Dihydroethanoanthracene derivatives as in vitro malarial chloroquine resistance reversal agents

Antimicrobial Agents and Chemotherapy

Volumn 48, Issue 7, 2004, Pages 2753-2756

  Millet, Julie ^a,c   Torrentino Madamet, Marylin ^a,c   Alibert, Sandrine ^b,c   Rogier, Christophe ^a,c   Santelli Rouvier, Christiane ^b,c   Mosnier, Joel ^a,c   Baret, Eric ^a,c   Barbe, Jacques ^b,c   Parzy, Daniel ^a,c   Pradines, Bruno ^a,c  

^a SERVICE DE SANTÉ DES ARMÉES   (France)

^b CNRS   (France)

^c Inst Federatif de la Recherche 48   (France)

Author keywords

[No Author keywords available]

Indexed keywords

9,10 DIHYDROETHANOANTHRACENE DERIVATIVE; ANTHRACENE DERIVATIVE; ANTIHISTAMINIC AGENT; BG 920; BG 932; BG 958; BG 996; CHLOROQUINE; DESIPRAMINE; HALOFANTRINE; MEFLOQUINE; PROGUANIL; PROMETHAZINE; QUININE; UNCLASSIFIED DRUG; VERAPAMIL;

ANTIBIOTIC RESISTANCE; ANTIBIOTIC SENSITIVITY; ANTIMALARIAL ACTIVITY; ARTICLE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG EFFECT; DRUG EFFICACY; DRUG SCREENING; DRUG SYNTHESIS; GENETIC VARIABILITY; IC 50; IN VITRO STUDY; MALARIA; NONHUMAN; PARASITE ISOLATION; PLASMODIUM FALCIPARUM; PRIORITY JOURNAL; TREATMENT FAILURE;

ANIMALS; ANTHRACENES; ANTIMALARIALS; BRIDGED COMPOUNDS; CHLOROQUINE; DRUG RESISTANCE; HUMANS; MALARIA, FALCIPARUM; PLASMODIUM FALCIPARUM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 3042677842     PISSN: 00664804     EISSN: None     Source Type: Journal    
DOI: 10.1128/AAC.48.7.2753-2756.2004     Document Type: Article

References (29)

1. Adovelande, J., J. Deleze, and J. Schrevel. 1998. Synergy between two calcium channel blockers, verapamil and fantofarone (SR33557), in reversing chloroquine resistance in Plasmodium falciparum. Biochem. Pharmacol. 55:433-440.
2. Alibert, S., C. Santelli-Rouvier, B. Pradines, C. Houdoin, D. Parzy, J. Karolak-Wojciechowska, and J. Barbe. 2002. Synthesis and effects on chloroquine susceptibility in Plasmodium falciparum of a series of new dihydroanthracene derivatives. J. Med. Chem. 45:3195-3209.
3. Alibert-Franco, S., C. Santelli-Rouvier, J. Barbe, B. Pradines, C. Houdoin, and D. Parzy. 1999. 9,10-(3′,4′-pyrrolidino)-9,10- dihydroanthracene and structurally related compounds as synergistic antimalarial drugs. Heterocyclic Comm. 5:235-240.
4. Barnes, A. J., E. L. Ong, E. M. Dunbar, B. K. Mandal, and E. G. L. Wilkins. 1991. Failure of chloroquine and proguanil prophylaxis in travellers to Kenya. Lancet 338:1338-1339.
5. Basco, L. K., P. Ringwald, and J. Le Bras. 1991. Chloroquine potentiating action of antihistaminics in Plasmodium falciparum in vitro. Ann. Trop. Med. Parasitol. 85:223-228.
6. Basco, L. K., and J. Le Bras. 1990. Desipramine or cyproheptadine for reversing chloroquine resistance. Lancet 335:422.
7. Basco, L. K., and J. Le Bras. 1990. Reversal of chloroquine resistance with desipramine in isolates of Plasmodium falciparum from Central and West Africa. Trans. R. Soc. Trop. Med. Hyg. 84:479-481.
8. Basco, L. K., J. Le Bras, C. Gillotin, P. Ringwald, E. Rabenjarson, F. Gimenez, O. Bouchaud, R. Farinotti, and J. P. Coulaud. 1991. Type RI resistance to halofantrine in West Africa. Trop. Med. Parasitol. 42:413-414.
9. Bayoumi, R. A., A. M. Creasey, H. A. Babiker, J. M. Carlton, A. A. Sultan, G. Satti, A. K. Sohal, D. Walliker, J. B. Jensen, and D. E. Arnot. 1993. Drug response and genetic characterization of Plasmodium falciparum clones recently isolated from a Sudanese village. Trans. R. Soc. Trop. Med. Hyg. 87:454-458.
10. Bitonti, A. J., A. Sjoerdsma, P. P. McCann, D. E. Kyle, A. M. J. Oduola, R. N. Rossan, W. K. Milhous, and D. E. Davidson. 1998. Reversal of chloroquine resistance in malaria parasite Plasmodium falciparum by desipramine. Science 242:1301-1303.
11. Boulter, M. K., P. G. Bray, R. E. Howells, and S. A. Ward. 1993. The potential of desipramine to reverse chloroquine resistance of Plasmodium falciparum is reduced by its binding to plasma protein. Trans. R. Soc. Trop. Med. Hyg. 87:303.
12. Carosi, G., S. Caligaris, G. Fadat, F. Castelli, A. Matteelli, D. Komka-Bemba, and G. Roscigno. 1991. Reversal of chloroquine resistance of wild isolates of Plasmodium falciparum by desipramine. Trans. R. Soc. Trop. Med. Hyg. 85:723-724.
13. Fidock, D. A., T. Nomura, A. K. Talley, R. A. Cooper, S. M. Dzekunov, M. T. Ferdig, L. M. B. Ursos, A. B. Singh Sidhu, B. Naudé, K. W. Deitsch, X. Su, J. C. Wooton, P. D. Roepe, and T. E. Wellems. 2000. Mutations in the P. falciparum digestive vacuole transmembrane protein PfCRT and evidence for their role in chloroquine resistance. Mol. Cell 6:861-871.
14. Frunzinski, A., J. Karolak-Wojciechowska, S. Alibert-Franco, C. Santelli-Rouvier, and J. Barbe. 1999. Synthesis and molecular structures of 11-benzylamido-9,10-dihydro-9,10-ethenoanthracenes. J. Chem. Crystallogr. 29:1201-1204.
15. Gari-Toussaint, M., B. Pradines, V. Mondain, A. Keundjian, P. Dellamonica, and Y. Le Fichoux. 2002. Senegal and malaria. True prophylactic failure of mefloquine. Presse Med. 31:1136. (In French.)
16. Kalkanidis, M., N. Klonis, L. Tilley, and L. W. Deady. 2002. Novel phenothiazine antimalarials: synthesis, antimalarial activity, and inhibition of the formation of β-hematin. Biochem. Pharmacol. 63:833-842.
17. Martin, S. K., A. M. Oduola, and W. K. Milhous. 1987. Reversal of chloroquine resistance in Plasmodium falciparum by verapamil. Science 235:899-901.
18. Mehlotra, R. K., H. Fujioka, P. D. Roepe, O. Janneh, L. M. B. Ursos, V. Jacobs-Lorena, D. T. McNamara, M. J. Bockarie, J. W. Kazura, D. E. Kyle, D. A. Fidock, and P. A. Zimmerman. 2001. Evolution of a unique Plasmodium falciparum chloroquine-resistance phenotype in association with pfcrt polymorphism in Papua New Guinea and South America. Proc. Natl. Acad. Sci. USA 98:12689-12694.
19. Oduola, A. M. J., A. Sowunmi, W. K. Milhous, T. G. Brewer, D. E. Kyle, L. Gerena, R. N. Rossan, L. A. Salako, and B. G. Schuster. 1998. In vitro and in vivo reversal of chloroquine resistance in Plasmodium falciparum with promethazine. Am. J. Trop. Med. Hyg. 58:625-629.
20. Peters, W., B. L. Robinson, and L. B. Stewart. 2000. The chemotherapy of rodent malaria. LIX. Drug combinations to impede the selection of drug resistance, part 3: observations on cyproheptadine, an antihistaminic agent, with chloroquine. Ann. Trop. Med. Parasitol. 94:689-697.
21. Peters, W., R. Ekong, B. L. Robinson, and D. C. Warhust. 1990. The chemotherapy of rodent malaria. XLV. Reversal of chloroquine resistance in rodent and human Plasmodium by antihistaminic agents. Ann. Trop. Med. Parasitol. 84:541-551.
22. Pradines, B., S. Alibert, C. Houdoin, C. Santelli-Rouvier, J. Mosnier, T. Fusai, C. Rogier, J. Barbe, and D. Parzy. 2002. In vitro increase in chloroquine accumulation induced by dihydroethano- and ethenoanthracene derivatives in Plasmodium falciparum-parasitized erythrocytes. Antimicrob. Agents Chemother. 46:2061-2068.
23. Ringwald, P., S. Bartczak, J. Le Bras, F. Bricaire, S. Matheron, J. Bauchet, and J. P. Coulaud. 1990. Failure of anti-malarial prophylaxis with mefloquine in Africa. Trans. R. Soc. Trop. Med. Hyg. 84:348-349.
24. Ryall, J. C. 1987. Reversal of chloroquine resistance in falciparum malaria. Parsitol. Today 3:256.
25. Singh Sidhu, A. B., D. Verdier-Pinard, and D. A. Fidock. 2002. Chloroquine resistance in Plasmodium falciparum malaria parasites conferred by pfcrt mutations. Science 298:210-212.
26. Sowunmi, A., A. M. J. Oduola, O. A. T. Ogundahunsi, and L. A. Salako. 1998. Comparative efficacy of chloroquine plus chlorpheniramine and pyrimethamine/sulfadoxine in acute uncomplicated falciparum malaria in Nigerian children. Trans. R. Soc. Trop. Med. Hyg. 92:77-81.
27. Trape, J. F., G. Pison, M. P. Preziosi, C. Enel, A. Desgrées du Loû, V. Delauney, B. Samb, E. Lagarde, J. F. Molez, and F. Simondon. 1998. Impact of chloroquine resistance on malaria mortality. C. R. Acad. Sci. 321:689-697.
28. Wellems, T. E., and C. V. Plowe. 2001. Chloroquine-resistant malaria. J. Infect. Dis. 184:770-776.
29. Wernsdorfer, W. H. 1991. The development and spread of drug-resistant malaria. Parasitol. Today 7:297-303.