Antischistosomal activities of mefloquine-related arylmethanols

Antimicrobial Agents and Chemotherapy

Volumn 56, Issue 6, 2012, Pages 3207-3215

  Ingram, Katrin ^a,b   Ellis, William ^c   Keiser, Jennifer ^a,b  

^a SWISS TROPICAL AND PUBLIC HEALTH INSTITUTE   (Switzerland)

^b UNIVERSITY OF BASEL   (Switzerland)

^c WALTER REED ARMY INSTITUTE OF RESEARCH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

(6,8 DICHLORO 2 PHENYLQUINOLIN 4 YL)(PIPERIDIN 1 YL)METHANOL; 1 (1,3 DICHLORO 6 TRIFLUOROMETHYL 9 PHENANTHRYL) 2 (2 PIPERIDYL)ETHANOL; 1 [2,6 BIS[4 (TRIFLUOROMETHYL)PHENYL]PYRI DINE 4 YL] 2 (BUTYLAMINO)ETHANOL; 1 [2,6 BIS[4 (TRIFLUOROMETHYL)PHENYL]PYRIDINE 4 YL] 2 (DIBUTYLAMINO)ETHANOL; 6,8 DICHLORO 2 (4' CHLOROPHENYL) ALPHA (DI N BUTYLAMINOMETHYL) 4 QUINOLINE METHANOL; [2 (4 CHLOROPHENYL)BENZO[H]QUINOLIN 4 YL](PIPERIDIN-1-YL)METHANOL; [2,6 BIS[4 (TRIFLUOROMETHYL)PHENYL]PYRIDINE-4-YL][PIRIDIN 2 YL]METHANOL; ANTISCHISTOSOMAL AGENT; DEBUTYLHALOFANTRINE; ENPIROLINE; HALOFANTRINE; HEMOGLOBIN; MEFLOQUINE; QUINIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DRUG ACTIVITY; IC 50; IN VITRO STUDY; IN VIVO STUDY; MOUSE; NONHUMAN; PRIORITY JOURNAL; SCHISTOSOMA HEMATOBIUM; SCHISTOSOMA MANSONI; SCHISTOSOMIASIS; SINGLE DRUG DOSE; WORM INFECTION;

ANIMALS; ANTIMALARIALS; FEMALE; INHIBITORY CONCENTRATION 50; MEFLOQUINE; MICE; MOLECULAR STRUCTURE; PYRIDINES; SCHISTOSOMA MANSONI; SCHISTOSOMIASIS MANSONI;

EID: 84861148384     PISSN: 00664804     EISSN: 10986596     Source Type: Journal    
DOI: 10.1128/AAC.06177-11     Document Type: Article

References (37)

1. Agnew AM, Lucas SB, Doenhoff MJ. 1988. The host-parasite relationship of Schistosoma haematobium in CBA mice. Parasitology 97(Pt. 3): 403-424.
2. Basco LK, Gillotin C, Gimenez F, Farinotti R, Le Bras J. 1992. Antimalarial activity in vitro of the N-desbutyl derivative of halofantrine. Trans. R. Soc. Trop. Med. Hyg. 86:12-13.
3. Basco LK, Gillotin C, Gimenez F, Farinotti R, Le Bras J. 1992. In vitro activity of the enantiomers of mefloquine, halofantrine and enpiroline against Plasmodium falciparum. Br. J. Clin. Pharmacol. 33:517-520.
4. Canfield CJ. 1980. Antimalarial aminoalcohol alternatives to mefloquine. Acta Trop. 37:232-237. (Pubitemid 11192489)
5. Cheever AW. 1985. Schistosoma haematobium: the pathology of experimental infection. Exp. Parasitol. 59:131-138. (Pubitemid 15110102)
6. Corrêa Soares JB, et al. 2009. Interference with hemozoin formation represents an important mechanism of schistosomicidal action of antimalarial quinoline methanols. PLoS Negl. Trop. Dis. 3:e477.
7. Cosgriff TM, et al. 1984. Evaluation of the 4-pyridinemethanol WR 180,409 (enpiroline) in the treatment of induced Plasmodium falciparum infections in healthy, non-immune subjects. Am. J. Trop. Med. Hyg. 33:767-771. (Pubitemid 15201684)
8. Cousin CE, Stirewalt MA, Dorsey CH, Watson LP. 1986. Schistosoma mansoni: comparative development of schistosomules produced by artificial techniques. J. Parasitol. 72:606-609. (Pubitemid 17192912)
9. Doenhoff MJ, Cioli D, Utzinger J. 2008. Praziquantel: mechanisms of action, resistance and new derivatives for schistosomiasis. Curr. Opin. Infect. Dis. 21:659-667.
10. Dorn A, et al. 1998. An assessment of drug-haematin binding as a mechanism for inhibition of haematin polymerisation by quinoline antimalarials. Biochem. Pharmacol. 55:727-736. (Pubitemid 28319636)
11. Karle JM, Olmeda R, Gerena L, Milhous WK. 1993. Plasmodium fal-ciparum: role of absolute stereochemistry in the antimalarial activity of synthetic amino alcohol antimalarial agents. Exp. Parasitol. 76:345-351. (Pubitemid 23196039)
12. Keiser J. 2010. In vitro and in vivo trematode models for chemotherapeutic studies. Parasitology 137:589-603.
13. Keiser J, et al. 2009. Mefloquine-an aminoalcohol with promising antischistosomal properties in mice. PLoS Negl. Trop. Dis. 3:e350.
14. Keiser J, Manneck T, Vargas M. 2011. Interactions of mefloquine with praziquantel in the Schistosoma mansoni mouse model and in vitro. J. Antimicrob. Chemother. 66:1791-1797.
15. Keiser J, et al. 2010. Efficacy and safety of mefloquine, artesunate, mefloquine-artesunate, and praziquantel against Schistosoma haematobium: randomized, exploratory open-label trial. Clin. Infect. Dis. 50:1205-1213.
16. Manneck T, Braissant O, Ellis W, Keiser J. 2011. Schistosoma mansoni: antischistosomal activity of the four optical isomers and the two racemates of mefloquine on schistosomula and adult worms in vitro and in vivo. Exp. Parasitol. 127:260-269.
17. Manneck T, Braissant O, Haggenmuller Y, Keiser J. 2011. Isothermal microcalorimetry to study drugs against Schistosoma mansoni. J. Clin. Microbiol. 49:1217-1225.
18. Manneck T, Haggenmuller Y, Keiser J. 2010. Morphological effects and tegumental alterations induced by mefloquine on schistosomula and adult flukes of Schistosoma mansoni. Parasitology 137:85-98.
19. Manneck T, Keiser J, Müller J. 2012. Mefloquine interferes with glycolysis in schistosomula of Schistosoma mansoni via inhibition of enolase. Parasitology 139:497-505.
20. Mungthin M, Bray PG, Ridley RG, Ward SA. 1998. Central role of hemoglobin degradation in mechanisms of action of 4-aminoquinolines, quinoline methanols, and phenanthrene methanols. Antimicrob. Agents Chemother. 42:2973-2977. (Pubitemid 28501235)
21. Oliveira MF, et al. 2004. Inhibition of heme aggregation by chloroquine reduces Schistosoma mansoni infection. J. Infect. Dis. 190:843-852. (Pubitemid 39050016)
22. Oliveira MF, et al. 2000. Haemozoin in Schistosoma mansoni. Mol. Biochem. Parasitol. 111:217-221.
23. Pica-Mattoccia L, Cioli D. 2004. Sex- and stage-related sensitivity of Schistosoma mansoni to in vivo and in vitro praziquantel treatment. Int. J. Parasitol. 34:527-533. (Pubitemid 38317176)
24. Pullman TN, et al. 1948. The use of SN-10,275 in the prophylaxis and treatment of sporozoite-induced vivax malaria, Chesson strain. J. Clin. Invest. 27:12-16.
25. Ramirez B, et al. 2007. Schistosomes: challenges in compound screening. Expert Opin. Drug Discov. 2(Suppl 1):S53-S61. (Pubitemid 47616030)
26. Rollinson D. 2009. A wake up call for urinary schistosomiasis: reconciling research effort with public health importance. Parasitology 136:1593-1610.
27. Rothe WE, Jacobus DP. 1968. Laboratory evaluation of the phototoxic potency of quinolinemethanols. J. Med. Chem. 11:366-368.
28. Schmidt LH, Crosby R, Rasco J, Vaughan D. 1978. Antimalarial activities of various 4-pyridinemethanols with special attention to WR-172,435 and WR-180,409. Antimicrob. Agents Chemother. 14:420-435. (Pubitemid 9027813)
29. Schmidt LH, Crosby R, Rasco J, Vaughan D. 1978. Antimalarial activities of various 4-quinolonemethanols with special attention to WR- 142,490 (mefloquine). Antimicrob. Agents Chemother. 13:1011-1030. (Pubitemid 8355011)
30. Steinmann P, Keiser J, Bos R, Tanner M, Utzinger J. 2006. Schistosomiasis and water resources development: systematic review, metaanalysis, and estimates of people at risk. Lancet Infect. Dis. 6:411-425. (Pubitemid 43949139)
31. Timms AR, Bueding E. 1959. Studies of a proteolytic enzyme from Schistosoma mansoni. Br. J. Pharmacol. Chemother. 14:68-73.
32. Utzinger J, Keiser J. 2004. Schistosomiasis and soil-transmitted helminthiasis: common drugs for treatment and control. Expert Opin. Pharmacother. 5:263-285. (Pubitemid 38219854)
33. Van Nassauw L, Toovey S, Van Op den Bosch J, Timmermans JP, Vercruysse J. 2008. Schistosomicidal activity of the antimalarial drug, mefloquine, in Schistosoma mansoni-infected mice. Travel Med. Infect. Dis. 6:253-258.
34. World Health Organization. 2011. Schistosomiasis: number of people treated in 2009. Wkly. Epidemiol. Rec. 86:73-80.
35. World Health Organization. 2006. Preventive chemotherapy in human helminthiasis. World Health Organization, Geneva, Switzerland.
36. Xiao SH, et al. 2007. In vitro and in vivo activities of synthetic trioxolanes against major human schistosome species. Antimicrob. Agents Chemother. 51:1440-1445.
37. Xiao SH, Mei JY, Jiao PY. 2011. Effect of mefloquine administered orally at single, multiple, or combined with artemether, artesunate, or praziquantel in treatment of mice infected with Schistosoma japonicum. Parasitol. Res. 108:399-406.