Mutagenicity of trans,trans-muconaldehyde and its metabolites in V79 cells.
作者： R. L. Chang , C. Q. Wong , S. A. Kline , A. H. Conney , B. D. Goldstein
关键词: Metabolite 、 Genotoxicity 、 Hamster 、 Chemistry 、 Biochemistry 、 Glutathione 、 Metabolism 、 Microsome 、 Chinese hamster 、 Hypoxanthine-guanine phosphoribosyltransferase
摘要: Trans, trans-Muconaldehyde (MUC), a six-car-bon-diene-dialdehyde, is microsomal, hema-totoxic ring-opened metabolite of benzene. MUC metabolized to variety compounds which are formed by oxidation and/or reduction the aldehyde group(s). In present studies, and its metabolites were examined for mutagenic activity at hypoxanthine guanine phosphoribosyltransferase (HGPRT) locus in Chinese hamster V79 cells. Mutagenicity was scored counting 8-azaguanine-resistant colonies. Of 6 tested, aldehydic 6-hydroxy-trans, trans 2, 4-hexadienal 6-oxo-trans, trans-hexadi-enoic acid that order potency. The other tested (1, 6-dihydroxy-trans, trans-2, 4-hexadiene, trans, trans-muconic acid, 4-hexadienoic acid) had little or no this system. correlates with their reactivity towards glutathione, suggesting alkylating potential important genotoxicity these compounds. © 1994 Wiley-Liss, Inc.
sci-hub.se 参考文章(16)
Bernard D. Goldstein, Gisela Witz, Jamshid Javid, Marie A. Amoruso, Toby Rossman, Bonnie Wolder, Muconaldehyde, a potential toxic intermediate of benzene metabolism. Advances in Experimental Medicine and Biology. pp. 331- 339 ,(1982) , 10.1007/978-1-4757-0674-1_20
R Snyder, G Witz, B D Goldstein, The toxicology of benzene. Environmental Health Perspectives. ,vol. 100, pp. 293- 306 ,(1993) , 10.1289/EHP.93100293
Gerhard Koßmehl, Bodo Bohn, Notiz über eine einfache Synthese von Mucondialdehyd Chemische Berichte. ,vol. 107, pp. 710- 711 ,(1974) , 10.1002/CBER.19741070244
G. Witz, S.C. Gad, R.R. Tice, Y. Oshiro, C.E. Piper, B.D. Goldstein, Genetic toxicity of the benzene metabolite trans, trans-muconaldehyde in mammalian and bacterial cells. Mutation Research\/genetic Toxicology. ,vol. 240, pp. 295- 306 ,(1990) , 10.1016/0165-1218(90)90080-L
A. W. Wood, R. L. Chang, W. Levin, R. E. Lehr, M. Schaefer-Ridder, J. M. Karle, D. M. Jerina, A. H. Conney, Mutagenicity and cytotoxicity of benz[a]anthracene diol epoxides and tetrahydro-epoxides: Exceptional activity of the bay region 1,2-epoxides Proceedings of the National Academy of Sciences of the United States of America. ,vol. 74, pp. 2746- 2750 ,(1977) , 10.1073/PNAS.74.7.2746
Stanley A. Kline, Qian Xiang, Bernard D. Goldstein, Gisela Witz, Reaction of (E,E)-muconaldehyde and its aldehydic metabolites, (E,E)-6-oxohexadienoic acid and (E,E)-6-hydroxyhexa-2,4-dienal, with glutathione. Chemical Research in Toxicology. ,vol. 6, pp. 578- 583 ,(1993) , 10.1021/TX00034A029
Zhihua Zhang, Stanley A. Kline, Theresa A. Kirley, Bernard D. Goldstein, Gisela Witz, Pathways of trans,trans-muconaldehyde metabolism in mouse liver cytosol: reversibility of monoreductive metabolism and formation of end products. Archives of Toxicology. ,vol. 67, pp. 461- 467 ,(1993) , 10.1007/BF01969916
E. Huberman, L. Sachs, S. K. Yang, V. Gelboin, Identification of mutagenic metabolites of benzo(a)pyrene in mammalian cells. Proceedings of the National Academy of Sciences of the United States of America. ,vol. 73, pp. 607- 611 ,(1976) , 10.1073/PNAS.73.2.607
D HENSCHLER, E EDER, B EPE, D SCHIFFMANN, Genotoxic and cell-transforming properties of (trans,trans)-muconaldehyde. Mutation Research. ,vol. 248, pp. 35- 43 ,(1991) , 10.1016/0027-5107(91)90085-3
Hansruedi Glatt, and Gisela Witz, Studies on the induction of gene mutations in bacterial and mammalian cells by the ring-opened benzene metabolites trans,trans-muconaldehyde and trans,trans-muconic acid. Mutagenesis. ,vol. 5, pp. 263- 266 ,(1990) , 10.1093/MUTAGE/5.3.263