S. Falzoni, C. Mutini, J.M. Sanz, P. Chiozzi, Drug. Develop. Res., 1998, 45, 207-213.

[12] R.A. Le Feuvre, D. Brough, O. Touzani, N.J. Rothwell, J. Cerebr. Blood F. Met., 2003, 23,381-384.

[13] R. Le Feuvre, D. Brough, N. Rothwell, Eur. J. Pharmacolo., 2002, 447, 261-269.

[14] D. Rampe, L. Wang, G.E. Ringheim, J. neuroimmunol, 2004, 147,56-61.

[15] X. Wang, G. Arcuino, T. Takano, J. Lin, W.G. Peng, P. Wan, P. Li, Q. Xu, Q.S. Liu, S.A. Goldman, Nature. Med., 2004, 10, 821-827.

[16] V. Raghavendra, J.A. DeLeo, Adv. Mol. Cell Biol., 2003, 31, 951-966.

[17] E.D. Milligan, S.F. Maier, L.R. Watkins, Seminars in Pain Medicine, Elsevier, 2003, 171-183.

[18] E. Pourbasheer, S. Riahi, M.R. Ganjali, P. Norouzi, Fuller. Nanotub. Car. N., 2011, 19, 585-598.

[19] E. Pourbasheer, S. Riahi, M.R. Ganjali, P. Norouzi, J. Enzyme. Inhib. Med. Chem., 2010, 25, 844-853.

[20] E. Pourbasheer, A. Beheshti, H. Khajehsharifi, M.R. Ganjali, P. Norouzi, Med. Chem. Res., 2013, 22, 4047-4058.

[21] E. Pourbasheer, R. Aalizadeh, M.R. Ganjali, P. Norouzi, J. Shadmanesh, C. Methenitis, Med. Chem. Res., 2014, 23, 2264-2276.

[22] E. Pourbasheer, R. Aalizadeh, M.R. Ganjali, P. Norouzi, A. Banaei, Med. Chem. Res., 2014, 23, 3082-3091.

[23] A. Habibi-Yangjeh, E. Pourbasheer, M. Danandeh-Jenagharad, Bull. -Korean  Chem. Soc., 2008, 29, 833.

[24] E. Pourbasheer, S. Ahmadpour, R. Zare-Dorabei, M. Nekoei, Arab. J. Chem., 2013,.

[25] R. Sabet, A. Fassihi, Int. J. Mol. sci., 9, 2008, 2407-2423.

[26] S. Janardhan, S. Seth, V. Viswanadhan, Mol. Divers., 18, 2014, 161-181.

[27]      M. Ahmadi, M. Shahlaei, Res. Pharmaceut. Sci., 10, 2015.307-325.

[28] S. Riahi, E. Pourbasheer, R. Dinarvand, M.R. Ganjali, P. Norouzi, Chem. Biol. Drug. Des., 2009, 74, 165-172.

[29] J.J. Matasi, S. Brumfield, D. Tulshian, M. Czarnecki, W. Greenlee, C.G. Garlisi, H. Qiu, K. Devito, S.-C. Chen, Y. Sun, R. Bertorelli, W. Geiss, V.-D. Le, G.S. Martin, S.A. Vellekoop, J. Haber, M.L. Allard, Bioorg. Med. Chem. Lett., 2011, 21, 3805-3808.

[30] S. Brumfield, J.J. Matasi, D. Tulshian, M. Czarniecki, W. Greenlee, C. Garlisi, H. Qiu, K. Devito, S.-C. Chen, Y. Sun, R. Bertorelli, J. Ansell, W. Geiss, V.-D. Le, G.S. Martin, S.A. Vellekoop, J. Haber, M.L. Allard, Bioorg. Med. Chem. Lett., 2011, 21, 7287-7290.

[31] E. Pourbasheer, R. Aalizadeh, M.R. Ganjali, P. Norouzi, J. Shadmanesh, J. Saudi. Chem. Soc., 2014, 18, 681-688.

[32] E. Pourbasheer, R. Aalizadeh, M.R. Ganjali, P. Norouzi, Med. Chem. Res., 2014, 23, 57-66.

[33] T. MathWorks, Genetic algorithm and direct search toolbox user's guide, Math. Inc. USA, 2005.

[34] R. Wehrens, H. Putter, L. Buydens, Chemom. Intell. Lab. Sys., 2000, 54, 35-52.

[35] E. Pourbasheer, R. Aalizadeh, M.R. Ganjali, P. Norouzi, Struct. Chem., 2014, 25, 355-370.

[36] R. Bazl, M.R. Ganjali, H. Derakhshankhah, A.A. Saboury, M. Amanlou, P. Norouzi, Med. Chem. Res., 2013, 22, 5453-5465.

[37] M. Nekoei, M. Mohammadhosseini, A.A. Gharahbagh, Anal. Bioanal. Electro, 2009, 1, 159-168.

[38] B. Tiperciuc, V. Zaharia, R. Campean, M. Curticapean, A. Costescu, M. Diudea, MATCH- Commun. Math. Co., 2008, 60, 985-996.