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Volumn 19, Issue 3, 2006, Pages 356-364

Group philicity and electrophilicity as possible descriptors for modeling ecotoxicity applied to chlorophenols

Author keywords

[No Author keywords available]

Indexed keywords

CHLOROPHENOL;

EID: 33645464931     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx050322m     Document Type: Article
Times cited : (112)

References (55)
  • 3
    • 0035164774 scopus 로고    scopus 로고
    • Radical toxicity of phenols: A reference point for obtaining perspective in the formulation of QSAR
    • Garg, R., Kapur, S., and Hansch, C. (2001) Radical toxicity of phenols: a reference point for obtaining perspective in the formulation of QSAR. Med. Res. Rev. 21, 73-82.
    • (2001) Med. Res. Rev. , vol.21 , pp. 73-82
    • Garg, R.1    Kapur, S.2    Hansch, C.3
  • 4
    • 0030931704 scopus 로고    scopus 로고
    • Phenol matrixectomy in patients with diabetes
    • Giacalone, V. F. (1997) Phenol matrixectomy in patients with diabetes. J. Foot Ankle Surg. 36, 264-267.
    • (1997) J. Foot Ankle Surg. , vol.36 , pp. 264-267
    • Giacalone, V.F.1
  • 5
    • 0028990306 scopus 로고
    • Toxicity of phenolic compounds to sediment bacteria
    • Dean-Ross, D., and Rahimi, M. (1995) Toxicity of phenolic compounds to sediment bacteria. Bull. Environ. Contam. Toxicol. 55, 245-250.
    • (1995) Bull. Environ. Contam. Toxicol. , vol.55 , pp. 245-250
    • Dean-Ross, D.1    Rahimi, M.2
  • 6
    • 0028913897 scopus 로고
    • The toxicity of substituted phenols in the nitrification inhibition test and luminescent bacteria test
    • Strotmann, U. J., and Eglsaer, H. (1995) The toxicity of substituted phenols in the nitrification inhibition test and luminescent bacteria test. Ecotoxicol. Environ. Saf. 30, 269-273.
    • (1995) Ecotoxicol. Environ. Saf. , vol.30 , pp. 269-273
    • Strotmann, U.J.1    Eglsaer, H.2
  • 8
    • 0029445451 scopus 로고
    • U.S. EPA regulatory perspectives on the use of QSAR for new and existing chemical evaluations
    • Zeeman, M., Auer, C. M., Clements, R. G., Nabholz, J. V., and Boethling, R. S. (1995) U.S. EPA regulatory perspectives on the use of QSAR for new and existing chemical evaluations. SAR QSAR Environ. Res. 3, 179-201.
    • (1995) SAR QSAR Environ. Res. , vol.3 , pp. 179-201
    • Zeeman, M.1    Auer, C.M.2    Clements, R.G.3    Nabholz, J.V.4    Boethling, R.S.5
  • 9
    • 0029013556 scopus 로고
    • Applicability of CoMFA in ecotoxicology: A critical study on chlorophenols
    • Briens, F., Bureau, R., Rault, S., and Robba, M. (1995) Applicability of CoMFA in ecotoxicology: A critical study on chlorophenols. Ecotoxicol. Environ. Saf. 31, 37-48.
    • (1995) Ecotoxicol. Environ. Saf. , vol.31 , pp. 37-48
    • Briens, F.1    Bureau, R.2    Rault, S.3    Robba, M.4
  • 10
    • 0031296719 scopus 로고    scopus 로고
    • Applicability of the free energies of solvation for the prediction of ecotoxicity: Study of chlorophenols
    • Bureau, R., Faucon, J. C., Faisant, J., Briens, F., and Rault, S. (1997) Applicability of the free energies of solvation for the prediction of ecotoxicity: Study of chlorophenols. SAR QSAR Environ. Res. 6, 163-181.
    • (1997) SAR QSAR Environ. Res. , vol.6 , pp. 163-181
    • Bureau, R.1    Faucon, J.C.2    Faisant, J.3    Briens, F.4    Rault, S.5
  • 11
    • 84987104317 scopus 로고
    • The fungitoxicity of chlorophenols to the pathogenic fungi, Fusarium oxysporum and Rhizoctonia solani: A structure-activity relationship study
    • Cohen, E., Gamliel, A., and Katan, J. (1988) The fungitoxicity of chlorophenols to the pathogenic fungi, Fusarium oxysporum and Rhizoctonia solani: A structure-activity relationship study. Pestic. Sci. 24, 139-146.
    • (1988) Pestic. Sci. , vol.24 , pp. 139-146
    • Cohen, E.1    Gamliel, A.2    Katan, J.3
  • 12
    • 0030024120 scopus 로고    scopus 로고
    • Acute toxicity and structure-activity relationships of chlorophenols in fish
    • Kishino, T., and Kobayashi, K. (1996) Acute toxicity and structure-activity relationships of chlorophenols in fish. Water Res. 30, 387-392.
    • (1996) Water Res. , vol.30 , pp. 387-392
    • Kishino, T.1    Kobayashi, K.2
  • 13
    • 0007627552 scopus 로고    scopus 로고
    • Chemical reactivity indexes in density functional theory
    • Chermette, H. (1999) Chemical reactivity indexes in density functional theory. J. Comput. Chem. 20, 129-154.
    • (1999) J. Comput. Chem. , vol.20 , pp. 129-154
    • Chermette, H.1
  • 14
    • 4644369879 scopus 로고    scopus 로고
    • Reactivity descriptors
    • (Tollenaere, J., Bultinck, P., Winter, H. D., and Langenaeker, W., Eds.) Chapter 11 Marcel Dekker, New York
    • Chattaraj, P. K., Nath, S., and Maiti, B. (2003) Reactivity descriptors. In Computational Medicinal Chemistry for Drug Discovery (Tollenaere, J., Bultinck, P., Winter, H. D., and Langenaeker, W., Eds.) Chapter 11, pp 295-322, Marcel Dekker, New York.
    • (2003) Computational Medicinal Chemistry for Drug Discovery , pp. 295-322
    • Chattaraj, P.K.1    Nath, S.2    Maiti, B.3
  • 15
    • 0038661201 scopus 로고    scopus 로고
    • Conceptual density functional theory
    • Geerlings, P., De Proft, F., and Langenaeker, W. (2003) Conceptual density functional theory. Chem. Rev. 103, 1793-1874.
    • (2003) Chem. Rev. , vol.103 , pp. 1793-1874
    • Geerlings, P.1    De Proft, F.2    Langenaeker, W.3
  • 16
    • 33645467400 scopus 로고    scopus 로고
    • Special issue on chemical reactivity
    • Chattaraj, P. K., Ed.
    • (b) Chattaraj, P. K., Ed. (2005) Special issue on chemical reactivity. J. Chem. Sci. 117.
    • (2005) J. Chem. Sci. , pp. 117
  • 19
    • 4143097849 scopus 로고    scopus 로고
    • Toxicity analysis of 33′44′5-pentachloro biphenyl through chemical reactivity and selectivity profiles
    • Parthasarathi, R., Padmanabhan, J., Subramanian, V., Maiti, B., and Chattaraj, P. K. (2004) Toxicity analysis of 33′44′5-pentachloro biphenyl through chemical reactivity and selectivity profiles. Curr. Sci. 86, 535-542.
    • (2004) Curr. Sci. , vol.86 , pp. 535-542
    • Parthasarathi, R.1    Padmanabhan, J.2    Subramanian, V.3    Maiti, B.4    Chattaraj, P.K.5
  • 20
    • 4644291968 scopus 로고    scopus 로고
    • Electrophilicity index as a possible descriptor of biological activity
    • Parthasarathi, R., Subramanian, V., Roy, D. R., and Chattaraj, P. K. (2004) Electrophilicity index as a possible descriptor of biological activity. Bioorg. Med. Chem. 12, 5533-5543.
    • (2004) Bioorg. Med. Chem. , vol.12 , pp. 5533-5543
    • Parthasarathi, R.1    Subramanian, V.2    Roy, D.R.3    Chattaraj, P.K.4
  • 24
    • 0023026964 scopus 로고
    • Acute toxicity and QSAR of chlorophenols on Daphnia magna
    • Devillers, J., and Chambon, P. (1986) Acute toxicity and QSAR of chlorophenols on Daphnia magna. Bull. Environ. Contam. Toxicol. 37, 599-605.
    • (1986) Bull. Environ. Contam. Toxicol. , vol.37 , pp. 599-605
    • Devillers, J.1    Chambon, P.2
  • 25
    • 0022917561 scopus 로고
    • Toxicité aiguë chlorophénols sur Daphnia magna et Brachydanio rerio
    • Devillers, J., and Chambon, P. (1986) Toxicité aiguë chlorophénols sur Daphnia magna et Brachydanio rerio. J. Fr. Hydrol. 17, 111-120.
    • (1986) J. Fr. Hydrol. , vol.17 , pp. 111-120
    • Devillers, J.1    Chambon, P.2
  • 26
    • 0020173394 scopus 로고
    • Quantitative structure-toxicity relationship of halogenated phenols on bacteria
    • Liu, D., Thomson, K., and Kaiser, K. L. E. (1982) Quantitative structure-toxicity relationship of halogenated phenols on bacteria. Bull. Environ. Contam. Toxicol. 29, 130-136.
    • (1982) Bull. Environ. Contam. Toxicol. , vol.29 , pp. 130-136
    • Liu, D.1    Thomson, K.2    Kaiser, K.L.E.3
  • 27
    • 0021043941 scopus 로고
    • Effects of selected chemicals to photoluminescent bacteria and their correlations with acute and sublethal effects on other organisms
    • Ribo, J. M., and Kaiser, J. L. E. (1983) Effects of selected chemicals to photoluminescent bacteria and their correlations with acute and sublethal effects on other organisms. Chemosphere 12, 1421-1442.
    • (1983) Chemosphere , vol.12 , pp. 1421-1442
    • Ribo, J.M.1    Kaiser, J.L.E.2
  • 31
    • 33845375966 scopus 로고
    • The use of global and local molecular parameters for the analysis of the gas-phase basicity of amines
    • Yang, W., and Mortier, W. J. (1986) The use of global and local molecular parameters for the analysis of the gas-phase basicity of amines. J. Am. Chem. Soc. 108, 5708-5711.
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 5708-5711
    • Yang, W.1    Mortier, W.J.2
  • 33
    • 0001625296 scopus 로고
    • Atomic Fukui indexes from the topological theory of atoms in molecules applied to Hartree-Fock and correlated electron densities
    • Cioslowski, J., Martinov, M., and Mixon, S. T. (1993) Atomic Fukui indexes from the topological theory of atoms in molecules applied to Hartree-Fock and correlated electron densities. J. Phys. Chem. 97, 10948-10951.
    • (1993) J. Phys. Chem. , vol.97 , pp. 10948-10951
    • Cioslowski, J.1    Martinov, M.2    Mixon, S.T.3
  • 35
    • 0032578481 scopus 로고    scopus 로고
    • Reactivity of the HIV-1 nucleocapsid protein p7 zinc finger domains from the perspective of density-functional theory
    • Maynard, A. T., Huang, M., Rice, W. G., and Covell, D. G. (1998) Reactivity of the HIV-1 nucleocapsid protein p7 zinc finger domains from the perspective of density-functional theory. Proc. Natl. Acad. Sci. U.S.A. 95, 11578-11583.
    • (1998) Proc. Natl. Acad. Sci. U.S.A. , vol.95 , pp. 11578-11583
    • Maynard, A.T.1    Huang, M.2    Rice, W.G.3    Covell, D.G.4
  • 36
    • 0037742281 scopus 로고    scopus 로고
    • Philicity: A unified treatment of chemical reactivity and selectivity
    • Chattaraj, P. K., Maiti, B., and Sarkar, U. (2003) Philicity: A unified treatment of chemical reactivity and selectivity. J. Phys. Chem. A 107, 4973-4975.
    • (2003) J. Phys. Chem. A , vol.107 , pp. 4973-4975
    • Chattaraj, P.K.1    Maiti, B.2    Sarkar, U.3
  • 38
    • 0347291894 scopus 로고
    • Absolute hardness: Companion parameter to absolute electronegativity
    • Parr, R. G., and Pearson, R. G. (1983) Absolute hardness: companion parameter to absolute electronegativity. J. Am. Chem. Soc. 105, 7512-7516.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 7512-7516
    • Parr, R.G.1    Pearson, R.G.2
  • 40
    • 0002483594 scopus 로고    scopus 로고
    • Multivariate regression outperforms several robust architectures of neural networks in QSAR modeling
    • Lucic, B., and Trinajstic, N. (1999) Multivariate regression outperforms several robust architectures of neural networks in QSAR modeling. J. Chem. Inf. Comput. Sci. 39, 121-132.
    • (1999) J. Chem. Inf. Comput. Sci. , vol.39 , pp. 121-132
    • Lucic, B.1    Trinajstic, N.2
  • 41
    • 4243553426 scopus 로고    scopus 로고
    • Density-functional exchange-energy approximation with correct asymptotic behavior
    • Becke, A. D. (1998) Density-functional exchange-energy approximation with correct asymptotic behavior. Phys. Rev. A 38, 3098-3100.
    • (1998) Phys. Rev. A , vol.38 , pp. 3098-3100
    • Becke, A.D.1
  • 42
    • 0345491105 scopus 로고
    • Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density
    • Lee, C., Yang, W., and Parr, R. G. (1988) Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys. Rev. B 37, 785-789.
    • (1988) Phys. Rev. B , vol.37 , pp. 785-789
    • Lee, C.1    Yang, W.2    Parr, R.G.3
  • 43
    • 33748545144 scopus 로고
    • The influence of polarization functions on molecular orbital hydrogenation energies
    • Hariharan, P. C., and Pople, J. A. (1973) The influence of polarization functions on molecular orbital hydrogenation energies. Theor. Chim. Acta. 28, 213-222.
    • (1973) Theor. Chim. Acta , vol.28 , pp. 213-222
    • Hariharan, P.C.1    Pople, J.A.2
  • 45
    • 0001553329 scopus 로고
    • Bonded-atom fragments for describing molecular charge densities
    • Hirshfeld, F. L. (1977) Bonded-atom fragments for describing molecular charge densities. Theor. Chim. Acta 44, 129-138.
    • (1977) Theor. Chim. Acta , vol.44 , pp. 129-138
    • Hirshfeld, F.L.1
  • 46
    • 85030926930 scopus 로고    scopus 로고
    • Accelrys, Inc., San Diego, California
    • 3, Accelrys, Inc., San Diego, California.
    • 3
  • 48
    • 84947145047 scopus 로고
    • A generalized inverse for matrices
    • Penrose, R. (1955) A generalized inverse for matrices. Proc. Camb. Philos. Soc. 51, 406-413.
    • (1955) Proc. Camb. Philos. Soc. , vol.51 , pp. 406-413
    • Penrose, R.1
  • 49
    • 33644688603 scopus 로고    scopus 로고
    • The critical role of Arabidopsis electron-transfer flavoprotein: Ubiquinone oxidoreductase during dark-induced starvation
    • and references therein
    • Ishizaki, K., Larson, T. R., Schauer, N., Fernie, A. R., Graham, I. A., and Leaver, C. J. (2005) The critical role of Arabidopsis electron-transfer flavoprotein: Ubiquinone oxidoreductase during dark-induced starvation. Plant Cell 17, 2587-2600 and references therein.
    • (2005) Plant Cell , vol.17 , pp. 2587-2600
    • Ishizaki, K.1    Larson, T.R.2    Schauer, N.3    Fernie, A.R.4    Graham, I.A.5    Leaver, C.J.6
  • 50
    • 0041307079 scopus 로고    scopus 로고
    • An oxygen-bonded C8-deoxyguanosine nucleoside adduct of pentachlorophenol by peroxidase activation: Evidence for ambident C8 reactivity by phenoxyl radicals
    • Dai, J., Wright, M. W., and Manderville, R. A. (2003) An oxygen-bonded C8-deoxyguanosine nucleoside adduct of pentachlorophenol by peroxidase activation: Evidence for ambident C8 reactivity by phenoxyl radicals. Chem. Res. Toxicol. 16, 817-821.
    • (2003) Chem. Res. Toxicol. , vol.16 , pp. 817-821
    • Dai, J.1    Wright, M.W.2    Manderville, R.A.3
  • 51
    • 17644405444 scopus 로고    scopus 로고
    • Role of phenoxyl radicals in DNA adduction by chlorophenol xenobiotics following peroxidase activation
    • Dai, J., Sloat, A. L., Wright, M. W., and Manderville, R. A. (2005) Role of phenoxyl radicals in DNA adduction by chlorophenol xenobiotics following peroxidase activation. Chem. Res. Toxicol. 18, 771-779.
    • (2005) Chem. Res. Toxicol. , vol.18 , pp. 771-779
    • Dai, J.1    Sloat, A.L.2    Wright, M.W.3    Manderville, R.A.4
  • 52
    • 0024593077 scopus 로고
    • Short-term effects of chlorophenols on the function and viability of primary cultured rat hepatocytes
    • Aschmann, C., Stork, T., and Wassermann, O. (1989) Short-term effects of chlorophenols on the function and viability of primary cultured rat hepatocytes. Arch. Toxicol. 63, 121-120.
    • (1989) Arch. Toxicol. , vol.63 , pp. 121-1120
    • Aschmann, C.1    Stork, T.2    Wassermann, O.3
  • 53
    • 0022993743 scopus 로고
    • The microsomal metabolism of pentachlorophenol and its covalent binding to protein and DNA
    • van Ommen, B., Adang, A., Muller, F., and van Bladeren, P. J. (1986) The microsomal metabolism of pentachlorophenol and its covalent binding to protein and DNA. Chem.-Biol. Interact. 60, 1-11.
    • (1986) Chem.-Biol. Interact. , vol.60 , pp. 1-11
    • Van Ommen, B.1    Adang, A.2    Muller, F.3    Van Bladeren, P.J.4
  • 54
    • 0037648946 scopus 로고    scopus 로고
    • Formation and removal of pentachlorophenol-derived protein adducts in rodent liver under acute, multiple, and chronic dosing regimens
    • Chin-Hsiang, T., Po-Hsiung, L., Troester, M. A., and Rappaport, S. M. (2003) Formation and removal of pentachlorophenol-derived protein adducts in rodent liver under acute, multiple, and chronic dosing regimens. Toxicol. Sci. 73, 26-35.
    • (2003) Toxicol. Sci. , vol.73 , pp. 26-35
    • Chin-Hsiang, T.1    Po-Hsiung, L.2    Troester, M.A.3    Rappaport, S.M.4
  • 55
    • 0032985623 scopus 로고    scopus 로고
    • Applicability of CATALYST in ecotoxicology, a new promising tool for 3D-QSAR: Study of chlorophenols
    • Briens, F., Bureau, R., and Rault, S. (1999) Applicability of CATALYST in ecotoxicology, a new promising tool for 3D-QSAR: Study of chlorophenols. Ecotoxicol. Environ. Saf. 43, 241-251.
    • (1999) Ecotoxicol. Environ. Saf. , vol.43 , pp. 241-251
    • Briens, F.1    Bureau, R.2    Rault, S.3


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