Aminoquinolines that circumvent resistance in Plasmodium falciparum in vitro

American Journal of Tropical Medicine and Hygiene

Volumn 55, Issue 6, 1996, Pages 579-583

  De, Dibyendu ^a   Krogstad, Frances M ^a   Cogswell, Frank B ^b   Krogstad, Donald J ^a  

^a TULANE UNIVERSITY   (United States)

^b TULANE NATIONAL PRIMATE RESEARCH CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINOQUINOLINE DERIVATIVE; CHLOROQUINE; MEFLOQUINE; VERAPAMIL;

ARTICLE; DRUG RESISTANCE; MALARIA; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PLASMODIUM FALCIPARUM; STRUCTURE ACTIVITY RELATION;

PLASMODIUM FALCIPARUM;

EID: 0030483601     PISSN: 00029637     EISSN: None     Source Type: Journal    
DOI: 10.4269/ajtmh.1996.55.579     Document Type: Article

References (35)

1. WHO, 1994. World malaria situation in 1992. Wkly Epidemiol Rec 69: 309-314, 317-321, 325-330.
2. Oaks SC Jr, Mitchell VS, Pearson GW, Carpenter CC eds, 1991. Malaria: Obstacles and Opportunities. Washington, DC: Institute of Medicine.
3. Collins F, Paskewitz SM, 1995. Malaria: current and future prospects for control. Annu Rev Entomol 40: 195-219.
4. Bloland PB, Lackritz EM, Kazembe PN, Were JBO, Steketee R, Campbell CC, 1993. Beyond chloroquine: implications of drug resistance for evaluating malaria therapeutic efficacy. J Infect Dis 167: 932-937.
5. Asindi AA, Ekanem EE, Ibia EO, Nwangwa MA, 1993. Upsurge of malaria-related convulsions in a paediatric emergency room in Nigeria: consequences of emergence of chloroquine-resistant Plasmodium falciparum. Trop Geogr Med 45: 110-113.
6. Bia FJ, 1992. Trends and controversies in the prophylaxis and treatment of malaria. Infect Agents Dis 1: 108-113.
7. Levy M, Buskila D, Gladman D, Urowitz MB, Koren G, 1991. Pregnancy outcome following first trimester exposure to chloroquine. Am J Perinatol 8: 174-178.
8. Wolfe MS, Cordero JF, 1985. Safety of chloroquine in chemosuppression of malaria during pregnancy. Br Med J 290: 1466-1467.
9. Luzzi GA, Peto TE, 1993. Adverse effects of antimalarials: an update. Drug Saf 8: 295-311.
10. Davey DG, 1946. The use of avian malaria for the discovery of drugs effective in the treatment and prevention of malaria: I. Drugs for causal prophylaxis and radical cure or the chemotherapy of exo-erythrocytic forms. Ann Trop Med Parasitol 40: 453-471.
11. Peters W, 1980. Chemotherapy of malaria. Kreier JP, ed. Malaria. Volume 1. New York: Academic Press, 145-283.
12. Geary TG, Jensen JB, 1983. Lack of cross-resistance to 4-aminoquinolines in chloroquine-resistant Plasmodium falciparum in vitro. J Parasitol 69: 97-105.
13. Price CC, Roberts RM, 1946. The synthesis of 4-hydroxyquinolines: I. Through ethoxymethylenemalonicacid ester. J Am Chem Soc 68: 1204-1208.
14. Pearson DE, Jones WH, Copes AC, 1946. Synthesis of monoalkyl-substituted diamines and their condensation products with 4,7-dichloroquinoline. J Am Chem Soc 68: 1225-1229.
15. De D, Byers LD, Krogstad DJ, 1996. Antimalarials: synthesis of 4-aminoquinolines that circumvent drug resistance in malaria parasites. J Heterocyclic Chem: 33: 1-6.
16. Silverstein RM, Bassler GC, Morrill TC, eds, 1981. Spectrophotometric Identification of Organic Compounds. Chapter 1, 3-16, and 4. New York: John Wiley, 181-211.
17. Teklehaimanot A, Nguyen-Dinh P, Collins WE, Barber AM, Campbell CC, 1985. Evaluation of sporontocidal compounds using gametocytes produced in vitro. Am J Trop Med Hyg 34: 429-434.
18. Krogstad DJ, Gluzman IY, Herwaldt BL, Schlesinger PH, Wellems TE, 1992. Energy-dependence of chloroquine accumulation and chloroquine efflux. Biochem Pharmacol 43: 57-62.
19. Collins WE, Campbell CC, Skinner JC, Chin W, Nguyen-Dinh P, Huong AY, 1983. Studies on the Indochina I/CDC strain of Plasmodium falciparum in Colombian and Bolivian Aotus monkeys and different anophelines. J Parasitol 69: 186-190.
20. Graves PM, Carter R, Keystone JS, Seeley DC Jr, 1984. Drug sensitivity and isoenzyme type in cloned lines of Plasmodium falciparum. Am J Trop Med Hyg 33: 212-219.
21. Oduola AMJ, Milhous WK, Weatherly NF, Bowdre JH, Desjardins RE, 1988. Plasmodium falciparum: induction of resistance to mefloquine by continuous drug exposure in vitro. Exp Parasitol 67: 354-360.
22. Wellems TE, Panton LJ, Gluzman IY, do Rosario VE, Gwadz R, Walker-Jonah A, Krogstad DJ, 1990. Chloroquine resistance not linked to mdr-like genes in a Plasmodium falciparum cross. Nature 345: 253-255.
23. Looareesuwan S, Kyle DE, Viravan C, Vanijanonta S, Wilairatana P, Charoenlap P, Canfield CJ, Webster HK, 1992. Treatment of patients with recrudescent falciparum malaria with a sequential combination of artesunate and mefloquine. Am J Trop Med Hyg 47: 794-799.
24. Desjardins RE, Canfield CJ, Haynes JD Chulay JD, 1979. Quantitative assessment of antimalarial activity in vitro by a semiautomated microdilution technique. Antimicrob Agents Chemother 16: 710-718.
25. Trager W, Jensen JB, 1976. Human malaria parasites in continuous culture. Science 193: 673-675.
26. Krogstad DJ, Schlesinger PH, Gluzman IY, 1985. Antimalarials increase vesicle pH in Plasmodium falciparum. J Cell Biol 101: 2302-2309.
27. Martin SK, Oduola AMJ, Milhous WK, 1987. Reversal of chloroquine resistance in Plasmodium falciparum. Science 235: 799-801.
28. Jewell H, Maggs JL, Harrison AC, O'Neill PM, Ruscoe JE, Park BK, 1995. Role of hepatic metabolism in the bioactivation and detoxication of amodiaquine. Xenobiotica 25: 199-217.
29. Krogstad DJ, Gluzman IY, Kyle DE, Oduola AMJ, Martin SK, Milhous WK, Schlesinger PH, 1987. Efflux of chloroquine from Plasmodium falciparum: mechanism of chloroquine resistance. Science 238: 1283-1285.
30. Gluzman IY, Krogstad DJ, Orjih AU, Nkangineme K, Wellems TE, Martin JT, Schlesinger PH, 1990. Rapid in vitro test for chloroquine resistant Plasmodium falciparum. Am J Trop Med Hyg 42: 521-526.
31. O'Brien RL, Hahn FE, 1965. Chloroquine structural requirements for binding to deoxyribonucleic acid and antimalarial activity. Antimicrob Agents Chemother 5: 315-320.
32. Berliner RW, Earle DP Jr, Taggart JV, Zubrod CG, Welch WJ, Conan NJ, Bauman E, Scudder ST, Shannon JA, 1948. Studies on the chemotherapy of the human malarias: VI. The physiological disposition, antimalarial activity, and toxicity of several derivatives of 4-amino-quinoline. J Clin Invest 27 (suppl): 98-107.
33. Bayoumi RA, Babiker HA, Arnot DE, 1995. Uptake and efflux of chloroquine by chloroquine-resistant Plasmodium falciparum clones recently isolated in Africa. Acta Trop 58: 141-149.
34. Bray PG, Howells RE, Ritchie GY, Ward SA, 1992. Rapid chloroquine efflux phenotype in both chloroquine-sensitive and chloroquine-resistant Plasmodium falciparum: a correlation of chloroquine sensitivity with energy-dependent drug accumulation. Biochem Pharmacol 44: 1317-1324.
35. Ridley RG, Hofheinz W, Matile H, Jaquet C, Dorn A, Masciadri R, Jolidon S, Richter WF, Guenzi A, Girometta M-A, Urwyler H, Huber W, Thaithong G, Peters W, 1996. 4-Aminoquinoline analogs of chloroquine with shortened side chains retain activity against chloroquine-resistant Plasmodium falciparum. Antimicrob Agents Chemother 40: 1846-1854.