메뉴 건너뛰기




Volumn 48, Issue 2, 2010, Pages 318-324

Benzene and dopamine catechol quinones could initiate cancer or neurogenic disease

Author keywords

1,4 Michael addition; Catechol quinones; Depurinating DNA adducts; Kinetics of depurination

Indexed keywords

BENZENE; CATECHOL QUINONE; DEOXYGUANOSINE; DOPAMINE; ESTROGEN; MONOPHENOL MONOOXYGENASE; N ACETYLDOPAMINE; NAPHTHALENE; QUINONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 72649092754     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.freeradbiomed.2009.11.002     Document Type: Article
Times cited : (23)

References (22)
  • 2
    • 33847795224 scopus 로고    scopus 로고
    • Catechol quinones of estrogens in the initiation of breast, prostate, and other human cancers: keynote lecture
    • Cavalieri E., and Rogan E. Catechol quinones of estrogens in the initiation of breast, prostate, and other human cancers: keynote lecture. Ann. N. Y. Acad. Sci. 1089 (2006) 286-301
    • (2006) Ann. N. Y. Acad. Sci. , vol.1089 , pp. 286-301
    • Cavalieri, E.1    Rogan, E.2
  • 3
    • 49049110270 scopus 로고    scopus 로고
    • Mechanistic insights into the Michael addition of deoxyguanosine to catechol estrogen-3,4-quinones
    • Stack D.E., Li G., Hill A., and Hoffman N. Mechanistic insights into the Michael addition of deoxyguanosine to catechol estrogen-3,4-quinones. Chem. Res. Toxicol. 21 (2008) 1415-1425
    • (2008) Chem. Res. Toxicol. , vol.21 , pp. 1415-1425
    • Stack, D.E.1    Li, G.2    Hill, A.3    Hoffman, N.4
  • 5
    • 33750009769 scopus 로고    scopus 로고
    • Induction of A.T to G.C mutations by erroneous repair of depurinated DNA following estrogen treatment of the mammary gland of ACI rats
    • Mailander P.C., Meza J.L., Higginbotham S., and Chakravarti D. Induction of A.T to G.C mutations by erroneous repair of depurinated DNA following estrogen treatment of the mammary gland of ACI rats. J. Steroid Biochem. Mol. Biol. 101 (2006) 204-215
    • (2006) J. Steroid Biochem. Mol. Biol. , vol.101 , pp. 204-215
    • Mailander, P.C.1    Meza, J.L.2    Higginbotham, S.3    Chakravarti, D.4
  • 6
    • 11144333530 scopus 로고    scopus 로고
    • Slow loss of deoxyribose from the N7deoxyguanosine adducts of estradiol-3,4-quinone and hexestrol-3′,4′-quinone: implications for mutagenic activity
    • Saeed M., Zahid M., Gunselman S.J., Rogan E., and Cavalieri E. Slow loss of deoxyribose from the N7deoxyguanosine adducts of estradiol-3,4-quinone and hexestrol-3′,4′-quinone: implications for mutagenic activity. Steroids 70 (2005) 29-35
    • (2005) Steroids , vol.70 , pp. 29-35
    • Saeed, M.1    Zahid, M.2    Gunselman, S.J.3    Rogan, E.4    Cavalieri, E.5
  • 7
    • 11144304046 scopus 로고    scopus 로고
    • Formation of the depurinating N3adenine and N7guanine adducts by reaction of DNA with hexestrol-3′,4′-quinone or enzyme-activated 3′-hydroxyhexestrol: implications for a unifying mechanism of tumor initiation by natural and synthetic estrogens
    • Saeed M., Gunselman S.J., Higginbotham S., Rogan E., and Cavalieri E. Formation of the depurinating N3adenine and N7guanine adducts by reaction of DNA with hexestrol-3′,4′-quinone or enzyme-activated 3′-hydroxyhexestrol: implications for a unifying mechanism of tumor initiation by natural and synthetic estrogens. Steroids 70 (2005) 37-45
    • (2005) Steroids , vol.70 , pp. 37-45
    • Saeed, M.1    Gunselman, S.J.2    Higginbotham, S.3    Rogan, E.4    Cavalieri, E.5
  • 8
    • 60549105044 scopus 로고    scopus 로고
    • Mechanism of metabolic activation and DNA adduct formation by the human carcinogen diethylstilbestrol: the defining link to natural estrogens
    • Saeed M., Rogan E., and Cavalieri E. Mechanism of metabolic activation and DNA adduct formation by the human carcinogen diethylstilbestrol: the defining link to natural estrogens. Int. J. Cancer 124 (2009) 1276-1284
    • (2009) Int. J. Cancer , vol.124 , pp. 1276-1284
    • Saeed, M.1    Rogan, E.2    Cavalieri, E.3
  • 9
    • 33846868665 scopus 로고    scopus 로고
    • Formation of depurinating N3adenine and N7guanine adducts after reaction of 1,2-naphthoquinone or enzyme-activated 1,2-dihydroxynaphthalene with DNA: implications for the mechanism of tumor initiation by naphthalene
    • Saeed M., Higginbotham S., Rogan E., and Cavalieri E. Formation of depurinating N3adenine and N7guanine adducts after reaction of 1,2-naphthoquinone or enzyme-activated 1,2-dihydroxynaphthalene with DNA: implications for the mechanism of tumor initiation by naphthalene. Chem. Biol. Interact. 165 (2007) 175-188
    • (2007) Chem. Biol. Interact. , vol.165 , pp. 175-188
    • Saeed, M.1    Higginbotham, S.2    Rogan, E.3    Cavalieri, E.4
  • 11
    • 0036309549 scopus 로고    scopus 로고
    • Catechol ortho-quinones: the electrophilic compounds that form depurinating DNA adducts and could initiate cancer and other diseases
    • Cavalieri E.L., Li K.M., Balu N., Saeed M., Devanesan P., Higginbotham S., Zhao J., Gross M.L., and Rogan E.G. Catechol ortho-quinones: the electrophilic compounds that form depurinating DNA adducts and could initiate cancer and other diseases. Carcinogenesis 23 (2002) 1071-1077
    • (2002) Carcinogenesis , vol.23 , pp. 1071-1077
    • Cavalieri, E.L.1    Li, K.M.2    Balu, N.3    Saeed, M.4    Devanesan, P.5    Higginbotham, S.6    Zhao, J.7    Gross, M.L.8    Rogan, E.G.9
  • 12
    • 0028142468 scopus 로고
    • perspective on benzene leukemogenesis
    • Snyder R., and Kalf G.F.A. perspective on benzene leukemogenesis. Crit. Rev. Toxicol. 24 (1994) 177-209
    • (1994) Crit. Rev. Toxicol. , vol.24 , pp. 177-209
    • Snyder, R.1    Kalf, G.F.A.2
  • 13
    • 0026035519 scopus 로고
    • Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspects
    • Guengerich F.P., Kim D.H., and 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
    • (1991) Chem. Res. Toxicol. , vol.4 , pp. 168-179
    • Guengerich, F.P.1    Kim, D.H.2    Iwasaki, M.3
  • 14
    • 0024361904 scopus 로고
    • Effect of exposure concentration, exposure rate, and route of administration on metabolism of benzene by F344 rats and B6C3F1 mice
    • Sabourin P.J., Bechtold W.E., Griffith W.C., Birnbaum L.S., Lucier G., and Henderson R.F. Effect of exposure concentration, exposure rate, and route of administration on metabolism of benzene by F344 rats and B6C3F1 mice. Toxicol. Appl. Pharmacol. 99 (1989) 421-444
    • (1989) Toxicol. Appl. Pharmacol. , vol.99 , pp. 421-444
    • Sabourin, P.J.1    Bechtold, W.E.2    Griffith, W.C.3    Birnbaum, L.S.4    Lucier, G.5    Henderson, R.F.6
  • 15
    • 0023066476 scopus 로고
    • Recent advances in the metabolism and toxicity of benzene
    • Kalf G.F. Recent advances in the metabolism and toxicity of benzene. Crit. Rev. Toxicol. 18 (1987) 141-159
    • (1987) Crit. Rev. Toxicol. , vol.18 , pp. 141-159
    • Kalf, G.F.1
  • 17
    • 0027517496 scopus 로고
    • Peroxidase activation of hydroquinone results in the formation of DNA adducts in HL-60 cells, mouse bone marrow macrophages and human bone marrow
    • Levay G., Ross D., and Bodell W.J. Peroxidase activation of hydroquinone results in the formation of DNA adducts in HL-60 cells, mouse bone marrow macrophages and human bone marrow. Carcinogenesis 14 (1993) 2329-2334
    • (1993) Carcinogenesis , vol.14 , pp. 2329-2334
    • Levay, G.1    Ross, D.2    Bodell, W.J.3
  • 18
    • 0025260872 scopus 로고
    • Differences in quinone reductase activity in primary bone marrow stromal cells derived from C57BL/6 and DBA/2 mice
    • Twerdok L.E., and Trush M.A. Differences in quinone reductase activity in primary bone marrow stromal cells derived from C57BL/6 and DBA/2 mice. Res. Commun. Chem. Pathol. Pharmacol. 67 (1990) 375-386
    • (1990) Res. Commun. Chem. Pathol. Pharmacol. , vol.67 , pp. 375-386
    • Twerdok, L.E.1    Trush, M.A.2
  • 19
    • 0031164759 scopus 로고    scopus 로고
    • Model insect cuticle sclerotization: reactions of catecholamine quinones with the nitrogen-centered nucleophiles imidazole and N-acetylhistidine
    • Huang X., Xu R., Hawley M.D., and Kramer K.J. Model insect cuticle sclerotization: reactions of catecholamine quinones with the nitrogen-centered nucleophiles imidazole and N-acetylhistidine. Bioorg. Chem. 25 (1997) 179-202
    • (1997) Bioorg. Chem. , vol.25 , pp. 179-202
    • Huang, X.1    Xu, R.2    Hawley, M.D.3    Kramer, K.J.4
  • 22
    • 31844450313 scopus 로고    scopus 로고
    • The greater reactivity of estradiol-3,4-quinone vs estradiol-2,3-quinone with DNA in the formation of depurinating adducts: implications for tumor-initiating activity
    • Zahid M., Kohli E., Saeed M., Rogan E., and Cavalieri E. The greater reactivity of estradiol-3,4-quinone vs estradiol-2,3-quinone with DNA in the formation of depurinating adducts: implications for tumor-initiating activity. Chem. Res. Toxicol. 19 (2006) 164-172
    • (2006) Chem. Res. Toxicol. , vol.19 , pp. 164-172
    • Zahid, M.1    Kohli, E.2    Saeed, M.3    Rogan, E.4    Cavalieri, E.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.