Altered lipid composition and enzyme activities of plasma membranes from Trypanosoma (Schizotrypanum) cruzi epimastigotes grown in the presence of sterol biosynthesis inhibitors

Biochemical Pharmacology

Volumn 53, Issue 5, 1997, Pages 697-704

  Contreras, Lellys Mariela ^a   Vivas, Julio ^a   Urbina, Julio A ^a,b  

^a UNIVERSIDAD CENTRAL DE VENEZUELA   (Venezuela)

^b INSTITUTO VENEZOLANO DE INVESTIGACIONES CIENTÍFICAS   (Venezuela)

Author keywords

azasterol; ketoconazole; phosphatidylcholine ph osphatidylethanolamine N methyl transferase; phospholipids; sterol biosynthesis inhibitors; Trypanosoma cruzi

Indexed keywords

AZASTEROID; KETOCONAZOLE;

ARTICLE; CELL MEMBRANE; CYTOCHEMISTRY; ENZYME ACTIVITY; LIPID ANALYSIS; PRIORITY JOURNAL; STEROL SYNTHESIS; TRYPANOSOMA CRUZI;

ANIMALS; CA(2+) MG(2+)-ATPASE; CHOLESTANOL; KETOCONAZOLE; LANOSTEROL; MEMBRANE LIPIDS; PHOSPHOLIPIDS; STEROLS; TRYPANOSOMA CRUZI;

EID: 0030973599     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(96)00903-3     Document Type: Article

References (51)

1. Vanden Bossche H, Chemotherapy of human fungal infections. In: Modern Selective Fungicides. Properties, Applications, Mechanism of Action (Ed. Lyr H), pp. 431-484. Gustav Fisher Verlag, Jena, 1995.
2. Vanden Bossche H and Marichal P, Azole antifungals: Mode of action. In: Recent Progress in Antifungal Chemotherapy (Eds. Yamaguchi H, Kobayashi GS and Takahashi H), pp. 25-40. Marcel Dekker, New York, 1992.
3. Ryder NS and Mieth H, Allylamine antifungal drugs. Curr Top Med Mycol 4: 158-188, 1992.
4. Beach DH, Goad LJ and Holz GG Jr, Effects of ketoconazole on sterol biosynthesis by Trypanosoma cruzi. Biochem Biophys Res Commun 135: 851-856, 1986.
5. Goad LJ, Berens RL, Marr JJ, Beach DH and Holz GG Jr, The activity of ketoconazole and other azoles against Trypanosoma cruzi: biochemistry and chemotherapeutic action in vitro. Mol Biochem Parasitol 32: 179-190, 1989.
6. Urbina JA, Lazardi K, Aguirre T, Piras MM and Piras R, Antiproliferative effects and mechanism of action of ICI 195,739, a novel bis-traizole derivative, on epimastigotes and amastigotes of Trypanosoma (Schizotrypanum) cruzi. Antimicrob Agents Chemother 35: 730-735, 1991.
7. Urbina JA, Lazardi K, Marchan E, Visbal G, Aguirre T, Piras MM, Piras R, Maldonado RA, Payares G and DeSouza W, Mevinolin (lovastatin) potentiates the antiproliferative effects of ketoconazole and terbinafine against Trypanosoma (Schizotrypanum) cruzi: in vivo and in vitro studies. Antimicrob Agents Chemother 37: 580-519, 1993.
8. 24(25)-sterol methyl transferase inhibitors and their combinations with ketoconazole. Mol Biochem Parasitol 79: 199-210, 1995.
9. 24(25) sterol methyl transferase inhibitors on Trypanosoma (Schizotrypanum) cruzi: In vitro and in vivo studies. Chemotherapy 42: 294-307, 1996.
10. Vanden Bossche H, Importance and role of sterols in fungal membranes. In: Biochemistry of Cell Walls and Membranes (Eds. Kuhn PJ, Trinci APJ, Jung MJ, Goosey MW and Copping LG), pp. 135-157. Springer, Berlin, 1990.
11. Vanden Bossche H, Mode of action of pyridine, pyrimidine and azole antifungals. In: Sterol Biosynthesis Inhibitors: Pharmaceutical and Agrochemical Aspects (Eds. Berg D and Plempel M), pp. 79-119. VCH Press, Ellis Harwood, Chichester, England, 1988.
12. Georgopapadakou NH, Dix BA, Smith SA, Freudenberger J and Funke PT, Effect of antifungal agents on lipid biosynthesis and membrane integrity in Candida albicans. Antimicrob Agents Chemother 31: 46-51, 1987.
13. Ryder NS, Mode of action of allylamines. In: Sterol Biosynthesis Inhibitors: Pharmaceutical and Agrochemical Aspects (Eds. Berg D and Plempel M), pp. 151-167. VCH Press, Ellis Harwood, Chichester, England, 1988.
14. Ryder NS, Squalene epoxidase: Enzymology and inhibition. In: Biochemistry of Cell Walls and Membranes (Eds. Kuhn PJ, Trinci APJ, Jung MJ, Goosey MW and Copping LG), pp. 189-203. Springer, Berlin, 1990.
15. Larralde G, Vivas J and Urbina JA, Concentration and time dependence of the effects of ketoconazole on growth and sterol biosynthesis in Trypanosoma (Schizotrypanum) cruzi epimastigotes. Acta Cient Venez 39: 140-146, 1988.
16. Urbina JA, Lazardi K, Aguirre T, Piras MM and Piras R, Antiproliferative synergism of the allylamine SF-86327 and ketoconazole on epimastigotes and amastigotes of Trypansoma (Schizotrypanum) cruzi. Antimicrob Agents Chemother 32: 1237-1242, 1988.
17. Mercer EI, Inhibitors of sterol biosynthesis and their applications. Prog Lipid Res 32: 357-416, 1993.
18. Boyle FT, Drug discovery: A chemist approach. In: Chemotherapy of Fungal Infections (Ed. Ryley JF), pp. 3-30. Springer, Berlin, 1990.
19. De Maio A and Urbina JA, Trypanosoma (Schizotrypanum) cruzi: Terminal oxidases in two growth phases in vitro. Acta Cient Venez 35: 136-141, 1984.
20. Urbina JA, Vivas J, Ramos H, Larralde G, Aguilar Z and Avilan L, Alteration of lipid order profile and permeability of plasma membranes from Trypanosoma cruzi epimastigotes grown in the presence of ketoconazole. Mol Biochem Parasitol 30: 185-196, 1988.
21. Cuzner ML and Davison AN, Quantitative thin layer chromatography of lipids. J Chromatogr 27: 388-397, 1967.
22. Ames B and Dubin D, The role of polyamines in the neutralization of deoxyribonucleic acid. J Biol Chem 235: 769-775, 1960.
23. Urbina JA, Marchan E, Lazardi K, Visbal G, Apitz-Castro R, Gil F, Aguirre T, Piras MM and Piras R, Inhibition of phosphatidylcholine biosynthesis and cell proliferation in Trypanosoma cruzi by ajoene, an antiplatelet compound isolated from garlic. Biochem Pharmacol 45: 2381-2387, 1993.
24. Kawasaki S, Ramgopal M, Chin J and Bloch K, Sterol control of the phosphatidylethanolamine-phosphatidylcholine conversion in yeast mutant GL7. Proc Natl Acad Sci USA 82: 5715-5719, 1985.
25. Barrett-Bee K and Ryder NS, Biochemical aspects of ergosterol biosynthesis inhibition. In: Emerging Targets in Antibacterial and Antifungal Chemotherapy (Eds. Sutcliffe J and Georgopapadakou NH), pp. 410-436. Chapman & Hall, New York, 1992.
26. Nes WD, Hanners PK and Parish EJ, Control of fungal sterol C-24 transalkylation: Importance to developmental regulation. Biochem Biophys Res Commun 139: 410-415, 1986.
27. Parish EJ and Nes WD, Synthesis of new epiminoisopentenoids. Synthe Commun 18: 221-226, 1988.
28. Vanden Bossche H, Marichal P, Gorrens J, Geerts H and Janssen PJ, Mode of action studies: Basis for the search of new antifungal drugs. Ann NY Acad Sci 544: 191-207, 1988.
29. Ramgopal M, Zundel M and Bloch K, Sterol effects on phospholipid biosynthesis in the yeast strain GL7. J Lipid Res 31: 653-658, 1990.
30. 2+-activated adenosine triphosphate in Trypanosoma cruzi. FEBS Lett 31: 137-142, 1973.
31. Zilberstein D and Dwyer DM, Identification of a surface membrane proton-translocating ATPase in promastigotes of the parasitic protozoan Leishmania donovani. Biochem J 256: 13-21, 1988.
32. Vanden Bossche H, Marichal P, Le Jeune L, Coene MC, Gorrens J and Cools W, Effects of itraconazole on cytochrome P-450-dependent sterol 14a-demethylation and reduction of 3-ketosteroids in Cryptococcus neoformans. Antimicrob Agents Chemother 37: 2101-2105, 1993.
33. Kelly SL, Rowe J and Watson PF, Molecular genetic studies on the mode of action of azole antifungal agents. Biochem Soc Trans 19: 796-798, 1991.
34. Bloch K, Sterol structure and membrane function. CRC Crit Rev Biochem 14: 47-92, 1983.
35. 31P nuclear magnetic resonance spectroscopy. Biochim Biophys Acta 1238: 163-176, 1995.
36. Parks LW, Lorenz RT and Casey WM, Functions of sterols in yeast membranes. In: Emerging Targets in Antibacterial and Antifungal Chemotherapy (Eds. Sutcliffe J and Georgopapadakou NH), pp. 393-409. Chapman & Hall, New York, 1992.
37. Rodriguez RJ, Low C, Bottema CDK and Parks LW, Multiple functions for sterols in Saccharomyces cerevisiae. Biochim Biophys Acta 837: 336-343, 1985.
38. Bottema CDK, Rodriguez RJ and Parks LW, Influence of sterol structure on yeast plasma membrane properties. Biochim Biophys Acta 813: 313-320, 1985.
39. Castuma CE, Brenner R, DeLucca-Gattàs EA, Schreier S and Lamy-Freund MT, Cholesterol modulation of lipid-protein interactions in liver microsomal membrane: A spin label study. Biochemistry 30: 9492-9497, 1991.
40. 2H NMR studies. Bull Soc Chim Fr 131: 693-698, 1994.
41. Li Q-T and Das NP, Comparison of the effects of cholesterol and oxysterols on phospholipid bilayer microheterogeneity: A study using fluorescence lifetime distributions. Arch Biochem Biophys 315: 473-478, 1994.
42. II phase promoting ability of sterols. FEBS Lett 143: 133-143, 1982.
43. Endo A, Chemistry, biochemistry and pharmacology of HMG-CoA reductase inhibitors. Klin Wochenschr 66: 421-427, 1988.
44. Endo A, The discovery and development of HMG-CoA reductase inhibitors. J Lipid Res 33: 1569-1581, 1992.
45. Nes WD, Janssen GG, Crumley FG, Kalinowska M and Akihisa T, The structural requirements of sterols for membrane function in Saccharomyces cerevisiae. Arch Biochem Biophys 300: 724-733, 1993.
46. Vanden Bossche H, Willemsens G, Cools W, Marichal P and Lauwers W, Hypothesis on the molecular basis of the antifungal activity of N-substituted imidazoles and triazoles. Biochem Soc Trans 11: 665-667, 1983.
47. Tilcock CPS, Lipid polymorphism. Chem Phys Lipids 40: 109-125, 1986.
48. Gruner S, Cullis PR, Hope MJ and Tilcock CPS, Lipid polymorphism: The molecular basis of nonbilayer phases. Annu Rev Biophys Biophys Chem 14: 211-238, 1985.
49. Cullis PR, Hope MJ and Tilcock CPS, Lipid polymorphism and the roles of lipids in membranes. Chem Phys Lipids 40: 127-144, 1986.
50. Lazardi K, Urbina JA and DeSouza W, Ultrastructural alterations induced by ICI 195,739, a bis triazole with strong antiproliferative action against Trypanosma (Schizotrypanum) cruzi. Antimicrob Agents Chemother 35: 736-740, 1991.
51. Lazardi K, Urbina JA and DeSouza W, Ultrastructural alterations induced by two ergosterol biosynthesis inhibitors, ketoconazole and terbinafine, on epimastigotes and amastigotes of Trypanosoma (Schizotrypanum) cruzi. Antimicrob Agents Chemother 34: 2097-2105, 1990.