Catechol-O-methyltransferase and methoxyestradiols participate in the intraoviductal nongenomic pathway through which estradiol accelerates egg transport in cycling rats

Biology of Reproduction

Volumn 77, Issue 6, 2007, Pages 934-941

  Parada Bustamante, Alexis ^a,b   Orihuela, Pedro A ^b,c   Ríos, Mariana ^a,b   Navarrete Gómez, Patricia A ^c   Cuevas, Catherina A ^c   Velasquez, Luis A ^b,c   Villalón, Manuel J ^a   Croxatto, Horacio B ^a,b,c  

^a PONTIFICIA UNIVERSIDAD CATÓLICA DE CHILE   (Chile)

^b UNIVERSIDAD ANDRÉS BELLO   (Chile)

^c UNIVERSIDAD DE SANTIAGO DE CHILE   (Chile)

Author keywords

17 estradiol; Catechol O methyltransferase; Estrogen receptor; Methoxyestradiols; Oocyte transport; Oviduct; Ovum pick up transport

Indexed keywords

2 METHOXYESTRADIOL; 3,5 DINITROPYROCATECHOL; 4 METHOXYESTRADIOL; ANTIESTROGEN; CATECHOL METHYLTRANSFERASE; CATECHOL METHYLTRANSFERASE INHIBITOR; CYTOCHROME P450 1A1; CYTOCHROME P450 1B1; DACTINOMYCIN; ESTRADIOL; ESTRADIOL 3 METHYL ETHER; ESTRIOL; FULVESTRANT; MESSENGER RNA; N [2 (4 BROMOCINNAMYLAMINO)ETHYL] 5 ISOQUINOLINESULFONAMIDE; PROTEIN KINASE INHIBITOR;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; FEMALE; GENE EXPRESSION; MICROARRAY ANALYSIS; NONHUMAN; OOCYTE TRANSPORT; OVARY CYCLE; OVIDUCT; PREGNANCY; PRIORITY JOURNAL; RAT; REAL TIME POLYMERASE CHAIN REACTION; SIGNAL TRANSDUCTION; WESTERN BLOTTING;

ANIMALS; ARYL HYDROCARBON HYDROXYLASES; CATECHOL O-METHYLTRANSFERASE; CYTOCHROME P-450 CYP1A1; EGG PROTEINS; ESTRADIOL; FEMALE; GENE EXPRESSION REGULATION; MENSTRUAL CYCLE; METHYLATION; OVIDUCTS; OVUM; PHOSPHORYLATION; PREGNANCY; RATS; RATS, SPRAGUE-DAWLEY; RECEPTORS, ESTROGEN; SEXUAL BEHAVIOR, ANIMAL;

RATTUS;

EID: 36649019924     PISSN: 00063363     EISSN: None     Source Type: Journal    
DOI: 10.1095/biolreprod.107.061622     Document Type: Article

References (40)

1. Croxatto HB. Physiology of gamete and embryo transport through the fallopian tube. Reprod Biomed Online 2002; 4:160-169.
2. Ortiz ME, Villalón M, Croxatto HB. Ovum transport and fertility following post-ovulatory treatment with estradiol in rats. Biol Reprod 1979; 21:1163-1167.
3. Nilsson S, Mäkelä S, Treuter E, Tujague M, Thomsen J, Andersson G, Enmark E, Petterson K, Warner M, Gustafsson JA. Mechanisms of estrogen action. Physiol Rev 2001; 81:1535-1565.
4. Brañes MC, Morales B, Rios M, Villalon MJ. Regulation of the immunoexpression of aquaporin 9 by ovarian hormones in the rat oviductal epithelium. Am J Physiol Cell Physiol 2005; 288:C1048-1057.
5. Hermoso M, Saez JC, Villalon M. Identification of gap junctions in the oviduct and regulation of connexins during development and by sexual hormones. Eur J Cell Biol 1997; 174:1-9.
6. Ríos M, Orihuela PA, Croxatto HB. Intraoviductal administration of ribonucleic acid from estrogen-treated rats mimics the effect of estrogen on ovum transport. Biol Reprod 1997; 56:279-283.
7. Orihuela PA, Ríos M, Croxatto HB. Disparate effects of estradiol on egg transport and oviductal protein synthesis in pregnant and cyclic rats. Biol Reprod 2001; 65:1232-1237.
8. Orihuela PA, Croxatto HB. Acceleration of oviductal transport of oocytes induced by estradiol in cycling rats is mediated by nongenomic stimulation of protein phosphorylation in the oviduct. Biol Reprod 2001; 65:1238-1245.
9. Orihuela PA, Parada-Bustamante A, Cortés PP, Gatica C, Croxatto HB. Estrogen receptor, cyclic adenosine monophosphate, and protein kinase A are involved in the nongenomic pathway by which estradiol accelerates oviductal oocyte transport in cyclic rats. Biol Reprod 2003; 68:1225-1231.
10. Orihuela PA, Parada-Bustamante A, Zúñiga LM, Croxatto HB. Inositol triphosphate participates in an oestradiol nongenomic signalling pathway involved in accelerated oviductal transport in cycling rats. J Endocrinol 2006; 188:579-588.
11. Parada-Bustamante A, Orihuela PA, Croxatto HB. Effect of intrauterine insemination with spermatozoa or foreign protein on the mechanism of action of oestradiol in the rat oviduct. Reproduction 2003; 125:677-682.
12. Peñarroja-Matutano C, Parada-Bustamante A, Orihuela PA, Croxatto HB. Genital sensory stimulation shifts estradiol intraoviductal signalling from nongenomic to genomic pathways independently from prolactin. Biol Res 2007; (in press).
13. Dubey RK, Jackson EK. Cardiovascular protective effects of 17β-estradiol metabolites. J Appl Physiol 2001; 91:1868-1883.
14. Tsukamoto A, Kaneko Y, Yoshida T, Han K, Ichinose M, Kimura S. 2-Methoxyestradiol, an endogenous metabolite of estrogen, enhances apoptosis and β-galactosidase expression in vascular endothelial cells. Biochem Biophys Res Commun 1998; 248:9-12.
15. Lottering M-L, Haag M, and Seegers JC. Effects of 17β-estradiol metabolites on cell cycle events in MCF-7 cells. Cancer Res 1992; 52:5926-5932.
16. Goyache FM, Gutierrez M, Hidalgo A, Cantabrana B. Non-genomic effects of catecholestrogens in the in vitro rat uterine contraction. Gen Pharmacol 1995; 26:219-223.
17. Aizu-Yokota E, Susaki A, Sato Y. Natural estrogens induce modulation of microtubules in Chinese hamster V79 cells in culture. Cancer Res 1995; 55:1863-1868.
18. Sellés J, Polini N, Alvarez C, Massheimer V. Novel action of estrone on vascular tissue: regulation of NOS and COX activity. Steroids 2005; 70:251-256.
19. Turner CD. Endocrinology of the ovary. In: Turner CD (ed.), General Endocrinology, 3rd ed. Philadelphia: WB Saunders Company; 1961:365-409.
20. Livak KJ, Schmittgen TD. Analysis of relative gene expression data using real-time quantitative PCR and the 2(T)(-Delta Delta C) method. Methods 2001; 25:402-408.
21. Dasmahapatra AK, Trewin AL Hutz RJ. Estrous cycle-regulated expression of CYP1B1 mRNA in the rat ovary. Comp Biochem Physiol B Biochem Mol Biol 2002; 133:127-134.
22. Zhu BT, Ezell EL, Liehr JG. Catechol-O-methyltransferase-catalyzed rapid O-methylation of mutagenic flavonoids. J Biol Chem 1994; 269:292-299.
23. Fazeli A, Affara NA, Hubank M, Holt WV. Sperm-induced modification of the oviductal gene expression profile after natural insemination in mice. Biol Reprod 2004; 71:60-65.
24. Ogburn KD, Bottiglieri T, Wang Z, Figueiredo-Pereira ME. Prostaglandin J2 reduces catechol-O-methyltransferase activity and enhances dopamine toxicity in neuronal cells. Neurobiol Dis 2006; 22:294-301.
25. Nissinen E, Linden IB, Schultz E, Kaakkola S, Mannisto PT, Pohto P. Inhibition of catechol O-methyltransferase activity by two novel disubstituted catechols in the rat. Eur J Pharmacol 1988; 153:263-269.
26. Bergstrom M, Lu L, Marquez M, Moulder R, Jacobsson G, Ogren M, Eriksson B, Watanabe Y, Langstrom B. Catechol-O-methyltransferase inhibition increases the uptake of 11C-3-(3,4-dihydroxyphenyl)-L-alanine in the rat pancreas. Scand J Gastroenterol 1996; 31:1216-1222.
27. Inoue K, Creveling CR. Immunocytochemical localization of catechol-O-methyltransferase in the oviduct and in macrophages in corpora lutea of rat. Cell Tissue Res 1986; 245:623-628.
28. Dey SK, Johnson DC, Pakrasi PL, Liehr JG. Estrogens with reduced catechol-forming capacity fail to induce implantation in the rat. Proc Soc Exp Biol Med 1986; 181:215-218.
29. Dey SK, Lim H, Das SK, Reese J, Paria BC, Daikoku T, Wang H. Molecular cues to implantation. Endocr Rev 2004; 25:341-373.
30. Sibonga JD, Lotinun S, Evans GL, Pribluda VS, Green SJ, Turner RT. Dose-response effects of 2-methoxyestradiol on estrogen target tissues in the ovariectomized rat. Endocrinology 2003; 144:785-792.
31. Dubey RK, Jackson EK, Gillespie DG, Rosselli M, Barchiesi F, Krust A, Keller H, Zacharia LC, Imthurn B. Cytochromes 1A1/1B1- and catechol-O- methyltransferase-derived metabolites mediate estradiol-induced anti-mitogenesis in human cardiac fibroblast. J Clin Endocrinol Metab 2005; 90:247-255.
32. LaVallee TM, Zhan XH, Herbstritt CJ, Kough EC, Green SJ, Pribluda VS. 2-Methoxyestradiol inhibits proliferation and induces apoptosis independently of estrogen receptors alpha and beta. Cancer Res 2002; 62:3691-3697.
33. Lippert C, Seeger H, Mueck AO. The effect of endogenous estradiol metabolites on the proliferation of human breast cancer cells. Life Sci 2003; 72:877-883.
34. Turner RT, Evans GL. 2-Methoxyestradiols inhibits longitudinal bone growth in normal female rats. Calcif Tissue Int 2002; 66:465-469.
35. Fotsis T, Zhang Y, Pepper MS, Adlercreutz H, Montesano R, Nawroth PP, Scweigerer L. The endogenous oestrogen metabolite 2-methoxyestradiol inhibits angiogenesis and suppresses tumour growth. Nature 1994; 368:237-239.
36. Schumacher G, Kataoka M, Roth JA, Mukhopahyay T. Potent antitumor activity of 2-methoxyestradiol in human pancreatic cancer cell lines. Clin Cancer Res 1999; 5:493-499.
37. Zacharia LC, Piche CA, Fielding RM, Holland KM, Allison SD, Dubey RK, Jackson EK. 2-hydroxyestradiol is a prodrug of 2-methoxyestradiol. J Pharmacol Exp Ther 2004; 309:1093-1097.
38. Sweeney C, Liu G, Yiannoutsos C, Kolesar J, Horvath D, Staab MJ, Fife K, Armstrong V, Treston A, Sidor C, Wilding G. A phase II multicenter, randomized, double-blind, safety trial assessing the pharmacokinetics, pharmacodynamics, and efficacy of oral 2-methoxyestradiol capsules in hormone-refractory prostate cancer. Clin Cancer Res 2005; 11:6625-6633.
39. Casimiri V, Cohen WR, Parvez S, Hobel C, Parvez H. Phenylethanolamine-N- methyl transferase and catechol-O-methyl transferase activity in rat uterus. Cyclic and steroid-induced changes. Acta Obstet Gynecol Scand 1993; 72:606-610.
40. Lattanzi ML, Santos CB, Mudry MD, Baranao JL. Exposure of bovine oocytes to the endogenous metabolite 2-methoxyestradiol during in vitro maturation inhibits early embryonic development. Biol Reprod 2003; 69:1793-1800.