Protein farnesyl transferase inhibitors for the treatment of malaria and African trypanosomiasis

Current Opinion in Investigational Drugs

Volumn 6, Issue 8, 2005, Pages 791-797

  Buckner, Frederick S ^a   Eastman, Richard T ^a   Yokoyama, Kohei ^a   Gelb, Michael H ^a   Van Voorhis, Wesley C ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

Author keywords

Antiprotozoal drugs; Malaria; Plasmodium; Protein farnesyl transferase; Trypanosoma; Trypanosomiasis

Indexed keywords

3 BENZYL 7 CYANO 2,3,4,5 TETRAHYDRO 1 (1H IMIDAZOL 4 YLMETHYL) 4 (2 THIENYLSULFONYL) 1H 1,4 BENZODIAZEPINE; ANTIPROTOZOAL AGENT; BIM 46228; BMS 386914; CHLOROQUINE; FARNESYL TRANS TRANSFERASE; JJ 10; JJ 23; LONAFARNIB; N [[5 [(2 AMINO 3 MERCAPTOPROPYL)AMINO][1,1' BIPHENYL] 2 YL]CARBONYL]METHIONINE; N [[5 [(2 AMINO 3 MERCAPTOPROPYL)AMINO][1,1' BIPHENYL] 2 YL]CARBONYL]METHIONINE METHYL ESTER; PROTEIN FARNESYLTRANSFERASE; PROTEIN FARNESYLTRANSFERASE INHIBITOR; SULISOBENZONE; TIPIFARNIB; UNCLASSIFIED DRUG;

AFRICAN TRYPANOSOMIASIS; ANTIPROTOZOAL ACTIVITY; CLINICAL TRIAL; DRUG ABSORPTION; DRUG HALF LIFE; DRUG IDENTIFICATION; DRUG METABOLISM; DRUG POTENCY; DRUG PROTEIN BINDING; DRUG SCREENING; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME INHIBITION; EUKARYOTIC CELL; GASTROINTESTINAL TOXICITY; GROWTH INHIBITION; HUMAN; MALARIA; MAMMAL CELL; NONHUMAN; PLASMODIUM FALCIPARUM; PRENYLATION; REVIEW; TRYPANOSOMA BRUCEI;

ALKYL AND ARYL TRANSFERASES; ANIMALS; ANTIMALARIALS; ENZYME INHIBITORS; FARNESYLTRANSTRANSFERASE; HUMANS; MALARIA; PLASMODIUM; PROTEIN ISOPRENYLATION; TRYPANOCIDAL AGENTS; TRYPANOSOMIASIS, AFRICAN;

EID: 23344435930     PISSN: 14724472     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (28)

1. Malaria. World Health Organisation, Geneva, Switzerland (2004). http://www.who.int/tdr/diseases/malaria
2. African trypanosomiasis. World Health Organisation, Geneva, Switzerland (2004). http://www.who.int/tdr/biseases/tryp
3. Glomset JA, Gelb MH, Farnsworth CC: Prenyl proteins in eukaryotic cells: A new type of membrane anchor. Trends Biochem Sci (1990) 15(4):139-142.
4. Tamanoi F, Kato-Stankiewicz J, Jiang C, Machado I, Thapar N: Farnesylated proteins and cell cycle progression. J Cell Biochem Suppl (2001) (Suppl 37):64-70.
5. Sinensky M: Recent advances in the study of prenylated proteins. Biochim Biophys Acta (2000) 1484(2-3):93-106.
6. Fu HW, Casey PJ: Enzymology and biology of CAAX protein prenylation. Recent Prog Horm Res (1999) 54:315-342.
7. Zhu K, Hamilton AD, Sebti SM: Farnesyltransferase inhibitors as anticancer agents: Current status. Curr Opin Invest Drugs (2003) 4(12):1428-1435.
8. Yokoyama K, Lin Y, Stuart KD, Gelb MH: Prenylation of proteins in Trypanosoma brucei. Mol Biochem Parasitol (1997) 87(1):61-69.
9. Buckner FS, Eastman RT, Nepomuceno-Silva JL, Speelmon EC, Myler PJ, Van Voorhis WC, Yokoyama K: Cloning, heterologous expression, and substrate specificity of protein farnesyltransferases from Trypenosoma cruzi and Leishmania major. Mol Biochem Parasitol (2002) 122(2):181-188.
10. Chakrabarti D, Azam T, DelVecchio C, Qiu L, Park YI, Allen CM: Protein prenyl transferees activities of Plasmodium falciparum. Mol Biochem Parasitol (1998) 94(2):175-184.
11. Ibrahim M, Azzouz N, Gerold P, Schwarz RT: Identification and characterisation of Toxoplasma gondii protein farnesyltransferase. Int J Parasitol (2001) 31(13):1489-1497.
12. Lujan HD, Mowatt MR, Chen GZ, Nash TE: Isoprenylation of proteins in the protozoan Giardia lamblia. Mol Biochem Parasitol (1995) 72(1-2):121-127.
13. Kumagai M, Makioka A, Takeuchi T, Nozaki T: Molecular cloning and characterization of a protein farnesyltransferase from the enteric protozoan parasite Entamoeba histolytica. J Biol Chem (2004) 279(3):2316-2323.
14. Buckner FS, Yokoyama K, Nguyen L, Grewal A, Erdjument-Bromage H, Tempst P, Strickland CL, Xiao L, Van Voorhis WC, Gelb MH: Cloning, heterologous expression, and distinct substrate specificity of protein farnesyltransferase from Trypanosoma brucei. J Biol Chem (2000) 275(29):21870-21876.
15. Yokoyama K, Trobridge P, Buckner FS, Van Voorhis WC, Stuart KD, Gelb MH: Protein farnesyltransferase from Trypanosoma brucei. A heterodimer of 61- and 65-kDa subunits as a new target for antiparasite therapeutics. J Biol Chem (1998) 273(41):26497-26505.
16. Chakrabarti D, Da Silva T, Barger J, Paquette S, Patel H, Patterson S, Allen CM: Protein farnesyltransferase and protein prenylation in Plasmodium falciparum. J Biol Chem (2002) 277(44):42066-42073.
17. GeneDB: The Wellcome Trust Sanger Institute Pathogen Sequencing Unit, Cambridge, UK (2005). http://Www.genedb.org/
18. PlasmoDB: The Plasmodium genome resource: University of Pennsylvania, PA, USA (2005). http://plasmodb.org/PlasmoDB.shtml
19. Reid TS, Terry KL, Casey PJ, Beese LS: Crystallographic analysis of CAAX prenyltransferases complexed with substrates defines rules of protein substrate selectivity. J Mol Biol (2004) 343(2):417-433.
20. Sun J, Blaskovich MA, Knowles D, Qian Y, Ohkanda J, Bailey RD, Hamilton AD, Sebti SM: Antitumor efficacy of a novel class of non-thiol-containing peptidomimetic inhibitors of farnesyltransferase and geranylgeranyltransferase I: Combination therapy with the cytotoxic agents cisplatin, Taxol, and gemcitabine. Cancer Res (1999) 59(19):4919-4926.
21. Reid TS, Besse LS: Crystal structures of the anticancer clinical candidates R115777 (tipifarnib) and BMS-214662 complexed with protein farnesyltransferase suggest a mechanism of FTI selectivity. Biochemistry (2004) 43(22):6877-6884.
22. Wiesner J, Kettler K, Sakowski J, Ortmann R, Katzin AM, Kimura EA, Silber K, Klebe G, Jomaa H, Schlitzer M: Farnesyltransferase inhibitors inhibit the growth of malaria parasites in vitro and in vivo. Angew Chem Int Ed Engl (2004) 43(2):251-254.
23. Nallan L, Bauer KD, Bendale P, Rivas K, Yokoyama K, Horney CP, Pendyala PR, Floyd D, Lombardo LJ, Williams DK, Hamilton A et al: Protein farnesyltransferase inhibitors exhibit potent antimalarial activity. J Med Chem (2005) 48(11):3704-3713.
24. Nepomuceno-Silva JL, Yokoyama K, de Mello LD, Mendonca SM, Paixao JC, Baron R, Faye JC, Buckner FS, Van Voorhis WC, Gelb MH, Lopes UG: TcRho1, a farnesylated Rho family homologue from Trypanosoma cruzi: Cloning, trans-splicing, and prenylation studies. J Biol Chem (2001) 276(32):29711-29718.
25. Ohkanda J, Buckner FS, Lockman JW, Yokoyama K, Carrico D, Eastman R, de Luca-Fradley K, Davies W, Croft SL, Van Voorhis WC, Gelb MH et al: Design and synthesis of peptidomimetic protein farnesyltransferase inhibitors as anti-Trypanosoma brucei agents. J Med Chem (2004) 47(2):432-445.
26. Yokoyama K, Trobridge P, Buckner FS, Scholten J, Stuart KD, Van Voorhis WC, Gelb MH: The effects of protein farnesyltransferase inhibitors on trypanosomatids: Inhibition of protein farnesylation and cell growth. Mol Biochem Parasitol (1998) 94(1):87-97.
27. Hunt JT, Ding CZ, Batorsky R, Bednarz M, Bhide R, Cho Y, Chong S, Chao S, Gullo-Brown J, Guo P, Kim SH et al: Discovery of (R)-7-cyano-2,3,4,5-tetrahydro-1- (1H-imidazol-4-ylmethyl)-3-phenylmethyl)-4- (2-thienylsulfonyl)-1H-1,4-benzodiazepine (BMS-214662), a farnesyltransferase inhibitor with potent preclinical antitumor activity. J Med Chem (2000) 43(20):3587-3595.
28. Carrico D, Ohkanda J, Kendrick H, Yokoyama K, Blaskovich MA, Bucher CJ, Buckner FS, Van Voorhis WC, Chakrabarti D, Croft SL, Gelb MH et al: In vitro and in vivo antimalarial activity of peptidomimetic protein farnesyltransferase inhibitors with improved membrane permeability. Bioorg Med Chem (2004) 12(24):6517-6526.