Development of Toxoplasma gondii calcium-dependent protein kinase 1 (Tg CDPK1) inhibitors with potent anti- toxoplasma activity

Journal of Medicinal Chemistry

Volumn 55, Issue 5, 2012, Pages 2416-2426

  Johnson, Steven M ^a   Murphy, Ryan C ^a   Geiger, Jennifer A ^c   Derocher, Amy E ^c   Zhang, Zhongsheng ^a   Ojo, Kayode K ^b   Larson, Eric T ^a   Perera, B Gayani K ^a   Dale, Edward J ^a   He, Panqing ^b   Reid, Molly C ^b   Fox, Anna M W ^b   Mueller, Natascha R ^b   Merritt, Ethan A ^a   Fan, Erkang ^a   Parsons, Marilyn ^a,c   Van Voorhis, Wesley C ^a,b   Maly, Dustin J ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

^b UNIVERSITY OF WASHINGTON SCHOOL OF MEDICINE   (United States)

^c SEATTLE BIOMEDICAL RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE TRIPHOSPHATE; ANTIPARASITIC AGENT; ENZYME INHIBITOR; GLYCINE; TOXOPLASMA GONDII CALCIUM DEPENDENT PROTEIN KINASE 1 INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; CELL PROLIFERATION; COMPETITIVE INHIBITION; CONTROLLED STUDY; DRUG SELECTIVITY; ENZYME INHIBITION; HOST CELL; HUMAN; HUMAN CELL; NONHUMAN; TOXOPLASMOSIS;

CELL LINE; CELL PROLIFERATION; COCCIDIOSTATS; CRYSTALLOGRAPHY, X-RAY; DRUG RESISTANCE; ENZYME ASSAYS; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NAPHTHALENES; PIPERIDINES; PROTEIN KINASE INHIBITORS; PROTEIN KINASES; PROTOZOAN PROTEINS; PYRAZOLES; PYRIMIDINES; STRUCTURE-ACTIVITY RELATIONSHIP; TOXOPLASMA;

EID: 84863229482     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm201713h     Document Type: Article

References (22)

1. Tenter, A. M.; Heckeroth, A. R.; Weiss, L. M. Toxoplasma gondii: from animals to humans Int. J. Parasitol. 2000, 30, 1217-1258
2. Schwartzman, J. D.; Maguire, J. H. Toxoplasmosis. In Tropical Infectious Diseases: Principles, Pathogens and Practice, 3 rd ed.; W. B. Saunders: Edinburgh, U.K., 2011; Chapter 103, pp 722-728.
3. Jones, J. L.; Muccioli, C.; Belfort, R., Jr.; Holland, G. N.; Roberts, J. M.; Silveira, C. Recently acquired Toxoplasma gondii infection, Brazil Emerging Infect. Dis. 2006, 12, 582-587
4. Demar, M.; Hommel, D.; Djossou, F.; Peneau, C.; Boukhari, R.; Louvel, D.; Bourbigot, A. M.; Nasser, V.; Ajzenberg, D.; Darde, M. L.; Carme, B. Acute toxoplasmoses in immunocompetent patients hospitalized in an intensive care unit in French Guiana. Clin. Microbiol. Infect. [Online early access]. DOI: 10.1111/j.1469-0691.2011.03648.x. Published Online: September 29, 2011.
5. Silveira, C.; Vallochi, A. L.; Rodrigues da Silva, U.; Muccioli, C.; Holland, G. N.; Nussenblatt, R. B.; Belfort, R.; Rizzo, L. V. Toxoplasma gondii in the peripheral blood of patients with acute and chronic toxoplasmosis Br. J. Ophthalmol. 2011, 95, 396-400
6. Pappas, G.; Roussos, N.; Falagas, M. E. Toxoplasmosis snapshots: global status of Toxoplasma gondii seroprevalence and implications for pregnancy and congenital toxoplasmosis Int. J. Parasitol. 2009, 39, 1385-1394
7. Jones, J. L.; Kruszon-Moran, D.; Sanders-Lewis, K.; Wilson, M. Toxoplasma gondii infection in the United States, 1999-2004, decline from the prior decade Am. J. Trop. Med. Hyg. 2007, 77, 405-410
8. Yolken, R. H.; Torrey, E. F. Are some cases of psychosis caused by microbial agents? A review of the evidence Mol. Psychiatry 2008, 13, 470-479
9. Dubey, J. P.; Jones, J. L. Toxoplasma gondii infection in humans and animals in the United States Int. J. Parasitol. 2008, 38, 1257-1278
10. Montoya, J. G.; Liesenfeld, O. Toxoplasmosis Lancet 2004, 363, 1965-1976
11. Montoya, J. G.; Remington, J. S. Management of Toxoplasma gondii infection during pregnancy Clin. Infect. Dis. 2008, 47, 554-566
12. Nagamune, K.; Sibley, L. D. Comparative genomic and phylogenetic analyses of calcium ATPases and calcium-regulated proteins in the apicomplexa Mol. Biol. Evol. 2006, 23, 1613-1627
13. Lourido, S.; Shuman, J.; Zhang, C.; Shokat, K. M.; Hui, R.; Sibley, L. D. Calcium-dependent protein kinase 1 is an essential regulator of exocytosis in Toxoplasma Nature 2010, 465, 359-362
14. Kieschnick, H.; Wakefield, T.; Narducci, C. A.; Beckers, C. Toxoplasma gondii attachment to host cells is regulated by a calmodulin-like domain protein kinase J. Biol. Chem. 2001, 276, 12369-12377
15. Ojo, K. K.; Larson, E. T.; Keyloun, K. R.; Castaneda, L. J.; Derocher, A. E.; Inampudi, K. K.; Kim, J. E.; Arakaki, T. L.; Murphy, R. C.; Zhang, L.; Napuli, A. J.; Maly, D. J.; Verlinde, C. L.; Buckner, F. S.; Parsons, M.; Hol, W. G.; Merritt, E. A.; Van Voorhis, W. C. Toxoplasma gondii calcium-dependent protein kinase 1 is a target for selective kinase inhibitors Nat. Struct. Mol. Biol. 2010, 17, 602-607
16. Murphy, R. C.; Ojo, K. K.; Larson, E. T.; Castellanos-Gonzalez, A.; Perera, B. G.; Keyloun, K. R.; Kim, J. E.; Bhandari, J. G.; Muller, N. R.; Verlinde, C. L.; White, A. C., Jr.; Merritt, E. A.; Van Voorhis, W. C.; Maly, D. J. Discovery of potent and selective inhibitors of calcium-dependent protein kinase 1 (CDPK1) from C. parvum and T. gondii ACS Med. Chem. Lett. 2010, 1, 331-335
17. Bulawa, C. E.; Devit, M.; Elbaum, D. Preparation of Pyrazolopyrimidinamines as Modulators of Protein Trafficking. WO2009062118A2, 2009.
18. Larson, E. T.; Ojo, K. K.; Murphy, R. C.; Johnson, S. M.; Zhang, Z.; Kim, J. E.; Leibly, D. J.; Fox, A. M. W.; Reid, M. C.; Dale, E. J.; Perera, B. G. K.; Kim, J.; Hewitt, S. N.; Hol, W. G. J.; Verlinde, C. L. M. J.; Fan, E.; Van Voorhis, W. C.; Maly, D. J.; Merritt, E. A. Unpublished results.
19. Bain, J.; Plater, L.; Elliott, M.; Shpiro, N.; Hastie, C. J.; McLauchlan, H.; Klevernic, I.; Arthur, J. S.; Alessi, D. R.; Cohen, P. The selectivity of protein kinase inhibitors: a further update Biochem. J. 2007, 408, 297-315
20. Hanke, J. H.; Gardner, J. P.; Dow, R. L.; Changelian, P. S.; Brissette, W. H.; Weringer, E. J.; Pollok, B. A.; Connelly, P. A. Discovery of a novel, potent, and Src family-selective tyrosine kinase inhibitor. Study of Lck- and FynT-dependent T cell activation J. Biol. Chem. 1996, 271, 695-701
21. Liu, Y.; Bishop, A.; Witucki, L.; Kraybill, B.; Shimizu, E.; Tsien, J.; Ubersax, J.; Blethrow, J.; Morgan, D. O.; Shokat, K. M. Structural basis for selective inhibition of Src family kinases by PP1 Chem. Biol. 1999, 6, 671-678
22. Seeber, F.; Boothroyd, J. C. Escherichia coli beta-galactosidase as an in vitro and in vivo reporter enzyme and stable transfection marker in the intracellular protozoan parasite Toxoplasma gondii Gene 1996, 169, 39-45