Imidazole antifungals, but not triazole antifungals, increase membrane Zn2+ permeability in rat thymocytes. Possible contribution to their cytotoxicity

Toxicology

Volumn 248, Issue 2-3, 2008, Pages 142-150

  Matsui, Hiroko ^a   Sakanashi, Yoko ^a   Oyama, Tomohiro M ^a   Oyama, Yasuo ^a   Yokota, Shin ichi ^b   Ishida, Shiro ^b   Okano, Yoshiro ^b   Oyama, Toshihisa B ^c   Nishimura, Yumiko ^c  

^a UNIVERSITY OF TOKUSHIMA   (Japan)

^b TOKUSHIMA BUNRI UNIVERSITY   (Japan)

^c OKAYAMA UNIVERSITY   (Japan)

Author keywords

Cytotoxicity; Imidazole antifungals; Lymphocyte; Triazole antifungals; Zinc

Indexed keywords

ANTIFUNGAL AGENT; CLOTRIMAZOLE; ECONAZOLE; FLUCONAZOLE; FLUOZIN 3; IMIDAZOLE; ITRACONAZOLE; OXICONAZOLE; TRIAZOLE; ZINC; ZINC CHLORIDE; ZINC DERIVATIVE;

ARTICLE; CELL DEATH; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; CYTOTOXICITY; DRUG EFFECT; FLUORESCENCE; LETHALITY; MALE; MEMBRANE PERMEABILITY; NONHUMAN; PRIORITY JOURNAL; RAT; THYMOCYTE;

ANIMALS; ANTIFUNGAL AGENTS; CELL MEMBRANE PERMEABILITY; CELL SURVIVAL; CELLS, CULTURED; CHLORIDES; CLOTRIMAZOLE; DOSE-RESPONSE RELATIONSHIP, DRUG; FLUCONAZOLE; IMIDAZOLES; ITRACONAZOLE; MALE; RATS; RATS, WISTAR; STRUCTURE-ACTIVITY RELATIONSHIP; T-LYMPHOCYTES; THYMUS GLAND; TRIAZOLES; ZINC COMPOUNDS;

RATTUS;

EID: 43849088664     PISSN: 0300483X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tox.2008.03.022     Document Type: Article

References (48)

1. 2+ stores, phosphorylation of eIF2alpha, and sustained inhibition of translation initiation mediate the anticancer effects of clotrimazole. Proc. Natl. Acad. Sci. U.S.A. 95 (1998) 8280-8285
2. Altigani M., Murphy J.F., and Gray O.P. Plasma zinc concentration and catch up growth in preterm infants. Acta Paediatr. Scand. Suppl. 375 (1989) 20-33
3. + channels by cytochrome P-450 Inhibitors. J. Biol. Chem. 267 (1992) 11789-11793
4. 2+ binding and favoring the E2 conformation. J. Biol. Chem. 281 (2006) 9547-9551
5. Black R.E. Therapeutical and preventive effects of zinc on serious childhood infectious diseases in developing countries. Am. J. Clin. Nutr. 68 (1998) 4765-4795
6. + transport and cell dehydration in sickle erythrocytes by clotrimazole and other imidazole derivatives. J. Clin. Invest. 92 (1993) 520-526
7. 2+. Pharmacol. Toxicol. 71 (1992) 190-195
8. 2-induced changes in cell viability and cellular nonprotein thiol level of dissociated rat thymocytes. Jpn. J. Pharmacol. 71 (1996) 299-305
9. Delamere N.A., and Paterson C.A. The influence of calcium-free EGTA solution upon membrane permeability in the crystalline lens of the frog. J. Gen. Physiol. 71 (1978) 581-593
10. Failla M.L., van de Veerdonk M., Morgan W.T., and Smith J.C. Characterization of zinc-binding proteins of plasma in familial hyperzincemia. J. Lab. Clin. Med. 100 (1982) 943-952
11. Fisher G.L. Function and homeostasis of copper and zinc in mammals. Sci. Total Environ. 4 (1975) 373-412
12. Gee K.R., Zhou Z.L., Qian W.J., and Kennedy R. Detection and imaging of zinc secretion from pancreatic beta-cells using a new fluorescent zinc indicator. J. Am. Chem. Soc. 124 (2002) 776-778
13. Hightower K.R., Harrison S.E., Unakar N.J., and Tsui J. Effects of intracellular calcium on lens membrane permeability. Curr. Eye Res. 4 (1985) 693-701
14. Huy N.T., Kamei K., Yamamoto T., Kondo Y., Kanaori K., Takano R., Tajima K., and Hara S. Clotrimazole binds to heme and enhances heme-dependent hemolysis: proposed antimalarial mechanism of clotrimazole. J. Biol. Chem. 277 (2002) 4152-4158
15. Huy N.T., Takano R., Hara S., and Kamei K. Enhancement of heme-induced membrane damage by the anti-malarial clotrimazole: the role of colloid-osmotic forces. Biol. Pharm. Bull. 27 (2004) 361-365
16. Isaev N.K., Stelmashook E.V., Dirnagl U., Anfreeva N.A., Manuhova L., Vorobjev V.S., Sharonava I.N., Skrebitsky V.G., Victorov I.V., Katchanov J., Weih M., and Zorov D.B. Neuroprotective effects of the antifungal drug clotrimazole. Neurosci. 113 (2002) 47-53
17. Khalid M.H., Tokunaga Y., Caputy A.J., and Walters E. Inhibition of tumor growth and prolonged survival of rats with intracranial gliomas following administration of clotrimazole. J. Neurosurg. 103 (2005) 79-86
18. Kuvibidila S.R., Sandoval M., Lao J., Velez M., Yu L., Ode D., Gardner R., Lane G., and Warrier R.P. Plasma zinc levels inversely correlate with vascular cell molecule-1 concentration in children with sickle cell disease. J. Natl. Med. Assoc. 98 (2006) 1263-1272
19. Matthews E.K. Calcium and membrane permeability. Br. Med. Bull. 42 (1986) 391-397
20. McConkey D.J., Jondal M., and Orrenius S. The regulation of apoptosis in thymocytes. Biochem. Soc. Trans. 22 (1994) 606-610
21. Mehta M. Nutritional management of diarrheal diseases. Indian Pediatr. 33 (1996) 149-157
22. Ortiz R., Cortes L., Gonzalez-Marquez H., Gomez J.L., Gonzalez C., and Cortes E. Flow cytometric analysis of spontaneous and dexamethasone-induced apoptosis in thymocytes from severely malnourished rats. Br. J. Nutr. 86 (2001) 545-548
23. Oyama T.M., Oyama T.B., Oyama K., Matsui H., Horimoto K., Nishimura Y., and Oyama Y. Clotrimazole, an antifungal drug possessing diverse actions, increases the vulnerability to cadmium in lymphocytes dissociated from rat thymus. Toxicol. 228 (2006) 269-279
24. Oyama T.M., Oyama T.B., Oyama K., Sakanashi Y., Morimoto M., Matsui H., and Oyama Y. Clotrimazole, an antifungal drug possessing diverse actions, increases membrane permeation of cadmium in rat thymocytes. Toxicol. In Vitro. 21 (2007) 1505-1512
25. Oyama Y., Matsui H., Morimoto M., Sakanashi Y., Nishimura Y., Ishida S., and Okano Y. Synergic cytotoxic action induced by simultaneous application of zinc and clotrimazole in rat thymocytes. Toxicol. Lett. 171 (2007) 138-145
26. Potocnik F.C., van Rensburg S.J., Hon D., Emsley R.A., Moodie I.M., and Erasmus R.T. Oral zinc augmentation with vitamins A and D increases plasma zinc concentration; implications for burden of disease. Metab. Brain Dis. 21 (2006) 139-147
27. Quaglino D., and Ronchetti I.P. Cell death in the rat thymus: A minireview. Apoptosis 6 (2001) 389-401
28. Rennecke J., Richter K.H., Haussermann S., Stempka L., Strand S., Stohr M., and Marks F. Biphasic effect of protein kinase C activators on spontaneous and glucocorticoid-induced apoptosis in primary mouse thymocytes. Biochim. Biophys. Acta. 1497 (2000) 289-296
29. Richard S.A., Zavaleta N., Caufield L.E., Black R.E., Witzig R.S., and Shankaer A.H. Zinc and iron supplementation and malaria, diarrhea, and respiratory infections in children in the Peruvian Amazon. Am. J. Trop. Med. Hyg. 75 (2006) 126-132
30. Rinner I., Felsner P., Hofer D., Globerson A., and Schauenstein K. Characterization of the spontaneous apoptosis of rat thymocytes in vitro. Int. Arch. Allergy Immunol. 111 (1996) 230-237
31. Romero P.J., and Whittam R. The control by internal calcium of membrane permeability to sodium and potassium. J. Physiol. 214 (1971) 481-507
32. Sampson B., Kovari I.Z., Rauscher A., Fairweather-Tait S., Beattie J., McArdle H.J., Ahmed R., and Green C. A case of hyperzincemia with functional zinc depletion. A new disorder? 42 (1997) 216-225
33. Sazawal S., Black R.E., Jalla S., Mazumdar S., Sinha A., and Bhan M.K. Zinc supplementation reduces the incidence of acute lower respiratory infections in infants and preschool children: a double-blind, controlled trial. Pediatrics 102 (1998) 1-5
34. Schroeder H.A., and Nason A.P. Trace element analysis in clinical chemistry. Clin. Chem. 17 (1971) 461-473
35. Seo M., Iida H., and Miura Y. Basic experiments with clotrimazole administered orally. Curr. Med. Res. Opin. 5 (1977) 169-178
36. Shankar A.N. Nutritional modulation of malaria morbidity and mortality. J. Infect. Dis. 182 (2000) 537-553
37. Snajdrova L., Xu A., and Narayanan N. Clotrimazole, an antimycotic drug, inhibits the sarcoplasmic reticulum calcium pump and contractile function in heart muscle. J. Biol. Chem. 273 (1998) 28032-28039
38. Thompson L.F., Vaughn J.G., Laurent A.B., Blackburn M.R., and van de Wiele C.J. Mechanisms of apoptosis in developing thymocytes as revealed by adenosine deaminase-deficient fetal thymic organ cultures. Biochem. Pharmacol. 66 (2003) 1595-1599
39. Tiso M., Gangemi R., Bargellesi-Severi A., Pizzolitto S., Fabbi M., and Risso A. Spontaneous apoptosis in human thymocytes. Am. J. Pathol. 147 (1995) 434-444
40. Truong-Tran A.Q., Carter J., Ruffin R.E., and Zalewski P.D. The role of zinc in caspase activation and apoptotic cell death. Biometals 14 (2001) 315-330
41. Usul H., Cakir E., Arslan E., Peksoylu B., Alver A., Sayin O.C., Topbas M., and Baykal S. Effects of clotrimazole on experimental spinal cord injury. Arch. Med. Res. 37 (2006) 571-575
42. Vallee B.L., and Falchuk K.H. The biochemical basis of zinc physiology. Physiol. Rev. 73 (1993) 79-118
43. Welker S., and Drews G. Imidazole antimycotics affect the activity of various ion channels and insulin secretion in mouse pancreatic B-cells. Naunyn Schmiedebergs Arch. Pharmacol. 356 (1997) 543-550
44. Weuta H. Clinical studies with oral clotrimazole. Postgrad. Med. J. 50 (1974) 45-48
45. Winoto A. Genes involved in T-cell receptor-mediated apoptosis of thymocytes and T-cell hybridomas. Semin. Immunol. 9 (1997) 51-58
46. + current by clotrimazole in rat anterior pituitary GH3 cells. Neuropharmacol. 38 (1999) 979-989
47. Yokoi K., Egger N.G., Ramanujam V.M., Alcock M.W., Dayal H.H., Penland J.G., and Sandstead H.H. Association between plasma zinc concentration and zinc kinetic parameters in premenopausal women. Am. J. Physiol. Endocrinol. Metab. 285 (2003) E1010-E1020
48. Zancan P., Rosas A.O., Marcondes M.C., Marinho-Carvalho M.M., and Sola-Penna M. Clotrimazole inhibits and modulates heterologous association of the key glycolytic enzyme 6-phosphofructo-1-kinase. Biochem. Pharmacol. 73 (2007) 1520-1527