Leishmania donovani: Oral therapy with glycosyl 1,4-dihydropyridine analogue showing apoptosis like phenotypes targeting pteridine reductase 1 in intracellular amastigotes

Experimental Parasitology

Volumn 125, Issue 3, 2010, Pages 310-314

  Kaur, Jaspreet ^a   Singh, Nasib ^a   Singh, Biswajit Kumar ^a   Dube, Anuradha ^a   Tripathi, Rama Pati ^a   Singh, Prashant ^b   Singh, Neeloo ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

^b DAV PG College   (India)

Author keywords

Antileishmanial activity; Cell cycle arrest; Dihydropyridine; Flow cytometry; Leishmania donovani

Indexed keywords

2,6 DIMETHYL 4 (3 O BENZYL 1,2 O ISOPROPYLIDENE BETA LEVO THREO PENTOFURANOS 4 YL) 1 PHENYL 1,4 DIHYDRO PYRIDINE 3,5 DICARBOXYLIC ACID DIETHYL ESTER; ANTILEISHMANIAL AGENT; CELL ENZYME; OXIDOREDUCTASE; PTERIDINE REDUCTASE 1; UNCLASSIFIED DRUG;

AMASTIGOTE; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIPROTOZOAL ACTIVITY; APOPTOSIS; ARTICLE; CELL CYCLE ARREST; CELL CYCLE G0 PHASE; CELL CYCLE G1 PHASE; CELL MEMBRANE DEPOLARIZATION; CELL MEMBRANE PERMEABILITY; CONTROLLED STUDY; DRUG DOSE COMPARISON; DRUG EFFICACY; DRUG MEGADOSE; DRUG TARGETING; IN VITRO STUDY; IN VIVO STUDY; LEISHMANIA DONOVANI; MALE; MITOCHONDRIAL MEMBRANE POTENTIAL; MOUSE; NONHUMAN; NUCLEOTIDE SEQUENCE; PHENOTYPIC VARIATION; PRIORITY JOURNAL; SYRIAN HAMSTER; TREATMENT DURATION; VISCERAL LEISHMANIASIS;

ADMINISTRATION, ORAL; ANIMALS; ANTIPROTOZOAL AGENTS; APOPTOSIS; CELL CYCLE; CELL LINE; CRICETINAE; DIHYDROPYRIDINES; FLOW CYTOMETRY; GLYCOSIDES; INHIBITORY CONCENTRATION 50; LEISHMANIA DONOVANI; LEISHMANIASIS, VISCERAL; MACROPHAGES; MALE; MEMBRANE POTENTIAL, MITOCHONDRIAL; MESOCRICETUS; MICE; MICE, INBRED BALB C; MITOCHONDRIAL MEMBRANES; OXIDOREDUCTASES; PHENOTYPE; SPLEEN;

CRICETINAE; LEISHMANIA DONOVANI; MESOCRICETUS AURATUS;

EID: 77952584404     PISSN: 00144894     EISSN: 10902449     Source Type: Journal    
DOI: 10.1016/j.exppara.2010.02.011     Document Type: Article

References (30)

1. Atwal K.S., Swanson B.N., Unger S.E., Floyd D.M., Moreland S., Hedberg A., O'Reilly B.C. Dihydropyrimidine calcium channel blockers. 3-Carbamoyl-4-aryl-1,2,3,4-tetrahydro-6-methyl-5-pyrimidine carboxylic acid esters as orally effective antihypertensive agents. Journal of Medicinal Chemistry 1991, 34:806-811.
2. Bello A.R., Nare B., Freedman D., Hardy L., Beverley S.M. PTR1: a reductase mediating salvage of oxidized pteridines and methotrexate resistance in the protozoan parasite Leishmania major. Proceedings of the National Academy of Sciences 1994, 91:11442-11446.
3. Bhaumik S., Anjum R., Rangaraj N., Pardhasaradhi B.V., Khar A. Curcumin mediated apoptosis in AK-5 tumor cells involves the production of reactive oxygen intermediates. FEBS Letters 1999, 456:311-314.
4. Bogdan C., Donhauser N., Döring R., Röllinghoff M., Diefenbach A., Rittig M.G. Fibroblasts as host cells in latent Leishmaniosis. Journal of Experimental Medicine 2000, 191:2121-2130.
5. Darzynkiewicz Z., Juan G., Li X., Gorczyca W., Murakami T., Traganos F. Cytometry in cell necrobiology: analysis of apoptosis and accidental cell death (necrosis). Cytometry 1997, 27:1-20.
6. Das R., Roy A., Dutta N., Majumder H.K. Reactive oxygen species and imbalance of calcium homeostasis contributes to curcumin induced programmed cell death in Leishmania donovani. Apoptosis 2008, 13:867-882.
7. Gottlieb R.A. Role of mitochondria in apoptosis. Critical Reviews in Eukaryotic Gene Expression 2000, 10:231-239.
8. Haugland R.P. Handbook of Fluorescent Probes and Research Chemicals 1996, Molecular Probes, Eugene, OR.
9. Kapoor T.M., Mayer T.U., Coughlin M.L., Mitchison T.J. Probing spindle assembly mechanisms with monastrol, a small molecule inhibitor of the mitotic kinesin, Eg5. Journal of Cell Biology 2000, 150:975-988.
10. Kappe C.O. One hundred years of the biginelli dihydropyridine synthesis. Tetrahedron 1993, 49:6937.
11. Kappe C.O., Fabian W.M.F., Semones M.A. Conformational analysis of 4-aryl-dihydropyrimidine calcium channel modulators. A comparison of ab initio, semi empirical and X-ray crystallographic studies. Tetrahedron 1997, 53:2803.
12. Kappe C.O. Biologically active dihydropyrimidones of the Biginelli-type, a literature survey. European Journal of Medicinal Chemistry 2000, 35:1043-1052.
13. Kaur J., Singh B.K., Tripathi R.P., Singh P., Singh N. Leishmania donovani: a glycosyl dihydropyridine analogue induces apoptosis like cell death via targeting pteridine reductase 1 in promastigotes. Experimental Parasitology 2009, 123:258-264.
14. Kumar P., Sundar S., Singh N. Degradation of pteridine reductase 1 (PTR1) enzyme during growth phase in the protozoan parasite Leishmania donovani. Experimental Parasitology 2007, 116:182-189.
15. Kumar P., Kumar A., Verma S.S., Dwivedi N., Singh N., Siddiqi M.I., Tripathi R.P., Dube A., Singh N. Leishmania donovani pteridine reductase 1: biochemical properties and structure modeling studies. Experimental Parasitology 2008, 120:73-79.
16. Moore K.J., Matlashewski G. Intracellular infection by Leishmania donovani inhibits macrophage apoptosis. Journal of Immunology 1994, 152:2930-2937.
17. Murray H.W., Berman J.D., Davies C.R., Saravia N.G. Advances in leishmaniasis. Lancet 2005, 366:1561-1577.
18. Nichol C.A., Smith G.K., Duch D.S. Biosynthesis and metabolism of tetrahydrobiopterin and molybdopterin. Annual Review of Biochemistry 1985, 54:729-764.
19. Palit P., Ali N. Oral therapy with amlodipine and lacidipine, 1,4-dihydropyridine derivatives showing activity against experimental visceral Leishmaniasis. Antimicrobial Agents and Chemotherapy 2008, 52:374-377.
20. Park C., Kim G.Y., Kim G.D., Choi B.T., Park Y.M., Choi Y.H. Induction of G2/M arrest and inhibition of cyclooxygenase-2 activity by curcumin in human bladder cancer T24 cells. Oncology Reports 2006, 15:1225-1231.
21. Poindexter G.S., Bruce M.A., LeBoulluec K.L., Monkovic I., Martin S.W., Parker E.M., Iben L.G., McGovern R.T., Ortiz A.A., Stanley J.A., Mattson G.K., Kozlowski M., Arcuri M., Antal-Zimanyi I. Dihydropyridine neuropeptide Y Y1 receptor antagonists. Bioorganic and Medicinal Chemistry Letters 2002, 12:379-382.
22. Rodriguez N.E., Gaur U., Wilson M.E. Role of caveolae in Leishmania chagasi phagocytosis and intracellular survival in macrophages. Cellular Microbiology 2006, 8:1106-1120.
23. Ruhland A., Leal N., Kima P.E. Leishmania promastigotes activate PI3K/Akt signaling to confer host cell resistance to apoptosis. Cellular Microbiology 2007, 9:84-96.
24. Sen N., Das B.B., Ganguly A., Mukherjee T., Tripathi G., Bandyopadhyay S., Rakshit S., Sen T., Majumder H.K. Camptothecin induced mitochondrial dysfunction leading to programmed cell death in unicellular hemoflagellate Leishmania donovani. Cell Death and Differentiation 2004, 11:924-936.
25. Sen R., Bandyopadhyay S., Dutta A., Mandal G., Ganguly S., Saha P., Chatterjee M. Artemisinin triggers induction of cell-cycle arrest and apoptosis in Leishmania donovani promastigotes. Journal of Medicinal Microbiology 2007, 56:1213-1218.
26. Shibayama-Imazu T., Sonoda I., Sakairi S., Aiuchi T., Ann W.W., Nakajo S., Itabe H., Nakaya K. Production of superoxide and dissipation of mitochondrial transmembrane potential by vitamin K2 trigger apoptosis in human ovarian cancer TYK-nu 520 cells. Apoptosis 2006, 11:1535-1543.
27. Singh N., Singh R.Th., Sundar S. Novel mechanism of drug resistance in kala azar field isolates. The Journal of Infectious Diseases 2003, 188:600-607.
28. Sorenson C.M., Eastman A. Mechanism of cw-diamminedichloroplatinum (II)-induced cytotoxicity: role of G2 arrest and DNA double-strand breaks. Cancer Research 1988, 48:4484-4488.
29. Sundar S., Chatterjee M. Visceral leishmaniasis - current therapeutic modalities. Indian Journal of Medical Research 2006, 123:345-352.
30. Wang X., Quan Z., Wang J.K., Zhang Z., Wang M. A practical and green approach toward synthesis of N3-substituted dihydropyrimidinones: using Aza-Michael addition reaction catalyzed by KF/Al2O3. Bioorganic and Medicinal Chemistry Letters 2006, 16:4592-4595.