Reactivity parameters in structure-activity relationship-based risk assessment of chemicals

Environmental Health Perspectives

Volumn 104, Issue 8, 1996, Pages 810-816

  McKinney, James D ^a  

^a U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

Author keywords

Chemical reactivity; Molecular mechanisms; Protein binding; Risk assessment; Structure activity relationships; Toxicity

Indexed keywords

BIOLOGY; CHEMICAL BINDING; CHEMICAL REACTION; CHEMICAL STRUCTURE; MOLECULAR RECOGNITION; PRIORITY JOURNAL; PROTEIN BINDING; REVIEW; RISK ASSESSMENT; STRUCTURE ACTIVITY RELATION; TOXICOLOGY;

EID: 0029757398     PISSN: 00916765     EISSN: None     Source Type: Journal    
DOI: 10.1289/ehp.96104810     Document Type: Review

References (44)

1. Fan A, Howd R, Davis B. Risk assessment of environmental chemicals. Annu Rev Pharmacol Toxicol 35:341-368 (1995).
2. Goddard WA III. Theoretical chemistry comes alive: full partner with experiment. Science 227(4689):917-923 (1985).
3. Richard AM. Role of computational chemistry in support of hazard ID: mechanism-based SARs. Toxicol Lett 79:115-122 (1995).
4. McKinney JD, Chae K, McConnell EE, Birnbaum LS. Structure-induction versus structure-toxicity relationships for polychlorinated biphenyls and related aromatic hydrocarbons. Environ Health Perspect 60:57-68 (1985).
5. McKinney JD, Singh P. Structure-activity relationships in halogenated biphenyls: unifying hypothesis for structural specificity. Chem Biol Interact 33:271-283 (1981).
6. Franks NP, Lieb WR. Mechanisms of general anesthesia. Environ Health Perspect 87:199-205 (1990).
7. Monro A. What is an appropriate measure of exposure when testing drugs for carcinogenicity in rodents? Toxicol Appl Pharmacol 112:171-181 (1992).
8. McKinney JD. Metabolism and disposition of inorganic arsenic in laboratory animals and humans. Environ Geochem Health 14(2):43-48 (1992).
9. McKinney JD, Waller CL. Polychlorinated biphenyls as hormonally active structural analogs. Environ Health Perspect 102(3):290-297 (1994).
10. Hanzlik RP. Toxicity and metabolism of metal compounds: some structure-activity relationships. In: Environmental health chemistry (McKinney JD, ed). Ann Arbor, MI:Ann Arbor Science Publishing, 1981;467-496.
11. Hanzlik RP. Inorganic aspects of biological and organic chemistry. New York:Academic Press, 1976.
12. Safe S. Polychlorinated biphenyls (PCBs), dibenzo-p-dioxins (PCDDs), dibenzofurans (PCDFs) and related compounds: environmental and mechanistic considerations which support the development of toxic equivalency factors (TEFs). Crit Rev Toxicol 21:51-88 (1990).
13. Carlson RM. Assessment of the propensity for covalent binding of electrophiles to biological substrates. Environ Health Perspect 87:227-232 (1990).
14. Macdonald TL. Chemical mechanisms of halo-carbon metabolism. CRC Crit Rev Toxicol 11(2):85-120 (1982).
15. Waller CL, McKinney JD. Theoretical investigation into the potential of halogenated methanes to undergo reductive metabolism. J Comp Chem 14(12):1575-1579 (1993).
16. Gao P, Pegram R. Evaluation of chloroform covalent binding to protein and lipid in rat tissue slices. Toxicologist 14(1):1078 (1994).
17. Lilly PD, Andersen ME, Pegram RA. A physiologically-based pharmacokinetic description of bromodichloromethane (BDCM) tissue dosimetry. Toxicologist 30:251 (1996).
18. Pegram RA, Andersen ME, Warren SH, Ross TM, Claxton LD. Glutathione S-transferase-mediated mutagenicity of trihalomethanes. Toxicologist 30:291 (1996).
19. Delnomdedieu M, Basti MM, Styblo M, Otvos JD, Thomas DJ. Complexation of arsenic species in rabbit erythrocytes. Chem Res Toxicol 7:621-627 (1994).
20. Wachsman JT, Bristol DW, Spalding J, Shelby M, Tennant RW. Predicting chemical carcinogenesis in rodents. Environ Health Perspect 101(5):444-445 (1993).
21. Dougherty RC, Whitaker MJ, Smith LM, Stalling DL, Kuehl DW. Negative chemical ionization studies of human and food chain contamination with xenobiotic chemicals. Environ Health Perspect 36:103-118 (1980).
22. Zurer PS. Supramolecular chemistry exploited to build nanotubes, recognize DNA. Chem Eng News 74(3):18-20 (1996).
23. Lucier GW, Portier CJ, Gallo MA. Receptor mechanisms and dose-response models for the effects of dioxins. Environ Health Perspect 101(1):36-44 (1993).
24. Nebert DW. Proposed role of drug-metabolizing enzymes: regulation of steady state levels of ligands that effect growth, homeostasis, differentiation, and neuroendocrine functions. Mol Endocrinol 5:1203-1214 (1991).
25. Landers JP, Bunce NJ. The Ah receptor and the mechanism of dioxin toxicity. Biochem J 276:273-287 (1991).
26. Waller CL, McKinney JD. Three-dimensional quantitative structure-activity relationships of dioxins and dioxin-like compounds: model validation and Ah receptor characterization. Chem Res Toxicol 8:847-858 (1995).
27. McKinney JD, Darden T, Lyerly MA, Pedersen L. PCB and related compound binding to Ah receptor(s): theoretical model based on molecular parameters and molecular mechanics. Quant Struct Act Relat Pharmacol Chem Biol 4:166-172 (1985).
28. Jensen S, Sundstrom G. Structures and levels of most chlorobiphenyls in two technical PCB products and in human adipose tissue. Ambio 3(2):70-76 (1974).
29. Kimata K, Hosoya K, Araki T, Tanaka N, Barnhart ER, Alexander LR, Sirimanne S, McClure PC, Grainger J, Patterson DG. Electron-acceptor and electron-donor chromatogtaphic stationary phases for the reversed-phase liquid chromatographic separation and isomer identification of polychlorinated dibenzo-p-dioxins. Anal Chem 65:2502-2509 (1993).
30. Andersen ME. Physiological modeling of organic compounds. Ann Occup Hyg 35:309-321 (1991).
31. Pohl LR, George JW, Martin JL, Krishna G. Deuterium isotope effect in in vivo bioactivation of chloroform to phosgene. Biochem Pharmacol 28:561-563 (1979).
32. Safe S. Polychlorinated biphenyls (PCBs): Environmental impact, biochemical and toxic responses, and implications for risk assessment. Crit Rev Toxicol 24(1):1-63 (1994).
33. Brouwer A. Inhibition of thyroid hormone transport in plasma of rats by polychlorinated biphenyls. Arch Toxicol 13:440-445 (1989).
34. Weinstein H, Rabinowitz J, Liebman MN, Osman R. Determinants of molecular reactivity as criteria for predicting toxicity: problems and approaches. Environ Health Perspect 61:147-162 (1985).
35. DeMarini DM, Gallagher JE, Houk VS, Simmons J. Toxicological evaluation of complex industrial wastes: implications for exposure assessment. Toxicol Lett 49:199-214 (1989).
36. e test. Carcinogenesis 8:253-264 (1987).
37. e: molecular determinants, relationship with other physical-chemical and quantum mechanical parameters, and ability to predict rodent carcinogenicity. Carcinogenesis 13(4):547-553 (1992).
38. Whitlock JP Jr. Mechanistic aspects of dioxin action. Chem Res Toxicol 6:754-763 (1993).
39. Cheney BV, Tolly T. Electronic factors affecting receptor binding of dibenzo-p-dioxins and dibenzofurans. Int J Quantum Chem Symp 16:87-110 (1979).
40. e test to NCI/NTP-screened chemicals. I. Non-genotoxic carcinogens and genotoxic non-carcinogens. Carcinogenesis 11:1811-1818 (1990).
41. Waller CL, Evans MV, McKinney JD. Modeling the cytochrome P450-mediated metabolism of chlorinated volatile organic compounds (VOCs). Drug Metab Dispos 24(2):203-210 (1996).
42. Worsfold PJ. Environmental monitoring - a flow injection approach. J Automatic Chem 16(5):153-154 (1994).
43. Bach RD, Andres JL, Su M-D, McDouall JJW. Theoretical model for electrophilic oxygen atom insertion into hydrocarbons. J Am Chem Soc. 115:5768-5775 (1993).
44. Astill BD. Structure-activity relationships within and between chemical classes. In: Methods for assessing the effects of mixtures of chemicals, SCOPE 30, SGOMSEC 3 (Vouk VB, Butler GC, Upton AC, Parke DV, Asher SC, eds). New York:John Wiley and Sons, 1987; 209-223.