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Volumn 25, Issue 1, 2008, Pages 67-75

The methoxychlor metabolite, HPTE, directly inhibits the catalytic activity of cholesterol side-chain cleavage (P450scc) in cultured rat ovarian cells

Author keywords

Cholesterol side chain cleavage; Granulosa cells; HPTE; Methoxychlor; Ovarian steroidogenesis; P450scc; Theca cells

Indexed keywords

1,1,1 TRICHLORO 2,2 BIS(4 HYDROXYPHENYL)ETHANE; 4 TERT OCTYLPHENOL; 4,4' ISOPROPYLIDENEDIPHENOL; ANDROGEN RECEPTOR; CHOLESTEROL; CYTOCHROME P450; ESTROGEN RECEPTOR; METHOXYCHLOR; PESTICIDE; PROGESTERONE; TRICHLOROETHANE; UNCLASSIFIED DRUG;

EID: 37449008357     PISSN: 08906238     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.reprotox.2007.10.007     Document Type: Article
Times cited : (31)

References (36)
  • 1
    • 37449033620 scopus 로고    scopus 로고
    • ATSDR: toxicological profile for methoxychlor (update). US Department of Health and Human Services, Public Health Service: Atlanta, GA; 2002.
  • 3
    • 85033506124 scopus 로고    scopus 로고
    • The effects of perinatal/juvenile methoxychlor exposure on adult rat nervous, immune, and reproductive system function
    • Chapin R.E., Harris M.W., Davis B.J., Ward S.M., Wilson R.E., Mauney M.A., et al. The effects of perinatal/juvenile methoxychlor exposure on adult rat nervous, immune, and reproductive system function. Fundam Appl Toxicol 40 (1997) 138-157
    • (1997) Fundam Appl Toxicol , vol.40 , pp. 138-157
    • Chapin, R.E.1    Harris, M.W.2    Davis, B.J.3    Ward, S.M.4    Wilson, R.E.5    Mauney, M.A.6
  • 4
    • 0024573314 scopus 로고
    • Antifertility effect of methoxychlor in female rats: dose- and time-dependent blockade of pregnancy
    • Cummings A.M., and Gray Jr. L.E. Antifertility effect of methoxychlor in female rats: dose- and time-dependent blockade of pregnancy. Toxicol Appl Pharmacol 97 (1989) 454-462
    • (1989) Toxicol Appl Pharmacol , vol.97 , pp. 454-462
    • Cummings, A.M.1    Gray Jr., L.E.2
  • 5
    • 0026366084 scopus 로고
    • Effects of methoxychlor on the reproductive system of the adult female mouse. 1. Gross and histologic observations
    • Martinez E.M., and Swartz W.J. Effects of methoxychlor on the reproductive system of the adult female mouse. 1. Gross and histologic observations. Reprod Toxicol 5 (1991) 139-147
    • (1991) Reprod Toxicol , vol.5 , pp. 139-147
    • Martinez, E.M.1    Swartz, W.J.2
  • 6
    • 0031282722 scopus 로고    scopus 로고
    • Decreased superovulation in adult mice following neonatal exposures to technical methoxychlor
    • Eroschenko V.P., Swartz W.J., and Ford L.C. Decreased superovulation in adult mice following neonatal exposures to technical methoxychlor. Reprod Toxicol 11 (1997) 807-814
    • (1997) Reprod Toxicol , vol.11 , pp. 807-814
    • Eroschenko, V.P.1    Swartz, W.J.2    Ford, L.C.3
  • 7
    • 33748755734 scopus 로고    scopus 로고
    • Methoxychlor inhibits growth and induces atresia of antral follicles through an oxidative stress pathway
    • Gupta R.K., Miller K.P., Babus J.K., and Flaws J.A. Methoxychlor inhibits growth and induces atresia of antral follicles through an oxidative stress pathway. Toxicol Sci 93 (2006) 382-389
    • (2006) Toxicol Sci , vol.93 , pp. 382-389
    • Gupta, R.K.1    Miller, K.P.2    Babus, J.K.3    Flaws, J.A.4
  • 8
    • 0026621607 scopus 로고
    • Effects of methoxychlor on the reproductive system of the adult female mouse. 2. Ultrastructural observations
    • Martinez E.M., and Swartz W.J. Effects of methoxychlor on the reproductive system of the adult female mouse. 2. Ultrastructural observations. Reprod Toxicol 6 (1992) 93-98
    • (1992) Reprod Toxicol , vol.6 , pp. 93-98
    • Martinez, E.M.1    Swartz, W.J.2
  • 9
    • 0027351313 scopus 로고
    • Effect of methoxychlor on ovarian steroidogenesis: role in early pregnancy loss
    • Cummings A.M., and Laskey J. Effect of methoxychlor on ovarian steroidogenesis: role in early pregnancy loss. Reprod Toxicol 7 (1993) 17-23
    • (1993) Reprod Toxicol , vol.7 , pp. 17-23
    • Cummings, A.M.1    Laskey, J.2
  • 10
    • 0014871527 scopus 로고
    • Comparative metabolism of methoxychlor, methiochlor, and DDT in mouse, insects, and in a model ecosystem
    • Kapoor I.P., Metcalf R.L., Nystrom R.F., and Sangha G.K. Comparative metabolism of methoxychlor, methiochlor, and DDT in mouse, insects, and in a model ecosystem. J Agric Food Chem 18 (1970) 1145-1152
    • (1970) J Agric Food Chem , vol.18 , pp. 1145-1152
    • Kapoor, I.P.1    Metcalf, R.L.2    Nystrom, R.F.3    Sangha, G.K.4
  • 11
    • 26644460866 scopus 로고    scopus 로고
    • Comparative in vitro metabolism of methoxychlor in male and female rats: metabolism of demethylated methoxychlor metabolites by precision-cut rat liver slices
    • Ohyama K., Maki S., Sato K., and Kato Y. Comparative in vitro metabolism of methoxychlor in male and female rats: metabolism of demethylated methoxychlor metabolites by precision-cut rat liver slices. Xenobiotica 35 (2005) 683-695
    • (2005) Xenobiotica , vol.35 , pp. 683-695
    • Ohyama, K.1    Maki, S.2    Sato, K.3    Kato, Y.4
  • 12
    • 31144434401 scopus 로고    scopus 로고
    • Effect of methoxychlor and estradiol on cytochrome p450 enzymes in the mouse ovarian surface epithelium
    • Symonds D.A., Miller K.P., Tomic D., and Flaws J.A. Effect of methoxychlor and estradiol on cytochrome p450 enzymes in the mouse ovarian surface epithelium. Toxicol Sci 89 (2006) 510-514
    • (2006) Toxicol Sci , vol.89 , pp. 510-514
    • Symonds, D.A.1    Miller, K.P.2    Tomic, D.3    Flaws, J.A.4
  • 13
    • 0018009080 scopus 로고
    • Interactions of methoxychlor, methoxychlor base-soluble contaminant, and 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane with rat uterine estrogen receptor
    • Bulger W.H., Muccitelli R.M., and Kupfer D. Interactions of methoxychlor, methoxychlor base-soluble contaminant, and 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane with rat uterine estrogen receptor. J Toxicol Environ Health 4 (1978) 881-893
    • (1978) J Toxicol Environ Health , vol.4 , pp. 881-893
    • Bulger, W.H.1    Muccitelli, R.M.2    Kupfer, D.3
  • 14
    • 0034871380 scopus 로고    scopus 로고
    • Differential gene expression in response to methoxychlor and estradiol through ERalpha, ERbeta, and AR in reproductive tissues of female mice
    • Waters K.M., Safe S., and Gaido K.W. Differential gene expression in response to methoxychlor and estradiol through ERalpha, ERbeta, and AR in reproductive tissues of female mice. Toxicol Sci 63 (2001) 47-56
    • (2001) Toxicol Sci , vol.63 , pp. 47-56
    • Waters, K.M.1    Safe, S.2    Gaido, K.W.3
  • 15
    • 13644266459 scopus 로고    scopus 로고
    • Methoxychlor induces proliferation of the mouse ovarian surface epithelium
    • Symonds D.A., Tomic D., Miller K.P., and Flaws J.A. Methoxychlor induces proliferation of the mouse ovarian surface epithelium. Toxicol Sci 83 (2005) 355-362
    • (2005) Toxicol Sci , vol.83 , pp. 355-362
    • Symonds, D.A.1    Tomic, D.2    Miller, K.P.3    Flaws, J.A.4
  • 16
    • 0034129697 scopus 로고    scopus 로고
    • The effect of raloxifene on the uterine weight response in immature mice exposed to 17beta-estradiol, 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane, and methoxychlor
    • Al-Jamal J.H., and Dubin N.H. The effect of raloxifene on the uterine weight response in immature mice exposed to 17beta-estradiol, 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane, and methoxychlor. Am J Obstet Gynecol 182 (2000) 1099-1102
    • (2000) Am J Obstet Gynecol , vol.182 , pp. 1099-1102
    • Al-Jamal, J.H.1    Dubin, N.H.2
  • 17
    • 0006164509 scopus 로고    scopus 로고
    • The estrogen receptor beta subtype: a novel mediator of estrogen action in neuroendocrine systems
    • Kuiper G.G., Shughrue P.J., Merchenthaler I., and Gustafsson J.A. The estrogen receptor beta subtype: a novel mediator of estrogen action in neuroendocrine systems. Front Neuroendocrinol 19 (1998) 253-286
    • (1998) Front Neuroendocrinol , vol.19 , pp. 253-286
    • Kuiper, G.G.1    Shughrue, P.J.2    Merchenthaler, I.3    Gustafsson, J.A.4
  • 18
    • 0342646942 scopus 로고    scopus 로고
    • The estrogenic and antiandrogenic pesticide methoxychlor alters the reproductive tract and behavior without affecting pituitary size or LH and prolactin secretion in male rats
    • Gray Jr. L.E., Ostby J., Cooper R.L., and Kelce W.R. The estrogenic and antiandrogenic pesticide methoxychlor alters the reproductive tract and behavior without affecting pituitary size or LH and prolactin secretion in male rats. Toxicol Ind Health 15 (1999) 37-47
    • (1999) Toxicol Ind Health , vol.15 , pp. 37-47
    • Gray Jr., L.E.1    Ostby, J.2    Cooper, R.L.3    Kelce, W.R.4
  • 19
    • 0031752451 scopus 로고    scopus 로고
    • Inhibition of androgen receptor-dependent transcriptional activity by DDT isomers and methoxychlor in HepG2 human hepatoma cells
    • Maness S.C., McDonnell D.P., and Gaido K.W. Inhibition of androgen receptor-dependent transcriptional activity by DDT isomers and methoxychlor in HepG2 human hepatoma cells. Toxicol Appl Pharmacol 151 (1998) 135-142
    • (1998) Toxicol Appl Pharmacol , vol.151 , pp. 135-142
    • Maness, S.C.1    McDonnell, D.P.2    Gaido, K.W.3
  • 20
    • 0033304499 scopus 로고    scopus 로고
    • Differential interaction of the methoxychlor metabolite 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane with estrogen receptors alpha and beta
    • Gaido K.W., Leonard L.S., Maness S.C., Hall J.M., McDonnell D.P., Saville B., et al. Differential interaction of the methoxychlor metabolite 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane with estrogen receptors alpha and beta. Endocrinology 140 (1999) 5746-5753
    • (1999) Endocrinology , vol.140 , pp. 5746-5753
    • Gaido, K.W.1    Leonard, L.S.2    Maness, S.C.3    Hall, J.M.4    McDonnell, D.P.5    Saville, B.6
  • 21
    • 25844525451 scopus 로고    scopus 로고
    • The reported active metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane, inhibits testosterone formation by cultured Leydig cells from neonatal rats
    • Murono E.P., and Derk R.C. The reported active metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane, inhibits testosterone formation by cultured Leydig cells from neonatal rats. Reprod Toxicol 20 (2005) 503-513
    • (2005) Reprod Toxicol , vol.20 , pp. 503-513
    • Murono, E.P.1    Derk, R.C.2
  • 22
    • 30644473751 scopus 로고    scopus 로고
    • In vivo exposure of young adult male rats to methoxychlor reduces serum testosterone levels and ex vivo Leydig cell testosterone formation and cholesterol side-chain cleavage activity
    • Murono E.P., Derk R.C., and Akgul Y. In vivo exposure of young adult male rats to methoxychlor reduces serum testosterone levels and ex vivo Leydig cell testosterone formation and cholesterol side-chain cleavage activity. Reprod Toxicol 21 (2006) 148-153
    • (2006) Reprod Toxicol , vol.21 , pp. 148-153
    • Murono, E.P.1    Derk, R.C.2    Akgul, Y.3
  • 23
    • 4444220687 scopus 로고    scopus 로고
    • The effects of the reported active metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane, on testosterone formation by cultured Leydig cells from young adult rats
    • Murono E.P., and Derk R.C. The effects of the reported active metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane, on testosterone formation by cultured Leydig cells from young adult rats. Reprod Toxicol 19 (2004) 135-146
    • (2004) Reprod Toxicol , vol.19 , pp. 135-146
    • Murono, E.P.1    Derk, R.C.2
  • 24
    • 0034003004 scopus 로고    scopus 로고
    • A metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane, reduces testosterone biosynthesis in rat Leydig cells through suppression of steady-state messenger ribonucleic acid levels of the cholesterol side-chain cleavage enzyme
    • Akingbemi B.T., Ge R.S., Klinefelter G.R., Gunsalus G.L., and Hardy M.P. A metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane, reduces testosterone biosynthesis in rat Leydig cells through suppression of steady-state messenger ribonucleic acid levels of the cholesterol side-chain cleavage enzyme. Biol Reprod 62 (2000) 571-578
    • (2000) Biol Reprod , vol.62 , pp. 571-578
    • Akingbemi, B.T.1    Ge, R.S.2    Klinefelter, G.R.3    Gunsalus, G.L.4    Hardy, M.P.5
  • 25
    • 0021691796 scopus 로고
    • Hormonal regulation of the differentiation of cultured ovarian granulosa cells
    • Hsueh A.J., Adashi E.Y., Jones P.B., and Welsh Jr. T.H. Hormonal regulation of the differentiation of cultured ovarian granulosa cells. Endocr Rev 5 (1984) 76-127
    • (1984) Endocr Rev , vol.5 , pp. 76-127
    • Hsueh, A.J.1    Adashi, E.Y.2    Jones, P.B.3    Welsh Jr., T.H.4
  • 26
    • 0022969570 scopus 로고
    • Synergism between granulosa and theca-interstitial cells in estrogen biosynthesis by gonadotropin-treated rat ovaries: studies on the two-cell, two-gonadotropin hypothesis using steroid antisera
    • Liu Y.X., and Hsueh A.J. Synergism between granulosa and theca-interstitial cells in estrogen biosynthesis by gonadotropin-treated rat ovaries: studies on the two-cell, two-gonadotropin hypothesis using steroid antisera. Biol Reprod 35 (1986) 27-36
    • (1986) Biol Reprod , vol.35 , pp. 27-36
    • Liu, Y.X.1    Hsueh, A.J.2
  • 27
    • 0023637369 scopus 로고
    • Steroid synthesis-dependent, oxygen-mediated damage of mitochondrial and microsomal cytochrome P-450 enzymes in rat Leydig cell cultures
    • Georgiou M., Perkins L.M., and Payne A.H. Steroid synthesis-dependent, oxygen-mediated damage of mitochondrial and microsomal cytochrome P-450 enzymes in rat Leydig cell cultures. Endocrinology 121 (1987) 1390-1399
    • (1987) Endocrinology , vol.121 , pp. 1390-1399
    • Georgiou, M.1    Perkins, L.M.2    Payne, A.H.3
  • 28
    • 0029583435 scopus 로고
    • Mitochondrial specificity of the early steps in steroidogenesis
    • Miller W.L. Mitochondrial specificity of the early steps in steroidogenesis. J Steroid Biochem Mol Biol 55 (1995) 607-616
    • (1995) J Steroid Biochem Mol Biol , vol.55 , pp. 607-616
    • Miller, W.L.1
  • 29
    • 0028944669 scopus 로고
    • Role of steroidogenic acute regulatory protein in adrenal and gonadal steroidogenesis
    • Lin D., Sugawara T., Strauss III J.F., Clark B.J., Stocco D.M., Saenger P., et al. Role of steroidogenic acute regulatory protein in adrenal and gonadal steroidogenesis. Science 267 (1995) 1828-1831
    • (1995) Science , vol.267 , pp. 1828-1831
    • Lin, D.1    Sugawara, T.2    Strauss III, J.F.3    Clark, B.J.4    Stocco, D.M.5    Saenger, P.6
  • 30
    • 85011457699 scopus 로고    scopus 로고
    • EM-800, a novel antiestrogen, acts as a pure antagonist of the transcriptional functions of estrogen receptors alpha and beta
    • Tremblay A.A., Tremblay G.G.B., Labrie C.C., Labrie F.F., and Giguère V.V. EM-800, a novel antiestrogen, acts as a pure antagonist of the transcriptional functions of estrogen receptors alpha and beta. Endocrinology 139 (1998) 111-118
    • (1998) Endocrinology , vol.139 , pp. 111-118
    • Tremblay, A.A.1    Tremblay, G.G.B.2    Labrie, C.C.3    Labrie, F.F.4    Giguère, V.V.5
  • 31
    • 33749598321 scopus 로고    scopus 로고
    • Anti-progestogenic effect of flutamide on uterine expression of calbindin-D9k mRNA and protein in immature mice
    • Ji Y.K., Lee G.S., Choi K.C., and Jeung E.B. Anti-progestogenic effect of flutamide on uterine expression of calbindin-D9k mRNA and protein in immature mice. Reprod Toxicol 22 (2006) 694-701
    • (2006) Reprod Toxicol , vol.22 , pp. 694-701
    • Ji, Y.K.1    Lee, G.S.2    Choi, K.C.3    Jeung, E.B.4
  • 32
    • 0023267974 scopus 로고
    • Metabolic activation of pesticides with proestrogenic activity
    • Kupfer D., and Bulger W.H. Metabolic activation of pesticides with proestrogenic activity. Fed Proc 46 (1987) 1864-1869
    • (1987) Fed Proc , vol.46 , pp. 1864-1869
    • Kupfer, D.1    Bulger, W.H.2
  • 33
    • 0027479316 scopus 로고
    • Substrate-binding region of cytochrome P-450SCC (P-450 XIA1). Identification and primary structure of the cholesterol binding region in cytochrome P-450SCC
    • Tsujita M., and Ichikawa Y. Substrate-binding region of cytochrome P-450SCC (P-450 XIA1). Identification and primary structure of the cholesterol binding region in cytochrome P-450SCC. Biochim Biophys Acta 1161 (1993) 124-130
    • (1993) Biochim Biophys Acta , vol.1161 , pp. 124-130
    • Tsujita, M.1    Ichikawa, Y.2
  • 34
    • 0022491178 scopus 로고
    • Characteristics of the active oxygen in covalent binding of the pesticide methoxychlor to hepatic microsomal proteins
    • Kupfer D., Bulger W.H., and Nanni F.J. Characteristics of the active oxygen in covalent binding of the pesticide methoxychlor to hepatic microsomal proteins. Biochem Pharmacol 35 (1986) 2775-2780
    • (1986) Biochem Pharmacol , vol.35 , pp. 2775-2780
    • Kupfer, D.1    Bulger, W.H.2    Nanni, F.J.3
  • 35
    • 33749637179 scopus 로고    scopus 로고
    • The methoxychlor metabolite, 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane, inhibits steroidogenesis in rat ovarian granulosa cells in vitro
    • Zachow R., and Uzumcu M. The methoxychlor metabolite, 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane, inhibits steroidogenesis in rat ovarian granulosa cells in vitro. Reprod Toxicol 22 (2006) 659-665
    • (2006) Reprod Toxicol , vol.22 , pp. 659-665
    • Zachow, R.1    Uzumcu, M.2
  • 36
    • 0027500278 scopus 로고
    • Basal transcriptional activity and cyclic adenosine 3′,5′-monophosphate responsiveness of the human cytochrome P450scc promoter transfected into MA-10 Leydig cells
    • Hum D.W., Staels B., Black S.M., and Miller WL. Basal transcriptional activity and cyclic adenosine 3′,5′-monophosphate responsiveness of the human cytochrome P450scc promoter transfected into MA-10 Leydig cells. Endocrinology 132 (1993) 546-552
    • (1993) Endocrinology , vol.132 , pp. 546-552
    • Hum, D.W.1    Staels, B.2    Black, S.M.3    Miller WL4


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