메뉴 건너뛰기




Volumn 42, Issue 2, 2017, Pages 115-128

Introducing new antimalarial analogues of chloroquine and amodiaquine: A narrative review

Author keywords

Amodiaquine; Chloroquine; Drug resistance; Malaria

Indexed keywords

AMODIAQUINE; CHLOROQUINE; MEFLOQUINE; PIPERAQUINE; PYRIMETHAMINE PLUS SULFADOXINE; QUININE;

EID: 85014788642     PISSN: 02530716     EISSN: 17353688     Source Type: Journal    
DOI: None     Document Type: Review
Times cited : (91)

References (62)
  • 2
    • 53649096054 scopus 로고    scopus 로고
    • Malaria research in the postgenomic era
    • Winzeler EA. Malaria research in the postgenomic era. Nature. 2008;455:751-6. doi: 10.1038/nature07361.
    • (2008) Nature , vol.455 , pp. 751-756
    • Winzeler, E.A.1
  • 3
    • 84887989421 scopus 로고    scopus 로고
    • Antimalarial drug discovery - approaches and progress towards new medicines
    • Flannery EL, Chatterjee AK, Winzeler EA. Antimalarial drug discovery - approaches and progress towards new medicines. Nat Rev Microbiol. 2013;11:849-62. doi: 10.1038/nrmicro3138.
    • (2013) Nat Rev Microbiol , vol.11 , pp. 849-862
    • Flannery, E.L.1    Chatterjee, A.K.2    Winzeler, E.A.3
  • 4
    • 0003472502 scopus 로고    scopus 로고
    • Arlington: American Psychiatric Association publishing
    • American Psychiatric Association. Diagnostic and statistical manual of mental disorders (DSM-5). Arlington: American Psychiatric Association publishing; 2013. 29 p.
    • (2013) Diagnostic and Statistical Manual of Mental Disorders (DSM-5) , pp. 29
  • 5
    • 70349260815 scopus 로고    scopus 로고
    • Seventy-five years of Resochin in the fight against malaria
    • Jensen M, Mehlhorn H. Seventy-five years of Resochin in the fight against malaria. Parasitol Res. 2009;105:609-27. doi: 10.1007/s00436-009-1524-8.
    • (2009) Parasitol Res , vol.105 , pp. 609-627
    • Jensen, M.1    Mehlhorn, H.2
  • 6
    • 70649100416 scopus 로고    scopus 로고
    • Cytochrome P450 2C8 pharmacogenetics: A review of clinical studies
    • Daily EB, Aquilante CL. Cytochrome P450 2C8 pharmacogenetics: A review of clinical studies. Pharmacogenomics. 2009;10:1489-510. doi: 10.2217/pgs.09.82.
    • (2009) Pharmacogenomics , vol.10 , pp. 1489-1510
    • Daily, E.B.1    Aquilante, C.L.2
  • 7
    • 77956637142 scopus 로고    scopus 로고
    • When is enough enough? The need for a robust pipeline of high-quality antimalarials
    • Wells TN, Poll EM. When is enough enough? The need for a robust pipeline of high-quality antimalarials. Discov Med. 2010;9:389-98.
    • (2010) Discov Med , vol.9 , pp. 389-398
    • Wells, T.N.1    Poll, E.M.2
  • 8
    • 0036188537 scopus 로고    scopus 로고
    • Clinical status and implications of antimalarial drug resistance
    • Winstanley PA, Ward SA, Snow RW. Clinical status and implications of antimalarial drug resistance. Microbes Infect. 2002;4:157-64. doi: 10.1016/S1286-4579(01)01523-4.
    • (2002) Microbes Infect , vol.4 , pp. 157-164
    • Winstanley, P.A.1    Ward, S.A.2    Snow, R.W.3
  • 9
    • 84906861015 scopus 로고    scopus 로고
    • Importance of metal complexes for development of potential leishmanicidal agents
    • Tahghighi A. Importance of metal complexes for development of potential leishmanicidal agents. J Organomet Chem. 2014;770:51-60. doi: 10.1016/j.jorganchem.2014.08.007.
    • (2014) J Organomet Chem , vol.770 , pp. 51-60
    • Tahghighi, A.1
  • 11
    • 4744343699 scopus 로고    scopus 로고
    • The origins of antimalarial drug resistance
    • Hastings IM. The origins of antimalarial drug resistance. Trends Parasitol. 2004;20:512-8. doi: 10.1016/j.pt.2004.08.006.
    • (2004) Trends Parasitol , vol.20 , pp. 512-518
    • Hastings, I.M.1
  • 13
    • 0034781816 scopus 로고    scopus 로고
    • History and importance of antimalarial drug resistance
    • D’Alessandro U, Buttiens H. History and importance of antimalarial drug resistance. Trop Med Int Health. 2001;6:845-8. doi: 10.1046/j.1365-3156.2001.00819.x.
    • (2001) Trop Med Int Health , vol.6 , pp. 845-848
    • D’Alessandro, U.1    Buttiens, H.2
  • 14
    • 0037020024 scopus 로고    scopus 로고
    • Chloroquine resistance in Plasmodium falciparum malaria parasites conferred by pfcrt mutations
    • Sidhu AB, Verdier-Pinard D, Fidock DA. Chloroquine resistance in Plasmodium falciparum malaria parasites conferred by pfcrt mutations. Science. 2002;298:210-3. doi: 10.1126/science.1074045.
    • (2002) Science , vol.298 , pp. 210-213
    • Sidhu, A.B.1    Verdier-Pinard, D.2    Fidock, D.A.3
  • 15
    • 0033636607 scopus 로고    scopus 로고
    • Mutations in the P. Falciparum digestive vacuole transmembrane protein PfCRT and evidence for their role in chloroquine resistance
    • Fidock DA, Nomura T, Talley AK, Cooper RA, Dzekunov SM, Ferdig MT, et al. Mutations in the P. falciparum digestive vacuole transmembrane protein PfCRT and evidence for their role in chloroquine resistance. Mol Cell. 2000;6:861-71. doi: 10.1016/S1097-2765(05)00077-8.
    • (2000) Mol Cell , vol.6 , pp. 861-871
    • Fidock, D.A.1    Nomura, T.2    Talley, A.K.3    Cooper, R.A.4    Dzekunov, S.M.5    Ferdig, M.T.6
  • 16
    • 34250644012 scopus 로고    scopus 로고
    • Is PfCRT a channel or a carrier? Two competing models explaining chloroquine resistance in Plasmodium falciparum
    • Sanchez CP, Stein WD, Lanzer M. Is PfCRT a channel or a carrier? Two competing models explaining chloroquine resistance in Plasmodium falciparum. Trends Parasitol. 2007;23:332-9. doi: 10.1016/j.pt.2007.04.013.
    • (2007) Trends Parasitol , vol.23 , pp. 332-339
    • Sanchez, C.P.1    Stein, W.D.2    Lanzer, M.3
  • 17
    • 70349524663 scopus 로고    scopus 로고
    • Chloroquine transport via the malaria parasite’s chloroquine resistance transporter
    • Martin RE, Marchetti RV, Cowan AI, Howitt SM, Broer S, Kirk K. Chloroquine transport via the malaria parasite’s chloroquine resistance transporter. Science. 2009;325:1680-2. doi: 10.1126/science.1175667.
    • (2009) Science , vol.325 , pp. 1680-1682
    • Martin, R.E.1    Marchetti, R.V.2    Cowan, A.I.3    Howitt, S.M.4    Broer, S.5    Kirk, K.6
  • 18
    • 33748645940 scopus 로고    scopus 로고
    • PfCRT and the trans-vacuolar proton electrochemical gradient: Regulating the access of chloroquine to ferriprotoporphyrin IX
    • Bray PG, Mungthin M, Hastings IM, Biagini GA, Saidu DK, Lakshmanan V, et al. PfCRT and the trans-vacuolar proton electrochemical gradient: Regulating the access of chloroquine to ferriprotoporphyrin IX. Mol Microbiol. 2006;62:238-51. doi: 10.1111/j.1365-2958.2006.05368.x.
    • (2006) Mol Microbiol , vol.62 , pp. 238-251
    • Bray, P.G.1    Mungthin, M.2    Hastings, I.M.3    Biagini, G.A.4    Saidu, D.K.5    Lakshmanan, V.6
  • 19
    • 33749989605 scopus 로고    scopus 로고
    • Transporters involved in resistance to antimalarial drugs
    • Valderramos SG, Fidock DA. Transporters involved in resistance to antimalarial drugs. Trends Pharmacol Sci. 2006;27:594-601. doi: 10.1016/j.tips.2006.09.005.
    • (2006) Trends Pharmacol Sci , vol.27 , pp. 594-601
    • Valderramos, S.G.1    Fidock, D.A.2
  • 20
    • 19544366088 scopus 로고    scopus 로고
    • Are transporter genes other than the chloroquine resistance locus (Pfcrt) and multidrug resistance gene (pfmdr) associated with antimalarial drug resistance?
    • Anderson TJ, Nair S, Qin H, Singlam S, Brockman A, Paiphun L, et al. Are transporter genes other than the chloroquine resistance locus (pfcrt) and multidrug resistance gene (pfmdr) associated with antimalarial drug resistance? Antimicrob Agents Chemother. 2005;49:2180-8. doi: 10.1128/AAC.49.6.2180-2188.2005.
    • (2005) Antimicrob Agents Chemother , vol.49 , pp. 2180-2188
    • Anderson, T.J.1    Nair, S.2    Qin, H.3    Singlam, S.4    Brockman, A.5    Paiphun, L.6
  • 21
    • 54249123267 scopus 로고    scopus 로고
    • Polymorphisms within PfMDR1 alter the substrate specificity for antimalarial drugs in Plasmodium falciparum
    • Sanchez CP, Rotmann A, Stein WD, Lanzer M. Polymorphisms within PfMDR1 alter the substrate specificity for antimalarial drugs in Plasmodium falciparum. Mol Microbiol. 2008;70:786-98. doi: 10.1111/j.1365-2958.2008.06413.x.
    • (2008) Mol Microbiol , vol.70 , pp. 786-798
    • Sanchez, C.P.1    Rotmann, A.2    Stein, W.D.3    Lanzer, M.4
  • 22
    • 67650762537 scopus 로고    scopus 로고
    • Metabolism-dependent hepatotoxicity of amodiaquine in glutathionedepleted mice
    • Shimizu S, Atsumi R, Itokawa K, Iwasaki M, Aoki T, Ono C, et al. Metabolism-dependent hepatotoxicity of amodiaquine in glutathionedepleted mice. Arch Toxicol. 2009;83:701-7. doi: 10.1007/s00204-009-0436-9.
    • (2009) Arch Toxicol , vol.83 , pp. 701-707
    • Shimizu, S.1    Atsumi, R.2    Itokawa, K.3    Iwasaki, M.4    Aoki, T.5    Ono, C.6
  • 23
    • 58149230995 scopus 로고    scopus 로고
    • Amodiaquine-induced oxidative stress in a hepatocyte inflammation model
    • Tafazoli S, O’Brien PJ. Amodiaquine-induced oxidative stress in a hepatocyte inflammation model. Toxicology. 2009;256:101-9. doi: 10.1016/j.tox.2008.11.006.
    • (2009) Toxicology , vol.256 , pp. 101-109
    • Tafazoli, S.1    O’Brien, P.J.2
  • 24
    • 77953637202 scopus 로고    scopus 로고
    • New WHO guidelines for the treatment of malaria
    • Reyburn H. New WHO guidelines for the treatment of malaria. BMJ. 2010;340:c2637. doi: 10.1136/bmj.c2637.
    • (2010) BMJ , pp. 340
    • Reyburn, H.1
  • 27
    • 66049114296 scopus 로고    scopus 로고
    • Evolutionary biology and the avoidance of antimicrobial resistance
    • Read AF, Huijben S. Evolutionary biology and the avoidance of antimicrobial resistance. Evol Appl. 2009;2:40-51. doi: 10.1111/j.1752-4571.2008.00066.x.
    • (2009) Evol Appl , vol.2 , pp. 40-51
    • Read, A.F.1    Huijben, S.2
  • 28
    • 84865440072 scopus 로고    scopus 로고
    • Novel 4-aminoquinoline analogs highly active against the blood and sexual stages of Plasmodium in vivo and in vitro
    • Saenz FE, Mutka T, Udenze K, Oduola AM, Kyle DE. Novel 4-aminoquinoline analogs highly active against the blood and sexual stages of Plasmodium in vivo and in vitro. Antimicrob Agents Chemother. 2012;56:4685-92. doi: 10.1128/AAC.01061-12.
    • (2012) Antimicrob Agents Chemother , vol.56 , pp. 4685-4692
    • Saenz, F.E.1    Mutka, T.2    Udenze, K.3    Oduola, A.M.4    Kyle, D.E.5
  • 29
    • 16544371153 scopus 로고    scopus 로고
    • Pharmacokinetics of the antimalarial drug, AQ-13, in rats and cynomolgus macaques
    • Ramanathan-Girish S, Catz P, Creek MR, Wu B, Thomas D, Krogstad DJ, et al. Pharmacokinetics of the antimalarial drug, AQ-13, in rats and cynomolgus macaques. Int J Toxicol. 2004;23:179-89. doi: 10.1080/10915810490471352.
    • (2004) Int J Toxicol , vol.23 , pp. 179-189
    • Ramanathan-Girish, S.1    Catz, P.2    Creek, M.R.3    Wu, B.4    Thomas, D.5    Krogstad, D.J.6
  • 30
    • 78649780791 scopus 로고    scopus 로고
    • The mechanism of antimalarial action of [Au(CQ)(PPh(3))] PF(6): Structural effects and increased drug lipophilicity enhance heme aggregation inhibition at lipid/water interfaces
    • Navarro M, Castro W, Martinez A, Sanchez Delgado RA. The mechanism of antimalarial action of [Au(CQ)(PPh(3))] PF(6): Structural effects and increased drug lipophilicity enhance heme aggregation inhibition at lipid/water interfaces. J Inorg Biochem. 2011;105:276-82. doi: 10.1016/j.jinorgbio.2010.11.005.
    • (2011) J Inorg Biochem , vol.105 , pp. 276-282
    • Navarro, M.1    Castro, W.2    Martinez, A.3    Sanchez Delgado, R.A.4
  • 32
    • 0034883927 scopus 로고    scopus 로고
    • Ferrocenechloroquine analogues as antimalarial agents: In vitro activity of ferrochloroquine against 103 Gabonese isolates of Plasmodium falciparum
    • Pradines B, Fusai T, Daries W, Laloge V, Rogier C, Millet P, et al. Ferrocenechloroquine analogues as antimalarial agents: In vitro activity of ferrochloroquine against 103 Gabonese isolates of Plasmodium falciparum. J Antimicrob Chemother. 2001;48:179-84. doi: 10.1093/jac/48.2.179.
    • (2001) J Antimicrob Chemother , vol.48 , pp. 179-184
    • Pradines, B.1    Fusai, T.2    Daries, W.3    Laloge, V.4    Rogier, C.5    Millet, P.6
  • 34
    • 58149387664 scopus 로고    scopus 로고
    • Ferroquine, an ingenious antimalarial drug: Thoughts on the mechanism of action
    • Dubar F, Khalife J, Brocard J, Dive D, Biot C. Ferroquine, an ingenious antimalarial drug: Thoughts on the mechanism of action. Molecules. 2008;13:2900-7. doi: 10.3390/molecules13112900.
    • (2008) Molecules , vol.13 , pp. 2900-2907
    • Dubar, F.1    Khalife, J.2    Brocard, J.3    Dive, D.4    Biot, C.5
  • 35
    • 34547624857 scopus 로고    scopus 로고
    • In vitro activity of ferroquine (SSR 97193) against Plasmodium falciparum isolates from the Thai-Burmese border
    • Barends M, Jaidee A, Khaohirun N, Singhasivanon P, Nosten F. In vitro activity of ferroquine (SSR 97193) against Plasmodium falciparum isolates from the Thai-Burmese border. Malar J. 2007;6:81. doi: 10.1186/1475-2875-6-81.
    • (2007) Malar J , vol.6 , pp. 81
    • Barends, M.1    Jaidee, A.2    Khaohirun, N.3    Singhasivanon, P.4    Nosten, F.5
  • 38
    • 1542269801 scopus 로고    scopus 로고
    • Population pharmacokinetics of piperaquine in adults and children with uncomplicated falciparum or vivax malaria
    • Hung TY, Davis TM, Ilett KF, Karunajeewa H, Hewitt S, Denis MB, et al. Population pharmacokinetics of piperaquine in adults and children with uncomplicated falciparum or vivax malaria. Br J Clin Pharmacol. 2004;57:253-62. doi: 10.1046/j.1365-2125.2003.02004.x.
    • (2004) Br J Clin Pharmacol , vol.57 , pp. 253-262
    • Hung, T.Y.1    Davis, T.M.2    Ilett, K.F.3    Karunajeewa, H.4    Hewitt, S.5    Denis, M.B.6
  • 39
    • 68149158508 scopus 로고    scopus 로고
    • Safety and efficacy of dihydroartemisininpiperaquine in falciparum malaria: A prospective multi-centre individual patient data analysis
    • Zwang J, Ashley EA, Karema C, D’Alessandro U, Smithuis F, Dorsey G, et al. Safety and efficacy of dihydroartemisininpiperaquine in falciparum malaria: A prospective multi-centre individual patient data analysis. PLoS One. 2009;4:e6358. doi: 10.1371/journal.pone.0006358.
    • (2009) Plos One , vol.4
    • Zwang, J.1    Ashley, E.A.2    Karema, C.3    D’Alessandro, U.4    Smithuis, F.5    Dorsey, G.6
  • 40
    • 35848930611 scopus 로고    scopus 로고
    • Clinical and pharmacological determinants of the therapeutic response to dihydroartemisinin-piperaquine for drug-resistant malaria
    • Price RN, Hasugian AR, Ratcliff A, Siswantoro H, Purba HL, Kenangalem E, et al. Clinical and pharmacological determinants of the therapeutic response to dihydroartemisinin-piperaquine for drug-resistant malaria. Antimicrob Agents Chemother. 2007;51:4090-7. doi: 10.1128/AAC.00486-07.
    • (2007) Antimicrob Agents Chemother , vol.51 , pp. 4090-4097
    • Price, R.N.1    Hasugian, A.R.2    Ratcliff, A.3    Siswantoro, H.4    Purba, H.L.5    Kenangalem, E.6
  • 41
    • 37549066714 scopus 로고    scopus 로고
    • In vitro and in vivo interaction of synthetic peroxide RBx11160 (OZ277) with piperaquine in Plasmodium models
    • Snyder C, Chollet J, Santo-Tomas J, Scheurer C, Wittlin S. In vitro and in vivo interaction of synthetic peroxide RBx11160 (OZ277) with piperaquine in Plasmodium models. Exp Parasitol. 2007;115:296-300. doi: 10.1016/j.exppara.2006.09.016.
    • (2007) Exp Parasitol , vol.115 , pp. 296-300
    • Snyder, C.1    Chollet, J.2    Santo-Tomas, J.3    Scheurer, C.4    Wittlin, S.5
  • 44
    • 79961048622 scopus 로고    scopus 로고
    • Novel 4-aminoquinoline analogues as antimalarial agents: A review
    • Rudrapal M, Chetia D. Novel 4-aminoquinoline analogues as antimalarial agents: A review. Der Pharma Lett. 2011;3:29-36.
    • (2011) Der Pharma Lett , vol.3 , pp. 29-36
    • Rudrapal, M.1    Chetia, D.2
  • 45
    • 77956319522 scopus 로고    scopus 로고
    • Synthesis, structure-activity relationship, and modeof-action studies of antimalarial reversed chloroquine compounds
    • Burgess SJ, Kelly JX, Shomloo S, Wittlin S, Brun R, Liebmann K, et al. Synthesis, structure-activity relationship, and modeof-action studies of antimalarial reversed chloroquine compounds. J Med Chem. 2010;53:6477-89. doi: 10.1021/jm1006484.
    • (2010) J Med Chem , vol.53 , pp. 6477-6489
    • Burgess, S.J.1    Kelly, J.X.2    Shomloo, S.3    Wittlin, S.4    Brun, R.5    Liebmann, K.6
  • 46
    • 85013755776 scopus 로고    scopus 로고
    • Design and Synthesis of Novel Hybrid Molecules against Malaria
    • Lodige M, Hiersch L. Design and Synthesis of Novel Hybrid Molecules against Malaria. Int J Med Chem. 2015;2015:458319. doi: 10.1155/2015/458319.
    • (2015) Int J Med Chem , vol.2015
    • Lodige, M.1    Hiersch, L.2
  • 47
    • 33846458645 scopus 로고    scopus 로고
    • Synthesis and antimalarial activity of side chain modified 4-aminoquinoline derivatives
    • Solomon VR, Haq W, Srivastava K, Puri SK, Katti SB. Synthesis and antimalarial activity of side chain modified 4-aminoquinoline derivatives. J Med Chem. 2007;50:394-8. doi: 10.1021/jm061002i.
    • (2007) J Med Chem , vol.50 , pp. 394-398
    • Solomon, V.R.1    Haq, W.2    Srivastava, K.3    Puri, S.K.4    Katti, S.B.5
  • 48
    • 33745585548 scopus 로고    scopus 로고
    • Application of multicomponent reactions to antimalarial drug discovery. Part 2: New antiplasmodial and antitrypanosomal 4-aminoquinoline gamma- and deltalactams via a ‘catch and release’ protocol
    • Musonda CC, Gut J, Rosenthal PJ, Yardley V, Carvalho de Souza RC, Chibale K. Application of multicomponent reactions to antimalarial drug discovery. Part 2: New antiplasmodial and antitrypanosomal 4-aminoquinoline gamma- and deltalactams via a ‘catch and release’ protocol. Bioorg Med Chem. 2006;14:5605-15. doi: 10.1016/j.bmc.2006.04.035.
    • (2006) Bioorg Med Chem , vol.14 , pp. 5605-5615
    • Musonda, C.C.1    Gut, J.2    Rosenthal, P.J.3    Yardley, V.4    Carvalho De Souza, R.C.5    Chibale, K.6
  • 50
    • 84940460089 scopus 로고    scopus 로고
    • Synthesis and Antiplasmodial Activity of Novel Chloroquine Analogues with Bulky Basic Side Chains
    • Tasso B, Novelli F, Tonelli M, Barteselli A, Basilico N, Parapini S, et al. Synthesis and Antiplasmodial Activity of Novel Chloroquine Analogues with Bulky Basic Side Chains. ChemMedChem. 2015;10:1570-83. doi: 10.1002/cmdc.201500195.
    • (2015) Chemmedchem , vol.10 , pp. 1570-1583
    • Tasso, B.1    Novelli, F.2    Tonelli, M.3    Barteselli, A.4    Basilico, N.5    Parapini, S.6
  • 51
    • 64549138445 scopus 로고    scopus 로고
    • Synthesis, antimalarial activity, and preclinical pharmacology of a novel series of 4’-fluoro and 4’-chloro analogues of amodiaquine. Identification of a suitable “back-up” compound for N-tert-butyl isoquine
    • O’Neill PM, Shone AE, Stanford D, Nixon G, Asadollahy E, Park BK, et al. Synthesis, antimalarial activity, and preclinical pharmacology of a novel series of 4’-fluoro and 4’-chloro analogues of amodiaquine. Identification of a suitable “back-up” compound for N-tert-butyl isoquine. J Med Chem. 2009;52:1828-44. doi: 10.1021/jm8012757.
    • (2009) J Med Chem , vol.52 , pp. 1828-1844
    • O’Neill, P.M.1    Shone, A.E.2    Stanford, D.3    Nixon, G.4    Asadollahy, E.5    Park, B.K.6
  • 53
    • 57349167608 scopus 로고    scopus 로고
    • Synthesis and antimalarial activity of new amino analogues of amodiaquine
    • Paunescu E, Susplugas S, Boll E, Varga RA, Mouray E, Grellier P, et al. Synthesis and antimalarial activity of new amino analogues of amodiaquine. Med Chem. 2008;4:407-25. doi: 10.2174/157340608785700153.
    • (2008) Med Chem , vol.4 , pp. 407-425
    • Paunescu, E.1    Susplugas, S.2    Boll, E.3    Varga, R.A.4    Mouray, E.5    Grellier, P.6
  • 54
    • 0242267910 scopus 로고    scopus 로고
    • Isoquine and related amodiaquine analogues: A new generation of improved 4-aminoquinoline antimalarials
    • O’Neill PM, Mukhtar A, Stocks PA, Randle LE, Hindley S, Ward SA, et al. Isoquine and related amodiaquine analogues: A new generation of improved 4-aminoquinoline antimalarials. J Med Chem. 2003;46:4933-45. doi: 10.1021/jm030796n.
    • (2003) J Med Chem , vol.46 , pp. 4933-4945
    • O’Neill, P.M.1    Mukhtar, A.2    Stocks, P.A.3    Randle, L.E.4    Hindley, S.5    Ward, S.A.6
  • 55
    • 0035899179 scopus 로고    scopus 로고
    • Synthesis and in vitro and in vivo antimalarial activity of new 4-anilinoquinolines
    • Delarue S, Girault S, Maes L, Debreu-Fontaine MA, Labaeid M, Grellier P, et al. Synthesis and in vitro and in vivo antimalarial activity of new 4-anilinoquinolines. J Med Chem. 2001;44:2827-33. doi: 10.1021/jm010842o.
    • (2001) J Med Chem , vol.44 , pp. 2827-2833
    • Delarue, S.1    Girault, S.2    Maes, L.3    Debreu-Fontaine, M.A.4    Labaeid, M.5    Grellier, P.6
  • 56
    • 64349092617 scopus 로고    scopus 로고
    • Candidate selection and preclinical evaluation of N-tertbutyl isoquine (GSK369796), an affordable and effective 4-aminoquinoline antimalarial for the 21st century
    • O’Neill PM, Park BK, Shone AE, Maggs JL, Roberts P, Stocks PA, et al. Candidate selection and preclinical evaluation of N-tertbutyl isoquine (GSK369796), an affordable and effective 4-aminoquinoline antimalarial for the 21st century. J Med Chem. 2009;52:1408-15. doi: 10.1021/jm8012618.
    • (2009) J Med Chem , vol.52 , pp. 1408-1415
    • O’Neill, P.M.1    Park, B.K.2    Shone, A.E.3    Maggs, J.L.4    Roberts, P.5    Stocks, P.A.6
  • 57
    • 33847344577 scopus 로고    scopus 로고
    • Synthesis and antimalarial activity of new isotebuquine analogues
    • Miroshnikova OV, Hudson TH, Gerena L, Kyle DE, Lin AJ. Synthesis and antimalarial activity of new isotebuquine analogues. J Med Chem. 2007;50:889-96. doi: 10.1021/jm061232x.
    • (2007) J Med Chem , vol.50 , pp. 889-896
    • Miroshnikova, O.V.1    Hudson, T.H.2    Gerena, L.3    Kyle, D.E.4    Lin, A.J.5
  • 58
    • 84863990364 scopus 로고    scopus 로고
    • Benzoheterocyclic amodiaquine analogues with potent antiplasmodial activity: Synthesis and pharmacological evaluation
    • Ongarora DS, Gut J, Rosenthal PJ, Masimirembwa CM, Chibale K. Benzoheterocyclic amodiaquine analogues with potent antiplasmodial activity: Synthesis and pharmacological evaluation. Bioorg Med Chem Lett. 2012;22:5046-50. doi: 10.1016/j.bmcl.2012.06.010.
    • (2012) Bioorg Med Chem Lett. , vol.22 , pp. 5046-5050
    • Ongarora, D.S.1    Gut, J.2    Rosenthal, P.J.3    Masimirembwa, C.M.4    Chibale, K.5
  • 60
    • 70449622750 scopus 로고    scopus 로고
    • A new series of amodiaquine analogues modified in the basic side chain with in vitro antileishmanial and antiplasmodial activity
    • Guglielmo S, Bertinaria M, Rolando B, Crosetti M, Fruttero R, Yardley V, et al. A new series of amodiaquine analogues modified in the basic side chain with in vitro antileishmanial and antiplasmodial activity. Eur J Med Chem. 2009;44:5071-9. doi: 10.1016/j.ejmech.2009.09.012.
    • (2009) Eur J Med Chem , vol.44 , pp. 5071-5079
    • Guglielmo, S.1    Bertinaria, M.2    Rolando, B.3    Crosetti, M.4    Fruttero, R.5    Yardley, V.6
  • 61
    • 79953178566 scopus 로고    scopus 로고
    • Amodiaquine analogues containing NO-donor substructures: Synthesis and their preliminary evaluation as potential tools in the treatment of cerebral malaria
    • Bertinaria M, Guglielmo S, Rolando B, Giorgis M, Aragno C, Fruttero R, et al. Amodiaquine analogues containing NO-donor substructures: Synthesis and their preliminary evaluation as potential tools in the treatment of cerebral malaria. Eur J Med Chem. 2011;46:1757-67. doi: 10.1016/j.ejmech.2011.02.029.
    • (2011) Eur J Med Chem , vol.46 , pp. 1757-1767
    • Bertinaria, M.1    Guglielmo, S.2    Rolando, B.3    Giorgis, M.4    Aragno, C.5    Fruttero, R.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.