Bisphenol a inhibits voltage-activated Ca2+ channels in vitro: Mechanisms and structural requirements

Molecular Pharmacology

Volumn 83, Issue 2, 2013, Pages 501-511

  Deutschmann, André ^a   Hans, Michael ^a   Meyer, Rainer ^a   Häberlein, Hanns ^a   Swandulla, Dieter ^a  

^a UNIVERSITY OF BONN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

4,4' ISOPROPYLIDENEDIPHENOL; BARIUM ION; CALCIUM CHANNEL L TYPE; CALCIUM CHANNEL N TYPE; CALCIUM CHANNEL P TYPE; CALCIUM CHANNEL Q TYPE; CALCIUM CHANNEL R TYPE; CALCIUM CHANNEL T TYPE; CALCIUM ION; VOLTAGE GATED CALCIUM CHANNEL;

ANIMAL CELL; ARTICLE; CALCIUM CURRENT; CELL STRAIN HEK293; CHEMICAL INTERACTION; COMPETITIVE INHIBITION; CONTROLLED STUDY; HEART MUSCLE CELL; HUMAN; HUMAN CELL; HYPOPHYSIS TUMOR; IN VITRO STUDY; MALE; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; RAT; SIGNAL TRANSDUCTION; SPINAL GANGLION; STRUCTURE ACTIVITY RELATION;

ANIMALS; BARIUM; BENZHYDRYL COMPOUNDS; CALCIUM; CALCIUM CHANNEL BLOCKERS; CALCIUM CHANNELS; CALCIUM CHANNELS, L-TYPE; CALCIUM CHANNELS, R-TYPE; CELL LINE, TUMOR; FEMALE; GANGLIA, SPINAL; HEK293 CELLS; HUMANS; MALE; MICE; MICE, INBRED C57BL; MYOCYTES, CARDIAC; NEURONS; PHENOLS; RATS; SIGNAL TRANSDUCTION;

EID: 84872710941     PISSN: 0026895X     EISSN: 15210111     Source Type: Journal    
DOI: 10.1124/mol.112.081372     Document Type: Article

References (45)

1. Asano S, Tune JD, and Dick GM (2010) Bisphenol A activates Maxi-K (K(Ca)1.1) channels in coronary smooth muscle. Br J Pharmacol 160:160-170.
2. Bers DM and Perez-Reyes E (1999) Ca channels in cardiac myocytes: structure and function in Ca influx and intracellular Ca release. Cardiovasc Res 42:339-360.
3. Biedermann S, Tschudin P, and Grob K (2010) Transfer of bisphenol A from thermal printer paper to the skin. Anal Bioanal Chem 398:571-576.
4. Boonyaratanakornkit V and Edwards DP (2007) Receptor mechanisms mediating non-genomic actions of sex steroids. Semin Reprod Med 25:139-153.
5. Braunrath R, Podlipna D, Padlesak S, Cichna-Markl M (2005) Determination of Bisphenol A in canned foods by immunoaffinity chromatography, HPLC, and fluorescence detecton. J Agric Food Chem 53: 8911-8917.
6. Calafat AM, Kuklenyik Z, Reidy JA, Caudill SP, Ekong J, and Needham LL (2005) Urinary concentrations of bisphenol A and 4-nonylphenol in a human reference population. Environ Health Perspect 113:391-395.
7. Calafat AM, Ye X, Wong LY, Reidy JA, and Needham LL (2008) Exposure of the U.S. population to bisphenol A and 4-tertiary-octylphenol: 2003-2004. Environ Health Perspect 116:39-44.
8. Calafat AM, Weuve J, Ye X, Jia LT, Hu H, Ringer S, Huttner K, and Hauser R (2009) Exposure to bisphenol A and other phenols in neonatal intensive care unit premature infants. Environ Health Perspect 117:639-644.
9. Carbone E and Swandulla D (1989) Neuronal calcium channels: kinetics, blockade and modulation. Prog Biophys Mol Biol 54:31-58.
10. Catterall WA, Perez-Reyes E, Snutch TP, and Striessnig J (2005) International Union of Pharmacology. XLVIII. Nomenclature and structure-function relationships of voltage-gated calcium channels. Pharmacol Rev 57:411-425.
11. Catterall WA (2011) Voltage-gated calcium channels. Cold Spring Harb Perspect Biol 3:a003947.
12. Chapin RE, Adams J, Boekelheide K, Gray LE, Jr, Hayward SW, Lees PS, McIntyre BS, Portier KM, Schnorr TM, and Selevan SG et al. (2008) NTP-CERHR expert panel report on the reproductive and developmental toxicity of bisphenol A. Birth Defects Res B Dev Reprod Toxicol 83:157-395.
13. Dekant W and Völkel W (2008) Human exposure to bisphenol A by biomonitoring: methods, results and assessment of environmental exposures. Toxicol Appl Pharmacol 228:114-134.
14. Fernandez SV, Huang Y, Snider KE, Zhou Y, Pogash TJ, and Russo J (2012) Expression and DNA methylation changes in human breast epithelial cells after bisphenol A exposure. Int J Oncol 41:369-377.
15. Hashimoto S, Shiomoto K, Okada K, and Imaoka S (2012) The binding site of bisphenol A to protein disulphide isomerase. J Biochem 151:35-45.
16. He Y, Miao M, Herrinton LJ, Wu C, Yuan W, Zhou Z, and Li D-K (2009) Bisphenol A levels in blood and urine in a Chinese population and the personal factors affecting the levels. Environ Res 109:629-633.
17. Hiroi T, Okada K, Imaoka S, Osada M, and Funae Y (2006) Bisphenol A binds to protein disulfide isomerase and inhibits its enzymatic and hormone-binding activities. Endocrinology 147:2773-2780.
18. 2+ in guinea-pig isolated cardiac myocytes. Br J Pharmacol 106:739-745.
19. Lang IA, Galloway TS, Scarlett A, Henley WE, Depledge M, Wallace RB, and Melzer D (2008) Association of urinary bisphenol A concentration with medical disorders and laboratory abnormalities in adults. JAMA 300:1303-1310.
20. Linz KW and Meyer R (2000) Profile and kinetics of L-type calcium current during the cardiac ventricular action potential compared in guinea-pigs, rats and rabbits. Pflugers Arch 439:588-599.
21. Loganathan SN and Kannan K (2011) Occurrence of bisphenol A in indoor dust from two locations in the eastern United States and implications for human exposures. Arch Environ Contam Toxicol 61:68-73.
22. Matsushima A, Kakuta Y, Teramoto T, Koshiba T, Liu X, Okada H, Tokunaga T, Kawabata S, Kimura M, and Shimohigashi Y (2007) Structural evidence for endocrine disruptor bisphenol A binding to human nuclear receptor ERR g. J Biochem 142:517-524.
23. Matsushima A, Teramoto T, Okada H, Liu X, Tokunaga T, Kakuta Y, and Shimohigashi Y (2008) ERRgamma tethers strongly bisphenol A and 4-α-cumylphenol in an induced-fit manner. Biochem Biophys Res Commun 373: 408-413.
24. Melzer D, Rice NE, Lewis C, Henley WE, and Galloway TS (2010) Association of urinary bisphenol a concentration with heart disease: evidence from NHANES 2003/06. PLoS ONE 5:e8673.
25. Meyer R, Linz KW, Surges R, Meinardus S, Vees J, Hoffmann A, Windholz O, and Grohé C (1998) Rapid modulation of L-type calcium current by acutely applied oestrogens in isolated cardiac myocytes from human, guinea-pig and rat. Exp Physiol 83:305-321.
26. 2+ currents in aortic smooth muscle cells. Eur J Pharmacol 294:625-635.
27. Nakajima A, Saigusa D, Tetsu N, Yamakuni T, Tomioka Y, and Hishinuma T (2009) Neurobehavioral effects of tetrabromobisphenol A, a brominated flame retardant, in mice. Toxicol Lett 189:78-83.
28. 2+ currents. Neuropharmacology 37:957-972.
29. O'Reilly AO, Eberhardt E, Weidner C, Alzheimer C, Wallace BA, and Lampert A (2012) Bisphenol A binds to the local anesthetic receptor site to block the human cardiac sodium channel. PLoS ONE 7:e41667.
30. Okada H, Tokunaga T, Liu X, Takayanagi S, Matsushima A, and Shimohigashi Y (2008) Direct evidence revealing structural elements essential for the high binding ability of bisphenol A to human estrogen-related receptor-γ. Environ Health Per-spect 116:32-38.
31. 2+)-dependent mechanisms. Neurosci Lett 517:128-132.
32. Riu A, Grimaldi M, le Maire A, Bey G, Phillips K, Boulahtouf A, Perdu E, Zalko D, Bourguet W, and Balaguer P (2011) Peroxisome proliferator-activated receptor g is a target for halogenated analogs of bisphenol A. Environ Health Perspect 119: 1227-1232.
33. Rubin BS (2011) Bisphenol A: an endocrine disruptor with widespread exposure and multiple effects. J Steroid Biochem Mol Biol 127:27-34.
34. Sathyanarayana S, Braun JM, Yolton K, Liddy S, and Lanphear BP (2011) Case report: high prenatal bisphenol a exposure and infant neonatal neurobehavior. Environ Health Perspect 119:1170-1175.
35. Soriano S, Alonso-Magdalena P, García-Arévalo M, Novials A, Muhammed SJ, Salehi A, Gustafsson JA, Quesada I, and Nadal A (2012) Rapid insulinotropic action of low doses of bisphenol-A on mouse and human islets of Langerhans: role of estrogen receptor b. PLoS ONE 7:e31109.
36. Swedenborg E, Rüegg J, Mäkelä S, and Pongratz I (2009) Endocrine disruptive chemicals: mechanisms of action and involvement in metabolic disorders. J Mol Endocrinol 43:1-10.
37. Taylor JA, Vom Saal FS, Welshons WV, Drury B, Rottinghaus G, Hunt PA, Toutain P-L, Laffont CM, and VandeVoort CA (2011) Similarity of bisphenol A pharmacokinetics in rhesus monkeys and mice: relevance for human exposure. Environ Health Perspect 119:422-430.
38. U.S. EPA (2010) Bisphenol A (CASRN 80-05-7). URL: http://www.epa.gov/ iris/subst/0356.htm [accessed October 16, 2012], (Agency USEP ed) pp 1-22, Washington.
39. Vandenberg LN, Hauser R, Marcus M, Olea N, and Welshons WV (2007) Human exposure to bisphenol A (BPA). Reprod Toxicol 24:139-177.
40. von Goetz N, Wormuth M, Scheringer M, and Hungerbühler K (2010) Bisphenol a: how the most relevant exposure sources contribute to total consumer exposure. Risk Anal 30:473-487.
41. Wang F, Hua J, Chen M, Xia Y, Zhang Q, Zhao R, Zhou W, Zhang Z, and Wang B (2012) High urinary bisphenol A concentrations in workers and possible laboratory abnormalities. Occup Environ Med 69:679-684.
42. Wang Q, Cao J, Zhu Q, Luan C, Chen X, Yi X, Ding H, Chen J, Cheng J, and Xiao H (2011) Inhibition of voltage-gated sodium channels by bisphenol A in mouse dorsal root ganglion neurons. Brain Res 1378:1-8.
43. 2+ channels by 2,(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one (LY294002) and 2-[1-(3-dimethyl-aminopropyl)-5-methoxyindol-3-yl]-3-(1H-indol-3- yl) maleimide (Go6983). Mol Pharmacol 67:541-544.
44. Wolstenholme JT, Rissman EF, and Connelly JJ (2011) The role of Bisphenol A in shaping the brain, epigenome and behavior. Horm Behav 59:296-305.
45. Xu XH, Zhang J, Wang YM, Ye YP, and Luo QQ (2010) Perinatal exposure to bisphenol-A impairs learning-memory by concomitant down-regulation of N-methyl-D-aspartate receptors of hippocampus in male offspring mice. Horm Behav 58:326-333.