Effect of the electronic and physicochemical parameters on the carcinogenesis activity of some sulfa drugs using QSAR analysis based on genetic-MLR and genetic-PLS

Chemosphere

Volumn 67, Issue 11, 2007, Pages 2122-2130

  Deeb, Omar ^a   Hemmateenejad, Bahram ^b,c   Jaber, Amal ^a   Garduno Juarez, R ^d   Miri, Ramin ^c  

^a AL QUDS UNIVERSITY   (Palestine)

^b SHIRAZ UNIVERSITY   (Iran)

^c SHIRAZ UNIVERSITY OF MEDICAL SCIENCES   (Iran)

^d INSTITUTO DE CIENCIAS FÍSICAS   (Mexico)

Author keywords

Carcinogenesis activity; Genetic algorithm; HOMO; Partial least squares; QSAR; Sulfa drug

Indexed keywords

GENETIC ALGORITHMS; LEAST SQUARES APPROXIMATIONS; QUANTUM CHEMISTRY; REGRESSION ANALYSIS;

CARCINOGENESIS ACTIVITY; PARTIAL LEAST SQUARES; SULFA DRUG;

DRUG PRODUCTS;

SULFACYTINE; SULFADICRAMIDE; SULFADIMIDINE; SULFADOXINE; SULFAETHIDOLE; SULFAGUANIDINE; SULFAGUANOLE; SULFAMETHOXAZOLE; SULFAMETHOXYPYRIDAZINE; SULFAMETROLE; SULFANILAMIDE; SULFANILAMIDE DERIVATIVE; SULFAPROXYLINE; SULFAPYRIDINE; SULFAQUINOXALINE; SULFASOMIDINE; SULFATHIAZOLE; SULFATHIOUREA; SULFAZAMET; UNCLASSIFIED DRUG;

DRUG PRODUCTS; GENETIC ALGORITHMS; LEAST SQUARES APPROXIMATIONS; QUANTUM CHEMISTRY; REGRESSION ANALYSIS;

CARCINOGEN; DRUG; GENETIC ALGORITHM; MULTIPLE REGRESSION; PHYSICOCHEMICAL PROPERTY; QUANTITATIVE ANALYSIS;

ARTICLE; CARCINOGENESIS; CARCINOGENIC ACTIVITY; CHEMICAL CARCINOGENESIS; ELECTRONICS; GENETIC ALGORITHM; HUMAN; MULTIPLE LINEAR REGRESSION ANALYSIS; PARTIAL LEAST SQUARES REGRESSION; PHYSICAL CHEMISTRY; QUANTITATIVE STRUCTURE ACTIVITY RELATION; STRUCTURE ACTIVITY RELATION;

EID: 33947329168     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2006.12.098     Document Type: Article

References (30)

1. Basak S.C., and Grunwald G.D. Predicting mutagenicity of chemicals using topological and quantum chemical parameters: a similarity based study. Chemosphere 31 (1995) 2529-2546
2. Baumann K. Chance correlation in variable subset selection. QSAR Comb. Sci. 24 (2005) 1033-1046
3. Benigni R., and Passerini L. Carcinogenicity of the aromatic amines: from structure- activity relationships to mechanisms of action and risk assessment. Mutat. Res. 511 (2002) 191-206
4. Budarari, S., O'Neil, M.J., Heckelman, P.E., 1989. The Merck Index: Merck and Co., Inc. Rahway, NJ, USA.
5. Debnath A.K., Debnath G., Shusterman A.J., and Hansch C. A QSAR investigation of the role of hydrophobicity in regulating mutagenicity in the Ames test 1: Mutagenicity of aromatic and heteroaromatic amines in Salmonella typhimurium TA98 and TA100. Environ. Mol. Mutagen. 19 (1992) 37-52
6. Fernandez M., and Caballero J. Modeling of activity of cyclic urea HIV-1 protease inhibitors using regularized-artificial neural networks. Bioorg. Med. Chem. 14 (2006) 280-294
7. Hansch C., and Leo A. Exploring QSAR: fundamental and application in chemistry and biology. In: Heller S.R. (Ed) (1995), American Chemical Society, Washington, DC
8. Hansch C., Maloney P.P., Fujita T., and Muir R.M. Correlation of biological activity of phenoxyacetic acids with Hammett substituent constants and partition coefficients. Nature 194 (1962) 178-180
9. Hemmateenejad B. Optimal QSAR analysis of the carcinogenic activity of drugs by correlation ranking and genetic algorithm-based PCR. J. Chemometr. 18 (2004) 475-485
10. Hemmateenejad B. Correlation ranking procedure for factor selection in PC-ANN modeling and application to ADMETox evaluation. Chemometr. Intell. Lab. Syst. 75 (2005) 231-245
11. Hemmateenejad B., Miri R., Akhond M., and Shamsipur M. QSAR study of the calcium channel antagonist activity of some recently synthesized dihydropyridine derivatives. An application of genetic algorithm for variable selection in MLR and PLS methods. Chemometr. Intell. Lab. Syst. 64 (2002) 91-99
12. Hemmateenejad B., Miri R., Akhond M., and Shamsipur M. Quantitative structure-activity relationship study of recently synthesized 1,4-dihydropyridine calcium channel antagonists. Application of the Hansch analysis method. Arch. Pharm. Med. Chem. 10 (2002) 472-480
13. Hemmateenejad B., Akhond M., Miri R., and Shamsipur M. Genetic algorithm applied to the selection of factors in principle component-artificial. Neural networks: application to QSAR study of calcium channel antagonist activity of 1,4-Dihydropyridines (nifedipine analogous). J. Chem. Inf. Comp. Sci. 43 (2003) 1328-1334
14. Hemmateenejad B., Safarpour M.A., and Taghari F. Application of abinitio theory for the prediction of acidity constants of some 1-hydroxy-9,10-anthraquinone derivatives using genetic neural network. J. Mol. Struct. (Theochem) 635 (2003) 183-190
15. Hemmateenejad B., Miri R., Tabarzad M., Jafarpour M., and Zand M. Molecular modeling and QSAR analysis of the anticonvulsant activity of some N-phenyl-N′-(4-pyridinyl)-urea derivatives. J. Mol. Struct. (Theochem) 684 (2004) 43-49
16. Hemmateenejad B., Safarpour M.A., Miri R., and Nesari N. Toward an optimal procedure for PC-ANN model building: prediction of the carcinogenic activity of a large set of drugs. J. Chem. Inf. Model. 45 (2005) 190-199
17. Hou T.J., Xia K., Zhang W., and Xu X.J. ADME evaluation in drug discovery 4. Prediction of aqueous solubility based on atom contribution approach. J. Chem. Inf. Comp. Sci. 44 (2004) 266-275
18. Johnson T., Khan I.A., Avery M.V., Grant J., and Meshnick S.R. Quantitative structure-activity relationship studies of a series of sulfa drugs as inhibitors of Pneumocystis Carinii Dihydropteroate synthetase. Antimicrob. Agents Chemother. 42 (1998) 1454-1458
19. Klopman G., Stefan L.R., and Saiakhov R.D. ADME evaluation 2. A computer model for the prediction of intestinal absorption in humans. Eur. J. Pharm. Sci. 17 (2002) 253-263
20. Krogsgaard- Larsen P., Liljefors T., and Madsen U. Textbook of Drug Design and Discovery (2002), Taylor and Francis, London
21. Leardi R. Application of genetic algorithm-PLS for feature selection in spectral data sets. J. Chemometr. 14 (2000) 643-655
22. Leardi R., and Gonzalez A.L. Genetic algorithm applied to feature selection in PLS regression: how and when to use them. Chemom. Intell. Lab. Syst. 41 (1998) 195-207
23. Lewis D.F.V., and Parke D.V. The genotoxicity of benzathracenes: a quantitative structure-activity study. Mutat. Res. 328 (1995) 207-214
24. Mandloi D., Joshi S., Khadikar P.V., and Khosla N. QSAR study on the antibacterial activity of some sulfa drugs: building blockers of Mannich bases. Bioorg. Med. Chem. Lett. 15 (2005) 405-411
25. Shamsipur M., Hemmateenejad B., Akhond M., and Sharghi H. Quantitative structure-property relationship study of acidity constant of some 9,10-anthraquinone derivatives using multiple linear regression and partial least-squares procedures. Talanta 54 (2001) 1113-1120
26. Sheth U.K. Symposium on adverse drug reactions including teratogenic and carcinogenic effects of drugs and chemicals - introduction. Indian J. Pharmacol. 4 (1972) 32-34
27. Teixido M., Belada I., Zurita E., Liora X., Faber M., Vilaro S., Albericio F., and Giralt E. Evolutionary combinatorial chemistry, a novel tool for SAR studies on peptide transport across the blood-brain barrier, Part 2. Design, synthesis and evaluation of a first generation of peptides. J. Peptide Sci. 11 (2005) 789-804
28. Thakur A., Thakur M., Khadikar P.V., Supuran C.T., and Sudele P. QSAR study on benzensulphonamide carbonic anhydrase inhibitors: topological approach using Balaban index. Bioorg. Med. Chem. Lett. 12 (2004) 789-793
29. Thanikaivelan P., Subramanian V., Rao J.R., and Nair B.U. Application of quantum chemical descriptor in quantitative structure activity and structure property relationship. Chem. Phys. Lett. 323 (2000) 59-70
30. Todescini R., and Consonni V. Handbook of Molecular Descriptors (2000), Wiley-VCH, Weinheim, Germany