Mutagenicity, carcinogenicity, and teratogenicity of acrylonitrile

Mutation Research - Reviews in Mutation Research

Volumn 436, Issue 3, 1999, Pages 263-283

  Leonard A ^a   Gerber, G B ^a   Stecca, C ^a   Rueff, J ^b   Borba, H ^b   Farmer, P B ^c   Sram, R J ^d   Czeizel, A E ^e   Kalina, I ^f  

^a UNIVERSITÉ CATHOLIQUE DE LOUVAIN   (Belgium)

^b UNIVERSIDADE NOVA DE LISBOA   (Portugal)

^c MRC TOXICOLOGY UNIT   (United Kingdom)

^d INSTITUTE OF EXPERIMENTAL MEDICINE   (Czech Republic)

^e WHO Collaborating Ctr Comm C   (Hungary)

^f P J AFÁRIK UNIVERSITY   (Slovakia)

Author keywords

Acrylonitrile; Carcinogenicity; Metabolism; Mutagenicity; Properties; Teratogenicity; Toxicity

Indexed keywords

ACRYLONITRILE;

CARCINOGENICITY; DRUG METABOLISM; ENVIRONMENTAL EXPOSURE; HUMAN; MUTAGENICITY; OCCUPATIONAL EXPOSURE; PREGNANCY; PRIORITY JOURNAL; REVIEW; TERATOGENICITY;

ANIMALIA; CRICETINAE;

EID: 0344348824     PISSN: 13835742     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1383-5742(99)00006-X     Document Type: Article

References (188)

1. IARC International Agency for Research on Cancer (1979) Acrylonitrile, acrylic and modacrylic fibers, and acrylonitrile-butadiene-styrene and styrene-acrylonitrile copolymers, in: IARC Monographs On the Evaluation of Carcinogenic Risks of Chemicals to Humans, Lyon, Vol. 19, pp. 73-113.
2. IARC International Agency for Research on Cancer (1987) Genetic and Related Effects: An updating of IARC Monographs Vols. 1-42, in: IARC Monographs On the Evaluation of Carcinogenic Risks of Chemicals to Humans, Suppl. 6, Lyon, pp. 27-30.
3. IARC International Agency for Research on Cancer (1987). Overall Evaluations on Carcinogenicity. An updating of IARC Monographs, Vols. 1-42, in: IARC Monographs On the Evaluation of Carcinogenic Risks of Chemicals to Humans, Suppl. 7, Lyon, pp. 79-80.
4. Lambotte-Vandepaer M., Duverger van Bogaert M. Genotoxic properties of acrylonitrile. Mutat. Res. 134:1984;49-54.
5. J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Progress in Mutation Research Ed., Elsevier/North Holland, Amsterdam, Vol. 5, 1985.
6. Woutersen R.A. Toxicology profile of acrylonitrile. Scand. J. Work. Environ. Health. 24:1998;5-9. Suppl. 2.
7. Philipp Townsend Associates (1996) 'Acrylonitrile and fibers'. PMM Monomers Report. http://www.ptai.com/"townsend"/pmm/af 125.html (June, 1997).
8. SRI Consulting, 'Acrylonitrile' Chemical Economics Handbook. Marketing Research Report. http://www.isriconsulting.com (July 1997).
9. Environmental Health Center, Acrylonitrile Chemical Backgrounder. http:///www.nsc.org/ehc/ew/chems/acryloni:htm (July 1977).
10. Agency for Toxic Substances and Disease Registry, Public Health Statement on Acrylonitrile. http://atsdr1.cdc.gov:8080/ToxProfiles/ph9002.html (July 1997).
11. Miller S.L., Branoff S., Nazaroff W.W. Exposure to toxic air contaminants in environmental tobacco smoke: an assessment for California based on personal monitoring data. J. Expo. Anal. Environ. Epidemiol. 8:1998;287-311.
12. Darrall K.G., Figgins J.A., Brown R.D., Phillips G.F. Determination of benzene and associated volatile compounds in mainstream cigarette smoke. Analyst. 123:1998;1095-1101.
13. US Environmental Protection Agency, Health Assessment Document for Acrylonitrile; Washington, DC, US Environmental Protection Agency, Vol. EPA-600/8-82-007, 1983.
14. Langvardt P.W., Putzig C.L., Braun W.H., Young J.D. Identification of the major urinary metabolites of acrylonitrile in the rat. J. Toxicol. Environ. Health. 6:1980;273-282.
15. van-Bladeren P.J., Delbressine L.P., Hoogeterp J.J., Beaumont A.H., Breimer D.D., Seutter-Berlage F., van-der-Gen A. Formation of mercapturic acids from acrylonitrile, crotononitrile, and cinnamonitrile by direct conjugation and via an intermediate oxidation process. Drug. Metab. Dispos. 9:1981;246-249.
16. Geiger L.E., Hoby L.L., Guengerich F.P. Metabolism of acrylonitrile by isolated rat hepatocytes. Cancer Res. 43:1983;3080-3087.
17. Lambotte-Vandepaer M., Duverger-van-Bogaert M., Rollmann B. Metabolism and mutagenicity of acrylonitrile: an in vivo study. Environ. Mutagenesis. 7:1985;655-662.
18. Tardiff R., Talbot D., Gerin M., Brodeur J. Urinary excretion of mercapturic acids and thiocyanate in rats exposed to acrylonitrile: influence of dose and route of administration. Toxicol. Lett. 39:1987;255-261. [published erratum appears in Toxicol. Lett. 1988 April, 41 (1) 87].
19. 13C nuclear magnetic resonance spectroscopy Chem. Res. Toxicol. 4:1991;678-687.
20. Kedderis G.L., Batra R., Turner M.J. Jr. Conjugation of acrylonitrile and 2-cyanoethylene oxide with hepatic glutathione. Toxicol. Appl. Pharmacol. 135:1995;9-17.
21. Guengerich F.P., Kim D.H., Iwasaki M. Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspects. Chem. Res. Toxicol. 4:1991;168-179.
22. Guengerich F.P., Geiger L.E., Hogy L.L., Wright P.L. In vitro metabolism of acrylonitrile to 2-cyanoethylene oxide, reaction with glutathione, and irreversible binding to proteins and nucleic acids. Cancer Res. 41:1981;4925-4933. Part 1.
23. Kedderis G.L., Batra R., Koop D.R. Epoxidation of acrylonitrile by rat and human cytochromes P450. Chem. Res. Toxicol. 6:1993;866-871.
24. Gut I., Nerudova J., Kopecky J., Holecek V. Acrylonitrile biotransformation in rats, mice and Chinese hamsters as influenced by the route of administration and by phenobarbital, KF 525-A, cysteine, dimercaprol or thiosulfate. Arch. Toxicol. 33:1975;151-161.
25. Ahmed A.E., Patel K. Acrylonitrile: in vivo metabolism in rats and mice. Drug. Metab. Dispos. 9:1981;219-222.
26. Linhart I., Smejkal J., Novak J. N-acetyl-S-(1-cyano-2-hydroxyethyl)-L-cysteine, a new urinary metabolite of acrylonitrile and oxiranecarbonitrile. Arch. Toxicol. 61:1988;484-488.
27. Muller G., Verkoyen C., Soton N., Norpoth K. Urinary excretion of acrylonitrile and its metabolites in rats. Arch. Toxicol. 60:1987;464-466.
28. Sumner S.C.J., Selvaraj L., Nauhaus S.K., Fennell T.R. Urinary metabolites from F344 rats and B6C3F1 mice co-administered acrylamide and acrylonitrile for 1 or 5 days. Chem. Res. Toxicol. 10:1997;1152-1160.
29. Roberts A.E., Kedderis G.L., Turner M.J., Rickert D.E., Swenberg J.A. Species comparison of acrylonitrile epoxidation by microsomes from mice, rats and humans: relationship to epoxide concentrations in mouse and rat blood. Carcinogenesis. 12:1991;401-404.
30. Cote I.L., Bowers A., Jaeger R.J. Effects of acrylonitrile on tissue glutathione concentrations in rat, mouse, and hamster. Res. Commun. Chem. Pathol. Pharmacol. 43:1984;507-510.
31. Kedderis G.L., Batra R. Species differences in the hydrolysis of 2-cyanoethylene oxide, the epoxide metabolite of acrylonitrile. Carcinogenesis. 14:1993;685-689.
32. Gargas M.L., Andersen M.E., Teo S.K., Batra R., Fennell T.R., Kedderis G.L. A physiologically based dosimetry description of acrylonitrile and cyanoethylene oxide in the rat. Toxicol. Appl. Pharmacol. 134:1995;185-194.
33. Lambotte-Vandepaer M., Duverger-Van-Bogaert M., de-Meester C., Rollmann B., Poncelet F., Mercier M. Identification of two urinary metabolites of rats treated with acrylonitrile; influence of several inhibitors on the mutagenicity of those urines. Toxicol. Lett. 7:1981;321-327.
34. Silver E.H., Kuttab S.H., Hasan T., Hassan M. Structural considerations in the metabolism of nitriles to cyanide in vivo. Drug. Metab. Dispos. 10:1982;495-498.
35. 14C ]acrylonitrile in rats Xenobiotica. 12:1982;259-264.
36. 14C ]acrylonitrile in the rat Toxicology. 23:1982;159-175.
37. Kedderis G.L., Sumner S.C., Held S.D., Batra R., Turner M.J. Jr., Roberts A.E., Fennell T.R. Dose-dependent urinary excretion of acrylonitrile metabolites by rats and mice. Toxicol. Appl. Pharmacol. 120:1993;288-297.
38. Burka L.T., Sanchez I.M., Ahmed A.E., Ghanayem B.I. Comparative metabolism and disposition of acrylonitrile and methacrylonitrile in rats. Arch. Toxicol. 68:1994;611-618.
39. Jakubowski M., Linhart I., Pielas G., Kopecky J. 2-Cyanoethylmercapturic acid (CEMA) in the urine as a possible indicator of exposure to acrylonitrile. Br. J. Ind. Med. 44:1987;834-840.
40. Peter H., Appel K.E., Berg R., Bolt H.M. Irreversible binding of acrylonitrile to nucleic acids. Xenobiotica. 13:1983;19-25.
41. Hogy L.L., Guengerich F.P. In vivo interaction of acrylonitrile and 2-cyanoethylene oxide with DNA in rats. Cancer Res. 46:1986;3932-3938.
42. Solomon J.J., Segal A. Direct alkylation of calf thymus DNA by acrylonitrile. Isolation of cyanoethyl adducts of guanine and thymine and carboxyethyl adducts of adenine and cytosine. Environ. Health Perspect. 62:1985;227-230.
43. M. Duverger-Van-Bogaert, M. Lambotte-Vandepaer, M. Mercier, F. Poncelet, In vitro covalent binding of acrylonitrile to rat liver proteins, 13 (1982) 203-209.
44. Kim S.G., Kedderis G.L., Batra R., Novak R.F. Induction of rat liver microsomal epoxide hydrolase by thiazole and pyrazine: hydrolysis of 2-cyanoethylene oxide. Carcinogenesis. 14:1993;1665-1670.
45. Subramanian U., Ahmed A.E. Intestinal toxicity of acrylonitrile: in vitro metabolism by intestinal cytochrome P450 2E1. Toxicol. Appl. Pharmacol. 135:1995;1-8.
46. Kedderis G.L., Batra R., Held S.D., Loos M.A., Teo S.K. Rodent tissue distribution of 2-cyanoethylene oxide, the epoxide metabolite of acrylonitrile. Toxicol. Lett. 69:1993;25-30.
47. Kedderis G.L., Batra L. Metabolism of acrylonitrile and 2-cyanoethylene oxide by rodent brain enzymes. Toxicologist. 11:1991;229.
48. Ahmed A.E., Abdel-Rahman S.Z., Nour-al-Deen A.M. Acrylonitrile interaction with testicular DNA in rats. J. Biochem. Toxicol. 7:1992;5-11.
49. 14C ] acrylonitrile with DNA in gastric tissue of rat J. Biochem. Toxicol. 9:1994;191-198.
50. Whysner J., Stewart R.E. III, Chen D., Conaway C.C., Verna L.K., Richie J.P.J., Ali N., Williams G.M. Formation of 8-oxoguanosine in brain DNA of rats exposed to acrylonitrile. Arch. Toxicol. 72:1998;429-438.
51. Hashimoto K. Toxicology of acrylonitrile (AN). Sangyo. Igaku. 22:1980;327-347. (author's transl.).
52. Zitting A., Heinonen T. Decrease of reduced glutathione in isolated rat hepatocytes caused by acrolein, acrylonitrile, and the thermal degradation products of styrene copolymers. Toxicology. 17:1980;333-341.
53. Vodicka P., Gut I., Frantik E. Effects of inhaled acrylic acid derivatives in rats. Toxicology. 65:1990;209-221.
54. Nerudova J., Gut I., Savolainen H. Consequences of acrylonitrile metabolism in rat hepatocytes: effects on lipid peroxidation and viability of the cells. Environ. Res. 46:1988;133-141.
55. Ivanov V., Rahler J., Lauwerys R. Lipid peroxidation in acrylonitrile treated rats, evidenced by elevated ethane production. J. Appl. Toxicol. 9:1989;353-358.
56. Roberts A.E., Lacy S.A., Pilon D., Turner M.J. Jr., Rickert D.E. Metabolism of acrylonitrile to 2-cyanoethylene oxide in F-344 rat liver microsomes, lung microsomes, and lung cells. Drug. Metab. Dispos. 17:1989;481-486.
57. Pilon D., Robers A., Rickert D. Effect of glutathione depletion on the uptake of acrylonitrile vapors and on its irreversible association. Toxic. Appl. Pharmacol. 95:1988;265-278.
58. Bhooma T., Venkataprasad Acrylonitrile potentiates oxidative stress in rat alveolar macrophages. Bull. Environ. Contam. Toxicol. 58:1997;71-84.
59. Ghanayem B.I., Boor P.J., Ahmed A.E. Acrylonitrile-induced gastric mucosal necrosis: role of gastric glutathione. J. Pharmacol. Exp. Ther. 232:1985;570-577.
60. Silver E.H., Szabo S. Possible role of lipid peroxidation in the actions of acrylonitrile on the adrenals, liver and gastrointestinal tract. Res. Commun. Chem. Pathol. Pharmacol. 36:1982;33-43.
61. Farooqui M.Y., Ahmed A.E. The effects of acrylonitrile on hemoglobin and red cell metabolism. J. Toxicol. Environ. Health. 12:1983;695-707.
62. Fanini D., Trieff N.M., Sadagopa-Ramanujam V.M., Ahmed A.E., Adams P.M. Effect of acute acrylonitrile exposure on metrazol induced seizures in the rat. Neurotoxicology. 6:1985;29-34.
63. Buchter A., Peter H. Clinical toxicology of acrylonitrile. G. Ital. Med. Lav. 6:1984;83-86.
64. Ghanayem B.I., Farooqui M.Y., Elshabrawy O., Mumtaz M.M., Ahmed A.E. Assessment of the acute acrylonitrile-induced neurotoxicity in rats. Neurotoxicol. Teratol. 13:1991;499-502.
65. Nosko M., Mikhailova A. Changes in the liver function of workers exposed to petroleum products. Probl. Khig. 14:1989;97-103.
66. Valic F., Zuskin E. Respiratory-function changes in textile workers exposed to synthetic fibers. Arch. Environ. Health. 32:1977;283-287.
67. Ivanescu M., Berinde M., Simionescu L. Testosterone in sera of workers exposed to acrylonitrile. Endocrinology. 28:1990;187-192.
68. Milvy P., Wolff M. Mutagenic studies with acrylonitrile. Mutat. Res. 48:1977;271-278.
69. de Meester C., Poncelet F., Roberfroid M., Mercier M. Mutagenicity of acrylonitrile. Toxicology. 11:1978;19-27.
70. Venitt S. Mutagenic studies with acrylonitrile. Mutat. Res. 57:1978;107-109.
71. De Meester C., Duverger-van Bogaert M., Lambotte VandePaer M., Roberfroid M., Poncelet F., Mercier M. Liver extract mediated mutagenicity of acrylonitrile. Toxicology. 13:1979;7-15.
72. W. Lijinsky, A.W. Andrews, Mutagenicity of vinyl compounds in Salmonella typhimurium, 1 (1980) 259-267.
73. M. Cerna, J. Kocisova, I. Kodytkova, J. Kopecky, R.J. Sram, Mutagenic activity of oxirane carbonitrile, glycidonitrile, in: I. Gut, M. Cikrt, G.L. Plaa (Eds.), Industrial and Environmental Xenobiotics, Springer, Berlin (1981) pp. 251-254.
74. C. Maltoni, A. Ciliberti, G. Cotti, G. Perino, Experimental research on acryloamide carcinogenesis, in: C. Maltoni, M.A. Mehlman (Eds.), Archives of Research On Industrial Carcinogenesis, Princeton Scientific Publ., Princeton, NJ (1987) p. 348.
75. Zhurkov V.S., Sram R.J., Dugan A.M. Evaluation of acrylonitrile mutagenic activity. Gig. Sanit. 1:1983;71-72.
76. S. Venitt, R. Baker, H. Liber, T. Matsushima, G. Probst, E. Zeiger, Summary report on the performance of the bacterial mutation assays, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 11-23.
77. IARC, Study Group On Cancer Risk Among Nuclear Industry Worker. Direct Estimates of Cancer Mortality Due to Low Doses of Ionising Radiation: An International Study, IARC Monographs on the Evaluation of Chemicals to Humans Ed., IARC, Lyon, Vol. 17, 1998.
78. Nakamura S.I., Oday Y., Shimada T., Oki I., Sugimoto K. SOS-inducing activity of chemical carcinogens and mutagens in Salmonella typhimurium TA1535/pSK 1002: examination with 151 chemicals. Mutat. Res. 192:1987;239-246.
79. H.L. Liber, Mutation tests with Salmonella using 8-azaguanine resistance as genetic marker, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 213-216.
80. Loveless E., Spoerl E., Weisman T.H. A survey of effects of chemicals on division and growth of yeast and Escherichia coli. Mutat. Res. 68:1954;637-644.
81. Venitt S., Bushell C.T., Osborne M. Mutagenicity of acrylonitrile (cyanoethylen) in Escherichia coli. Mutat. Res. 45:1977;283-288.
82. J.M. Parry, P. Arni, T. Brooks, A. Carere, L. Ferguson, J. Heinisch, S. Inge-Vechtomov, N. Loprieno, E. Nestmann, R. von Borstel, Summary report on the performance of the yeast and Aspergillus assays, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On in Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 25-46.
83. Carls N., Schiestl R.H. Evaluation of the yeast DEL assay, with 10 compounds selected by the International Programm on Chemical Safety for the evaluation of short-term tests for carcinogens. Mutat. Res. 320:1994;293-303.
84. Whittaker S.G., Zimmermann F.K., Dicus B., Piegorsch W.W., Resnick M.A., Fogel S. Detection of induced mitotic chromosome loss in Saccharomyces cerevisiae - an interlaboratory assessment of 12 chemicals. Mutat. Res. 241:1990;225-241.
85. Loveless A. Qualitative aspects of the chemistry and biology of radiomimetic (mutagenic) substances. Nature. 167:1951;338-342.
86. Segal A., Osgood C., Zimmering S. Aneuploidy in Drosophila: III. Aneuploidogens inhibit in vitro assembly of taxol-purified Drosophila microtubules. Environ. Mol. Mutagen. 16:1990;217-224.
87. Schairer L.A., Sautkulis R.C., Tempel N.R. Detection and identification of genotoxic agents in ambient air using the Tradescantia bioassay. Environ. Mutagenesis. 4:1982;379.
88. Smith H.H., Lofty T.A. Comparative effects of certain chemicals on Tradescantia chromosomes as observed at pollen tube mitosis. Am. J. Bot. 41:1954;589-593.
89. Benes V., Sram R. Mutagenic activity of some pesticides in Drosophila melanogaster. Ind. Med. Surg. 38:1969;50-52.
90. Foureman P., Mason J.M., Valencia R., Zimmering S. Chemical mutagenesis testing in Drosophila: IX. Results of 50 coded compounds tested for the National Toxicology Program. Environ. Mol. Mutagen. 23:1994;51-63.
91. E.M. Vogel, H. Frei, K. Fujikawa, U. Graf, S. Kondo, H. Ryo, F.E. Würgler, Summary report on the performance of the Drosophila assays, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 47-57.
92. Vogel E.W., Nivard M.J. Performance of 181 chemicals in a Drosophila assay predominantly monitoring interchromosomal mitotic recombination. Mutagenesis. 8:1993;57-81.
93. Osgood C., Bloomfield M., Zimmering S. Aneuploidy in Drosophila: IV. Inhalation studies on the induction of aneuploidy by nitriles. Mutat. Res. 259:1991;165-176.
94. World Health Organization, Guide to Short-term Tests for Detecting Mutagenic and Carcinogenic Chemicals, in: WHO (Ed.), WHO Environmental Health Criteria, Geneva, Vol. 57, 1985, p. 208.
95. G.M. Williams, R. Barratt, M. Bradley, G. Douglas, H. Glauert, T. Lakanisky, C. Martin, G. Probst, Summary report on the performance of the assays for DNA damage, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 59-67.
96. Butterworth B.E., Eldridge S.E., Sprankle C.S., Working P.K., Bentley K.S., Hurtt M.E. Tissue-specific genotoxic effects of acrylamide and acrylonitrile. Environ. Mol. Mutagen. 20:1992;148-155.
97. Parent R.A., Casto B.C. Effect of acrylonitrile on primary Syrian golden hamster embryo cells in culture: transformation and DNA fragmentation. J. Natl. Cancer Inst. 62:1979;1025-1029.
98. Banerjee S., Segal A. In vitro transformation of C3H/10T1/2 and NIH/3T3 cells by acrylonitrile and acrylamide. Cancer Lett. 32:1986;293-304.
99. D. McGregor, J. Ashby, C. Barrett, G. Hatch, S. Nesnow, J. Rundall, T. Sanner, W. Suk, M. Zdzienicka, Summary report on the performance of the cell transformation assays, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 103-115.
100. J.C. Barrett, P.W. Lamb, Tests with the Syrian hamster embryo cell transformation assay, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 623-638.
101. T. Sanner, E. Rivedal, Syrian hamster embryo (SHE cell transformation assay, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 665-771.
102. E.J. Matthews, T. DelBalzo, J.O. Rundell, Assays for morphological transformation and mutation to oubain resistance of Balb/c-3T3 cells in culture, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 639-650.
103. N. Lawrence, D.B. McGregor, Assays for the induction of morphological transformation in C3H/10T1/2 cells in culture with and without S9-mediated metabolic activation, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 651-658.
104. R.C. Garner, D. Amacker, W. Caspary, C. Crespi, G. Delow, A. Knoop, Y. Kuroda, T. Kuroki, C. Lee, B. Myrh, T. Oberly, J. Styles, M. Zdzienicka, Summary report on the performance of the cell transformation assays, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 85-94.
105. Anderson D., Cross M.F. Suitability of the P388F mouse lymphoma system for detecting potential carcinogens and mutagens. Food Chem. Toxicol. 23:1985;115-118.
106. F.P. Guengerich, L.L. Hogy, P.B. Inskeep, D.C. Liebler, Metabolism and covalent binding of vic-dihaloalkanes, vinyl halides and acrylonitrile, IARC Sci. Publ., 1986, 255-260.
107. Recio L., Skopek T.R. Mutagenicity of acrylonitrile and its metabolite 2-cyanoethylene oxide in human lymphoblasts in vitro. Mutat. Res. 206:1988;297-305.
108. E. Elmore, A.J. Nelmes, Summary report on the performance of the cell transformation assays, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 95-102.
109. Perocco P., Pane G., Bolongnei S., Zannotti M. Increase of sister-chromatid exchange and unscheduled synthesis of deoxyribonucleic acid by acrylonitrile in human lymphocytes in vitro. Scand. J. Work. Environ. Health. 8:1982;290-293.
110. Ved Brat S., Williams G.M. Hepatocyte-mediated production of sister chromatid exchange in co-cultured cells by acrylonitrile: evidence for extracellular transport of a stable reactive compound. Cancer Lett. 17:1982;213-216.
111. B.J. Dean, N. Danford, G. Douglas, D. Gulati, M.J. Ishidate, F. Palitti, B. Phillips, C. Richardson, G. van Wet, Summary report on the performance of the cell transformation assays, in: J. Ashby, F.J. de Serres, M. Draper, M.J. Ishidate, B.H. Margolin, B.E. Matter, M.D. Shelby (Eds.), Progress in Mutation Research: Evaluation of Short-Term Tests for Carcinogenicity: Report On the International Programme On Chemical Safety's Collaborative Study On In Vitro Assays, Elsevier/North Holland, Amsterdam, Vol. 5, 1985, pp. 69-83.
112. Chang C.M., Hsia M.T.S., Stoner G.D., Hsu I.C. Acrylonitrile-induced sister chromatid exchanges and DNA single-strand breaks in adult human bronchial cells. Mutat. Res. 241:1990;355-360.
113. Rabello-Gay M.N., Ahmed A.E. Acrylonitrile: in vivo cytogenetic studies in mice and rats. Mutat. Res. 79:1980;249-255.
114. Léonard A., Garny V., Poncelet F., Mercier M. Mutagenicity of acrylonitrile in the mouse. Toxicol. Lett. 7:1981;329-334.
115. Sharief Y., Brown A.M., Backer L.C., Campbell J.A., Westbrook-Collins B., Stead A.G., Allen J.W. Sister chromatid exchange and chromosome aberration analysis in mice after in vivo exposure to acrylonitrile, styrene or butadiene monoxide. Environ. Mutagenesis. 8:1986;439-448.
116. Working P.K., Bentley K.S., Hurtt M.E., Mohr K.L. Comparison of the dominant lethal effects of acrylonitrile and acrylamide in male Fischer 344 rats. Mutagenesis. 2:1987;215-220.
117. Wakata A., Migamae Y., Sato S., Suzuki T., Morita T., Asano N., Awogi T., Kondo K., Hayashi M. Evaluation of the rat micronucleus test with bone marrow and peripheral blood: summary of the 9th Collaborative Study Group for the Micronucleus Test. Environmental Mutagen Society of Japan Mammalian Mutagenicity Study Group. Environ. Mol. Mutagen. 32:1998;84-100.
118. Tandon R., Saxena D.K., Chandra S.V., Seth P.K., Srivastava S.P. Testicular effects of acrylonitrile in mice. Toxicol. Lett. 42:1988;55-63.
119. A. Berlin, M. Draper, E. Krug, R. Rol, M.T.H. Van der Venne (Eds.), The Toxicology of Chemicals: 1. Carcinogenicity; Luxembourg: Commission of the European Communities EUR 12029 EN, Vol. 1, Summary Reviews of the Scientific Evidence, 1989.
120. A. Aitio, G. Becking, A. Berlin, A. Bernard, V. Foa, D. Kello, E. Krug, A. Léonard (Eds.), Indicators for Assessing Exposure and Biological Effects of Genotoxic Chemicals, EUR 11642 EN Ed., Commission of the European Communities, Luxembourg, 1988.
121. Maltoni C., Ciliberti A., Di Maio V. Carcinogenicity bioassays on rats of acrylonitrile administered by inhalation and by ingestion. Med. Lav. 68:1977;401-411.
122. Maltoni C., Ciliberti A., Cotti G., Perino G. Long-term carcinogenicity bioassays on acrylonitrile administered by inhalation and by ingestion to Sprague-Dawley rats. Ann. NY Acad. Sci. 534:1988;179-202.
123. J.F. Quast, D.J. Schwetz, M.F. Balmer, T.F. Gushow, C.N. Park, M.J. McKenna, 1980, A two-year toxicity and oncogenicity study with acrylonitrile following inhalation exposure of rats, Unpublished report. Prepared by the Toxicology Research Laboratory, Health and Environmental Sciences, Dow Chemical, USA, Midland, MI for the Chemical Manufacturing Association, Washington, DC, quoted from Stother et al.
124. J.F., Quast, D.J. Schwetz, M.F. Balmer, T.F. Gushow, C.N. Park, M.J. McKenna, 1980, A twenty-four months oral toxicity/carcinogenicity study of acrylonitrile administered by intubation to Spartan rats, Unpublished report, Vols. 1 and 2 of Final report. Prepared by Bio/Dynamics, Division of Biology and Safety Evaluation, East Millstone, NJ under project No. 77-1746 for Monsanto Company, St. Louis, MO, quoted from Stother et al.
125. Bio/Dynamics, 1980, A twenty-four months oral toxicity/carcinogenicity study of acrylonitrile administered by intubation to Spartan rats, Unpublished report, Vols. 1 and 2 of Final report. Prepared by Bio/Dynamics, Division of Biology and Safety Evaluation, East Millstone, NJ under project No. 77-1746 for Monsanto Company, St. Louis, MO, quoted from Stother et al., 1988.
126. Quast J.F., Humiston C.G., Wade C.E., Carreon R.M., Hermann E.A., Park C.N., Schwetz B.A. Results of a chronic toxicity and oncogenic study in rats maintained on water containing acrylonitrile for 24 months. Toxicologist. 1:1981;129. (Abstract 467).
127. Bigner D.D., Bigner S.S., Burger P.C., Shelburne J.D., Friedman H.S. Primary brain tumors in Fisher 344 rats chronically exposed to acrylonitrile in their drinking water. Food Chem. Toxicol. 24:1986;129-137.
128. J.F. Quast, C.E. Wade, C.G. Humiston, R.M. Carreon, E.A. Hermann, C.N. Park, B.A. Schwetz, 1980, A two-year toxicity and oncogenicity study with acrylonitrile incorporated in the drinking water of rats, Unpublished Report Prepared by the Toxicology Research Laboratory, Health and Environment Sciences, Dow Chemical, USA, Midland, MI for the Chemical Manufacturers Association, Washington, DC, quoted from Stother et al.
129. Bio/Dynamics, 1980, A twenty-four months oral toxicity/carcinogenicity study of acrylonitrile administered to Spartan rats in drinking water, Unpublished report, Vols. 1 and 2 of Final report, Prepared by Bio/Dynamics, Division of Biology and Safety Evaluation, East Millstone, NJ under project No. 77-1745 for Monsanto Company, St. Louis, MO, quoted from Stother et al., 1988.
130. Gallagher G.T., Maull E.A., Kovacs K., Szabo S. Neoplasms in rats ingesting acrylonitrile for two years. J. Am. College Toxicol. 7:1988;603-615.
131. Strother D.E., Mast R.W., Kraska R.C., Frankos V. Acrylonitrile as a carcinogen. Research needs for better risk assessment. Ann. NY Acad. Sci. 534:1988;169-178.
132. Page N.P., Cook B. Assessment of risk from exposure to acrylonitrile: the general approach used by a consultant. Sci. Total. Environ. 99:1990;307-316.
133. Salsburg D. Estimating dose response in chronic toxicity studies: 24-month administration of acrylonitrile in drinking water of Fischer 344 rats. Sci. Total. Environ. 99:1990;289-305.
134. Ahmed A.E., Abdel-Aziz A.H., Abdel-Rahman S.Z., Haque A.K., Nouraldeen A.M., Shouman S.A. Pulmonary toxicity of acrylonitrile: covalent interaction and effect on replicative and unscheduled DNA synthesis in the lung. Toxicology. 76:1992;1-14.
135. Esmen N.A. Exposure estimation in four major epidemiological studies in the acrylonitrile industry. Scand. J. Work. Environ. Health. 24:1998;63-70. Suppl. 2 (N).
136. Rothman K.J. Cancer occurrence among workers exposed to acrylonitrile. Scand. J. Work. Environ. Health. 20:1994;313-321.
137. Collins J.J., Acquavella J.F. Review and meta-analysis of studies of acrylonitrile workers. Scand. J. Work. Environ. Health. 24:1998;71-80. Suppl. 2 (N).
138. Chen J.L., Fayerweather W.E., Pell S. Mortality study of workers exposed to dimethylformamide and/or acrylonitrile. J. Occup. Med. 30:1988;819-821.
139. Chen J.L., Fayerweather W.E., Pell S. Cancer incidence of workers exposed to dimethylformamide and/or acrylonitrile. J. Occup. Med. 30:1988;813-818.
140. O'Berg M.T. Epidemiologic study of workers exposed to acrylonitrile. J. Occup. Med. 22:1980;245-252.
141. O'Berg M.T., Chen J.L., Burke C.A., Walrath J., Pell S. Epidemiologic study of workers exposed to acrylonitrile: an update. J. Occup. Med. 27:1985;835-840.
142. Chen J.L., Walrath J., O'Berg M.T., Burke C.A., Pell S. Cancer incidence and mortality among workers exposed to acrylonitrile. Am. J. Ind. Med. 11:1987;157-163.
143. Wood S.M., Buffler P.A., Burau K., Krivanek N. Morbidity and mortality of workers exposed to acrylonitrile in fiber production. Scand. J. Work. Environ. Health. 24:1998;54-62. Suppl. 2 (N).
144. Delzell E., Monson R.R. Mortality among rubber workers: VI. Men with potential exposure to acrylonitrile. J. Occup. Med. 24:1982;767-769.
145. Collins J.J., Page L.C., Caporossi J.C., Utidjian H.M., Lucas L.J. Mortality patterns among employees exposed to acrylonitrile. J. Occup. Med. 31:1989;368-371.
146. Waxweiler R.J., Smith A.H., Falk H., Tyroler H.A. Excess lung cancer risk in a synthetic chemicals plant. Environ. Health Perspect. 41:1981;159-165.
147. Blair A., Stewart P.A., Zaebst D.D., Pottern L., Zey J.N., Bloom T.F., Miller B., Ward E., Lubin J. Mortality of industrial workers exposed to acrylonitrile. Scand. J. Work. Environ. Health. 24:1998;25-41. Suppl. 2 (N).
148. Stewart P.A., Zaebst D., Zey J.N., Herrick R., Dosemeci M., Hornung R., Bloom R., Pottern L., Miller B., Blair A. Mortality of industrial workers exposed to acrylonitrile. Scand. J. Work. Environ. Health. 24:1998;42-53. Suppl. 2 (N).
149. Mastrangelo G., Serena R., Marzia V. Mortality from tumours in workers in an acrylic fibre factory. Occup. Med. Oxford. 43:1993;155-158.
150. Muto T., Sakurai H., Omae K., Minaguchi H., Tachi M. Health profiles of workers exposed to acrylonitrile. Keio. J. Med. 41:1992;154-160.
151. Kaneko K., Omae K. Effect of chronic exposure to acrylonitrile on subjective symptoms. Keio. J. Med. 41:1992;25-32.
152. Swaen G.M., Bloemen L.J., Twisk J., Scheffers T., Slangen J.J., Sturmans F. Mortality of workers exposed to acrylonitrile. J. Occup. Med. 34:1992;801-809.
153. Swaen G.M.H., Bloemen L.J.N., Twisk J., Scheffers T., Slangen J.J.M., Collins J.J., ten Berge W.F.J.P., Sturmans F. Mortality update of workers exposed to acrylonitrile in the Netherlands. Scand. J. Work. Environ. Health. 24:1998;10-16. Suppl. 2.
154. Werner J.B., Carter J.T. Mortality of United Kingdom acrylonitrile polymerisation workers. Br. J. Ind. Med. 38:1981;247-253.
155. Benn T., Osborne K. Mortality of United Kingdom workers - an extended and updated study. Scand. J. Work. Environ. Health. 24:1998;17-24. Suppl. 2.
156. Thiess A.M., Fleig I. Analysis of chromosomes of workers exposed to acrylonitrile. Arch. Toxicol. 41:1978;149-152.
157. Thiess A.M., Frentzel-Beyme R., Link R., Wild H. Mortalitätsstudie
158. Kiesselbach N., Korallus U., Lange H.J., Neiss A., Zwingers T. Acrylonitrile - epidemiological study - Bayer 1977: a report on a prospective epidemiological study with a past beginning of coworkers at the Leverkusen plant of Bayer AG with acrylonitrile (ACN) exposure. Zentralbl. Arbeitsmed. Arbeitsschutz. Prophyl. 29:1979;256-259.
159. M. Tuøek, B. Kolárovà, F. Vyhlidal, J. Tenglerová, E. Seberová, O. Topoløan, Z. Vlasáka, The influence of acrylate chemistry on health of persons, Final Report 2325-3 to the Ministry of Health of the Czech Republic, 1996, quoted in.
160. Ward C.E., Starr T.B. Comparison of cancer risks projected from animal bioassays to epidemiologic studies of acrylonitrile-exposed workers. Regul. Toxicol. Pharmacol. 18:1993;214-232.
161. OECD, Guidelines for Testing of Chemicals, Section 4 Health Effects, 1981-1995.
162. Felter S.P., Dollarhide J.S. Acrylonitrile: a reevaluation of the database to support an inhalation cancer risk assessment. Regul. Toxicol. Pharmacol. 26:1997;281-287.
163. J. Kankaanpää, E. Elovaara, K. Hemminki, H. Vaino, Embryotoxicity of acrolein, acrylonitrile and acrylamide in developing chick embryos, 4 (1979) 93-96.
164. Murray F.J., Schwetz B.A., Nitschke K.D., John J.A., Norris J.M., Gehring P.J. Teratogenicity of acrylonitrile given to rats by gavage or by inhalation. Food. Cosmet. Toxicol. 16:1978;547-551.
165. Saillenfait A.M., Bonnet P., Guenier J.P., de-Ceaurriz J. Relative developmental toxicities of inhaled aliphatic mononitriles in rats. Fundam. Appl. Toxicol. 20:1993;365-375.
166. Saillenfait A.M., Payan J.P., Langonne I., Beydon D., Grandclaude M.C., Sabate J.P., de-Ceaurriz J. Modulation of acrylonitrile-induced embryotoxicity in vitro by glutathione depletion. Arch. Toxicol. 67:1993;164-172.
167. Willhite C.C., Ferm V.H., Smith R.P. Teratogenic effects of aliphatic nitriles. Teratology. 23:1981;317-323.
168. Willhite C.C., Marin-Padilla M., Ferm V.H., Smith R.P. Morphogenesis of axial skeletal (dysraphic) disorders induced by aliphatic nitriles. Teratology. 23:1981;325-333.
169. Wu W., Su J., Huang M. An epidemiological study on reproductive effects in female workers exposed to acrylonitrile. Chung. Hua. Yu. Fang. I. Hsueh. Tsa. Chih. 29:1995;83-85.
170. H. Borba, M. Monteiro, M.J. Proença, T. Chaveca, V. Pereira, M. Lynce, J. Rueff, Evaluation of some biomonitoring markers in occupationally exposed population to acrylonitrile, 16 (1996) 205-218.
171. Lambotte-Vandepaer M., Duverger-van-Bogaert M., de Meester C., Poncelet F., Mercier M. Mutagenicity of urine from rats and mice treated with acrylonitrile. Toxicology. 16:1980;67-71.
172. Major J., Hudák A., Kisa G., Szanisló J., Jakab M., Náray M., Tompa A. Genotoxicological and routine clinical laboratory investigation of acrylonitrile and dimethylformamide exposed viscose rayon manufacturers. Fgészégtudomány. 38:1994;225-234.
173. Solomon J.J., Cote I.L., Wortman M., Decker K., Segal A. In vitro alkylation of calf thymus DNA by acrylonitrile. Isolation of cyanoethyl-adducts of guanine and thymine and carboxyethyl-adducts of adenine and cytosine. Chem. Biol. Interact. 51:1984;167-190.
174. Yates F.M., Summer S.C.J., Turner M.J., Recio L., Fennell T.R. Characterization of an adduct and its degradation product produced by the reaction of cyanoethylene oxide with deoxythymidine and DNA. Carcinogenesis. 14:1993;1363-1369.
175. Yates J.M., Fennell T.R., Turner M.J., Recio L., Sumner S.C.J. Characterization of phosphodiester adducts produced by the reaction of cyanoethylene oxide with nucleotides. Carcinogenesis. 15:1994;277-283.
176. Stevens R.D., Bonaventura J., Bonaventura C., Fennell T.R., Millington D.S. Application of electrospray ionization mass spectrometry for analysis of hemoglobin adducts with acrylonitrile. Biochem. Soc. Trans. 22:1994;543-547.
177. T.R. Fennell, J.P. Macneela, M.J. Turner, J.A. Swenberg, Hemoglobin adduct formation by acrylonitrile in rats and mice, in: R.C. Garner, P.B. Farmer, G.T. Steel, A.S. Wright (Eds.), Human Carcinogen Exposure: Biomonitoring and Risk Assessment, Oxford University Press, Oxford, 1991, pp. 241-246.
178. Ivanov V., Hashimoto K., Inomata K., Kawai T., Mizunuma K., Klimatskaya L. Biological monitoring of acrylonitrile exposure through a new analytical approach to hemoglobin and plasma protein adducts and urinary metabolites in rats and humans. Int. Arch. Occup. Environ. Health. 65:1993;S103-S106.
179. Bergmark E., Calleman C.J., He F., Costa L.G. Determination of hemoglobin adducts in humans occupationally exposed to acrylamide. Toxicol. Appl. Pharmacol. 120:1993;45-54.
180. Calleman C.J., Wu H., He F., Tian G., Bergmark E., Zhang S., Deng H., Wang Y., Crofton K.M., Fennell T.G., Costa L.G. Relationships between biomarkers of exposure and neurological effects in a group of workers exposed to acrylamide. Toxicol. Appl. Pharmacol. 126:1994;361-371.
181. Osterman-Golkar S.M., MacNeela J.P., Turner M.J., Walker V.E., Swenberg J.A., Sumner S.J., Youtsey N., Fennell T.R. Monitoring exposure to acrylonitrile using adducts with N-terminal valine in hemoglobin. Carcinogenesis. 15:1994;2701-2707.
182. Tavares R., Borba H., Monteiro M., Proenca M.J., Lynce N., Rueff J., Bailey E., Sweetman G.M.A., Lawrence R.M., Farmer P.B. Monitoring of exposure to acrylonitrile by determination of N-(2-cyanoethyl)valine at the N-terminal position of haemoglobin. Carcinogenesis. 17:1996;2655-2660.
183. Bergmark E. Hemoglobin adducts of acrylamide and acrylonitrile in laboratory workers, smokers and non-smokers. Chem. Res. Toxicol. 10:1997;78-84.
184. Benz F.W., Nerland D.E., Li J., Corbett D. Dose dependence of covalent binding of acrylonitrile to tissue protein and globin in rats. Fundam. Appl. Toxicol. 36:1997;149-156.
185. Steenland K., Loomis D., Shy C., Simonsen N. Review of occupational lung carcinogens. Am. J. Ind. Med. 29:1996;474-490.
186. Stewart P.A., Lemanski D., White D., Zey J., Herrick R.F., Masters M., Rayner J., Dosemeci M., Gomez M., Pottern L. Exposure assessment for a study of workers exposed to acrylonitrile: I. Job exposure profiles: a computerized data management system. Appl. Occup. Environ. Hyg. 7:1992;820-825.
187. Stewart P.A., Triolo H., Zey J., White D., Herrick R.F., Hornung R., Dosemeci M., Pottern L.M. Exposure assessment for a study of workers exposed to acrylonitrile: II. A computerized exposure assessment programme. Appl. Occup. Environ. Hyg. 10:1995;698-706.
188. Stewart P.A., Zey J.N., Hornung R., Herrick R.F., Dosemeci M., Zaebst D., Pottern L.M. Exposure assessment for a study of workers exposed to acrylonitrile: III. An evaluation of exposure assessment methods. Appl. Occup. Environ. Hyg. 11:1996;1312-1321.