QSTR with extended topochemical atom (ETA) indices. 9. Comparative QSAR for the toxicity of diverse functional organic compounds to Chlorella vulgaris using chemometric tools

Chemosphere

Volumn 70, Issue 1, 2007, Pages 1-12

  Roy, Kunal ^a   Ghosh, Gopinath ^a  

^a JADAVPUR UNIVERSITY   (India)

Author keywords

Chemometric tools; Chlorella vulgaris; ETA; QSAR; QSTR

Indexed keywords

FEATURE EXTRACTION; LINEAR REGRESSION; NUMERICAL METHODS; PRINCIPAL COMPONENT ANALYSIS; TOPOLOGY; TOXICITY;

CHEMOMETRIC TOOLS; CHLORELLA VULGARIS; EXTENDED TOPOCHEMICAL ATOM; STATISTICAL QUALITY;

ORGANIC COMPOUNDS;

ORGANIC COMPOUND;

FEATURE EXTRACTION; LINEAR REGRESSION; NUMERICAL METHODS; ORGANIC COMPOUNDS; PRINCIPAL COMPONENT ANALYSIS; TOPOLOGY; TOXICITY;

COMPARATIVE STUDY; GREEN ALGA; ORGANIC COMPOUND; PHYSICOCHEMICAL PROPERTY; TOPOLOGY; TOXICITY TEST;

ARTICLE; ATOM; CHLORELLA VULGARIS; ECOTOXICOLOGY; FACTORIAL ANALYSIS; MODEL; MULTIPLE LINEAR REGRESSION ANALYSIS; PHYTOTOXICITY; QUANTITATIVE STRUCTURE ACTIVITY RELATION; QUANTITATIVE STRUCTURE TOXICITY RELATION; STATISTICAL ANALYSIS; STRUCTURE ACTIVITY RELATION; TOXICITY TESTING;

CHLORELLA VULGARIS;

EID: 35549005726     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2007.07.037     Document Type: Article

References (47)

1. Boeije G.M., Cano M.L., Marshall S.J., Belanger S.E., Van Compernolle R., Dorn P.B., Gumbel H., Toy R., and Wind T. Ecotoxicity quantitative structure-activity relationships for alcohol ethoxylate mixtures based on substance-specific toxicity predictions. Ecotoxicol. Environ. Saf. 64 (2006) 75-84
2. Cerius 2 version 4.8 is a product of Accelrys Inc., San Diego, CA, 2002.
3. Cronin M.T.D., Netzeva I.T., Dearden J.N., Edwards R., and Worgan A.D.P. Assessment and Modeling of the toxicity of organic chemicals to Chlorella vulgaris development of novel database. Chem. Res. Toxicol. 17 (2004) 545-554
4. Darlington R.B. Regression and Linear Models (1990), McGraw-Hill, New York
5. Debnath A.K. Quantitative structure-activity relationship (QSAR): a versatile tool in drug design. In: Ghose A.K., and Viswanadhan V.N. (Eds). Combinatorial Library Design and Evaluation (2001), Marcel Dekker, Inc., New York 73-129
6. Fedorowicz A., Sing H., Soderholm S., and Demchuk E. Structure-activity models for contact sensitization. Chem. Res. Toxicol. 18 (2005) 954-969
7. Franke F. Theoretical Drug Design Methods (1984), Elsevier, Amsterdam pp. 184-195
8. Franke R., and Gruska A. Principal component and factor analysis. In: van de Waterbeemd H. (Ed). Chemometric Methods in Molecular Design vol. 2 (1995), VCH, Weinheim 113-163
9. Holder A.J., Ye L., Yourtee D.M., Agarwal A., Eick J.D., and Chappelow C.C. An application of the QM-QSAR method to predict and rationalize lipophilicity of simple monomers. Dent. Mater. 21 (2005) 588-591
10. Jager T., Heugens E.H., and Kooijman S.A. Making sense of ecotoxicological test results: towards application of processed-based models. Ecotoxicology 15 (2006) 305-314
11. Kulkarni S.S., and Kulkarni V.M. Three-dimensional quantitative structure-activity relationship of interleukin 1-beta converting enzyme inhibitors: a comparative molecular field analysis study. J. Med. Chem. 42 (1999) 373-380
12. Luis P., Ortiz I., Aldaco R., and Irabien A. A novel group contribution method in the development of a QSAR for predicting the toxicity (Vibrio fischeri EC(50)) of ionic liquids. Ecotoxicol. Environ. Saf. 67 (2007) 423-429
13. Mazzatorta P., Smiesko M., Lo Piparo E., and Benfenati E. QSAR model for predicting pesticide aquatic toxicity. J. Chem. Inf. Model. 45 (2005) 1767-1774
14. MINITAB is statistical software of MINITAB Inc., USA, 2005.
15. Moriguchi I., Canada Y., and Komatsu K. van der Waals volume and the related parameters for hydrophobicity in structure-activity studies. Chem. Pharm. Bull. 24 (1976) 1799-1806
16. Padmanabhan J., Parthasarathi R., Subramanian V., and Chattaraj P.K. Group philicity and electrophilicity as possible descriptors for modeling ecotoxicity applied to chlorophenols. Chem. Res. Toxicol. 19 (2006) 356-364
17. Pal D.K., Sengupta C., and De A.U. A new topochemical descriptor (TAU) in molecular connectivity concept: Part I - aliphatic compounds. Indian J. Chem. 27B (1988) 734-739
18. Pal D.K., Sengupta C., and De A.U. Introduction of a novel topochemical index and exploitation of group connectivity concept to achieve predictability in QSAR and RDD. Indian J. Chem. 28B (1989) 261-267
19. Pal D.K., Sengupta M., Sengupta C., and De A.U. QSAR with TAU (τ) indices: Part I - polymethylene primary diamines as amebicidal agents. Indian J. Chem. 29B (1990) 451-454
20. Pal D.K., Purkayastha S.K., Sengupta C., and De A.U. Quantitative structure-property relationships with TAU indices: Part I - research octane numbers of alkane fuel molecules. Indian J. Chem. 31B (1992) 109-114
21. Piclin N., Pintore M., Wechman C., Roncaglioni A., Benfenati E., and Chretien J.R. Ecotoxicity prediction by adaptive fuzzy partitioning: comparing descriptors computed on 2D and 3D structures. SAR QSAR Environ. Res. 17 (2006) 225-251
22. Roy K., Chakroborty S., Ghosh C.C., and Saha A. QSPR with TAV indices: molar thermochemical properties of diverse functional acyclic compounds. J. Indian Chem. Soc. 81 (2004) 115-125
23. Roy K., and Ghosh G. Introduction of extended topochemical atoms (ETA) indices in the valence electron mobile (VEM) environment as tool for QSAR/QSPR studies. Internet Electron. J. Mol. Des. 2 (2003) 599-620. Available from:
24. Roy K., and Ghosh G. QSTR with extended topochemical atom indices. 2. Fish toxicity of substituted benzenes. J. Chem. Inf. Comput. Sci. 44 (2004) 559-567
25. Roy K., and Ghosh G. QSTR with extended topochemical atom indices. 3. Toxicity of nitrobenzenes to Tetrahymena pyriformis. QSAR Comb. Sci. 23 (2004) 99-108
26. Roy K., and Ghosh G. QSTR with extended topochemical atom indices. 4. Modeling of the acute toxicity of phenylsulfonyl carboxylates to Vibrio fischeri using principal component factor analysis and principal component regression analysis. QSAR Comb. Sci. 23 (2004) 526-535
27. Roy K., and Ghosh G. QSTR with extended topochemical atom indices. Part 5. Modeling of the acute toxicity of phenylsulfonyl carboxylates to Vibrio fischeri using genetic function approximation. Bioorg. Med. Chem. 13 (2005) 1185-1194
28. Roy K., and Ghosh G. QSTR with extended topochemical atom (ETA) indices. VI. Acute toxicity of benzene derivatives to tadpoles (Rana japonica). J. Mol. Model. 26 (2005) 1-11
29. Roy K., and Ghosh G. QSTR with extended topochemical atom (ETA) indices 8. QSAR for the inhibition of substituted phenols on germination rate of Cucumis sativus using chemometric tools. QSAR Comb. Sci. 25 (2006) 846-859
30. Roy K., and Leonard J.T. On Selection of training and test sets for the development of predictive QSAR models. QSAR Comb. Sci. 25 (2006) 235-251
31. Roy K., and Saha A. Comparative QSPR studies with molecular connectivity, molecular negentropy and TAU indices. Part I: Molecular thermochemical properties of diverse functional acyclic compounds. J. Mol. Model. 9 (2003) 259-270
32. Roy K., and Saha A. Comparative QSPR studies with molecular connectivity, molecular negentropy and TAU Indices. Part 2: Lipid-water partition coefficient of diverse functional acyclic compounds. Internet Electron. J. Mol. Des. 2 (2003) 288-305. Available from:
33. Roy K., and Saha A. QSPR with TAU indices: water solubility of diverse functional acyclic compounds. Internet Electron. J. Mol. Des. 2 (2003) 475-491. Available from:
34. Roy K., and Saha A. QSPR with TAU indices: boiling points of sulfides and thiols. Indian J. Chem. 43A (2004) 1369-1376
35. Roy K., and Saha A. QSPR with TAU indices: molar refractivity of diverse functional acyclic compounds. Indian J. Chem. 44B (2005) 1693-1707
36. Roy K., and Sanyal I. QSTR with extended topochemical atom indices. 7. QSAR of substituted benzenes to Saccharomyces cerevisiae. QSAR Comb. Sci. 25 (2006) 359-371
37. Roy K., Pal D.K., De A.U., and Sengupta C. Comparative QSAR with molecular negentropy, molecular connectivity, STIMS and TAU Indices: Part I. Tadpole narcosis of diverse functional acyclic compounds. Indian J. Chem. 38B (1999) 664-671
38. Roy K., Pal D.K., De A.U., and Sengupta C. Comparative QSAR Studies with molecular negentropy, molecular connectivity, STIMS and TAU indices. Part II: General anaesthetic activity of aliphatic hydrocarbons, halocarbons and ethers. Indian J. Chem. 40B (2001) 129-135
39. Roy D.R., Parthasarathi R., Maiti B., Subramanian V., and Chattaraj P.K. Electrophilicity as a possible descriptors for toxicity prediction. Bioorg. Med. Chem. 13 (2005) 3405-3412
40. Schultz T.W., Netzeva T.I., and Cronin M.T.D. Selection of data sets for QSARs: analyses of tetrahymena toxicity from aromatic compounds. SAR QSAR Environ. Res. 14 (2003) 59-81
41. Simon-Hettich B., Rothfuss A., and Steger-Hartmann T. Use of computer-assisted prediction of toxic effects of chemical substances. Toxicology 224 (2006) 156-162
42. Snedecor G.W., and Cochran W.G. Statistical Methods (1967), Oxford & IBH Publishing Co. Pvt. Ltd, New Delhi pp. 381-418
43. Sperandio da Silva G.M., SantLAnna C.M., and Barreiro E.J. A novel 3D-QSAR comparative molecular field analysis (CoMFA) model of imidazole and quinazolinone functionalized p38 MAP kinase inhibitors. Bioorg. Med. Chem. 12 (2004) 3159-3166
44. SPSS is statistical software of SPSS Inc., USA, 1998.
45. The GW-BASIC programs KRETA1 and KRETA2 were developed by Kunal Roy and standardized using known data sets, 1998.
46. Wang X., Yu J., Wang Y., and Wang L. Mechanism-based quantitative structure-activity relationships for the inhibition of substituted phenols on germination rate of Cucumis sativus. Chemosphere 46 (2002) 241-250
47. Wold S., and Eriksson L. Statistical Validation of QSAR Results. In: van de Waterbeemd H. (Ed). Chemometric Methods in Molecular Design (1995), VCH, Weinheim 312-317