Correlation of the toxicity of organic compounds to tadpoles using the Abraham model

Science of the Total Environment

Volumn 371, Issue 1-3, 2006, Pages 99-109

  Bowen, Kaci R ^a   Flanagan, Kelly B ^a   Acree Jr , William E ^a   Abraham, Michael H ^b   Rafols, Clara ^c  

^a UNIVERSITY OF NORTH TEXAS   (United States)

^b UNIVERSITY COLLEGE LONDON   (United Kingdom)

^c UNIVERSITY OF BARCELONA   (Spain)

Author keywords

Mathematical correlation; Nonpolar narcosis; Polar narcosis; Solvation parameter model; Tadpoles; Toxicities

Indexed keywords

BIODIVERSITY; CONCENTRATION (PROCESS); CORRELATION METHODS; MATHEMATICAL MODELS; TOXICITY;

MATHEMATICAL CORRELATION; NONPOLAR NARCOSIS; POLAR NARCOSIS; SOLVATION PARAMETER MODELS; TADPOLES;

ORGANIC COMPOUNDS;

ORGANIC COMPOUND;

BIOACCUMULATION; CORRELATION; FROG; ORGANIC POLLUTANT; TOXICITY TEST;

ALKALINITY; ANESTHESIA; ARTICLE; CORRELATION ANALYSIS; ECOTOXICITY; HYDROGEN BOND; LC 50; MATHEMATICAL MODEL; MOLECULAR SIZE; PREDICTION; PRIORITY JOURNAL; RISK ASSESSMENT; SPECIES DIFFERENCE; TADPOLE;

ANIMALS; ANURA; LARVA; MODELS, BIOLOGICAL; ORGANIC CHEMICALS; SOLUTIONS; WATER POLLUTANTS, CHEMICAL;

RANA BREVIPODA POROSA; RANA JAPONICA; RANA PIPIENS; RANA TEMPORARIA; XENOPUS LAEVIS;

EID: 33750511270     PISSN: 00489697     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.scitotenv.2006.08.030     Document Type: Article

References (43)

1. Abraham M.H., and Rafols C. Factors that influence tadpole narcosis. An LFER analysis. J Chem Soc, Perkin Trans 2 (1995) 1843-1851
2. Abraham M.H., Ibrahim A., and Zissimos A.M. The determination of sets of solute descriptors from chromatographic measurements. J Chromatogr, A 1037 (2004) 29-47
3. Agrawal V.K., Chaturvedi S., Abraham M.H., and Khadikar P.V. QSAR Study on tadpole narcosis. Bioorg Med Chem 11 (2003) 4523-4533
4. Alifimoff J.K., Firestone L.L., and Miller K.W. Anaesthetic potencies of secondary alcohol enantiomers. Anesthesiology 66 (1987) 55-59
5. Alifimoff J.K., Firestone L.L., and Miller K.W. Anaesthetic potencies of primary alkanols: implications for the molecular dimensions of the anaesthetic site. Br J Pharmacol 96 (1989) 9-16
6. Altenburg K. Dependence of nonspecific effects of organic compounds on molecular structure. Stud Biophys 82 (1981) 55-62
7. Bowen, KR, Flanagan, KB, Acree Jr WE, Abraham MH. Correlating Toxicities of Organic Compounds to Select Protozoa Using the Abraham Model. Sci. Total Environ. in press.
8. Casalegno M., Benfenati E., and Selio G. An automated group contribution method in predicting aquatic toxicity: the diatomic fragment approach. Chem Res Toxicol 18 (2005) 740-746
9. Curry S., Moss G.W.J., Dickinson R., Lieb W.R., and Franks N.P. Probing the molecular dimensions of general anesthetic target sites in tadpoles (Xenopus laevis) and model systems using cycloalcohols. Br J Pharmacol 102 (1991) 167-173
10. Dickenson R., Smith E.H., Franks N.P., and Lieb W.R. Synthesis and use of the n-bromo-1,12-diols as conformational probes for general anesthetic target sites. J Med Chem 36 (1993) 111-118
11. Dyer S.D., Versteeg D.J., Belanger S.E., Chaney J.G., and Mayer F.L. Interspecies correlation estimates predict protective environmental concentrations. Environ Sci Technol 40 (2006) 3102-3111
12. Eldred D.V., Weikel C.L., Jurs P.C., and Kaiser K.L.E. Prediction of fathead minnow acute toxicity of organic compounds from molecular structure. Chem Res Toxicol 12 (1999) 670-678
13. Gunatilleka A.D., and Poole C.F. Models for estimating the non-specific aquatic toxicity of organic compounds. Anal Commun 36 (1999) 235-242
14. Gunatilleka A.D., and Poole C.F. Models for estimating the non-specific toxicity of organic compounds in short-term bioassays. Analyst 125 (2000) 127-132
15. Hansch C., and Dunn III W.J. Linear relations between lipophilic character and biological activity of drugs. J Pharm Sci 61 (1972) 1-19
16. Hoover K.R., Acree Jr. W.E., and Abraham MH. Chemical toxicity correlations for several fish species based on the Abraham solvation parameter model. Chem Res Toxicol 18 (2005) 1497-1505
17. Hoover, KR, Flanagan KB, Acree Jr WE, Abraham MH. Chemical toxicity correlations for several protozoas, bacteria and water fleas based on the Abraham solvation parameter model. J. Environ. Eng. Sci. in press.
18. Huang H., Wang X., Shao Y., Chen D., Dai X., and Wang L. QSAR for prediction of joint toxicity of substituted phenols to tadpoles (Rana japonica). Bull Environ Contam Toxicol 71 (2003) 1124-1130
19. Huang H., Wang X., Qu W., Zhao J., Shao Y., and Wang L. Acute toxicity of benzene derivatives to tadpoles (Rana japonica) and QSAR analyses. Chemosphere 53 (2003) 963-970
20. Kamlet M.J., Doherty R.M., Taft R.W., Abraham M.H., Veith G.D., and Abraham D.J. Solubility properties in polymers and biological media. 8. An analysis of the factors that influence toxicities of organic nonelectrolytes to the golden orfe fish (Leuciscus idus melanotus). Environ Sci Technol 21 (1987) 149-155
21. Kamlet M.J., Doherty R.M., Abraham M.H., and Taft R.W. Solubility properties in biological media. 12. Regarding the mechanism of nonspecific toxicity or narcosis by organic nonelectrolytes. Quant Struct-Act Relat Pharmacol Chem Biol 7 (1988) 71-78
22. Katritzky A.R., Tatham D.B., and Maran U. Theoretical descriptors for the correlation of aquatic toxicity of environmental pollutants by quantitative structure-toxicity relationships. J Chem Inf Comput Sci 41 (2001) 1162-1176
23. Kita Y., and Miller K.W. Partial molal volumes of some 1-alkanols in erythrocyte ghosts and lipid bilayers. Biochem 21 (1982) 2840-2847
24. Lipnick R.L. In: Suter G.W., and Lewis MA. (Eds). Aquatic Toxicity and Environmental Fate vol. 11 (1989), American Society for Testing and Materials, Philadelphia 468-489 ASTM STP 1007
25. Leo A., Hansch C., and Church C. Comparison of parameters currently used in the study of structure-activity relationships. J Med Chem 12 (1969) 766-771
26. Magee P.S. Complex factors in hydrocarbon/water, soil/water and fish/water partitioning. Sci Total Environ 109/110 (1991) 155-178
27. 50) of organic compounds to the fathead minnow (Pimephales promelas) using group contribution method. Chem Res Toxicol 14 (2001) 1378-1385
28. McCoy E.F., and Sykes M.J. Quantum-mechanical QSAR/QSPR descriptors from momentum-space wave functions. J Chem Inf Comput Sci 43 (2003) 545-553
29. Meyer K.H., and Hemmi H. Beitrage zur theorie der narkose. III. Biochem Z 277 (1935) 39-71
30. Minitab, Version 14 (2003) Minitab Inc., State College, PA.
31. Moss G.W.J., Curry S., Franks N.P., and Lieb W.R. Mapping the polarity profiles of general anesthetic target sites using n-alkane-α,ω-diols. Biochem 30 (1991) 10551-10557
32. Munch J.C. Aliphatic alcohols and alkyl esters. Narcotic and lethal potencies. Ind Med Surg 41 (1972) 31-33
33. Netzeva T.I., Aptula A.O., Benfenati E., Cronin M.T.D., Gini G., Lessigiarska I., et al. Description of the electronic structure of organic chemicals using semiemprical and ab initio for development of toxicological QSARs. J Chem Inf Model 45 (2005) 106-114
34. Nishiuchi Y. Toxicity of agrochemicals to freshwater organism. CIII. Solvents. Suisan Zoshoku vol. 32 (1984) 115-119
35. Overton C.E. Studien uber die Narhose (1901), Fischer, Jena
36. Overton C.E. In: Lipnick R.L. (Ed). Studies on Narcosis (1991), Chapman and Hall, London
37. Paulov S. The effect of the antiknowck compound tert-butyl methyl ether on the model species Rana temporaria L. Biologia 42 (1987) 185-189
38. Pringle M.J., Brown K.B., and Miller K.W. Can the lipid theories of anesthesia account for the cutoff in anesthetic potency in homologous series of alcohols?. Mol Pharmacol 19 (1981) 49-55
39. Raines D.E., Korten S.E., Hill A.G., and Miller K.W. Anesthetic cutoff in cycloalkanemethanols. Anesthesiology 78 (1993) 918-927
40. Ramos E.U., Vaes W.H.J., Verhaar H.J.M., and Hermens J.L.M. Quantitative structure-activity relationships for the aquatic toxicity of polar and nonpolar narcotic pollutants. J Chem Inf Comput Sci 38 (1998) 845-852
41. Roy K., and Ghosh G. QSTR and extended topochemical atom indices. 2. Fish toxicities of selected benzenes. J Chem Inf Comput Sci 44 (2004) 559-567
42. Vernon H.M. Changes in the reaction of growing organisms to narcotics. J Physiol 47 (1914) 15-29
43. Wang X., Dong Y., Wang L., and Han S. Acute toxicity of substituted phenols to Rana japonica tadpoles and mechanism-based quantitative structure-activity relationship (QSAR) study. Chemosphere 44 (2001) 447-455