Rational development of new sleeping sickness drugs

Current Medicinal Chemistry

Volumn 4, Issue 6, 1997, Pages 359-384

  Van Calenbergh, Serge ^a   Herdewijn, Piet ^a  

^a GHENT UNIVERSITY   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE DERIVATIVE; ADRENALIN; ANTIPROTOZOAL AGENT; DIMINAZENE ACETURATE; EFLORNITHINE DERIVATIVE; ENZYME INHIBITOR; GLYCERALDEHYDE 3 PHOSPHATE DEHYDROGENASE; MELARSOPROL; MEMBRANE ANTIGEN; ORNITHINE DECARBOXYLASE; PENTAMIDINE; PREDNISOLONE; SURAMIN; TRYPANOTHIONE; VARIANT SURFACE GLYCOPROTEIN;

ABDOMINAL PAIN; ABSCESS; AFRICAN TRYPANOSOMIASIS; ANAPHYLAXIS; ANEMIA; BRAIN DISEASE; DIARRHEA; DISEASE TRANSMISSION; DRUG DESIGN; DRUG EFFICACY; DRUG SAFETY; ENZYME INHIBITION; GLUCOSE METABOLISM; HUMAN; HYPOGLYCEMIA; HYPOTENSION; LEUKOPENIA; NAUSEA; NEPHROTOXICITY; PHLEBITIS; REVIEW; SEIZURE; SYNCOPE; THROMBOCYTOPENIA; TRYPANOSOMA; TRYPANOSOMA RHODESIENSE; VOMITING;

EID: 0030662224     PISSN: 09298673     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (114)

1. Tropical Disease Research. Progress 1975-1994; Twelfth Programme Report, World Health Organization: Geneva, 1995; pp. 115-123.
2. Gutteridge, W. Br. Med. Bull. 1985, 41, 162-168.
3. Cross, G.A.M. Annu. Rev. Immunol. 1990, 8, 83-110.
4. Dransfield, R.D.; Williams, B.G.; Brightwell, R. Parasitol. Today, 1991, 7, 287-291.
5. Pépin, J.; Milord, F. In Advances in Parasitology, Baker, J.R.; Muller, R. Eds.; Academic press: London, 1994; Vol. 33, pp. 1-47.
6. Bitonti, A.J.; Dumont, J.A.; McCann, P.P. Biochem. J. 1986, 237, 685-689.
7. Fairlamb, A.H.; Bowman, I.B.R. Exp. Parasitol. 1977, 43, 353-361.
8. Hawking, F. Adv. Pharmacol. Chemother. 1978, 15, 289-322.
9. Vansterkenburg, E.L.; Coppens, I.; Wilting, J.; Bos, O.J.; Fischer, M.J.; Janssen, L.H.; Opperdoes, F.R. Acta Trop. 1993, 54, 237-250.
10. Van Schaftingen, E.; Opperdoes, F.R.; Hers, H. Eur. J. Biochem. 1987, 166, 653-661.
11. Fairlamb, A.H.; Henderson, G.B.; Cerami, A. Proc. Natl. Acad. Sci. USA 1989, 86, 2607-2611.
12. Carter, N.S.; Fairlamb, A.H. Nature 1993, 361, 173-175.
13. Hunter, C.A.; Jennings, F.W.; Adams, J.H.; Murray, M.; Kennedy, P.G.E. Lancet 1992, 339, 956-958.
14. Milord, F.; Pépin, J. Lancet 1992, 340, 250-251.
15. Pépin, J.; Milord, F.; Khonde, A.N.; Niyonsenga, T.; Loko, L.; Mpia, B.; De Wals, P. Trans. R. Soc. Trop. Med. Hyg. 1995, 89, 92-97.
16. Bacchi, C.J. Parasitol. Today 1993, 9, 190-193.
17. Bacchi, C.J.; Garofalo, J.; Ciminelli, M.; Rattendi, D,; Goldberg, B.; McCann, P.P.; Yarlett, N. Biochem. Pharmacol. 1993, 46, 471-481.
18. Bacchi, C.J.; Yarlett, N.; Goldberg, B.; Bitonti, A.J.; McCann, P.P. in Biochemical Protozoology, Coombs, G.H.; North, M.J., Eds.; Taylor and Francis: London, 1991; pp. 469-481.
19. Bacchi, C.J.; Garofalo, J.; Santana, A.; Hannan, J.C., Bitonti, A.J.; McCann, P.P. Exp. Parasitol. 1989, 68, 392.
20. Phillips, M.A.; Coffino, P.; Wang, C.C. J. Biol. Chem. 1987, 262, 8721-8727.
21. Marton, L.J.; Pegg, A.E. Annu. Rev. Pharmacol. Toxicol. 1995, 35, 55-91.
22. Schlechter, P.J.; Barlow, J.L.R.; Sjoerdsma, A. in Inhibition of Polyamine Metabolism, McCann, P.P.; Pegg, A.E.; Sjoerdsma, A., Eds.; Academic press: New York, 1987; pp. 345-364.
23. Fairlamb, A.H. Parasitology 1989, 99S, 93-112.
24. Wang, C.C. J. Med. Chem. 1984, 27, 1-9.
25. Warhurst, D.C. Ann. 1st Super. Sanita 1985, 21, 327-336.
26. Hol, W.G.J. Angew. Chem. Int. Ed. Engl. 1986, 25, 267-278.
27. Crout, J.R. in Enzymes as Targets for Drug Design; Palfreyman, M.G., McCann, P.P., Lovenberg, W., Temple, J.G.Jr., Sjoerdsma, A., Eds.; Academic press, Inc.: San Diego, 1989; pp. 1-10.
28. Opperdoes, F.R. Br. Med. Bull. 1985, 41, 130-136.
29. Hol, W.G.J.; Vellieux, F.M.D.; Verlinde, C.L.M.J.; Wierenga, R.K.; Noble, M.E.M.; Read, R.J. in Molecular and Biological Interactions; Balaram, P.; Ramaseshan, S., Eds.; Indian Acad. Sci.: Bangalore, 1991; pp. 215-244.
30. Agabian, N. Cell 1990, 61, 1157-60.
31. Hajduk, S.L.; Harris, M.E.; Pollard, V.W. FASEB J. 1993, 7, 54-63.
32. Seebeck, T.; Hemphill, A.; Lawson, D. Parasitol. Today 1990, 6, 49-52.
33. Callaham, H.L.; Kelley, C.; Pereira, T.; Grogl, M. Antimicrob. Agents Chemother. 1996, 40, 947-952.
34. Opperdoes, F.R.; Borst, P.; Fonk, K. FEBS Lett. 1976, 62, 169-172.
35. Clarkson, A.B., Jr.; Brohn, F.H. Science 1976, 194, 204-206.
36. Opperdoes, F.R.; Borst, P. FEBS Lett. 1977, 80, 360-364.
37. Ryley, J.F. Biochem. J. 1962, 85, 211-223.
38. Fairlamb, A.H.; Opperdoes, F.R.; Borst, P. Nature 1977, 265, 270-271.
39. Grady, R.W.; Bienen, E.J.; Dieck, H.A.; Saric, M.; Clarkson, A.B., Jr. Antimicrob. Agents Chemother. 1993, 37, 1082-1085.
40. Sommer, J.M.; Wang, C.C. Annu. Rev. Microbiol. 1994, 48, 105-138.
41. Subrami, S. Curr. Opin. Cell Biol. 1996, 8, 513-518.
42. Samson, I.; Kerremans, L.; Rozenski, J.; Samyn, B.; Van Beeumen, J.; Van Aerschot, A.; Herdewijn, P. Bioorg. Med. Chem. 1995, 3, 257-265.
43. Gaudreau, P.; Brazeau, P.; Richer, M.; Cormier, J.; Langlois, D.; Langelier, Y. J. Med. Chem. 1992, 35, 346-350.
44. Liuzzi, M.; Deziel, R.; Moss, N.; Beaulieu, P.; Bonneau, A.-M.; Bousquet, C.; Chafouleas, J.G.; Garneau, M.; Jaramillo, J.; Krogsrud, R.L.; Lagace, L.; Mc Collum, R.S.; Nawoot, S.; Guidon, Y. Nature 1994, 372, 695-698.
45. Schirmer, R.H.; Müller, J.G.; Krauth-Siegel, R.L. Angew. Chem. Int. Ed. Engl. 1995, 34, 141-154.
46. Wierenga, R.K.; Kalk, K.H.; Hol, W.G.J. J. Mol. Biol. 1987, 198, 109-121.
47. Wierenga, R.K.; Noble, M.E.M; Vriend, G.; Nauche, S.; Hol, W.G.J. J. Mol. Biol. 1991, 220, 995-1015.
48. Vellieux, F.M.D.; Hajdu, J.; Verlinde, C.L.M.J.; Groendijk, H.; Read, R.J.; Greenhough, T.J.; Campbell, J.W.; Kalk, K.H.; Littlechild, J.A.; Watson, H.C.; Hol, W.G.J. Proc. Natl. Acad. Sci. USA 1993, 90, 2355-2359.
49. Bernstein, B.E.; Michels. P.A.M.; Hol, W.G.J. Nature 1997, 385, 275-278.
50. Verlinde, C.L.M.J.; Rodenko, G.; Hol, W.G.J. J. Comput. Aided Mol. Design 1992, 6, 131-147.
51. Michels, P.A.M.; Poliszczak, A.; Osinga, K.A.; Misset, O.; Van Beeumen, J.; Wieringa, R.K.; Borst, P.; Opperdoes, F.R. EMBO J. 1986, 5, 1049-1056.
52. Fothergill-Gilmore, L.A.; Michels, P.A.M. Prog. Biophys. Mol. Biol. 1993, 59, 105-235.
53. Verlinde, C.L.M.J; Callens, M.; Van Calenbergh, S.; Van Aerschot, A.; Herdewijn, P.; Hannaert, V.; Michels, P.A.M.; Opperdoes, F.R.; Hol, W.G.J. J. Med. Chem. 1994, 37, 3605-3613.
54. Robins, M.J.; Hawrelak, S.D.; Hernández, A.E.; Wnuk, S.F. Nucleosides, Nucleotides 1992, 11, 821-834.
55. Van Calenbergh, S.; Van Den Eeckhout, E.; Herdewijn, P.; De Bruyn, A.; Verlinde, C.; Hol, W.; Callens, M.; Van Aerschot, A ; Rozenski, J. Helv. Chim. Acta 1994, 77, 631-644.
56. Hannaert, V.; Blaauw, M.; Kohl, L.; Allert, S.; Opperdoes, F.R.; Michels, P.A.M. Mol. Biochem. Parasitol. 1992, 55, 115-126.
57. Kendall, G.; Wilderspin, A.F.W.; Ashall, F.; Miles, M.A.; Kelly, J.M. EMBO. J. 1990, 9, 2751-2758.
58. Kim, H.; Feil, I.K.; Verlinde, C.L.M.J.; Petra, P.H.; Hol, W.G.J. Biochemistry 1995, 34, 14975-14986.
59. Van Calenbergh, S.; Verlinde, C.L.M.J.; Soenens, J.; De Bruyn, A.; Callens, M.; Blaton, N.M.; Peeters, O.M.; Rozenski, J.; Hol, W.G.J.; Herdewijn, P. J. Med. Chem. 1995, 38, 3838-3849.
60. Van Aerschot, A.; Mamos, P.; Weyns, N.; Ikeda, S.; De Clercq, E.; Herdewijn, P. J. Med. Chem. 1993, 36, 2938-2942.
61. Poulin, R.; Lu, L.; Ackermann, B.; Bey, P.; Pegg, A. E. J. Biol. Chem. 1992, 267, 150-158.
62. Coleman, C. S.; Stanley, B. A.; Pegg, A. E. J. Biol. Chem. 1993, 268, 572-579.
63. McCann P. P.; Pegg, A. E. Pharmacol. Ther. 1992, 54, 195-215.
64. Byers, T. L.; Bush, T. L.; McCann, P. P., Bitonti, A. J. Biochem. J. 1991, 274, 527-533.
65. Tekwani, B. L.; Bacchi, C. J.; Secrist, J. A.; Pegg, A. E. Biochem. Pharmacol. 1992, 44, 905-911.
66. Bitonti, A. J.; Byers, T. L.; Bush, T. L.; Casara, P. J.; Bacchi, C. J.; Clarkson, A. B.; McCann, P. P.; Sjoerdsma, A. Antimicrob. Agents Chemother. 1990, 34, 1485-1490.
67. Byers, T. L.; Casara, P.; Bitonti, A. J. Biochem. J. 1992, 283, 755-758.
68. Shantz, L.M.; Stanley, B.A.; Secrist, J.A.; Pegg, A.E. Biochemistry 1992, 31, 6845-6855.
69. Wu, Y.Q.; Woster, P.M. J. Med. Chem. 1992, 35, 3196-3201.
70. Guo, J.Q.; Wu, Y.Q.; Farmer, W.L.; Douglas, K.A.; Woster, P.M.; Garofalo, J.; Bacchi, C.J. Bioorg. Med. Chem. Lett. 1993, 3, 147-152.
71. Brun, R.; Bühler, Y.; Sandmeier, U.; Kaminsky, R.; Bacchi, C.J.; Rattendi, D.; Lane, S.; Croft, S.L.; Snowdon, D.; Yardley, V.; Caravatti, G.; Frei, J.; Stanek, J.; Mett, H. Antimicrob. Agents Chemother. 1996, 40, 1442-1447.
72. Bacchi, C.J.; Brun, R.; Croft, S.L.; Alicea, K.; Bühler, Y. Antimicrob. Agents Chemother. 1996, 40, 1448-1453.
73. Lawrence, F.; Robert-Gero, M. In Biochemical Protozoology, Coombs, G.H.; North, M.J., Eds.; Taylor and Francis: London, 1991; pp. 436-449.
74. Seley, K.L.; Schneller, S.W.; Rattendi, D.; Bacchi, C.J. J. Med. Chem. 1997, 40, 622-624.
75. De Clercq, E. Biochem. Pharmacol. 1987, 36, 2567-2575.
76. Fairlamb, A. H.; Blackburn, P.; Ulrich, P.; Chait, B. T.; Cerami, A. Science 1985, 227, 1485.
77. Henderson, G.B.; Fairlamb, A.H.; Ulrich, P.; Cerami, A. Biochemistry 1987, 26, 3023-3027.
78. Aboagye-Kwarteng, T.; Smith, K.; Fairlamb, A.H. Mol. Microbiol. 1992, 6, 3089-3099.
79. Krauth-Siegel, R.L.; Schöneck, R. FASEB J. 1995, 9, 1138-1146.
80. Kuriyan, J.; Kong, X.-P.; Krishna, T.S.R.; Sweet, R.M.; Murgolo, N.J.; Field, H.; Cerami, A.; Henderson, G.B. Proc. Natl. Acad. Sci. USA 1991, 88, 8764-8768.
81. Hunter, W.N.; Bailey, S.; Habash, J.; Harrop, S.J.; Helliwell, J.R.; Aboagye-Kwarteng, T.; Smith, K.; Fairlamb, A.H. J. Mol. Biol. 1992, 227, 322-333.
82. Zhang, Y.; Bond, C.S.; Bailey, S.; Cunningham, M.L.; Fairlamb, A.H.; Hunter, W.N. Protein Sci. 1996, 5, 52-61.
83. Karplus, P.A.; Pai, E.F.; Schultz, G.E. Eur. J. Biochem. 1989, 178, 693-703.
84. Tromelin, A.; Moutiez, M.; Meziane-Cherif, D.; Aumercier, M.; Tartar, A.; Sergheraert, C. Bioorg. Med. Chem. Lett. 1993, 3, 1971-1976.
85. Marsh, I.R.; Smith, H.; Bradley, K. Chem. Commun. 1996, 941-942.
86. Benson, T.J.; McKie, J.H.; Garforth, J.; Borges, A.; Fairlamb, A.H ; Douglas, K.T. Biochem. J. 1992, 288, 9-11.
87. Lueder, D.V.; Phillips, M.A. J. Biol. Chem. 1996, 271, 17485-17490.
88. Hiratake, J.; Kato, H.; Oda, J. J. Am. Chem. Soc. 1994, 116, 12059-12060.
89. Katoh, M.; Hiratake, J.; Kato, H.; Oda, J. Bioorg. Med. Chem. Lett. 1996, 6, 1437-1442.
90. Arrick, B.A.; Griffith, O.W.; Cerami, A. J. Exp. Med. 1981, 153, 720-725.
91. Kwon, D.S.; Lin, C.-H.; Chen, S.; Coward, J.K.; Walsh, C.T.; Bollinger, J.M., Jr. J. Biol. Chem. 1997, 272, 2429-2436.
92. Verbruggen, C.; De Craecker, S.; Rajan, P.; Jiao, X-Y.; Borloo, M.; Smith, K.; Fairlamb, A.H.; Haemers, A. Bioorg. Med. Chem. Lett. 1996, 6, 253-258.
93. Chen, S.; Lin, C.-H.; Walsh, C.T.; Coward, J.K. Bioorg. Med. Chem. Lett. 1997, 7, 505-510.
94. McConville, M. J. Aust. NZ. J. Med. 1995, 25, 768-776.
95. Masterson, W. J.; Raper, J.; Doering, T. L.; Hart, G. W.; Englund, P. T. Cell 1990, 62, 73-80.
96. Buxbaum, L. U.; Raper, J.; Opperdoes, F. R., Englund, P. T. J. Biol. Chem. 1994, 269, 30212-30220.
97. Buxbaum, L. U.; Milne, K. G.; Werbovetz, K. A., Englund, P. T. Proc. Nat. Acad. Sci. USA 1996, 93, 1178-1183.
98. Doering, T. L.; Raper, J.; Buxhaum, R. U.; Adams, S. P.; Gordon, J. I.; Hart, G. W.; Englund, P. T. Science 1991, 252, 1851-1854.
99. Doering, T. L.; Lu, T.; Werbovetz, K. A.; Gokel, G. W.; Hart, G. W.; Gordon, J. I.; Englund, P. T. Proc. Natl. Acad. Sci. USA 1994, 91, 9735-9737.
100. Werbovetz, K. A.; Bacchi, C. J.; Englund, P. T. Mol. Biochem. Parasitol. 1996, 81, 115-118.
101. Güther, M. L. S.; Ferguson, M. A. J. EMBO J. 1995, 14, 3080-3093.
102. Güther, M. L. S.; Masterson, W. J.; Ferguson, M. A. J. J. Biol. Chem. 1994, 269, 18694-18701.
103. Moran, P.; Caras, I. W. J. Cell. Biol. 1994, 125, 333-343.
104. Marr, J.J. In Biochemical Protozoology; Coombs, G.H.; North, M.J., Eds.; Taylor and Francis, London, 1991, pp. 524-536.
105. Berens, R.L.; Krug, E.C.; Marr, J.J. In Biochemistry and Molecular Biology of Parasites; Marr, J.J.; Müller, M., Eds.; Academic Press, London, 1995, pp. 89-118.
106. Ullman, B.; Carter, D. Int. J. Parasitol, 1997, 27, 203-213.
107. Allen, T.E.; Ullman, B. Nucl. Acids res. 1993, 21, 5431-5438.
108. Sufrin, J.R.; Rattendi, D.; Spiess, A.J.; Lane, S.; Marasco, C.J., Jr.; Bacchi, C.J. Antimicrob. Agents Chemother. 1996, 40, 2567-2572.
109. Williamson, J. Br. J. Pharmac. 1959, 14, 431-442.
110. Carter, N.S.; Berger, B.J.; Fairlamb, A.H. J. Biol. Chem. 1995, 270, 28153-28157.
111. Buddhu, S.; Penketh, P.G.; Divo, A.A.; Shyam, K.; Patton, C.L.; Sartorelli, A.C. Acta Tropica 1991, 49, 69-72.
112. Verlinde, C.L.M.J.; Merritt, E.A.; Van den Akker, F.; Kim, H.; Feil, I.; Delboni, L.F.; Mande, S.C.; Sarfaty, S.; Petra, P.H ; Hol, W.G.J. Protein Sci. 1994, 3, 1670-1686.
113. Goldberg, B.; Yarlett, N.; Suffrin, J.; Lloyd, D.; Bacchi, C.J. FASEB J. 1997, 11, 256-260.
114. Samson, I.; Rozenski, J.; Samyn, B.; Van Aerschot, A.; Van Beeumen, J.; Herdewijn P. J. Biol. Chem. 1997, 272, 11378-11383.