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Volumn 61, Issue 6, 2011, Pages 358-365

Synthesis and in vitro antiplasmodial activity of quinoline-ferrocene esters

Author keywords

Antiplasmodial activity; Chloroquine; Cytotoxicity; Ferrocene; Plasmodium falciparum

Indexed keywords

1 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPAN 1 OL; 1 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPAN 2 YL 4 FERROCENYLBUTANOATE; 1 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPAN 2 YL FERROCENYLFORMATE; 2 NITROPHENYL 4 FERROCENYLBUTANOATE; 2 NITROPHENYLFERROCENYLCARBOXYLATE DERIVATIVE; 2 NITROPHENYLFERROCENYLFORMATE; 2 [(7 CHLOROQUINOLIN 4 YL)AMINO]BUTAN 1 OL; 2 [(7 CHLOROQUINOLIN 4 YL)AMINO]BUTYL FERROCENYLBUTANOATE; 2 [(7 CHLOROQUINOLIN 4 YL)AMINO]BUTYL FERROCENYLFORMATE; 2 [(7 CHLOROQUINOLIN 4 YL)AMINO]ETHAN 1 OL; 2 [(7 CHLOROQUINOLIN 4 YL)AMINO]ETHYL 4 FERROCENYLBUTANOATE; 2 [(7 CHLOROQUINOLIN 4 YL)AMINO]ETHYLFERROCENYLFORMATE; 2 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYL 4 FERROCENYLBUTANOATE; 2 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYLFERROCENYLFORMATE; 2 [2 [(7 CHLOROQUINOLIN 4 YL)AMINO]ETHOXY]ETHANOL] 1 OL; 2 [2 [(7 CHLOROQUINOLIN 4 YL)AMINO]ETHOXY]ETHYLFERROCENYLBUTANOATE; 2 [2 [(7 CHLOROQUINOLIN 4 YL)AMINO]ETHOXY]ETHYLFERROCENYLFORMATE; 3 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPAN 1 OL; 4 AMINOQUINOLINE DERIVATIVE; 4 FERROCENYLBUTANOIC ACID; 4 [(7 CHLOROQUINOLIN 4 YL)AMINO]PHENOL; 4 [(7 CHLOROQUINOLIN 4 YL)AMINO]PHENYL 4 FERROCENYLBUTANOATE; 4 [(7 CHLOROQUINOLIN 4 YL)AMINO]PHENYLFERROCENYLFORMATE; 4,7 DICHLOROQUINOLINE; ANTIPARASITIC AGENT; CHLOROQUINE; FERROCENYFORMIC ACID; QUINOLINE FERROCENE ESTER DERIVATIVE; UNCLASSIFIED DRUG;

EID: 79960372152     PISSN: 00044172     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0031-1296211     Document Type: Article
Times cited : (15)

References (36)
  • 1
    • 0032547546 scopus 로고    scopus 로고
    • Malaria disaster in Africa
    • Marsh K. Malaria disaster in Africa. Lancet. 1998;352:924-5.
    • (1998) Lancet , vol.352 , pp. 924-925
    • Marsh, K.1
  • 2
    • 2142659388 scopus 로고    scopus 로고
    • Antimalarial drug resistance
    • DOI 10.1172/JCI200421682
    • White NJ. Antimalarial drug resistance. J Clin Invest. 2004;113:1084-92. (Pubitemid 38544090)
    • (2004) Journal of Clinical Investigation , vol.113 , Issue.8 , pp. 1084-1092
    • White, N.J.1
  • 3
    • 0242716181 scopus 로고    scopus 로고
    • Mass administrations of antimalarial drugs
    • DOI 10.1016/j.pt.2003.08.003, PII S1471492203002046
    • von Seidlein L, Greenwood BM. Mass administrations of antimalarial drugs. Trends Parasitol. 2003;19:452-60. (Pubitemid 38366142)
    • (2003) Trends in Parasitology , vol.19 , Issue.10 , pp. 452-460
    • Von Seidlein, L.1    Greenwood, B.M.2
  • 4
    • 0000020457 scopus 로고
    • Synthesis of metal complexes of antimalarial drugs and in vitro evaluation of their activity against plasmodium falciparum
    • Wasi N, Singh HB, Gajanana M, Raichowdhary N. Synthesis of metal complexes of antimalarial drugs and in vitro evaluation of their activity against plasmodium falciparum. Inorg Chim Acta. 1987;135:133-7.
    • (1987) Inorg Chim Acta , vol.135 , pp. 133-137
    • Wasi, N.1    Singh, H.B.2    Gajanana, M.3    Raichowdhary, N.4
  • 5
    • 0029988639 scopus 로고    scopus 로고
    • Toward a novel metal-based chemotherapy against tropical diseases. 2. Synthesis and antimalarial activity in vitro and in vivo of new ruthenium- and rhodium-chloroquine complexes
    • Navarro M, Perez H, Sanchez-Delgado RA. Toward a novel metal-based chemotherapy against tropical diseases. 2. Synthesis and antimalarial activity in vitro and in vivo of new ruthenium- and rhodium-chloroquine complexes. J Med Chem. 1996;39:1095-9.
    • (1996) J Med Chem , vol.39 , pp. 1095-1099
    • Navarro, M.1    Perez, H.2    Sanchez-Delgado, R.A.3
  • 7
    • 0021227914 scopus 로고
    • Trypanocidal and antitumour activity of platinum-metal and platinum-metal-drug dual-function complexes
    • DOI 10.1016/0006-2952(84)90501-X
    • Farrell NP, Williamson J, McLaren DJM. Trypanocidal and antitumor activity of platinum-metal and platinum-metal-drug dual-function complexes. Biochem Pharmacol. 1984;33:961-71. (Pubitemid 14129017)
    • (1984) Biochemical Pharmacology , vol.33 , Issue.7 , pp. 961-971
    • Farrell, N.P.1    Williamson, J.2    McLaren, D.J.M.3
  • 9
    • 0018486505 scopus 로고
    • Titanocene dichloride-the first metallocene with cancerostatic activity
    • Köpf-Maier H, Köpf-Maier P. Titanocene dichloride-the first metallocene with cancerostatic activity. Angew Chem Int Ed. 1979;18:477-8.
    • (1979) Angew Chem Int Ed , vol.18 , pp. 477-478
    • Köpf-Maier, H.1    Köpf-Maier, P.2
  • 12
    • 11144333768 scopus 로고    scopus 로고
    • Bioorganometallic chemistry of ferrocene
    • DOI 10.1021/cr0101510
    • van Staveren DR, Metzler-Nolte N. Bioorganometallic chemistry of ferrocene. Chem Rev. 2004;104:5931-85. (Pubitemid 40034049)
    • (2004) Chemical Reviews , vol.104 , Issue.12 , pp. 5931-5985
    • Van Staveren, D.R.1    Metzler-Nolte, N.2
  • 14
    • 0037137615 scopus 로고    scopus 로고
    • Water stability and cytotoxic activity relationship of a series of ferrocenium derivatives. ESR insights on the radical production during the degradation process
    • DOI 10.1021/jm021003k
    • Tabbi G, Cassino C, Cavigiolio G, Colangelo D, Ghiglia A, Viano I, et al. Water stability and cytotoxic activity relationship of a series of ferrocenium derivatives. ESR insights on the radical production during the degradation process. J Med Chem. 2002;45:5786-96. (Pubitemid 35453769)
    • (2002) Journal of Medicinal Chemistry , vol.45 , Issue.26 , pp. 5786-5796
    • Tabbi, G.1    Cassino, C.2    Cavigiolio, G.3    Colangelo, D.4    Ghiglia, A.5    Viano, I.6    Osella, D.7
  • 16
    • 0031322560 scopus 로고    scopus 로고
    • DNA cleaving activity and cytotoxic activity of ferroceniumcations
    • Tamura H, Miwa M. DNA cleaving activity and cytotoxic activity of ferroceniumcations. Chem Lett. 1997;26:1177-8.
    • (1997) Chem Lett , vol.26 , pp. 1177-1178
    • Tamura, H.1    Miwa, M.2
  • 17
    • 0037362864 scopus 로고    scopus 로고
    • Ferrocene-induced lymphocyte activation and antitumor activity is mediated by redox-sensitive signaling
    • Kovjazin R, Eldar T, Patya M, Vanichkin A, Lander HM, Novogrodsky A. Ferrocene-induced lymphocyte activation and antitumor activity is mediated by redox-sensitive signaling. The FASEB J. 2003;17:467-9.
    • (2003) The FASEB J , vol.17 , pp. 467-469
    • Kovjazin, R.1    Eldar, T.2    Patya, M.3    Vanichkin, A.4    Lander, H.M.5    Novogrodsky, A.6
  • 18
    • 0035803717 scopus 로고    scopus 로고
    • Studies on organometallic selective estrogen receptor modulators. (SERMs) Dual activity in the hydroxy-ferrocifen series
    • DOI 10.1016/S0022-328X(01)00953-6, PII S0022328X01009536
    • Top S, Vessières A, Cabestaing C, Laios I, Leclercq G, Provot C, et al. Studies on organometallic selective receptor modulators (SERMs). Dual activity in the hydroxy-ferrocifen series. J Organomet Chem. 2001;637-639:500-6. (Pubitemid 33376825)
    • (2001) Journal of Organometallic Chemistry , vol.637-639 , pp. 500-506
    • Top, S.1    Vessieres, A.2    Cabestaing, C.3    Laios, I.4    Leclercq, G.5    Provot, C.6    Jaouen, G.E.7
  • 20
    • 33746727034 scopus 로고    scopus 로고
    • Probing the role of the covalent linkage of ferrocene into a chloroquine template
    • Biot C, Daher W, Ndiaye CM, Melnyk P, Pradines B, Chavain N, et al. Probing the role of the covalent linkage of ferrocene into a chloroquine template. J Med Chem. 2006;49:4707-17.
    • (2006) J Med Chem , vol.49 , pp. 4707-4717
    • Biot, C.1    Daher, W.2    Ndiaye, C.M.3    Melnyk, P.4    Pradines, B.5    Chavain, N.6
  • 21
    • 0033398868 scopus 로고    scopus 로고
    • Synthesis and antimalarial activity in vitro of potential metabolites of ferrochloroquine and related compounds
    • DOI 10.1016/S0968-0896(99)00224-2, PII S0968089699002242
    • Biot C, Delhaes L, N'Diaye CM, Maciejewski LA, Camus D, Dive D, et al. Synthesis and antimalarial activity in vitro of potential metabolites of ferrochloroquine and related compounds. Biorg Med Chem. 1999;7:2843-7. (Pubitemid 30105856)
    • (1999) Bioorganic and Medicinal Chemistry , vol.7 , Issue.12 , pp. 2843-2847
    • Biot, C.1    Delhaes, L.2    N'Diaye, C.M.3    MacIejewski, L.A.4    Camus, D.5    Dive, D.6    Brocard, J.S.7
  • 22
    • 56049115139 scopus 로고    scopus 로고
    • Investigation of the redox behavior of ferroquine, a new antimalarial
    • Chavain N, Vezin H, Dive D, Touati N, Paul J-P, Buisine E, et al. Investigation of the redox behavior of ferroquine, a new antimalarial. Mol Pharm. 2008;5:710-716.
    • (2008) Mol Pharm , vol.5 , pp. 710-716
    • Chavain, N.1    Vezin, H.2    Dive, D.3    Touati, N.4    Paul, J.-P.5    Buisine, E.6
  • 23
    • 33646449766 scopus 로고    scopus 로고
    • Design and synthesis of hydroxyferroquine derivatives with antimalarial and antiviral activities
    • Biot C, Daher W, Chavain N, Fandeur T, Khalife J, Dive D, et al. Design and synthesis of hydroxyferroquine derivatives with antimalarial and antiviral activities. J Med Chem. 2006;49:2845-9.
    • (2006) J Med Chem , vol.49 , pp. 2845-2849
    • Biot, C.1    Daher, W.2    Chavain, N.3    Fandeur, T.4    Khalife, J.5    Dive, D.6
  • 25
    • 0033762883 scopus 로고    scopus 로고
    • Novel ferrocenic artemisinin derivatives: Synthesis, in vitro antimalarial activity and affinity of binding with ferroprotoporphyrin
    • Delhaes L, Biot C, Berry L, Maciejewski LA, Camus D, Brocard JS, et al. Novel ferrocenic artemisinin derivatives: synthesis, in vitro antimalarial activity and affinity of binding with ferroprotoporphyrin. Biorg Med Chem. 2000;8:2739-45.
    • (2000) Biorg Med Chem , vol.8 , pp. 2739-2745
    • Delhaes, L.1    Biot, C.2    Berry, L.3    Maciejewski, L.A.4    Camus, D.5    Brocard, J.S.6
  • 27
    • 78049322381 scopus 로고    scopus 로고
    • Synthesis, cytotoxicity and antimalarial activity of ferrocenyl amides of 4-aminoquinolines
    • N'Da DD, Breytenbach JC, Smith P, Lategan C. Synthesis, cytotoxicity and antimalarial activity of ferrocenyl amides of 4-aminoquinolines. Arzneimittelforschung. 2010;60(10):627-35.
    • (2010) Arzneimittelforschung , vol.60 , Issue.10 , pp. 627-635
    • N'Da, D.D.1    Breytenbach, J.C.2    Smith, P.3    Lategan, C.4
  • 28
    • 0017311840 scopus 로고
    • Human malaria parasites in continuous culture
    • Trager W, Jensen JB. Human malaria parasites in continuous culture. Science. 1976;193:673-6.
    • (1976) Science , vol.193 , pp. 673-676
    • Trager, W.1    Jensen, J.B.2
  • 30
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • Mosmann T. Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J Immunol Methods. 1983;65:55-63. (Pubitemid 14203433)
    • (1983) Journal of Immunological Methods , vol.65 , Issue.1-2 , pp. 55-63
    • Mosmann, T.1
  • 31
    • 0025367455 scopus 로고
    • Comparison of in vitro anticancer-drug-screening data generated with a tetrazolium assay versus a protein assay against a diverse panel of human tumor cell lines
    • Rubinstein LV, Schoemaker RH, Paul KD, Simon RM, Tosini S, Skehan P, et al. Comparison of in vitro anticancer-drug-screening data generated with a tetrazolium assay versus a protein assay against a diverse panel of human tumor cell lines. J Natl Cancer Inst. 1990;82:1113-7.
    • (1990) J Natl Cancer Inst , vol.82 , pp. 1113-1117
    • Rubinstein, L.V.1    Schoemaker, R.H.2    Paul, K.D.3    Simon, R.M.4    Tosini, S.5    Skehan, P.6
  • 32
    • 0038339206 scopus 로고    scopus 로고
    • Structure and electrochemistry of various diruthenium (II, III) tetrametallocenecarboxylates
    • Cooke MW, Cameron TS, Robertson KN, Swarts JC, Aquino MAS. Structure and electrochemistry of various diruthenium (II, III) tetrametallocenecarboxylates. Organometallics. 2002;21:5962-71.
    • (2002) Organometallics , vol.21 , pp. 5962-5971
    • Cooke, M.W.1    Cameron, T.S.2    Robertson, K.N.3    Swarts, J.C.4    Aquino, M.A.S.5
  • 33
    • 61749102503 scopus 로고    scopus 로고
    • Ferrocenyl functional coordination polymers based on mono-, bi-, and heterotrinuclear organometallic building blocks: Syntheses, structures, and properties
    • Zhang E, Hou H, Meang X, Liu Y, Liu Y, Fan Y. Ferrocenyl functional coordination polymers based on mono-, bi-, and heterotrinuclear organometallic building blocks: syntheses, structures, and properties. Crystal Growth Design. 2009;9:903-13.
    • (2009) Crystal Growth Design , vol.9 , pp. 903-913
    • Zhang, E.1    Hou, H.2    Meang, X.3    Liu, Y.4    Liu, Y.5    Fan, Y.6
  • 34
    • 0030128696 scopus 로고    scopus 로고
    • Chemiluminescence of luminol catalyzed by electrochemically oxidized ferrocenes
    • Wilson R, Schiffrin DJ. Chemiluminescence of luminol catalyzed by electrochemically oxidized ferrocenes. Anal Chem. 1996;68:1254-7.
    • (1996) Anal Chem , vol.68 , pp. 1254-1257
    • Wilson, R.1    Schiffrin, D.J.2
  • 35
    • 57649155530 scopus 로고    scopus 로고
    • Synthesis and antimalarial activity of new 4-amino-7-chloroquinolyl amides, sulfonamides, ureas and thioureas
    • Ekoue-Kovi K, Yearick K, Iwaniuk DP, Natarajan JK, Alumasa J, de Dios AC, et al. Synthesis and antimalarial activity of new 4-amino-7-chloroquinolyl amides, sulfonamides, ureas and thioureas. Biorg Med Chem. 2009;17:270-83.
    • (2009) Biorg Med Chem , vol.17 , pp. 270-283
    • Ekoue-Kovi, K.1    Yearick, K.2    Iwaniuk, D.P.3    Natarajan, J.K.4    Alumasa, J.5    De Dios, A.C.6


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