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Vol. 25 No. 15 (2013): Vol 25 Issue 15

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Synthesis and DFT-Based Quantitative Structure-Activity Relationships Study for Diphenyl Ethers Bactericide

https://doi.org/10.14233/ajchem.2013.14845
J. Yang
Key Lab of Advanced Scientific Computation of Sichuan province, Faculty of physical and Chemistry, Xihua University, Chengdu 610039, P.R. China
W.Q. Yang
Key Lab of Advanced Scientific Computation of Sichuan province, Faculty of physical and Chemistry, Xihua University, Chengdu 610039, P.R. China
Y.Y. Zhang
Key Lab of Advanced Scientific Computation of Sichuan province, Faculty of physical and Chemistry, Xihua University, Chengdu 610039, P.R. China
Y. Ma
Key Lab of Advanced Scientific Computation of Sichuan province, Faculty of physical and Chemistry, Xihua University, Chengdu 610039, P.R. China
M.L. Ma
Key Lab of Advanced Scientific Computation of Sichuan province, Faculty of physical and Chemistry, Xihua University, Chengdu 610039, P.R. China

Corresponding Author(s) : M.L. Ma

mmlchem@163.com

Asian Journal of Chemistry, Vol. 25 No. 15 (2013): Vol 25 Issue 15

Abstract

Density functional theory (DFT) and linear regression analysis method are used to investigate the quantitative structure-activity relationship (QSAR) of diphenyl ethers bactericide. It is found that there are good linear relationships between the experimental biological activity data [-log(1/MIC)] and the calculated energy gap of highest occupied molecular orbital and lowest unoccupied frontier orbital (DEgap). The 2D-QSAR equations (R2 = 0.87942) was established used -log(1/MIC) and DEgap as factors. A validation set of 14 diphenyl ethers were selected and their activities were computed using the proposed QSAR model and three of them were synthesized and characterized. The correlation between the predicted and observed activities was excellent.

Keywords

Biological activities Diphenyl ethers QSAR DFT Synthesis
Yang, J., Yang, W., Zhang, Y., Ma, Y., & Ma, M. (2013). Synthesis and DFT-Based Quantitative Structure-Activity Relationships Study for Diphenyl Ethers Bactericide. Asian Journal of Chemistry, 25(15), 8574–8578. https://doi.org/10.14233/ajchem.2013.14845
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References
  1. M.L. Ma, Y. Xing and Y.L. Wang, Chin. J. Org. Chem., 24, 927 (2004).
  2. S. Cheng, Y. Xing and Y.L. Wang, Chin. J. Org. Chem., 28, 498 (2008).
  3. Y. Zou, K.Q.Wu and Y.L. Wang, Chin. J. Org. Chem., 28, 111 (2008).
  4. Y.L. Wang, M.L. Ma and R. Fu, Chin. J. Org. Chem., 24, 734 (2004).
  5. M.L. Ma, Y. Xing and Y.L.Wang, J. Sichuan Univ. (Nat. Sci. Ed.), 01, 137 (2004).
  6. C. Hansch, Acc. Chem. Res., 2, 232 (1969).
  7. R. Hilal and A.K. Elroby, Mol. Simulation, 37, 62 (2011).
  8. C.G. Gu, X.H. Ju and X. Sun, Ecotoxicol. Environ. Safety, 73, 1470 (2010).
  9. J.M. Andrews, J. Antimicrobiol. Chemother., 48, 5 (2001).
  10. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma,A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich,A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui,A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu,A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Aham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez and J.A. Pople, Gaussian 03, Revision D.1, Gaussian, Inc., Pitttsburgh, PA, (2005).
  11. C.L. Waller and J.D. McKinney, Chem. Res. Toxicol., 8, 847 (1995).
  12. J.D. McKinney and L.G. Pedersen, J. Biochem., 240, 621 (1986).
  13. R.G. Parr and Z. Zhou, Acc. Chem. Res., 26, 256 (1993).
  14. R.G. Pearson, Acc. Chem. Res., 26, 250 (1993).
  15. N.P. Barua, I. Sarmah, R. Hussain and C. Deka, Chem. Biol. Drug Des., 79, 553 (2012).
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