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DFT Study on the Biological Activity of Some N-Alkyl Substituted Thiourea Derivatives and Their Zinc Chloride Complexes
Corresponding Author(s) : Saied M. Soliman
Asian Journal of Chemistry,
Vol. 26 No. 4 (2014): Vol 26 Issue 4
Abstract
QSAR on five N-alkyl substituted thiourea ligands (L) and their [ZnL2Cl2] complexes is used to study their antibacterial activity (as log MIC) against E. coli and P. aeruginosa. The quantum chemical descriptors of the studied compounds were obtained using B3LYP/6-311++G(d,p) optimization. Using multiple linear regression analysis, equations were derived to calculate the theoretical MIC values of the studied compounds. These equations have high correlation coefficients (R2 = 0.896-0.988) which indicate that the studied parameters are well describing the property under investigation. The antibacterial activities of the ligands are found to be enhanced with decrease the energy gap (DE = ELUMO-EHOMO), polarity, charge descriptors and with increase the molecular polarizability. Also the biological activities of the free ligands are enhanced by increasing their electron donating ability. In contrast, the antibacterial activities of the [ZnL2Cl2] complexes are found to be enhanced by increasing their ability to acceptor electrons (ELUMO).
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- F.-Y. Wu, L.-N. Zhang, Z.-J. Ji and X.-F. Wan, J. Lumin., 130, 1280 (2010); doi:10.1016/j.jlumin.2010.02.039.
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- U. El-Ayaan, J. Mol. Struct., 998, 11 (2011); doi:10.1016/j.molstruc.2011.04.024.
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References
F.-Y. Wu, L.-N. Zhang, Z.-J. Ji and X.-F. Wan, J. Lumin., 130, 1280 (2010); doi:10.1016/j.jlumin.2010.02.039.
M.R. Malik, V. Vasylyeva, K. Merz, N. Metzler-Nolte, M. Saleem, S. Ali, A.A. Isab, K.S. Munawar and S. Ahmad, Inorg. Chim. Acta, 376, 207 (2011); doi:10.1016/j.ica.2011.06.017.
S.A. Khan, N. Singh and K. Saleem, Eur. J. Med. Chem., 43, 2272 (2008); doi:10.1016/j.ejmech.2007.12.012.
U. El-Ayaan, J. Mol. Struct., 998, 11 (2011); doi:10.1016/j.molstruc.2011.04.024.
R. Olar, M. Badea, D. Marinescu, M.C. Chifiriuc, C. Bleotu, M.N. Grecu, E. Iorgulescu and V. Lazar, Eur. J. Med. Chem., 45, 3027 (2010); doi:10.1016/j.ejmech.2010.03.033.
Y.X. Tong, C.Y. Su, Z.F. Zhang, B.S. Kang, X.L. Yu and X.M. Chen, Acta Crystallogr., C56, 44 (2000); doi:10.1107/S0108270199012974.
J.Z. Li, J.Q. Sha, Y.M. An and W.J. Yu, J. Mol. Sci., 20, 23 (2004).
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A. Garoufis, S.K. Hadjikakou and N. Hadjiliadis, Coord. Chem. Rev., 253, 1384 (2009); doi:10.1016/j.ccr.2008.09.011.
P.D. Akrivos, Coord. Chem. Rev., 213, 181 (2001); doi:10.1016/S0010-8545(00)00372-6.
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J.B. Wright and W.E. White, J. Mol. Struct. (Theochem), 454, 259 (1998); doi:10.1016/S0166-1280(98)90295-0.
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