Miltefosine affects lipid metabolism in Leishmania donovani promastigotes

Antimicrobial Agents and Chemotherapy

Volumn 51, Issue 4, 2007, Pages 1425-1430

  Rakotomanga, M ^a   Blanc, S ^a   Gaudin, K ^b   Chaminade, P ^b   Loiseau, P M ^a  

^a UNIVERSITÉ PARIS SUD   (France)

^b University Paris Saclay   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMPHOTERICIN B; LYSOPHOSPHATIDYLCHOLINE; MILTEFOSINE; PAROMOMYCIN; PHOSPHATIDYLCHOLINE; PHOSPHATIDYLETHANOLAMINE METHYLTRANSFERASE; PHOSPHOLIPASE D;

ARTICLE; CELL MEMBRANE; CONTROLLED STUDY; DRUG STRUCTURE; ENZYME INACTIVATION; IN VITRO STUDY; LEISHMANIA DONOVANI; LIPID COMPOSITION; LIPID METABOLISM; NONHUMAN; POLYMERIZATION; PRIORITY JOURNAL; PROMASTIGOTE;

EID: 34247118212     PISSN: 00664804     EISSN: None     Source Type: Journal    
DOI: 10.1128/AAC.01123-06     Document Type: Article

References (39)

1. Berkovic, D., K. Berkovic, C. Binder, D. Haase, and E. A. Fleer. 2002. Hexadecylphosphocholine does not influence phospholipase D and sphingomyelinase activity in human leukemia cells. J. Exp. Ther. Oncol. 2:213-218.
2. Berkovic, D., M. Goeckenjan, S. Lüders, W. Hiddemann, and E. A. Fleer. 1996. Hexadecylphosphocholine inhibits phosphatidylinositol and phosphatidylcholine phospholipase C in human leukemia cells. J. Exp. Ther. Oncol. 2:85-92.
3. Berkovic, D., D. Haase, W. Hiddemann, and E. A. Fleer. 1996. Induction of resistance in the human leukemia cell line HL60 towards hexadecylphosphoholine and other ether phospholipid analogues. J. Exp. Ther. Oncol. 1:368-376.
4. Blum, J. J., J. A. Lehman, J. M. Horn, and J. Gomez-Cambronero. 2001. Phospholipase D (PLD) is present in Leishmania donovani and its activity increases in response to acute osmotic stress. J. Eukaryot. Microbiol. 48:102-110.
5. Cauchetier, E., P. M. Loiseau, J. Lehman, D. Rivollet, J. Fleury, A. Astier, M. Deniau, and M. Paul. 2002. Caracterisation of atovaquone resistance in Leishmania infantum promastigotes. Int. J. Parasitol. 32:1043-1051.
6. Croft, S. L., K. Seifert, and V. Yardley. 2006. Current scenario of drug development for leismaniasis. Indian J. Med. Res. 123:399-410.
7. Croft, S. L., and V. Yardley. 2002. Chemotherapy of leishmaniasis. Curr. Pharm. Des. 8:319-342.
8. 7a. Gandin, K., M. Rakotomanga, S. Blanc, A. Baillet, P. M. Loiseau, and P. Chaminade. 2004. Determination of the phospholipid composition of Leish-mania donovani membranes by normal phase chromatography with a polyvinyl alcohol stationary phase and evaporative light scattering detection, abstr. B7, p. 118. 25th Int. Symp. Chromatogr., Paris, France, 4 to 8 October 2004.
9. Geilen, C. C., T. Wieder, and W. Reutter. 1992. Hexadecylphosphocholine inhibits translocation of CTP-choline-phosphate cytidylyltransferase in Madin-Darby canine kidney cells. J. Biol. Chem. 267:6719-6724.
10. Haase, R., T. Wieder, C. C. Geilen, and W. Reutter. 1991. The phospholipid analogue hexadecylphosphocholine inhibits phosphatidylcholine biosynthesis in Madin-Darby canine kidney cells. FEBS Lett. 288:129.
11. Hasne, M. P., and F. Lawrence. 1999. Characterization of prenylated protein methyltransferase in Leishmania. Biochem. J. 342:513-518.
12. Herwaldt, B. L. 1999. Leishmaniasis. Lancet 354:1191-1199.
13. Jha, T. K., S. Sundar, C. P. Thakur, P. Bachmann, J. Karbwang, C. Fischer, A. Voss, and J. Berman. 1999. Miltefosine, an oral agent, for the treatment of Indian visceral leishmaniasis. N. Engl. J. Med. 341:1795-1800.
14. Jimenez-Lopez, J. M., M. P. Carrasco, J. L. Segovia, and C. Marco. 2002. Hexadecylphosphocholine inhibits phosphatidylcholine biosynthesis and the proliferation of HepG2 cells. Eur. J. Biochem. 269:4649-4655.
15. Jimenez-Lopez, J. M., M. P. Carrasco, J. L. Segovia, and C. Marco. 2003. Hexadecylphosphocholine inhibits phosphatidylcholine synthesis via both the methylation of phosphatidylethanolamine and CDPcholine pathways in HePG2 cells. Int. J. Biochem. Cell Biol. 36:153-161.
16. Lira, R., L. M. Contreras, R. M. Santa Rita, and J. A. Urbina. 2001. Mechanism of action of anti-proliferative lysophospholipid analogues against the protozoan parasite Trypanosoma cruzi: potentiation of in vitro activity by the sterol biosynthesis inhibitor ketoconazole. Antimicrob. Agents Chemother. 47:537-546.
17. Lucas, L., R. Hernadez-Alcoceba, V. Panalva, and J. C. Lacal. 2001. Modulation of phospholipase D by hexadecylphosphocholine: a putative novel mechanism for its antitumoral activity. Oncogene 20:1110-1117.
18. Lux, H., N. Heise, T. Klenner, D. Hart, and F. R. Opperdoes. 2000. Ether-lipid (alkyl-phospholipid) metabolism and the mechanism of action of ether-lipid analogues in Leishmania. Mol. Biochem. Parasitol. 111:1-14.
19. Mbongo, N., P. M. Loiseau, M. A. Billion, and M. Robert-Gero. 1998. Mechanism of amphotericin B resistance in Leishmania donovani promastigotes. Antimicrob. Agents Chemother. 42:352-357.
20. 2 release from activated human leukocytes using a dihydroxyphenoxazine derivative. J. Immunol. Methods 202:133-141.
21. Murray, H. W. 2000. Suppression of post treatment recurrence of experimental visceral leishmaniasis in T-cell-deficient mice by oral miltefosine. Antimicrob. Agents Chemother. 44:3235-3236.
22. Perez-Victoria, F. J., S. Castanys, and F. Gamarro. 2003. Leishmania donovani resistance to miltefosine involves a defective inward translocation of the drug. Antimicrob. Agents Chemother. 47:2397-2403.
23. Perez-Victoria, F. J., F. Gamarro, M. Ouellette, and S. Castanys. 2003. Functional cloning of the miltefosine transporter, a novel P-type phospholipid translocase from Leishmania involved in drug resistance. J. Biol. Chem. 278:49965-49971.
24. Posse de Chaves, E., D. E. Vance, R. B. Campenot, and J. E. Vance. 1995. Alkylphosphocholines inhibit choline uptake and phosphatidylcholine biosynthesis in rat sympathetic neurons and axonal extension. Biochem. J. 312:411-417.
25. Pourshafie, M., S. Morand, A. Virion, M. Rakotomanga, C. Dupuy, and P. M. Loiseau. 2004. Cloning of S-adenosyl-L-methionine:C-24- delta-sterolmethyltransferase (ERG6) from Leishmania donovani and characterization of mRNAs in wild-type and amphotericin B-resistant promastigotes. Antimicrob. Agents Chemother. 48:2409-2414.
26. Rakotomanga, M., P. M. Loiseau, and M. Saint-Pierre-Chazalet. 2004. Hexadecylphosphocholine interaction with lipid monolayers. Biochim. Biophys. Acta 1661:212-218.
27. Rakotomanga, M., M. Saint-Pierre-Chazalet, and P. M. Loiseau. 2005. Alteration of fatty acid and sterol metabolism in miltefosine-resistant Leishmania donovani promastigotes and consequences for drug membrane interactions. Antimicrob. Agents Chemother. 49:2677-2686.
28. Remelay, A. T., S. Das, P. I. Campbell, G. M. LaRocca, M. Pope, and R. H. Glew. 1985. Characterization of Leishmania donovani acid phosphatases. J. Biol. Chem. 260:880-886.
29. Seifert, K., S. Matu, F. J. Perez-Victoria, S. Castanys, F. Gamarro, and S. L. Croft. 2003. Characterization of Leishmania donovani promastigotes resistant to hexadecylphosphocholine (miltefosine). Int. J. Antimicrob. Agents 22:380-387.
30. Soto, J., J. Toledo, P. Gutierez, R. S. Nicholls, J. Padilla, J. Engel, C. Fischer, A. Voss, and J. Berman. 2001. Treatment of American cutaneous leishmaniasis with miltefosine, an oral agent. Clin. Infect. Dis. 33:57-61.
31. Sundar, S., A. Makharia, D. K. More, G. Agrawal, A. Voss, C. Fischer, P. Bachmann, and H. W. Murray. 2000. Short-course of oral miltefosine for treatment of visceral leishmaniasis. Clin. Infect. Dis. 31:1110-1113.
32. Unger, C., M. Peukert, H. Sindermann, P. Hilgard, G. Nagel, and H. Eibl. 1992. Hexadecylphosphocholine in the topical treatment of skin metastases in breast cancer patients. Prog. Exp. Tumor Res. 34:153-159.
33. Urbina, J. A. 1997. Lipid biosynthesis pathways as chemotherapeutic targets in kinetoplastid parasites. Parasitology 114(Suppl.):S91-S99.
34. Vogler, W. R., M. Shoji, D. J. Hayzer, Y. P. Xie, and M. Renshaw. 1996. The effect of edelfosine on CTP:cholinephosphate cytidylyltransferase activity in leukemic cell lines. Leuk. Res. 20:947-951.
35. Wassef, M. K., T. B. Fioretti, and D. M. Dwyer. 1985. Lipid analysis of isolated surface membranes of Leishmania donovani promastigotes. Lipids 20:108-115.
36. Wieder, T., A. Haase, C. C. Geilen, and C. E. Orfanos. 1995. The effect of two synthetic phospholipids on cell proliferation and phosphatidylcholine biosynthesis in Madin-Darby canine kidney cells. Lipids 30:389-393.
37. Wieder, T., Z. Zhang, C. C. Geilen, C. E. Orfanos, A. E. Giuliano, and M. C. Cabot. 1996. The antitumor phospholipid analog, hexadecylphosphocholine, activates phospholipase D. Cancer Lett. 100:71-79.
38. Zhou, M., Z. Diwu, N. Panchuk-Voloshina, and R. P. Haugland. 1997. A stable nonfluorescent derivative of resorufin for the fluorometric determination of trace hydrogen peroxide: applications in detecting the activity of phagocyte NADPH oxidase and other oxidases. Anal. Biochem. 253:162-168.
39. Zufferey, R., and C. Ben Mamoun. 2002. Choline transport in Leishmania major promastigotes and its inhibition by choline and phosphocholine analogs. Mol. Biochem. Parasitol. 125:127-134.