메뉴 건너뛰기




Volumn 18, Issue 2, 1997, Pages 431-437

The electrophilic, mutagenic and tumorigenic activities of phenyl and 4-nitrophenyl vinyl ethers and their epoxide metabolites

Author keywords

[No Author keywords available]

Indexed keywords

ACETONE; ALDEHYDE DERIVATIVE; BENZENE DERIVATIVE; CARCINOGEN; CHLORIDE ION; CHLOROACETALDEHYDE; DNA; EPOXIDE; ETHYLENE OXIDE DERIVATIVE; MUTAGENIC AGENT; PHENOL; PHORBOL 13 ACETATE 12 MYRISTATE; PHOSPHATE; VINYL DERIVATIVE;

EID: 0031426392     PISSN: 01433334     EISSN: None     Source Type: Journal    
DOI: 10.1093/carcin/18.2.431     Document Type: Article
Times cited : (8)

References (29)
  • 2
    • 0022415683 scopus 로고
    • p-Nitrophenyl vinyl ether, a novel substrate for the assay of cytochrome P-450 dependent olefinic epoxidation in hepatic microsomes
    • Isobe, M., Sone, T. and Takabatake, E. (1985) p-Nitrophenyl vinyl ether, a novel substrate for the assay of cytochrome P-450 dependent olefinic epoxidation in hepatic microsomes. J. Pharmacobio-Dyn., 8, 614-622.
    • (1985) J. Pharmacobio-Dyn. , vol.8 , pp. 614-622
    • Isobe, M.1    Sone, T.2    Takabatake, E.3
  • 3
    • 0024033070 scopus 로고
    • An unstable epoxy intermediate formed by the microsomal oxidation of 4-nitrophenyl vinyl ether
    • Isobe, M., Sone, T. and Takabatake, E. (1988) An unstable epoxy intermediate formed by the microsomal oxidation of 4-nitrophenyl vinyl ether. Chem. Pharm. Bull., 36, 2267-2269.
    • (1988) Chem. Pharm. Bull. , vol.36 , pp. 2267-2269
    • Isobe, M.1    Sone, T.2    Takabatake, E.3
  • 4
    • 2642655074 scopus 로고
    • Effect of ring substituent on the stability of the epoxide derived from phenyl vinyl ether
    • Sone, T., Isobe, M. and Takabatake, E. (1989) Effect of ring substituent on the stability of the epoxide derived from phenyl vinyl ether. Chem. Pharmaceut. Bull., 37, 1922-1924.
    • (1989) Chem. Pharmaceut. Bull. , vol.37 , pp. 1922-1924
    • Sone, T.1    Isobe, M.2    Takabatake, E.3
  • 6
    • 0024344589 scopus 로고
    • Comparative studies on the metabolism and mutagenicity of vinyl ethers
    • Sone, T., Isobe, M. and Takabatake, E. (1989) Comparative studies on the metabolism and mutagenicity of vinyl ethers. J. Pharmacobio-Dyn., 12, 345-351.
    • (1989) J. Pharmacobio-Dyn. , vol.12 , pp. 345-351
    • Sone, T.1    Isobe, M.2    Takabatake, E.3
  • 7
    • 0025356726 scopus 로고
    • Role of epoxide in the metabolic toxication of vinyl ether
    • Proceedings of the 20th Symposium on Drug Metabolism and Action (Sapporo)
    • Isobe, M., Sone, T., Kotami, K. and Takabatake, E. (1990) Role of epoxide in the metabolic toxication of vinyl ether. Proceedings of the 20th Symposium on Drug Metabolism and Action (Sapporo). J. Pharmacobio-Dyn., 13, S64.
    • (1990) J. Pharmacobio-Dyn. , vol.13
    • Isobe, M.1    Sone, T.2    Kotami, K.3    Takabatake, E.4
  • 8
    • 0025340017 scopus 로고
    • Synthesis and properties of vinyl carbamate epoxide, a possible ultimate electrophilic and carcinogenic metabolite of vinyl carbamate and ethyl carbamate
    • Park, K.-K., Surh, Y.-J., Stewart, B.C. and Miller, J.A. (1990) Synthesis and properties of vinyl carbamate epoxide, a possible ultimate electrophilic and carcinogenic metabolite of vinyl carbamate and ethyl carbamate. Biochem. Biophys. Res. Commun., 169, 1094-1098.
    • (1990) Biochem. Biophys. Res. Commun. , vol.169 , pp. 1094-1098
    • Park, K.-K.1    Surh, Y.-J.2    Stewart, B.C.3    Miller, J.A.4
  • 9
    • 0027177202 scopus 로고
    • Vinyl carbamate epoxide, a major strong electrophilic, mutagenic and carcinogenic metabolite of vinyl carbamate and ethyl carbamate (urethane)
    • Park, K.-K., Liem, A., Stewart, B.C. and Miller, J.A. (1993) Vinyl carbamate epoxide, a major strong electrophilic, mutagenic and carcinogenic metabolite of vinyl carbamate and ethyl carbamate (urethane). Carcinogenesis, 14, 441-450.
    • (1993) Carcinogenesis , vol.14 , pp. 441-450
    • Park, K.-K.1    Liem, A.2    Stewart, B.C.3    Miller, J.A.4
  • 10
    • 84968975445 scopus 로고
    • 2-,3-ethenoguanosine in DNA after treatment with chloroacetaldehyde in vitro
    • 2-,3-ethenoguanosine in DNA after treatment with chloroacetaldehyde in vitro. Carcinogenesis, 13, 214-218.
    • (1982) Carcinogenesis , vol.13 , pp. 214-218
    • Oesch, F.1    Doerjer, G.2
  • 11
    • 85008131557 scopus 로고
    • Preparation and purification of 4-nitrophenyl vinyl ether
    • Dombroski, J.R. and Hallensleben, M.L. (1972) Preparation and purification of 4-nitrophenyl vinyl ether. Synthesis, pp. 693-694.
    • (1972) Synthesis , pp. 693-694
    • Dombroski, J.R.1    Hallensleben, M.L.2
  • 15
    • 0018379379 scopus 로고
    • The mutagenicity of safrole, estragole, eugenol and trans-anethole and some of their known or possible metabolites for Salmonella typhimurium mutants
    • Swanson, A.B., Chambliss, D.D., Blomquist, J.C., Miller, E.C. and Miller, J.A. (1979) The mutagenicity of safrole, estragole, eugenol and trans-anethole and some of their known or possible metabolites for Salmonella typhimurium mutants. Mutat. Res., 60, 143-153.
    • (1979) Mutat. Res. , vol.60 , pp. 143-153
    • Swanson, A.B.1    Chambliss, D.D.2    Blomquist, J.C.3    Miller, E.C.4    Miller, J.A.5
  • 16
    • 0025193585 scopus 로고
    • 6-ethenoadenosine formation, mutagenicity, and murine tumor induction as indicators of the generation of an electrophilic epoxide metabolite of the closely related carcinogens ethyl carbamate (urethane) and vinyl carbamate
    • 6-ethenoadenosine formation, mutagenicity, and murine tumor induction as indicators of the generation of an electrophilic epoxide metabolite of the closely related carcinogens ethyl carbamate (urethane) and vinyl carbamate. Carcinogenesis, 11, 463-473.
    • (1990) Carcinogenesis , vol.11 , pp. 463-473
    • Leithauser, M.T.1    Liem, A.2    Stewart, B.C.3    Miller, E.C.4    Miller, J.A.5
  • 17
    • 0018076222 scopus 로고
    • Vinyl carbamate as a promutagen and a more carcinogenic analog of ethyl carbamate
    • Dahl, G.A., Miller, E.C. and Miller, J.A. (1978) Vinyl carbamate as a promutagen and a more carcinogenic analog of ethyl carbamate. Cancer Res., 38, 3793-3804.
    • (1978) Cancer Res. , vol.38 , pp. 3793-3804
    • Dahl, G.A.1    Miller, E.C.2    Miller, J.A.3
  • 18
    • 0021230148 scopus 로고
    • 1 mice and characterization of N-(deoxyguanosine-8-yl)-4-aminoazobenzene as the major persistent DNA-bound dye in these mice
    • 1 mice and characterization of N-(deoxyguanosine-8-yl)-4-aminoazobenzene as the major persistent DNA-bound dye in these mice. Cancer Res., 44, 2540-2550.
    • (1984) Cancer Res. , vol.44 , pp. 2540-2550
    • Delclos, K.B.1    Tarpley, W.G.2    Miller, E.C.3    Miller, J.A.4
  • 21
    • 0000892916 scopus 로고
    • Formation of etheno adducts of adenosine and cytidine from 1-halooxiranes. Evidence for a mechanism involving initial reaction with the endocyclic nitrogen atoms
    • Guengerich, F.P. and Raney, V.M. (1992) Formation of etheno adducts of adenosine and cytidine from 1-halooxiranes. Evidence for a mechanism involving initial reaction with the endocyclic nitrogen atoms. J. Am. Chem. Soc., 114, 1074-1080.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 1074-1080
    • Guengerich, F.P.1    Raney, V.M.2
  • 22
    • 0021858865 scopus 로고
    • Lack of miscoding properties of 7-(2′-oxoethyl)guanine, the major vinyl chloride DNA adduct
    • Barbin, A. and Laib, R.J. (1985) Lack of miscoding properties of 7-(2′-oxoethyl)guanine, the major vinyl chloride DNA adduct. Cancer Res., 45, 2440-2444.
    • (1985) Cancer Res. , vol.45 , pp. 2440-2444
    • Barbin, A.1    Laib, R.J.2
  • 23
    • 0022037404 scopus 로고
    • Apurinic sites as mutagenic intermediates
    • Loeb, L.A. (1985) Apurinic sites as mutagenic intermediates. Cell, 40, 483-484.
    • (1985) Cell , vol.40 , pp. 483-484
    • Loeb, L.A.1
  • 24
    • 0023015325 scopus 로고
    • Mutagenesis by apurinic and apyrimidinic sites
    • Loeb, L.A. and Preston, B.D. (1986) Mutagenesis by apurinic and apyrimidinic sites. Annu. Rev. Genet., 20, 201-230.
    • (1986) Annu. Rev. Genet. , vol.20 , pp. 201-230
    • Loeb, L.A.1    Preston, B.D.2
  • 25
    • 0028785807 scopus 로고
    • Relating aromatic hydrocarbon-induced DNA adducts and c-H-ras mutations in mouse skin papillomas: The role of apurinic sites
    • Chakravarti, D., Pelling, J.C., Cavalieri, E.L. and Rogan, E.G. (1995) Relating aromatic hydrocarbon-induced DNA adducts and c-H-ras mutations in mouse skin papillomas: the role of apurinic sites. Proc. Natl Acad. Sci. USA, 92, 10422-10426.
    • (1995) Proc. Natl Acad. Sci. USA , vol.92 , pp. 10422-10426
    • Chakravarti, D.1    Pelling, J.C.2    Cavalieri, E.L.3    Rogan, E.G.4
  • 29
    • 0001204542 scopus 로고
    • Spectral and chemical properties of dimethyldioxirane as determined by experiment and ab initio calculations
    • Adam, W., Chan, Y.-Y., Cremer, D., Gauss, J., Scheutzow, J. and Schindler, M. (1987) Spectral and chemical properties of dimethyldioxirane as determined by experiment and ab initio calculations. J. Org. Chem., 52, 2800-2803.
    • (1987) J. Org. Chem. , vol.52 , pp. 2800-2803
    • Adam, W.1    Chan, Y.-Y.2    Cremer, D.3    Gauss, J.4    Scheutzow, J.5    Schindler, M.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.