Metalloantimalarials

Chemical Reviews

Volumn 113, Issue 5, 2013, Pages 3450-3492

  Salas, Paloma F ^a   Herrmann, Christoph ^a,b   Orvig, Chris ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

^b TRIUMF   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIMALARIAL DRUG; INDOOR RESIDUAL SPRAYING; INFECTIOUS DISEASE; INTENSIVE RESEARCH; RESIDUAL INSECTICIDES; VECTOR CONTROL METHOD; VECTOR CONTROLS; WORLD HEALTH ORGANIZATION;

HEALTH RISKS; INSECTICIDES; MALARIA CONTROL;

DISEASES;

ANTIMALARIAL AGENT; ORGANOMETALLIC COMPOUND;

ANIMAL; CHEMISTRY; DRUG EFFECT; HUMAN; MALARIA; PLASMODIUM; REVIEW;

ANIMALS; ANTIMALARIALS; HUMANS; MALARIA; ORGANOMETALLIC COMPOUNDS; PLASMODIUM;

EID: 84877655442     PISSN: 00092665     EISSN: 15206890     Source Type: Journal    
DOI: 10.1021/cr3001252     Document Type: Review

References (282)

1. World Health Organization. World Malaria Report 2011; WHO Press: Geneva, 2011.
2. Carter, R.; Mendis, K. N. Clin. Microbiol. Rev. 2002, 15, 564
3. Rich, S. M.; Leendertz, F. H.; Xu, G.; LeBreton, M.; Djoko, C. F.; Aminake, M. N.; Takang, E. E.; Diffo, J. L. D.; Pike, B. L.; Rosenthal, B. M.; Formenty, P.; Boesch, C.; Ayala, F. J.; Wolfe, N. D. Proc. Natl. Acad. Sci. U.S.A. 2009, 106, 14902
4. In Antimalarial Chemotherapy: Mechanisms of Action, Resistance, and New Directions in Drug Discovery; Rosenthal, P. J., Ed.; Humana Press: Totowa, NJ, 2001.
5. Malaria: Past and Present; http://www.nobelprize.org/educational/ medicine/malaria/readmore/history.html (accessed Oct 15, 2011).
6. Greenwood, B.; Mutabingwa, T. Nature 2002, 415, 670
7. World Health Organization. Weekly Epidemiological Record-Malaria, 1982-1997; Technical Report Number 32; WHO Press: Geneva, 1999.
8. World Health Organization, UNICEF. The Africa Malaria Report 2003; WHO Press: Geneva, 2003.
9. Murray, C. J. L.; Rosenfeld, L. C.; Lim, S. S.; Andrews, K. G.; Foreman, K. J.; Haring, D.; Fullman, N.; Naghavi, M.; Lozano, R.; Lopez, A. D. Lancet 2012, 379, 413
10. World Health Organization. World Malaria Report 2005; WHO Press: Geneva, 2005.
11. World Health Organization. World Malaria Report 2009; WHO Press: Geneva, 2009.
12. The Global Malaria Action Plan for a Malaria Free World; http://www.rollbackmalaria.org/gmap/ (accessed Oct 30, 2011).
13. World Health Organization. World Malaria Report 2010; WHO Press: Geneva, 2010.
14. The Global Fund and a new modus operandi (Editorial). Lancet 2011, 378, 1896.
15. Donor governments cancel Global Fund Round 11; http://www.healthgap.org/ press/gfatm-round11.html (accessed Feb 6, 2012).
16. World Health Organization. Global Malaria Control and Elimination: Report of a Technical Review; WHO Press: Geneva, 2008.
17. World Health Organization. Malaria Vector Control and Personal Protection; WHO Press: Geneva, 2006.
18. Preventive Treatment for Pregnant Women and Infants; http://www.rbm.who. int/worldmalariaday/ipt.html (accessed Sep 30, 2011).
19. World Health Organization. Guidelines for the Treatment of Malaria, 2nd ed.; WHO Press: Geneva, 2010.
20. Malaria and Travelers. http://www.cdc.gov/malaria/travelers/ (accessed Sep 12, 2011).
21. Public Health Agency of Canada-Travel Health. http://www.phac-aspc.gc.ca/ tmp-pmv/index-eng.php (accessed Feb 3, 2012).
22. Centers for Disease Control and Prevention. Preventing Malaria in Travellers-A Guide for Travelers to Malaria-Risk Areas; CDC: Druid Hills, GA, 2011.
23. The PATH Malaria Vaccine Initiative. Accelerating Progress Toward Malaria Vaccines; PATH Malaria Vaccine Initiative: Bethesda, MD, 2007.
24. The PATH Malaria Vaccine Initiative. Strategy for Developing Next-Generation Malaria Vaccines; PATH Malaria Vaccine Initiative: Bethesda, MD, 2009.
25. World Health Organization. Guidelines for the Treatment of Malaria; WHO Press: Geneva, 2006.
26. Malaria. http://www.mdtravelhealth.com/infectious/malaria.html (accessed Feb 3, 2012).
27. World Health Organization. Global Report on Antimalarial Drug Efficacy and Drug Resistance: 2000-2010; WHO Press: Geneva, 2010.
28. Enserink, M. Science 2010, 328, 844
29. World Health Organization. Global plan for artemisinin resistance containment (GPARC); WHO Press: Geneva, 2011.
30. Noedl, H.; Se, Y.; Schaecher, K.; Smith, B. L.; Socheat, D.; Fukuda, M. M. N. Engl. J. Med. 2008, 359, 2619
31. Dondorp, A. M.; Nosten, F.; Yi, P.; Das, D.; Phyo, A. P.; Tarning, J.; Lwin, K. M.; Ariey, F.; Hanpithakpong, W.; Lee, S. J.; Ringwald, P.; Silamut, K.; Imwong, M.; Chotivanich, K.; Lim, P.; Herdman, T.; An, S. S.; Yeung, S.; Singhasivanon, P.; Day, N. P. J.; Lindegardh, N.; Socheat, D.; White, N. J. N. Engl. J. Med. 2009, 361, 455
32. Gargano, N.; Cenci, F.; Bassat, Q. Trop. Med. Int. Health 2011, 16, 1466
33. Meshnick, S. R.; Dobson, M. J. The History of Antimalarial Drugs. In Antimalarial Chemotherapy: Mechanisms of Action, Resistance, and New Directions in Drug Discovery; Rosenthal, P. J., Ed.; Humana Press: Totowa, NJ, 2001.
34. Rosenthal, P. J.; Miller, L. H. The Need for New Approaches to Antimalarial Chemotherapy. In Antimalarial Chemotherapy: Mechanisms of Action, Resistance, and New Directions in Drug Discovery; Rosenthal, P. J., Ed.; Humana Press: Totowa, NJ, 2001.
35. Rathore, D.; McCutchan, T. F.; Sullivan, M.; Kumar, S. Expert Opin. Invest. Drugs 2005, 14, 871
36. Rosenthal, P. J. J. Exp. Biol. 2003, 206, 3735
37. Wiesner, J.; Ortmann, R.; Jomaa, H.; Schlitzer, M. Angew. Chem., Int. Ed. 2003, 42, 5274
38. Winstanley, P.; Ward, S. Adv. Parasitol. 2006, 61, 47
39. Egan, T. J. Expert Opin. Ther. Pat. 2001, 11, 185
40. Olliaro, P. Pharmacol. Ther. 2001, 89, 207
41. Medicines for Malaria Venture-Pyramax®; http://www.mmv.org/research- development/project-portfolio/pyramax%C2%AE-pyronaridine-artesunate (accessed Aug 15, 2012).
42. Chang, C.; Lin-Hua, T.; Jantanavivat, C. Trans. R. Soc. Trop. Med. Hyg. 1992, 86, 7
43. Ringwald, P.; Bickii, J.; Basco, L. Lancet 1996, 347, 24
44. Kain, K. C.; Shanks, G. D.; Keystone, J. S. Clin. Infect. Dis. 2001, 33, 226
45. Tilley, L.; Loria, P.; Foley, M. Chloroquine and other Quinoline Antimalarials. In Antimalarial Chemotherapy: Mechanisms of Action, Resistance, and New Directions in Drug Discovery; Rosenthal, P. J., Ed.; Humana Press: Totowa, NJ, 2001.
46. Shanks, G. D.; Oloo, A. J.; Aleman, G. M.; Ohrt, C.; Klotz, F. W.; Braitman, D.; Horton, J.; Brueckner, R. Clin. Infect. Dis. 2001, 33, 1968
47. Zarchin, S.; Krugliak, M.; Ginsburg, H. Biochem. Pharmacol. 1986, 35, 2435
48. Krugliak, M.; Zhang, J.; Ginsburg, H. Mol. Biochem. Parasitol. 2002, 119, 249
49. Olliaro, P. L.; Goldberg, D. E. Parasitol. Today 1995, 11, 294
50. Goldberg, D. E.; Slater, A. F. G.; Cerami, A.; Henderson, G. B. Proc. Natl. Acad. Sci. U.S.A. 1990, 87, 2931
51. Banerjee, R.; Goldberg, D. E. The Plasmodium Food Vacuole. In Antimalarial Chemotherapy: Mechanisms of Action, Resistance, and New Directions in Drug Discovery; Rosenthal, P. J., Ed.; Humana Press: Totowa, NJ, 2001.
52. Francis, S. E.; Sullivan, D. J., Jr.; Goldberg, D. E. Annu. Rev. Microbiol. 1997, 51, 97
53. Banerjee, R.; Liu, J.; Beatty, W.; Pelosof, L.; Klemba, M.; Goldberg, D. E. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 990
54. Rangarajan, P. N.; Padmanaban, G. Expert. Opin. Ther. Targets 2001, 5, 423
55. Eggleson, K. K.; Duffin, K. L.; Goldberg, D. E. J. Biol. Chem. 1999, 274, 32411
56. Rosenthal, P. J.; Sijwali, P. S.; Singh, A.; Shenai, B. R. Curr. Pharm. Des. 2002, 8, 1659
57. Srivastava, P.; Pandey, V. C. Int. J. Parasitol. 1995, 25, 1061
58. Sullivan, A. D.; Meshnick, S. R. Parasitol. Today 1996, 12, 161
59. Pagola, S.; Stephens, P. W.; Bohle, D. S.; Kosar, A. D.; Madsen, S. K. Nature 2000, 404, 307
60. Bohle, D. S.; Kosar, A. D.; Madsen, S. K. Biochem. Biophys. Res. Commun. 2002, 294, 132
61. Bohle, D. S.; Kosar, A. D.; Stephens, P. W. Acta Crystallogr., Sect. D: Biol. Crystallogr. 2002, D58, 1752
62. Bekwani, T. L.; Walker, L. A. Comb. Chem. High Throughput Screening 2005, 8, 63
63. Hampelmann, E.; Egan, T. J. Trends Parasitol. 2002, 18, 11
64. Egan, T. J.; Mavuso, W. W.; Ncokazi, K. K. Biochemistry 2001, 40, 204
65. Egan, T. J. Mol. Biochem. Parasitol. 2008, 157, 127
66. Fitch, C. D.; Cai, G. Z.; Chen, Y.-F.; Shoemaker, J. D. Biochim. Biophys. Acta, Mol. Basis Dis. 1999, 1454, 31
67. Tripathi, A. K.; Garg, S. K.; Tekwani, B. L. Biochem. Biophys. Res. Commun. 2002, 290, 595
68. Egan, T. J. J. Inorg. Biochem. 2008, 102, 1288
69. Hempelmann, E.; Motta, C.; Hughes, R.; Ward, S. A.; Bray, P. G. Trends Parasitol. 2003, 19, 23
70. Sullivan, D. J., Jr.; Gluzman, l. Y.; Goldberg, D. E. Science 1996, 271, 219
71. Ziegler, J.; Chang, R. T.; Wright, D. W. J. Am. Chem. Soc. 1999, 121, 2395
72. Hyde, J. E. Microb. Infect. 2002, 4, 165
73. Dorn, A.; Vippagunta, S. R.; Matile, H.; Jaquet, C.; Vennerstrom, J. L.; Ridley, R. G. Biochem. Pharmacol. 1998, 55, 727
74. Sullivan, D. J., Jr.; Matile, H.; Ridley, R. G.; Goldberg, D. E. J. Biol. Chem. 1998, 273, 31103
75. Weissbuch, I.; Leiserowitz, L. Chem. Rev. 2008, 108, 4899
76. Loria, P.; Miller, S.; Foley, M.; Tilley, L. Biochem. J. 1999, 339, 363
77. Ginsburg, H.; Famin, O.; Zhang, J.; Krugliak, M. Biochem. Pharmacol. 1998, 56, 1305
78. Famin, O.; Krugliak, M.; Ginsburg, H. Biochem. Pharmacol. 1999, 58, 59
79. Egan, T. J.; Combrinck, J. M.; Egan, J.; Hearne, G. R.; Marques, H. M.; Ntenteni, S.; Sewell, B. T.; Smith, P. J.; Taylor, D.; van Schalkwyk, D. A.; Walden, J. C. Biochem. J. 2002, 365, 343
80. Gligorijevic, B.; McAllister, R.; Urbach, J. S.; Roepe, P. D. Biochemistry 2006, 45, 12400
81. Slater, A. F. G.; Cerami, A. Nature 1992, 355, 167
82. Egan, T. J.; Ross, D. C.; Adams, P. A. FEBS Lett. 1994, 352, 54
83. Dorn, A.; Stoffel, R.; Matile, H.; Bubendorf, A.; Ridley, R. G. Nature 1995, 374, 269
84. Sanchez, C. P.; Lanzer, M. Curr. Opin. Infect. Dis. 2000, 13, 653
85. Egan, T. J.; Hempelmann, E.; Mavuso, W. W. J. Inorg. Biochem. 1999, 73, 101
86. Ziegler, J.; Linck, R.; Wright, D. W. Curr. Med. Chem. 2001, 8, 171
87. Sullivan, D. J. Int. J. Parasitol. 2002, 32, 1645
88. Egan, T. J. Drug Des. Rev.-Online 2004, 1, 93
89. Kumar, S.; Guha, M.; Choubey, V.; Maity, P.; Bandyopadhyay, U. Life Sci. 2007, 80, 813
90. Irvin, J. L.; Irvin, E. M.; Parker, F. S. Science 1949, 110, 426
91. Parker, F. S.; Irvin, J. L. J. Biol. Chem. 1952, 199, 889
92. Allison, R. G.; Hahn, F. E. Antimicrob. Agents Chemother. 1977, 11, 251
93. Stollar, D.; Levine, L. Arch. Biochem. Biophys. 1963, 101, 335
94. Cohen, S. N.; Yielding, K. L. J. Biol. Chem. 1965, 240, 3123
95. Cohen, S. N.; Yielding, K. L.. Proc. Natl. Acad. Sci., U.S.A. 1965, 54, 521
96. Martínez, A.; Suárez, J.; Shand, T.; Magliozzo, R. S.; Sánchez-Delgado, R. A. J. Inorg. Biochem. 2011, 105, 39
97. Kreidenweiss, A.; Kremsner, P. G.; Dietz, K.; Mordmüller, B. Am. J. Trop. Med. Hyg. 2006, 75, 1178
98. Wootton, J. C.; Feng, X.; Ferdig, M. T.; Cooper, R. A.; Mu, J.; Baruch, D. I.; Magill, A. J.; Su, X.-Z. Nature 2002, 418, 320
99. Bray, P. G.; Mungthin, M.; Ridley, R. G.; Ward, S. A. Mol. Pharmacol. 1998, 54, 170
100. Le Bras, J.; Durand, R. Fundam. Clin. Pharmacol. 2003, 17, 147
101. Mita, T.; Tanabe, K.; Kita, K. Parasitol. Int. 2009, 58, 201
102. Ursos, L. M. B.; Dzekunov, S. M.; Roepe, P. D. Mol. Biochem. Parasitol. 2000, 110, 125
103. Hayward, R.; Saliba, K. J.; Kirk, K. J. Cell Sci. 2006, 119, 1016
104. Henry, M.; Alibert, S.; Orlandi-Pradines, E.; Bogreau, H.; Fusai, T.; Rogier, C.; Barbe, J.; Pradines, B. Curr. Drug Targets 2006, 7, 935
105. Sanchez, C. P.; Dave, A.; Stein, W. D.; Lanzer, M. Int. J. Parasitol. 2010, 40, 1109
106. Sanchez, C. P.; Stein, W. D.; Lanzer, M. Trends Parasitol. 2007, 23, 332
107. Fidock, D. A.; Nomura, T.; Talley, A. K.; Cooper, R. A.; Dzekunov, S. M.; Ferdig, M. T.; Ursos, L. M. B.; Singh Sidhu, A. B.; Naude, B.; Deitsch, K. W.; Su, X.-Z.; Wootton, J. C.; Roepe, P. D.; Wellems, T. E. Mol. Cell 2000, 6, 861
108. Wilson, C. M.; Serrano, A. E.; Wasley, A.; Bogenschutz, M. P.; Shankar, A. H.; Wirth, D. F. Science 1989, 244, 1184
109. Foote, S. J.; Kyle, D. E.; Martin, R. K.; Oduola, A. M. J.; Forsyth, K.; Kemp, D. J.; Cowman, A. F. Nature 1990, 345, 255
110. Djimdé, A.; Doumbo, O. K.; Cortese, J. F.; Kayentao, K.; Doumbo, S.; Diourté, Y.; Coulibaly, D.; Dicko, A.; Su, X.; Nomura, T.; Fidock, D. A.; Wellems, T. E.; Plowe, C. V. N. Engl. J. Med. 2001, 344, 257
111. Martin, S. K.; Oduola, A. M. J.; Milhous, W. K. Science 1987, 235, 899
112. Basco, L. K.; LeBras, J.; Rhoades, Z.; Wilson, C. M. Mol. Biochem. Parasitol. 1995, 74, 157
113. Basco, L. K.; de Pecoulas, P. E.; LeBras, J.; Wilson, C. M. Exp. Parasitol. 1996, 82, 97
114. Reed, M. B.; Saliba, K. J.; Caruana, S. R.; Kirk, K.; Cowman, A. F. Nature 2000, 403, 906
115. Sidhu, A. B. S.; Valderramos, S. G.; Fidock, D. A. Mol. Microbiol. 2005, 57, 913
116. Cowman, A. F.; Galatis, D.; Thompson, J. K. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 1143
117. Winstanley, P. Trop. Med. Int. Health 2001, 6, 952
118. Klayman, D. L. Science 1985, 228, 1049
119. Hien, T. T.; White, N. J. Lancet 1993, 341, 603
120. Price, R. N. Exp. Opin. Invest. Drugs 2000, 9, 1815
121. Bhisutthibhan, J.; Pan, X.-Q.; Hossler, P. A.; Walker, D. J.; Yowell, C. A.; Carlton, J.; Dame, J. B.; Meshnick, S. R. J. Biol. Chem. 1998, 273, 16192
122. Meshnick, S. R. Int. J. Parasitol. 2002, 32, 1655
123. Eckstein-Ludwig, U.; Webb, R. J.; van Goethem, I. D. A.; East, J. M.; Lee, A. G.; Kimura, M.; O'Neill, P. M.; Bray, P. G.; Ward, S. A.; Krishna, S. Nature 2003, 424, 957
124. Weinberg, E. D.; Moon, J. Drug Metab. Rev. 2009, 41, 644
125. Fry, M.; Pudney, M. Biochem. Pharmacol. 1992, 43, 1545
126. Srivastava, I. K.; Rottenberg, H.; Vaidya, A. B. J. Biol. Chem. 1997, 272, 3961
127. Srivastava, I. K.; Vaidya, A. B. Antimicrob. Agents Chemother. 1999, 43, 1334
128. de Villiers, K. A.; Marques, H. M.; Egan, T. J. J. Inorg. Biochem. 2008, 102, 1660
129. Ralph, S. A.; D'Ombrain, M. C.; McFaddenf, G. I. Drug Resist. Updates 2001, 4, 145
130. Coombs, G. H.; Goldberg, D. E.; Klemba, M.; Berry, C.; Kay, J.; Mottram, J. C. Trends Parasitol. 2001, 17, 532
131. Sherman, I. W. Microbiol Rev. 1979, 43, 453
132. Wu, X.; Go, M. L. The Use of Iron-based Drugs in Medicine. In Metallotherapeutic Drugs and Metal-Based Diagnostic Agents: The Use of Metals in Medicine; Gielen, M.; Tiekink, E. R. T., Eds.; Wiley: Chichester, U.K., 2005; p 179.
133. Farrer, N. J.; Sadler, P. J. Medicinal Inorganic Chemistry: State of the Art, New Trends, and a Vision of the Future. In Bioinorganic Medicinal Chemistry; Alessio, E., Ed.; Wiley-VCH: Weinheim, DE, 2011.
134. Sánchez-Delgado, R. A.; Anzellotti, A. Mini-Rev. Med. Chem. 2004, 4, 23
135. Navarro, M.; Gabiani, C.; Messori, L.; Gambino, D. Drug Discov. Today 2010, 15, 1070
136. Harpstrite, S. E.; Beatty, A.; Collins, S. D.; Oksman, A.; Goldberg, D. E.; Sharma, V. Inorg. Chem. 2003, 42, 2294
137. Mabeza, G. F.; Loyevsky, M.; Gordeuk, V. R.; Weiss, G. Pharmacol. Therap. 1999, 81, 53
138. Gordeuk, V. R.; Loyevsky, M. Antimalarial Effect of Iron Chelation. In Iron Chelation Therapy; Hershko, C., Ed.; Advances in Experimental Medicine and Biology; Kluwer Academic/Plenum Publishers: New York, 2002; Vol. 509.
139. Gabay, T.; Ginsburg, H.. Exp. Parasitol. 1993, 77, 261
140. Hershko, C.; Peto, T. E. J. Exp. Med. 1988, 168, 375
141. Gordeuk, V. R.; Thuma, P. E.; Brittenham, G. M.; Zulu, S.; Simwanza, G.; Mhangu, A.; Flesch, G.; Parry, D. Blood 1992, 79, 308
142. Gordeuk, V. R.; Thuma, P. E.; McLaren, C. E.; Biemba, G.; Zulu, S.; Poltera, A. A.; Askin, J. E.; Brittenham, G. M. Blood 1995, 85, 3297
143. Loyevsky, M.; Lytton, S. D.; Mester, B.; Libman, J.; Shanzer, A.; Cabantchik, Z. I. J. Clin. Invest. 1993, 91, 218
144. Chevion, M.; Chuang, L.; Golenser, J. Antimicrob. Agents Chemother. 1995, 39, 1902
145. Pradines, B.; Ramiandrasoa, F.; Basco, L. K.; Bricard, L.; Kunesch, G.; Le Bras, J. Antimicrob. Agents Chemother. 1996, 40, 2094
146. Pradines, B.; Rolain, J. M.; Ramiandrasoa, F.; Fusai, T.; Mosnier, J.; Rogier, C.; Daries, W.; Baret, E.; Kunesch, G.; Le Bras, J.; Parzy, D. J. Antimicrob. Chemother. 2002, 50, 177
147. Pradines, B.; Tall, A.; Ramiandrasoa, F.; Spiegel, A.; Sokhna, C.; Fusai, T.; Mosnier, J.; Daries, W.; Trape, J. F.; Kunesch, G.; Parzy, D.; Rogier, C. J. Antimicrob. Chemother. 2006, 57, 1093
148. Loyevsky, M.; John, C.; Zaloujnyi, I.; Gordeuk, V. R. Biochem. Pharmacol. 1997, 54, 451
149. Hershko, C.; Gordeuk, V. R.; Brittenham, G. M.; Thuma, P. E.; Theanacho, E. N.; Spira, D. T.; Hider, R. C.; Peto, T. E. A. J. Inorg. Biochem. 1992, 47, 267
150. Dehkordi, L. S.; Liu, Z. D.; Hider, R. C. Eur. J. Med. Chem. 2008, 43, 1035
151. Nick, H.; Acklin, P.; Lattmann, R.; Buehlmayer, P.; Hauffe, S.; Schupp, J.; Alberti, D. Curr Med. Chem. 2003, 10, 1065
152. Goudeau, C.; Loyevsky, M.; Kassim, O. O.; Gordeuk, V. R.; Nick, H. Br. J. Hamaetol. 2001, 115, 918
153. Tsafack, A.; Loyevsky, M.; Ponka, P.; Ioav Cabantchik, Z. J. Lab. Clin. Med. 1996, 127, 574
154. Melnyk, P.; Leroux, V.; Sergheraert, C.; Grellier, P. Bioorg. Med. Chem. Lett. 2006, 16, 31
155. Chibale, K.; Biot, C. Infect. Disord.: Drug Targets 2006, 6, 173
156. Walcourt, A.; Loyevsky, M.; Lovejoy, D. B.; Gordeuk, V. R.; Richardson, D. R. Int. J. Biochem. Cell Biol. 2004, 36, 401
157. Stahel, E.; Mazier, D.; Guillouzo, A.; Miltgen, F.; Landau, I.; Mellouk, S.; Beaudoin, R. L.; Langlois, P.; Gentilini, M. Am. J. Trop. Med. Hyg. 1988, 39, 236
158. Baker, E.; Wong, A.; Peter, H.; Jacobs, A. Br. J. Hamaetol. 1992, 81, 424
159. Lytton, S. D.; Mester, B.; Dayan, I.; Glickstein, H.; Libman, J.; Shanzer, A.; Cabantchik, Z. I. Blood 1993, 81, 214
160. Lytton, S. D.; Mester, B.; Libman, J.; Shanzer, A.; Cabantchik, Z. I. Blood 1994, 84, 910
161. Oblender, M.; Carpentieri, U. J. Cancer Res. Clin. Oncol. 1991, 117, 444
162. Raventos-Suarez, C.; Pollack, S.; Nagel, R. L. Am. J. Trop. Med. Hyg. 1982, 31, 919
163. Atkinson, C. T.; Bayne, M. T.; Gordeuk, V. R.; Brittenham, G. M.; Aikawa, M. Am. J. Trop. Med. Hyg. 1991, 45, 593
164. Nyholm, S.; Mann, G. J.; Johansson, A. G.; Bergeronn, R. J.; Graslund, A.; Thelander, L. J. Biol. Chem. 1993, 268, 26200
165. Cavanaugh, P. F., Jr.; Porter, C. W.; Tukalo, D.; Frankfurt, O. S.; Pavelic, Z. P.; Bergeron, R. J. Cancer Res. 1985, 45, 4754
166. Rubin, H.; Salem, J. S.; Li, L. S.; Yang, F. D.; Mama, S.; Wang, Z. M.; Fisher, A.; Hamann, C. S.; Cooperman, B. S. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 9280
167. Moormann, A. M.; Hossler, P. A.; Meshnick, S. R. Mol. Biochem. Parasitol. 1999, 98, 279
168. Cabantchik, Z. I. Parasitol. Today 1995, 11, 74
169. Tsafack, A.; Golenser, J.; Libman, J.; Shanzer, A.; Cabantchik, Z. I. Mol. Pharmacol. 1995, 47, 403
170. Scheibel, L. W.; Adler, A. Mol. Pharmacol. 1980, 18, 320
171. Scheibel, L. W.; Stanton, G. G. Mol. Pharmacol. 1986, 30, 364
172. Vippagunta, S. R.; Dorn, A.; Bubendorf, A.; Ridley, R. G.; Vennerstrom, J. L. Biochem. Pharmacol. 1999, 58, 817
173. Van Zyl, R. L.; Havlik, I.; Hempelmann, E.; MacPhail, A. P.; McNamara, L. Biochem. Pharmacol. 1993, 45, 1431
174. Sonnet, P.; Mullie, C. Exp. Parasitol. 2011, 128, 26
175. Sharma, V.; Piwnica-Worms, D. Chem. Rev. 1999, 99, 2545
176. Sharma, V. Mini-Rev. Med. Chem. 2005, 5, 337
177. Sánchez-Delgado, R. A.; Navarro, M.; Perez, H.; Urbina, J. A. J. Med. Chem. 1996, 39, 1095
178. Martínez, A.; Rajapakse, C. S. K.; Naoulou, B.; Kopkalli, Y.; Davenport, L.; Sánchez-Delgado, R. A. J. Biol. Inorg. Chem. 2008, 13, 703
179. Egan, T. J.; Chen, J. Y.-J.; de Villiers, K. A.; Mabotha, T. E.; Naidoo, K. J.; Ncokazi, K. K.; Langford, S. J.; McNaughton, D.; Pandiancherri, S.; Wood, B. R. FEBS Lett. 2006, 580, 5105
180. Warhurst, D. C.; Craig, J. C.; Adagu, I. S.; Meyer, D. J.; Lee, S. Y. Malar. J. 2003, 2, 26
181. Navarro, M.; Perez, H.; Sánchez-Delgado, R. A. J. Med. Chem. 1997, 40, 1937
182. Navarro, M.; Vasquez, F.; Sánchez-Delgado, R. A.; Perez, H.; Sinou, V.; Schrevel, J. J. Med. Chem. 2004, 47, 5204
183. Navarro, M.; Castro, W.; Martínez, A.; Sánchez-Delgado, R. A. J. Inorg. Biochem. 2011, 105, 276
184. Navarro, M. Coord. Chem. Rev. 2009, 253, 1619
185. Wasi, N.; Singh, H. B.; Gajanana, A.; Raichowdhary, A. N. Inorg. Chim. Acta 1987, 135, 133
186. Adediji, J. F.; Olayinka, E. T.; Adebayo, M. A.; Babatunde, O. Int. J. Phys. Sci. 2009, 4, 529
187. Akanji, M. A.; Olagoke, O. A.; Oloyede, O. B. Toxicology 1993, 81, 173
188. Femi, A. J.; Ayoola, O. J. E-J. Chem. 2012, 9, 2245
189. Obaleye, J. A.; Adediji, J. F.; Olayinka, E. T.; Adebayo, M. A. Res. Pharm. Biotechnol. 2009, 1, 9
190. Obaleye, J. A.; Tella, A. C.; Arise, R. O. Adv. Nat. Appl. Sci. 2009, 3, 43
191. Alesutan, I.; Bobbala, D.; Qadri, S. M.; Estremera, A.; Föller, M.; Lang, F. Malar. J. 2010, 9, 118
192. Sannella, A. R.; Casini, A.; Gabbiani, C.; Messori, L.; Bilia, A. R.; Vincieri, F. F.; Majori, G.; Severini, C. FEBS Lett. 2008, 582, 844
193. Khanye, S. D.; Smith, G. S.; Lategan, C.; Smith, P. J.; Gut, J.; Rosenthal, P. J.; Chibale, K. J. Inorg. Biochem. 2010, 104, 1079
194. Khanye, S. D.; Wan, B.; Franzblau, S. G.; Gut, J.; Rosenthal, P. J.; Smith, G. S.; Chibale, K. J. Organomet. Chem. 2011, 696, 3392
195. Goldberg, D. E.; Sharma, V.; Oksman, A.; Gluzman, I. Y.; Wellems, T. E.; Piwnica-Worms, D. J. Biol. Chem. 1997, 272, 6567
196. Sharma, V.; Beatty, A.; Goldberg, D. E.; Piwnica-Worms, D. Chem. Commun. 1997, 22, 2223
197. Ziegler, J.; Schuerle, T.; Pasierb, L.; Kelly, C.; Elamin, A.; Cole, K. A.; Wright, D. W. Inorg. Chem. 2000, 39, 3731
198. Ocheskey, J. O.; Polyakov, V. R.; Harpstrite, S. E.; Oksman, A.; Goldberg, D. E.; Piwnica-Worms, D.; Sharma, V. J. Inorg. Biochem. 2003, 93, 265
199. Ocheskey, J. A.; Harpstrite, S. E.; Oksman, A.; Goldberg, D. E.; Sharma, V. Chem. Commun. 2005, 12, 1622
200. Gokhale, N. H.; Padhye, S. B.; Billington, D. C.; Rathbone, D. L.; Croft, S. L.; Kendrick, H. D.; Anson, C. E.; Powell, A. K. Inorg. Chim. Acta 2003, 349, 23
201. Handbook of Experimental Pharmacology, Part II; Peters, W.; Richardson, W. H. G., Eds.; Springer: Berlin, 1984.
202. Gokhale, N. H.; Shirisha, K.; Padhye, S. B.; Croft, S. L.; Kendrick, H. D.; Mckee, V. Bioorg. Med. Chem. Lett. 2006, 16, 430
203. Mohapatra, S. C.; Tiwari, H. K.; Singla, M.; Rathi, B.; Sharma, A.; Mahiya, K.; Kumar, M.; Sinha, S.; Chauhan, S. S. J. Biol. Inorg. Chem. 2010, 15, 373
204. Bahl, D.; Athar, F.; Soares, M. B. P.; de Sá, M. S.; Moreira, D. R. M.; Srivastava, R. M.; Leite, A. C. L.; Azam, A. Bioorg. Med. Chem. 2010, 18, 6857
205. Ajibade, P. A.; Kolawole, G. A.; O'Brien, P. Synth. React. Inorg., Met.-Org., Nano-Met. Chem. 2007, 37, 653
206. Ajibade, P. A.; Kolawole, G. A. Bull. Chem. Soc. Ethiop. 2008, 22, 261
207. Gokhale, N. H.; Padhye, S. B.; Croft, S. L.; Kendrick, H. D.; Davies, W.; Anson, C. E.; Powell, A. K. J. Inorg. Biochem. 2003, 95, 249
208. Basilico, N.; Monti, D.; Olliaro, P.; Taramellia, D. FEBS Lett. 1997, 409, 297
209. Monti, D.; Vodopivec, B.; Basilico, N.; Olliaro, P.; Taramelli, D. Biochemistry 1999, 38, 8858
210. Cole, K. A.; Ziegler, J.; Evans, C. A.; Wright, D. W. J. Inorg. Biochem. 2000, 78, 109
211. Benoit-Vical, F.; Robert, A.; Meunier, B. Antimicrob. Agents Chemother. 1999, 43, 2555
212. Benoit-Vical, F.; Robert, A.; Meunier, B. Antimicrob. Agents Chemother. 2000, 44, 2836
213. Gabbiani, C.; Messori, L.; Cinellu, M. A.; Casini, A.; Mura, P.; Sannella, A. R.; Severini, C.; Majori, G.; Bilia, A. R.; Vincieri, F. F. J. Inorg. Biochem. 2009, 103, 310
214. Chavain, N.; Biot, C. Curr. Med. Chem. 2010, 17, 2729
215. In Medicinal Organometallic Chemistry; Jaouen, G.; Metzler-Nolte, N., Eds.; Topics in Organometallic Chemistry; Springer: Berlin, 2010; Vol. 32.
216. Top, S.; Tang, J.; Vessieres, A.; Carrez, D.; Provote, C.; Jaouen, G. Chem. Commun. 1996, 8, 955
217. Jaouen, G.; Top, S.; Vessières, A.; Leclercq, G.; McGlinchey, M. J. Curr. Med. Chem. 2004, 11, 2505
218. van Staveren, D. R.; Metzler-Nolte, N. Chem. Rev. 2004, 104, 5931
219. Fouda, M. F. R.; Abd-Elzaher, M. M.; Abdelsamaia, R. A.; Labib, A. A. Appl. Organomet. Chem. 2007, 21, 613
220. Biot, C.; Glorian, G.; Maciejewski, L. A.; Brocard, J. S.; Domarle, O.; Blampain, G.; Millet, P.; Georges, A. J.; Abessolo, H.; Dive, D.; Lebibi, J. J. Med. Chem. 1997, 40, 3715
221. Domarle, O.; Blampain, G.; Agnaniet, H.; Nzadiyabi, T.; Lebibi, J.; Brocard, J.; Maciejewski, L.; Biot, C.; Georges, A. J.; Millet, P. Antimicrob. Agents Chemother. 1998, 42, 540
222. Biot, C.; Delhaes, L.; Abessolo, H.; Domarle, O.; Maciejewski, L. A.; Mortuaire, M.; Delcourt, P.; Deloron, P.; Camus, D.; Dive, D.; Brocard, J. S. J. Organomet. Chem. 1999, 589, 59
223. Biot, C.; Daher, W.; Ndiaye, C. M.; Melnyk, P.; Pradines, B.; Chavain, N.; Pellet, A.; Fraisse, L.; Pelinski, L.; Jarry, C.; Brocard, J.; Khalife, J.; Forfar-Bares, I.; Dive, D. J. Med. Chem. 2006, 49, 4707
224. Beagley, P.; Blackie, M. A. L.; Chibale, K.; Clarkson, C.; Moss, J. R.; Smith, P. J. J. Chem. Soc., Dalton Trans. 2002, 23, 4426
225. Pradines, B.; Fusai, T.; Daries, W.; Laloge, V.; Rogier, C.; Millet, P.; Panconi, E.; Kombila, M.; Parzy, D. J. Antimicrob. Chemother. 2001, 48, 179
226. Delhaes, L.; Abessolo, H.; Biot, C.; Berry, L.; Delcourt, P.; Maciejewski, L.; Brocard, J.; Camus, D.; Dive, D. Parasitol. Res. 2001, 87, 239
227. Zhou, C. H.; Gan, L.; Zhang, Y.; Zhang, F.; Wang, G.; Jin, L.; Geng, R. Sci. China, Ser. B: Chem. 2009, 52, 415
228. Pradines, B.; Tall, A.; Rogier, C.; Spiegel, A.; Mosnier, J.; Marrama, L.; Fusai, T.; Millet, P.; Panconi, E.; Trape, J. F.; Parzy, D. Trop. Med. Int. Health 2002, 7, 265
229. Atteke, C.; Ndong, J. M. M.; Aubouy, A.; Maciejewski, L.; Brocard, J.; Lébibi, J.; Deloron, P. J. Antimicrob. Chemother. 2003, 51, 1021
230. Henry, M.; Briolant, S.; Fontaine, A.; Mosnier, J.; Baret, E.; Amalvict, R.; Fusai, T.; Fraisse, L.; Rogier, C.; Pradines, B. Antimicrob. Agents Chemother. 2008, 52, 2755
231. Biot, C. Curr. Med. Chem.: Anti-Infect. Agents 2004, 3, 135
232. Biot, C.; Dive, D. Bioorganometallic Chemistry and Malaria. In Medicinal Organometallic Chemistry; Jaouen, G.; Metzler-Nolte, N., Eds.; Topics in Organometallic Chemistry; Springer: Berlin, 2010; Vol. 32.
233. Daher, W.; Biot, C.; Fandeur, T.; Jouin, H.; Pelinski, L.; Viscogliosi, E.; Fraisse, L.; Pradines, B.; Brocard, J.; Khalife, J.; Dive, D. Malar. J. 2006, 5, 11
234. In Ferrocenes: Ligands, Materials and Biomolecules; Ště pnička, P., Ed.; Wiley: Chichester, U.K., 2008.
235. Dive, D.; Biot, C. ChemMedChem 2008, 3, 383
236. Blackie, M. A. L.; Beagley, P.; Croft, S. L.; Kendrick, H.; Moss, J. R.; Chibale, K. Bioorg. Med. Chem. 2007, 15, 6510
237. Beagley, P.; Blackie, M. A. L.; Chibale, K.; Clarkson, C.; Meijboom, R.; Moss, J. R.; Smith, P. J.; Su, H. Dalton Trans. 2003, 15, 3046
238. Biot, C.; Daher, W.; Chavain, N.; Fandeur, T.; Khalife, J.; Dive, D.; De Clercq, E. J. Med. Chem. 2006, 49, 2845
239. Chibale, K.; Moss, J. R.; Blackie, M.; van Schalkwyk, D.; Smith, P. J. Tetrahedron Lett. 2000, 41, 6231
240. Delhaes, L.; Biot, C.; Berry, L.; Delcourt, P.; Maciejewski, L. A.; Camus, D.; Brocard, J. S.; Dive, D. ChemBioChem 2002, 3, 418
241. Blackie, M. A. L.; Chibale, K. Met.-Based Drugs 2008, 2008, Article ID 495123.
242. Dubar, F.; Khalife, J.; Brocard, J.; Dive, D.; Biot, C. Molecules 2008, 13, 2900
243. Biot, C.; Taramelli, D.; Forfar-Bares, I.; Maciejewski, L. A.; Boyce, M.; Nowogrocki, G.; Brocard, J. S.; Basilico, N.; Olliaro, P.; Egan, T. J. Mol. Pharmaceutics 2005, 2, 185
244. Dubar, F.; Egan, T. J.; Pradines, B.; Kuter, D.; Ncokazi, K. K.; Forge, D.; Paul, J.-F.; Pierrot, C.; Kalamou, H.; Khalife, J.; Buisine, E.; Rogier, C.; Vezin, H.; Forfar, I.; Slomianny, C.; Trivelli, X.; Kapishnikov, S.; Leiserowitz, L.; Dive, D.; Biot, C. ACS Chem. Biol. 2011, 6, 275
245. Chavain, N.; Vezin, H.; Dive, D.; Touati, N.; Paul, J.-F.; Buisine, E.; Biot, C. Mol. Pharmaceutics 2008, 5, 710
246. Wu, X.; Wilairat, P.; Go, M.-L. Bioorg. Med. Chem. Lett. 2002, 12, 2299
247. Wenzel, N. I.; Chavain, N.; Wang, Y.; Friebolin, W.; Maes, L.; Pradines, B.; Lanzer, M.; Yardley, V.; Brun, R.; Herold-Mende, C.; Biot, C.; Toth, K.; Davioud-Charvet, E. J. Med. Chem. 2010, 53, 3214
248. Dechy-Cabaret, O.; Benoit-Vical, F.; Robert, A.; Meunier, B. ChemBioChem 2000, 1, 281
249. Bellot, F.; Cosledan, F.; Vendier, L.; Brocard, J.; Meunier, B.; Robert, A. J. Med. Chem. 2010, 53, 4103
250. Atamna, H.; Ginsburg, H. J. Biol. Chem. 1995, 270, 24876
251. Chavain, N.; Davioud-Charvet, E.; Trivelli, X.; Mbeki, L.; Rottmann, M.; Brun, R.; Biot, C. Bioorg. Med. Chem. 2009, 17, 8048
252. Biot, C.; Dessolin, J.; Ricard, I.; Dive, D. J. Organomet. Chem. 2004, 689, 4678
253. Blackie, M. A. L.; Beagley, P.; Chibale, K.; Clarkson, C.; Moss, J. R.; Smith, P. J. J. Organomet. Chem. 2003, 688, 144
254. Paitayatat, S.; Tarnchompoo, B.; Thebtaranonth, Y.; Yuthavong, Y. J. Med. Chem. 1997, 40, 633
255. Delhaes, L.; Biot, C.; Berry, L.; Maciejewski, L. A.; Camus, D.; Brocard, J. S.; Dive, D. Bioorg. Med. Chem. 2000, 8, 2739
256. Baramee, A.; Coppin, A.; Mortuaire, M.; Pelinski, L.; Tomavo, S.; Brocard, J. Bioorg. Med. Chem. 2006, 14, 1294
257. Biot, C.; Delhaes, L.; Maciejewski, L. A.; Mortuaire, M.; Camus, D.; Dive, D.; Brocard, J. S. Eur. J. Med. Chem. 2000, 35, 707
258. Guillon, J.; Moreau, S.; Mouray, E.; Sinou, V.; Forfar, I.; Fabre, S. B.; Desplat, V.; Millet, P.; Parzy, D.; Jarry, C.; Grellier, P. Bioorg. Med. Chem. 2008, 16, 9133
259. Guillon, J.; Mouray, E.; Moreau, S.; Mullié, C.; Forfar, I.; Desplat, V.; Belisle-Fabre, S.; Pinaud, N.; Ravanello, F.; Le-Naour, A.; Léger, J.-M.; Gosmann, G.; Jarry, C.; Déléris, G.; Sonnet, P.; Grellier, P. Eur. J. Med. Chem. 2011, 46, 2310
260. Molyneaux, C.-A.; Krugliak, M.; Ginsburg, H.; Chibale, K. Biochem. Pharmacol. 2005, 71, 61
261. Biot, C.; Pradines, B.; Sergeant, M.-H.; Gut, J.; Rosenthal, P. J.; Chibale, K. Bioorg. Med. Chem. Lett. 2007, 17, 6434
262. Khanye, S. D.; Gut, J.; Rosenthal, P. J.; Chibale, K.; Smith, G. S. J. Organomet. Chem. 2011, 696, 3296
263. Dubar, F.; Anquetin, G.; Pradines, B.; Dive, D.; Khalife, J.; Biot, C. J. Med. Chem. 2009, 52, 7954
264. Winter, R. W.; Kelly, J. X.; Smilkstein, M. J.; Dodean, R.; Hinrichs, D.; Riscoe, M. K. Exp. Parasitol. 2008, 118, 487
265. Liu, M.; Wilairat, P.; Go, M. J. Med. Chem. 2001, 44, 4443
266. Wu, X.; Tiekink, E. R. T.; Kostetski, I.; Kocherginsky, N.; Tan, A. L. C.; Khoo, S. B.; Wilairat, P.; Go, M. Eur. J. Pharm. Sci. 2006, 27, 175
267. Howarth, J.; Hanlon, K. Tetrahedron Lett. 2001, 42, 751
268. Razafimahefa, D.; Pelinski, L.; Martin, M.; Ramanitrahasimbola, D.; Rasoanaivod, P.; Brocard, J. Bioorg. Med. Chem. Lett. 2005, 15, 1239
269. Itoh, T.; Shirakami, S.; Ishida, N.; Yamashita, Y.; Yoshida, T.; Kim, H.; Wataya, Y. Bioorg. Med. Chem. Lett. 2000, 10, 1657
270. Ferreira, C. L.; Ewart, C. B.; Barta, C. A.; Little, S.; Yardley, V.; Martins, C.; Polishchuk, E.; Smith, P. J.; Moss, J. R.; Merkel, M.; Adam, M. J.; Orvig, C. Inorg. Chem. 2006, 45, 8414
271. Fayolle, M.; Ionita, M.; Krishna, S.; Morin, C.; Patel, A. P. Bioorg. Med. Chem. Lett. 2006, 16, 1267
272. Adam, M. J.; Hall, L. D. Can. J. Chem. 1980, 58, 1188
273. Herrmann, C.; Salas, P. F.; Patrick, B. O.; de Kock, C.; Smith, P. J.; Adam, M. J.; Orvig, C. Dalton Trans. 2012, 41, 6431
274. Adam, M. J.; Orvig, C.; Salas, P.; Herrmann, C. Carbohydrate-metallocene- antimalarial conjugates. U.S. Pat. Appl. US2010216727, 2010.
275. Quirante, J.; Dubar, F.; González, A.; Lopez, C.; Cascante, M.; Cortes, R.; Forfar, I.; Pradines, B.; Biot, C. J. Organomet. Chem. 2011, 696, 1011
276. Rajapakse, C. S. K.; Martínez, A.; Naoulou, B.; Jarzecki, A. A.; Suarez, L.; Deregnaucourt, C.; Sinou, V.; Schrevel, J.; Musi, E.; Ambrosini, G.; Schwartz, G. K.; Sánchez-Delgado, R. A. Inorg. Chem. 2009, 48, 1122
277. Martínez, A.; Rajapakse, C. S. K.; Jalloh, D.; Dautriche, C.; Sánchez-Delgado, R. A. J. Biol. Inorg. Chem. 2009, 14, 863
278. Navarro, M.; Pekerar, S.; Perez, H. A. Polyhedron 2007, 26, 2420
279. Arancibia, R.; Dubar, F.; Pradines, B.; Forfar, I.; Dive, D.; Klahn, A. H.; Biot, C. Bioorg. Med. Chem. 2010, 18, 8085
280. Glans, L.; Taylor, D.; de Kock, C.; Smith, P. J.; Haukka, M.; Moss, J. R.; Nordlander, E. J. Inorg. Biochem. 2011, 105, 985
281. Chellan, P.; Shunmoogam-Gounden, N.; Hendricks, D. T.; Gut, J.; Rosenthal, P. J.; Lategan, C.; Smith, P. J.; Chibale, K.; Smith, G. S. Eur. J. Inorg. Chem. 2010, 2010, 3520
282. Chellan, P.; Nasser, S.; Vivas, L.; Chibale, K.; Smith, G. S. J. Organomet. Chem. 2010, 695, 2225