Mechanistic quantitative structure-activity relationship model for the photoinduced toxicity of polycyclic aromatic hydrocarbons: II. An empirical model for the toxicity of 16 polycyclic aromatic hydrocarbons to the duckweed Lemna gibba l. G-3

Environmental Toxicology and Chemistry

Volumn 16, Issue 11, 1997, Pages 2296-2303

  Huang, Xiao Dong ^a   Krylov, Sergey N ^a   Ren, Lisha ^a   McConkey, Brendan J ^a   Dixon, D George ^a   Greenberg, Bruce M ^a  

^a UNIVERSITY OF WATERLOO   (Canada)

Author keywords

Photoinduced toxicity; Photomodification; Photosensitization; Phytotoxicology; Polycyclic aromatic hydrocarbons

Indexed keywords

POLYCYCLIC AROMATIC HYDROCARBON;

PAH; PHOTOMODIFICATION; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP MODEL; TOXICITY;

ARTICLE; GROWTH INHIBITION; MATHEMATICAL MODEL; NONHUMAN; PHOTOCHEMISTRY; PHOTOSENSITIZATION; PLANT GROWTH; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION; TOXICITY TESTING;

ARACEAE; LEMNA; LEMNA GIBBA;

EID: 0030758803     PISSN: 07307268     EISSN: None     Source Type: Journal    
DOI: 10.1897/1551-5028(1997)016<2296:MQSARM>2.3.CO;2     Document Type: Article

References (32)

1. Hermens, J.L.M. 1989. Quantitative structure activity relationships of environmental pollutants. In O. Hutzinger ed., Handbook of Environmental Chemistry, Vol. II E - Reactions and Processes Springer-Verlag, Berlin, Germany, pp. 111-162.
2. Hermens, J.L.M. and A. Opperhuizen, eds. 1991. QSAR in Environmental Toxicology - IV. Elsevier, Amsterdam, The Netherlands.
3. Newsted, J.L. and J.P. Giesy. 1987. Predictive models for photoinduced acute toxicity of polycyclic aromatic hydrocarbons to Daphna magna, Strauss (Cladocera, Crustacea). Environ. Toxicol. Chem. 6:445-461.
4. Cooper, W.J. and F.L. Herr. 1987. Introduction and overview. In R.G. Zika and W.J. Cooper, eds., Photochemistry of Environmental Aquatic Systems. ACS Symposium Series 327. American Chemical Society, Washington, DC, pp. 1-8.
5. Larson, R.A. and M.R. Berenbaum. 1988. Environmental phototoxicity. Environ. Sci. Technol. 22:354-360.
6. Huang, X.-D., D.G. Dixon and B.M. Greenberg. 1993. Impacts of ultraviolet radiation and photomodification on the toxicity of polycyclic aromatic hydrocarbons to the higher plant Lemna gibba L. G-3 (duckweed). Environ. Toxicol. Chem. 12:1067-1077.
7. Foote, C.S. 1991. Definition of type I and type II photosensitized oxidation. Photochem. Photobiol. 54:659.
8. Krylov, S.N., X.-D. Huang, L.F. Zeiler, D.G. Dixon and B.M. Greenberg. 1997. Mechanistic quantitative structure-activity relationship model for the photoinduced toxicity of polycyclic aromatic hydrocarbons: I. Physical model based on chemical kinetics in a two-compartment system. Environ. Toxicol. Chem. 16: 2283-2295.
9. Foote, C.S. 1987. Type I and type II mechanisms in photodynamic action. In J.R. Heitz and K.R. Downum, eds., Light-Activated Pesticides. ACS Symposium Series 339 American Chemical Society, Washington, DC pp. 22-38.
10. Packer, L., ed. 1984. Oxygen Radicals in Biological Systems. Vol. 105. Academic Press, San Diego, CA, USA.
11. Halliwell, B. and J.M.C. Gutteridge. 1985. Free Radicals in Biology and Medicine. Clarendon, Oxford, UK.
12. Katz, M., C. Chan, H. Tosine and T. Sakuma. 1979. Relative rates of photochemical and biological oxidation (in vitro) of polynuclear aromatic hydrocarbons. In P.W. Jones and P. Leber, eds., Polynuclear Aromatic Hydrocarbons. Ann Arbor Science, Ann Arbor, MI, USA, pp. 171-189.
13. McConkey, B.J., C.L. Duxbury, D.G. Dixon and B.M. Greenberg. 1997. Toxicity of a PAH photooxidation product to the bacteria Photobacterium phosphoreum and the duckweed Lemna gibba: Effects of phenanthrene and its primary photoproduct, phenanthrenequinone. Environ. Toxicol. Chem. 16:892-899.
14. Ren, L., X.-D. Huang, B.J. McConkey, D.G. Dixon and B.M. Greenberg. 1994. Photoinduced toxicity of three polycyclic aromatic hydrocarbons (fluoranthene, pyrene, and naphthalene) to the duckweed Lemna gibba L. G-3. Ecotoxicol. Environ. Saf. 28: 160-171.
15. American Society for Testing and Materials. 1995. Standard guide for using lighting in laboratory testing. E 1733-95. In Annual Book of ASTM Standards, Volume 11.05. Philadelphia, PA, p. 11.
16. Greenberg, B.M., X.-D. Huang and D.G. Dixon. 1992. Applications of the aquatic higher-plant Lemna gibba for ecotoxicological assessment. J. Aquat. Ecosyst. Health 1:147-155.
17. Duxbury, C.L., D.G. Dixon and B.M. Greenberg. 1997. Effects of simulated solar radiation on the bioaccumulation of polycyclic aromatic hydrocarbons by the duckweed Lemna gibba. Environ. Toxicol. Chem. 16:1739-1748.
18. tenHulscher, T.E.M., L.E. vanderVelde and W.A. Bruggeman. 1992. Temperature dependence of Henry's law constants for selected chlorobenzenes, polychlorinated biphenyls and polycylic aromatic hydrocarbons. Environ. Toxicol. Chem. 11:1595-1603.
19. Wang, W.C. 1991. Literature review on higher plants for toxicity testing. Water Air Soil Pollut. 59:381-400.
20. Lakowicz, J.R. 1983. Principles of Fluorescence Spectroscopy. Plenum, New York, NY, USA.
21. Commission of the European Communities. 1985. Spectral Atlas of Polycylic Aromatic Compounds. D. Reidel, Dordrecht, The Netherlands.
22. Nakhimovsky, L. 1989. Handbook of Low Temperature Electronic Spectra of Polycyclic Aromatic Hydrocarbons. Elsevier, Amsterdam, The Netherlands.
23. Lakowicz, J.R. 1991. Topics in Fluorescence Spectroscopy, Vol. 1-2. Plenum, New York, NY, USA.
24. Mezey, P.G., Z. Zimpel, P. Warburton, P.D. Walker, D.G. Irvine, D.G. Dixon and B.G. Greenberg. 1996. A high-resolution shape-fragment MEDLA database for toxicological shape analysis of PAHs. J. Chem. Inf. Comput. Sci. 36:602-611.
25. Morgan, D.D., D. Warshawsky and T. Atkinson. 1977. The relationship between carcinogenic activities of polycyclic aromatic hydrocarbons and their singlet, triplet, and singlet-triplet splitting energies and phosphorescence lifetimes. Photochem. Photobiol. 25:31-38.
26. Schoeny, R., T. Cody, D. Warshawsky and M. Radike. 1988. Metabolism of mutagenic polycyclic aromatic hydrocarbons by photosynthetic algal species. Mutat. Res. 197:289-302.
27. Greenberg, B.M., X.-D. Huang, D.G. Dixon, L. Ren, B.J. McConkey and C.L. Duxbury. 1993. Quantitative structure activity relationships for the photoinduced toxicity of polycyclic aromatic hydrocarbons to plants - A preliminary model. In J.W. Gorsuch, F.J. Dwyer, C.G. Ingersoll and T.W. La Point, eds., Environmental Toxicology and Risk Assessment, Vol. 2. STP 1216. American Society for Testing and Materials, Philadelphia, PA, pp. 369-378.
28. Ren, L., L.F. Zeiler, D.G. Dixon and B.M. Greenberg. 1996. Photoinduced effects of polycyclic aromatic hydrocarbons on Brassica napus (canola) during germination and early seedling development. Ecotoxicol. Environ. Saf. 33:73-80.
29. Yang, S.K., D.W. McCourt, P.P. Roller and H.V. Gelboin. 1976. Enzymatic conversion of benzo(a)pyrene leading predominantly to the diol-epoxide r-7,t-8-dihydroxy-t-9,10-oxy-7,8,9,10-tetrahydroxybenzo(a)pyrene through a single enantiomer of r-7,t-8-dihydroxy-7, 8-dihyrobenzo(a)pyrene. Proc. Natl. Acad. Sci. USA 73:2594-2598.
30. Shimada, T. and S.-I. Nakamura. 1987. Cytochrome P-450 mediated activation of procarcinogens and promutagens to DNA damaging products by measuring expression of umu gene in Salmonella typhimurium TA 1535/pSK1002. Biochem. Pharmacol. 36:1979-1987.
31. Harvey, R.G., C. Cortez, T. Sugiyama, Y. Ito, T.W. Sawyer and J. DiGiovanni. 1988. Biologically active dihydrodiol metabolites of polycyclic aromatic hydrocarbons structurally related to the potent carcinogenic hydrocarbon 7,12-dimethylbenz(a)anthracene. J. Med. Chem. 31:154-159.
32. Mekenyan, O.G., G.T. Ankley, G.D. Veith and D.J. Call. 1994. QSAR for photoinduced toxicity: I. Acute lethality of polycyclic aromatic hydrocarbons to Daphnia magna. Chemosphere 28: 567-582.