In vivo and in vitro estrogen bioactivities of alkyl parabens

Toxicology and Industrial Health

Volumn 19, Issue 6, 2003, Pages 69-79

  Lemini, Cristina ^a   Jaimez, Ruth ^a   Ávila, María Estela ^a   Franco, Yanira ^a   Larrea, Fernando ^b   Lemus, Ana Elena ^b  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

^b DEPARTAMENTO DE QUÍMICA   (Mexico)

Author keywords

endocrine disruptors; environmental estrogens; estrogenic effects; parabens; uterotrophic effects

Indexed keywords

4 HYDROXYBENZOIC ACID ESTER; BUTYL PARABEN; ESTRADIOL; ESTROGEN; ESTROGEN RECEPTOR; ETHYL PARABEN; METHYL PARABEN; PRESERVATIVE; PROPYL PARABEN;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; CYTOSOL; DOSE RESPONSE; DRUG POTENCY; DRUG RECEPTOR BINDING; ESTROGEN ACTIVITY; FEMALE; IN VITRO STUDY; IN VIVO STUDY; MOUSE; NONHUMAN; OVARIECTOMY; RAT; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION; UTERUS WEIGHT;

ANIMALS; ESTRADIOL; FEMALE; MICE; NO-OBSERVED-ADVERSE-EFFECT LEVEL; OVARIECTOMY; PARABENS; RATS; RATS, WISTAR; RECEPTORS, ESTROGEN; UTERUS;

ANIMALIA; RATTUS NORVEGICUS;

EID: 11144352393     PISSN: 07482337     EISSN: None     Source Type: Journal    
DOI: 10.1191/0748233703th177oa     Document Type: Article

References (41)

1. Booth, A. N., Bickoff, E. M. and Kohler, G. O. 1960: Estrogen like activity in vegetable oils and mill by-products. Science 131, 1807-1808.
2. Bradford, M. M. 1976: A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein dye binding. Analytical Biochemistry 72, 248-254.
3. Byford, J. R., Shaw, L. E., Drew, M. G. B., Pope, G. S., Sauer, M. J. and Darbre, P. D. 2002: Oestrogenic activity of parabens in MCF7 human breast cancer cells. Journal of Steroid Biochemistry and Molecular Biology 80, 49-60.
4. Chávez, B. A., Vilchis, F., Pérez, A. E., García, G. A., Grillasca, I. and Pérez-Palacios, G. 1985: Stereospecificity of the intracellular binding of norethisterone and its A-ring reduced metabolites. Journal of Steroid Biochemistry 22, 121-126.
5. Cheng, Y. C. and Prusoff, W. H. 1973: Relationship between the inhibition constant (Ki) and the concentration of inhibitor which causes 50 per cent inhibition (I50) of an enzymatic reaction. Biochemical Pharmacology 22, 3099-3108.
6. Colborn, T. 1995 Environmental estrogens: health implications for humans and wildlife. Environmental Health Perspectives 103, 135-136.
7. Darbre, P. D., Byford, J. R., Shaw, L. E., Horton, R. A., Pope, G. S. and Sauer, M. J. 2002: Oestrogenic activity of isobutylparaben in vitro and in vivo. Journal of Applied Toxicology 22, 219-226.
8. Darbre, P. D. 2003a: Underarm cosmetics and breast cancer. Journal of Applied Toxicology 23, 89-95.
9. Darbre, P. D., Byford, J. R., Shaw, L. E., Hall, S., Coldham, N. G., Pope, G. S. and Sauer, M. J. 2003b: Oestrogenic activity of benzylparaben. Journal of Applied Toxicology 23, 43-51.
10. Darbre, P. D., Aljarrah, A., Miller, W. R., Coldham, N. G., Sauer, M. J. and Pope, G. S. 2004: Concentrations of parabens in human breast tumours. Journal of Applied Toxicology 24, 5-13.
11. Duax, W. L., Griffin, J. F., Weeks, C. M. and Korach, K. S. 1985: Molecular conformation, receptor binding, and hormone action of natural and synthetic estrogens and antiestrogens. Environmental Health Perspectives 61, 111-121.
12. Elder, R. L. 1984: Final report on the safety assessment of methylparaben, ethylparaben, propylparaben and butyl-paraben. Journal of the American College of Toxicology 3, 147-209.
13. Fang, H., Tong, W., Shi, L. M., Blair, R., Perkins, R., Branham, W., Hass, B. S., Xie, Q., Dial, S. L., Moland, C. L. and Sheehan, D. M. 2001: Structure-activity relationships for a large diverse set of natural synthetic and environmental estrogens. Chemical Research in Toxicology 14, 280-294.
14. Feldman, D. and Krishnan, A. 1995: Estrogens in unexpected places: possible implications for researchers and consumers. Environmental Health Perspectives 103, 129-133.
15. Fukahori, M., Akatsu, S., Sato, H. and Yotsuyanagi, T. 1996: Relationship between uptake of p-hydroxybenzoic acid esters by Escherichia coli and antibacterial activity. Chemical and Pharmaceutical Bulletin Tokyo 44, 1567-1570.
16. Hindmarsh, K. W., John, E., Asali, L. A., French, J. N., Williams, G. L. and McBride, W. G. 1983: Urinary excretion of methylparaben and its metabolites in preterm infants. Journal of Pharmacological Sciences 72, 1039-1041.
17. Hogan, M. D. and Hoel, D. G. 1989: Extrapolation to man. In Hayes, A. W., editor, Principles and methods of toxicology. Raven Press: New York, NY, 879-880.
18. Hossaini, A., Larsen, J. J. and Larsen, J. C. 2000: Lack of oestrogenic effects of food preservatives (Parabens) in uterotrophic assay. Food and Chemical Toxicology 38, 319-323.
19. Hose, J. E. and Guillette, L. J. 1995: Defining the role of pollutants in the disruption of reproduction in wildlife. Environmental Health Perspectives 103, 87-91.
20. Jordan, V. C., Mittal, S., Gosden, B., Koch, R. and Lieberman, M. E. 1985: Structure-activity relationships of estrogens. Environmental Health Perspectives 61, 97-110.
21. Kiwada, H., Awazu, S. and Hanano, M. 1979: The study on the biological fate of paraben at the dose of practical usage in rat. I. The metabolism and excretion of ethyl p hydroxybenzoate (ethyl paraben) and p -hydroxybenzoic acid. Journal of Pharmacobiodyn; 2, 356-364.
22. Klaassen, C. D. 1986: Principles of toxicology. In Klaassen, C. D., Amdur, M. O. and Doull, J., editors, Casarett and Doull's toxicology the basic science of poisons. New York, USA: McMillan Publishing Co., 28-29.
23. Kledal, T. J., Jorgensen, M., Mengarda, F., Skakkebaek, N. E. and Leffers, H. 2000: New methods for detection of potential endocrine disruptors. Andrologia 32, 271-278.
24. Lemini, C., Silva, G., Timossi, C., Luque, D., Valverde, A., González-Martínez, M., Hernandez, A., Rubio-Póo, C., Chavez Lara, B. and Valenzuela, F. 1997: Estrogenic effects of p-hydroxybenzoic acid in CD1 mice. Environ-ironmental Research 75, 130-134.
25. Lemini, C., Silva, G., Castell, A., Hernández, A., Jaimez, R. and Valenzuela, F. 1998: Estrogenic effects of Pbens in CD1 mice. In Archives of Pharmacology 125th Anniversary. Suppl 2 Volume 358 No 1 of the XIIIth International Congress of Pharmacology. Toxic Agents, 26 -31 July 1998, Munchen, Germany.
26. Maddox, D. N. 1982: The role of p-hydroxybenzoates in modern cosmetics. Cosmetics and Toiletries 97, 85-88.
27. McLachlan, J. A. and Korach, K. S. 1995: Symposium on estrogens in the environment, III. Environmental Health Perspectives 103, 3-4.
28. Müller, G. C. and Kim, U. H. 1978: Displacement of estradiol from estrogen receptors by simple alkylphenols. Endocrinology 102, 1429-1435.
29. Nishihara, T., Nishikawa, J., Kanayama, T., Dakeyama, F., Saito, K., Imagawa, M., Takatori, S., Kitagawa, Y., Hori, S. and Utsumi, H. 2000: Estrogenic activities of 517 chemicals by yeast two-hybrid assay. Journal of Health Science 46, 282-298.
30. Oishi, S. 2001: Effects of butylparaben on the male reproductive system in rats. Toxicology and Industrial Health 17, 31-39.
31. Oishi, S. 2002a: Effects of butyl paraben on the male reproductive system in mice. Archives of Toxicology 76, 423-429.
32. Oishi, S. 2002b: Effects of propyl paraben on the male reproductive system. Food and Chemical Toxicology 40, 1807-1813.
33. Okubo, T., Yokoyama, Y., Kano, K. and Kano, I. 2001: ER-dependent estrogenic activity of parabens assessed by proliferation of human breast cancer MCF-7 cells and expression of ERa and PR. Food and Chemical Toxicology 39, 1225-1232.
34. Pedersen, K. L., Pedersen, S. N., Christiansen, L. B., Korsgaad, B. and Poul Bjerregaard. 2000: The Preservatives ethyl-, propyl- and butylparaben are oestrogenic in an in vivo fish assay. Pharmacology and Toxicology 86, 110-113.
35. Routledge, E. J., Parker, J., Odum, J., Ashby, J. and Sumpter, J. P. 1998: Some alkyl hydroxyl benzoate preservatives (parabens) are estrogenic. Toxicology and Applied Pharmacology 53, 12-19.
36. Sharpe, R. M. and Skakkebaeck, N. E. 1993: Are estrogens involved in falling sperm counts and disorders of the male reproductive tract? Lancet 341, 1392-1395.
37. Soni, M. G., Burdock, G. A., Taylor, S. L. and Greenberg, N. A. 2001: Safety assessment of propyl paraben: a review of the published literature. Food and Chemical Toxicology 39, 513-532.
38. Soni, M. G., Taylor, S. L., Greenberg, N. A. and Burdock, G. A. 2002: Evaluation of the health aspects of methyl paraben: a review of the published literature. Food and Chemical Toxicology 40, 1335-1373.
39. White, R., Jobling, S., Hoare, S. A., Sumpter, J. P. and Parker, M. G. 1994: Environmentally persistent alkylphenolic compounds are estrogenic. Endocrinology 135, 175-182.
40. Zar, J. H. 1984: Multiple Comparisons. In Kurtz, B. editor, Biostatistical analysis. Englewood Cliffs, NJ: Prentice-Hall Inc. 176-205.
41. Zarrow, M. X., Yochim, J. M. and McCarty, J. L. 1964: The estrogens. In Experimental endocrinology A sourcebook of basic techniques. New York and London: Academic Press, 30-32.