Structure-based methods for predicting mutagenicity and carcinogenicity: Are we there yet?

Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis

Volumn 400, Issue 1-2, 1998, Pages 493-507

  Richard, Ann M ^a  

^a U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

Author keywords

Carcinogenicity; CASE; DEREK; Haloa cetic acid; Mutagenicity; OncoLogic; SAR; TOPKAT; Toxicity prediction

Indexed keywords

CARCINOGEN; MUTAGENIC AGENT;

ARTICLE; CARCINOGENICITY; CHEMICAL CARCINOGENESIS; CHEMICAL MUTAGENESIS; MALIGNANT NEOPLASTIC DISEASE; MUTAGEN TESTING; MUTAGENICITY; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION; TOXICITY TESTING;

ANIMALS; CARCINOGENICITY TESTS; COMPUTER SIMULATION; EXPERT SYSTEMS; HUMANS; MUTAGENICITY TESTS; PREDICTIVE VALUE OF TESTS; REPRODUCIBILITY OF RESULTS; RISK ASSESSMENT; SOFTWARE; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0032565550     PISSN: 00275107     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0027-5107(98)00068-2     Document Type: Article

References (54)

1. [1] Y. Lee, B.G. Buchanan, H.S. Rosenkranz, Carcinogenicity predictions or a group of 30 chemicals undergoing rodent cancer bioassays based on rules derived from subchronic organ toxicities, Environ. Health Perspect. 104 (1996) 1059-1064, Suppl. 5.
2. [2] R. Benigni, C. Andreoli, R. Zito, Prediction of rodent carcinogenicity of further 30 chemicals bioassayed by the US National Toxicology Program, Environ. Health Perspect. 104 (1996) 1041-1044, Suppl. 5.
3. [3] T.D. Jones, C.E. Easterly, A RASH analysis of National Toxicology Program Data: predictions for 30 compounds to be tested in rodent carcinogenesis experiments, Environ. Health Perspect. 104 (1996) 1017-1030, Suppl. 5.
4. [4] D. Bahler, D.W. Bristol, The induction of rules for predicting chemical carcinogenesis in rodents, in: L. Hunter, J. Shavlik, D. Searls (Eds.), Intelligent Systems for Molecular Biology, AAAI/MIT Press, Menlo Park, CA, 1993, pp. 29-37.
5. [5] C.M. Auer, D.H. Gould, Carcinogenicity assessment and the role of structure-activity relationship (SAR) analysis under TSCA, Section 5, Environ. Carcinog. Rev. C5 (1) (1987) 29-71.
6. [6] A. Richard, R. Purdy, G. Veith, P. Wagner, Structure-activity and modeling, U.S. Congress, Office of Technology Assessment, Screening and Testing Chemicals in Commerce, OTA-BP-ENV-166, Washington, DC, 1995, pp. 101-115.
7. [7] P.M. Wagner, J.V. Nabholz, R.J. Kent, The new chemicals process at the Environmental Protection Agency (EPA): structure-activity relationships for hazard identification and risk assessment, Toxicol. Lett. 79 (1995) 67-73.
8. [8] J.C. Dearden, M.D. Barratt, R. Benigni, D.W. Bristol, R.D. Combes, M.T.D. Cronin, P.N. Judson, M.P. Payne, A.M. Richard, M. Tichy, A.P. Worth, J.J. Yourick, The development and validation of expert systems for predicting toxicity, The Report and Recommendations of ECVAM/ECB Workshop 24, ATLA, 25 (1997) 223-252.
9. [9] J. Ashby, Two million rodent carcinogens? The role of SAR and QSAR in their detection, Mutat. Res. 305 (1995) 3-12.
10. [10] E. Benfenati, G. Gini, Computational predictive programs (expert systems) in toxicology, Toxicology 119 (1997) 213-225.
11. [11] D.W. Bristol, Summary and recommendations for Session B: activity classification and structure-activity relationship modeling for human health risk assessment of toxic substances, Toxicol. Lett. 79 (1995) 265-280.
12. [12] A. Giuliani, R. Benigni, Modeling without boundary conditions: an issue in QSAR validation, in: H. van der Waterbeemd, B. Testa, G. Folkers (Eds.), Computer-Assisted Lead Finding and Optimization, Wiley-VCH, Basel, 1997.
13. [13] A.M. Richard, Application of SAR methods to non-congeneric data bases associated with carcinogenicity and mutagenicity: issues and approaches, Mutat. Res. 305 (1994) 73-97.
14. [14] C. Mansch, A. Leo, Exploring QSAR: Fundamentals and Applications in Chemistry and Biology, ACS, Washington, DC, 1995.
15. [15] C.M. Auer, J.V. Nabholz, K.P. Baetcke, Mode of action and the assessment of chemical hazards in the presence of limited data: use of structure-activity relationships (SAR) under TSCA, Section 5, Environ. Health Perspect. 87 (1990) 183-197.
16. [16] J.C. Arcos, M.F. Argus, Polynuclear compounds, Chemical Induction of Cancer Monograph Series, Vol. 2A, Academic Press, New York, 1974.
17. [17] J.C. Arcos, M.F. Argus, Aromatic amines and azo compounds, Chemical Induction of Cancer Monograph Series, Vol. 2B, Academic Press, New York, 1974.
18. [18] J.C. Arcos, Y.-T. Woo, M.F. Argus, Aliphatic carcinogens, Chemical Induction of Cancer Monograph Series, Vol. 3A, Academic Press, New York, 1985.
19. [19] Y.-T. Woo, D.Y. Lai, J.C. Arcos, M.F. Argus, Aliphatic and polyhalogenated carcinogens, Chemical Induction of Cancer Monograph Series, Vol. 3B, Academic Press, New York, 1985.
20. [20] Y.-T. Woo, D.Y. Lai, J.C. Arcos, M.F. Argus, Natural, metal, fiber and macromolecular carcinogens, Chemical Induction of Cancer Monograph Series, Vol. 3C, Academic Press, New York, 1988.
21. [21] B. Singer, D. Grunberger, Molecular Biology of Mutagens and Carcinogens, Plenum, New York, 1983.
22. [22] R. Benigni, A.M. Richard, QSARs of mutagens and carcinogens: two case studies illustrating problems in the construction of models for non-congeneric chemicals, Mutat. Res. 371 (1996) 29-46.
23. [23] G. Klopman, Computer automated structure evaluation of organic molecules, J. Am. Chem. Soc. 106 (1984) 7315-7324.
24. [24] G. Klopman, MULTI-CASE: 1. A hierarchical computer automated structure evaluation program, Quant. Struct.-Act. Relatsh. 11 (1992) 176-184.
25. [25] K. Enslein, V.K. Gombar, B.W. Blake, Use of SAR in computer-assisted prediction of carcinogenicity and mutagenicity of chemicals by the TOPKAT program, Mutat. Res. 305 (1994) 47-61.
26. [26] D.M. Sanderson, C.G. Earnshaw, Computer prediction of possible toxic action from chemical structure: the DEREK system, Hum. Exp. Toxicol. 10 (1991) 261-273.
27. [27] Y.-T. Woo, D. Lai, M. Argus, J. Arcos, Development of structure-activity relationship rules for predicting carcinogenic potential of chemicals, Toxicol. Lett. 79 (1995) 219-228.
28. [28] R. Benigni, A.M. Richard, Quantitative structure-based modeling applied to the characterization and prediction of chemical toxicity, Methods, 1997, in press.
29. [29] R.D. Combes, P. Judson, The use of artificial intelligence systems for predicting toxicity, Pestic. Sci. 45 (1995) 179-194.
30. [30] P.C. Uden, J.W. Miller, Chlorinated acids and chloral in drinking water, J. Am. Water Works Assoc. 75 (1983) 524-527.
31. [31] H.S. Rosenkranz, G. Klopman, Structural relationships between mutagenicity, maximum tolerated dose and carcinogenicity in rodents, Environ. Mol. Mutagen. 21 (1993) 193-206.
32. [32] G. Klopman, H.S. Rosenkranz, Approaches to SAR in carcinogenesis and mutagenesis Prediction of carcinogenicity/mutagenicity using MULTI-CASE, Mutat. Res. 305 (1994) 33-46.
33. [33] M. Liu, N. Sussman, G. Klopman, H.S. Rosenkranz, Structure-activity and mechanistic relationships: the effect of chemical overlap on structural overlap in data bases of varying size and composition, Mutat. Res. 372 (1996) 79-85.
34. [34] Y.P. Zhang, N. Sussman, O.T. Macina, H.S. Rosenkranz, G. Klopman, Prediction of the carcinogenicity of a second group of organic chemicals undergoing carcinogenicity testing, Environ. Health Perspect. 104 (1996) 1045-1050, Suppl. 5.
35. [35] K. Enslein, V.K. Gombar, B.W. Blake, Use of SAR in computer-assisted prediction of carcinogenicity and mutagenicity of chemicals by the TOPKAT program, Mutat. Res. 305 (1994) 47-61.
36. [36] L.H. Hall, B. Mohney, L.B. Kier, The electrotopological state: structure information at the atomic level for molecular graphs, J. Chem. Inf. Comput. Sci. 31 (1991) 76-81.
37. [37] N. Greene, Computer software for risk assessment, J. Chem. Inf. Comput. Sci. 37 (1996) 148-150.
38. [38] US Food and Drug Administration, General principles for evaluating the safety of compounds used in food-producing animals, Appendix 1, Carcinogen Structure Guide, 1986.
39. [39] Y.-T. Woo, D. Lai, M.F. Argus, J.C. Arcos, Carcinogenicity of organophosphorus pesticides/compounds: an analysis of their structure-activity relationships, Environ. Carcinog. Ecotoxicol. Rev. C14 (1996) 1-42.
40. [40] D. Lai, Y.-T. Woo, M.F. Argus, J.C. Argus, Carcinogenic potential or organic peroxides: prediction based on structure-activity relationships (SAR) and mechanism-based short-term tests, Environ. Carcinog. Ecotoxicol. Rev. C14 (1996) 63-80.
41. [41] A.B. DeAngelo, F.B. Daniel, L. McMillan, P. Wernsing, R.E. Savage Jr., Species and strain sensitivity to the induction of peroxisome proliferation by chloroacetic acids, Toxicol. Appl. Pharmacol. 101 (1989) 285-298.
42. [42] S.G. Benane, C.F. Blackman, D.E. House, Effect of perchloroethylene and its metabolites on intercellular communication in clone 9 rat liver cells, J. Toxicol. Environ. Health 48 (1996) 427-438.
43. [43] A.B. DeAngelo, F.B. Daniel, B.M. Most, G.R. Olson, The failure of monochloroacetic and trichloroacetic acid in drinking water to produce liver cancer in male F344/N rats, J. Toxicol. Environ. Health 52 (1997) 425-445.
44. [44] National Toxicology Program, Toxicity and carcinogenesis studies of monochloroacetic acid in F344/N rats and B6C3F1 mice, NTP Technical Report 396, NIH Publication No. 90-2851, NTP, Washington, DC, 1992.
45. [45] A.B. DeAngelo, F.B. Daniel, B.M. Most, G.R. Olson, The carcinogenicity of dichloroacetic acid in the male Fischer 344 rat, Toxicology 114 (1996) 207-221.
46. [46] R.J. Bull, I.M. Sanchez, M.A. Nelson, J.L. Larson, A.J. Lansing, Liver tumor induction in B6C3F1 mice by dichloroacetate and trichloroacetate, Toxicology 63 (1990) 341-359.
47. [47] R.W. Tennant, J. Spalding, S. Stasiewicz, J. Ashby, Prediction of the outcome of rodent carcinogenicity bioassays currently being conducted on 44 chemicals by the National Toxicology Program, Mutagenesis 5 (1990) 3-14.
48. [48] D.W. Bristol, J.T. Wachsman, A. Greenwell, The NIEHS predictive-toxicology evaluation project: chemocarcinogenicity bioassay, Environ. Health Perspect. 104 (1996) 1001-1010.
49. [49] Anonymous, Predicting chemical carcinogenesis in rodents, An International Workshop, National Institute of Environmental Health Sciences, Research Triangle Park, NC, 1993.
50. [50] R. Benigni, The first US National Toxicology Program exercise on the prediction of rodent carcinogenicity: definitive results, Mutat. Res. 387 (1997) 35-45.
51. [51] J.T. Wachsman, D.W. Bristol, J. Spalding, M. Shelby, R.W. Tennant, Predicting chemical carcinogenesis in rodents, Environ. Health Perspect. 101 (1993) 444-445.
52. [52] M.D. Barratt, J.V. Castell, M. Chamberlain, R.D. Combes, J.C. Dearden, J.H. Fentem, I. Gerner, A. Giuliani, T.J.B. Gray, D.J. Livingstone, W.M. Provan, F.A.J.J.L. Rutten, H.J.M. Verhaar, P. Zbinden, The integrated use of alternative approaches for predicting toxic hazard, Report and Recommendations of ECVAM (European Center for the Validation of Alternative Methods) Workshop, Alternatives to Laboratory Animals (ATLA), 23 (1995) 410-429.
53. [53] Anonymous, Satellite Workshop on Creation of an International Toxicology Information Center, Summer Toxicology Forum, Aspen, CO, July 8, 1996.
54. [54] Anonymous, Winter Toxicology Forum, Part II, Washington, DC, February 5 and 6, 1997, http://www.sph.jhu.edu/ ~ altweb/altnews/database.htm.