메뉴 건너뛰기




Volumn 53, Issue 10, 2009, Pages 4339-4344

Novel antimalarial aminoquinolines: Heme binding and effects on normal or Plasmodium falciparum-parasitized human erythrocytes

Author keywords

[No Author keywords available]

Indexed keywords

AMINOQUINOLINE DERIVATIVE; ANTIMALARIAL AGENT; AP 4B; CHLOROQUINE; ETHYLPHOSPHONOTHIOIC ACID S DIETHYLAMINOETHYL O ETHYL ESTER; HEMATIN; HEME; HEMOZOIN; UNCLASSIFIED DRUG;

EID: 70349320509     PISSN: 00664804     EISSN: 10986596     Source Type: Journal    
DOI: 10.1128/AAC.00536-09     Document Type: Article
Times cited : (23)

References (41)
  • 2
    • 58149394842 scopus 로고    scopus 로고
    • Two complementary fluorimetric assays for the determination of aminoquinoline binding and uptake by human erythrocytes in vitro
    • Basilico, N., L. Cortelezzi, C. Serpellini, D. Taramelli, and F. Omodeo-Salè. 2009. Two complementary fluorimetric assays for the determination of aminoquinoline binding and uptake by human erythrocytes in vitro. Anal. Biochem. 385:371-373.
    • (2009) Anal. Biochem. , vol.385 , pp. 371-373
    • Basilico, N.1    Cortelezzi, L.2    Serpellini, C.3    Taramelli, D.4    Omodeo-Salè, F.5
  • 3
    • 0024675043 scopus 로고
    • Preparation and antileukemic activity of quinolizidinylalkyl-derivatives of 4-aminoquinoline and 9-aminoacridine
    • In Italian
    • Boido Canu, C., V. Boido, and F. Sparatore. 1989. Preparation and antileukemic activity of quinolizidinylalkyl-derivatives of 4-aminoquinoline and 9-aminoacridine. Boll. Chim. Farm. 128:212-215. (In Italian.)
    • (1989) Boll. Chim. Farm. , vol.128 , pp. 212-215
    • Boido Canu, C.1    Boido, V.2    Sparatore, F.3
  • 4
    • 0344867895 scopus 로고    scopus 로고
    • Cellular uptake of chloroquine is dependent on binding to ferriprotoporphyrin IX and is independent of NHE activity in Plasmodium falciparum
    • Bray, P. G., O. Janneh, K. J. Raynes, M. Mungthin, H. Ginsburg, and S. A. Ward. 1999. Cellular uptake of chloroquine is dependent on binding to ferriprotoporphyrin IX and is independent of NHE activity in Plasmodium falciparum. J. Cell Biol. 145:363-376.
    • (1999) J. Cell Biol. , vol.145 , pp. 363-376
    • Bray, P.G.1    Janneh, O.2    Raynes, K.J.3    Mungthin, M.4    Ginsburg, H.5    Ward, S.A.6
  • 8
    • 0019355321 scopus 로고
    • Mechanism of hemolysis induced by ferriprotoporphyrin IX
    • Chou, A. C., and C. D. Fitch. 1981. Mechanism of hemolysis induced by ferriprotoporphyrin IX. J. Clin. Investig. 68:672-677.
    • (1981) J. Clin. Investig. , vol.68 , pp. 672-677
    • Chou, A.C.1    Fitch, C.D.2
  • 9
    • 0000884823 scopus 로고
    • Complex formation between chloroquine and ferrihaemic acid in vitro, and its effect on the antimalarial action of chloroquine
    • Cohen, S. N., K. O. Phifer, and K. L. Yielding. 1964. Complex formation between chloroquine and ferrihaemic acid in vitro, and its effect on the antimalarial action of chloroquine. Nature 202:805-806.
    • (1964) Nature , vol.202 , pp. 805-806
    • Cohen, S.N.1    Phifer, K.O.2    Yielding, K.L.3
  • 10
    • 70349361822 scopus 로고    scopus 로고
    • Reference deleted
    • Reference deleted.
  • 11
    • 0020548831 scopus 로고
    • Diverse membrane-active agents modify the hemolytic response to ferriprotoporphyrin IX
    • Dutta, P., and C. D. Fitch. 1983. Diverse membrane-active agents modify the hemolytic response to ferriprotoporphyrin IX. J. Pharmacol. Exp. Ther. 225:729-734.
    • (1983) J. Pharmacol. Exp. Ther. , vol.225 , pp. 729-734
    • Dutta, P.1    Fitch, C.D.2
  • 12
    • 33646474569 scopus 로고    scopus 로고
    • Interactions of quinoline antimalarials with hematin in solution
    • Egan, T. J. 2006. Interactions of quinoline antimalarials with hematin in solution. J. Inorg. Biochem. 100:916-926.
    • (2006) J. Inorg. Biochem. , vol.100 , pp. 916-926
    • Egan, T.J.1
  • 14
    • 0034719487 scopus 로고    scopus 로고
    • Structure-function relationships in aminoquinolines: Effect of amino and chloro groups on quinoline-hematin complex formation, inhibition of beta-hematin formation, and antiplasmodial activity
    • Egan, T. J., R. Hunter, C. H. Kaschula, H. M. Marques, A. Misplon, and J. Walden. 2000. Structure-function relationships in aminoquinolines: effect of amino and chloro groups on quinoline-hematin complex formation, inhibition of beta-hematin formation, and antiplasmodial activity. J. Med. Chem. 43:283-291.
    • (2000) J. Med. Chem. , vol.43 , pp. 283-291
    • Egan, T.J.1    Hunter, R.2    Kaschula, C.H.3    Marques, H.M.4    Misplon, A.5    Walden, J.6
  • 15
    • 0027998464 scopus 로고
    • Quinoline anti-malarial drugs inhibit spontaneous formation of β-haematin (malaria pigment)
    • DOI 10.1016/0014-5793(94)00921-X
    • Egan, T. J., D. C. Ross, and P. A. Adams. 1994. Quinoline anti-malarial drugs inhibit spontaneous formation of beta-haematin (malaria pigment). FEBS Lett. 352:54-57. (Pubitemid 24291758)
    • (1994) FEBS Letters , vol.352 , Issue.1 , pp. 54-57
    • Egan, T.J.1    Ross, D.C.2    Adams, P.A.3
  • 17
    • 33745632805 scopus 로고    scopus 로고
    • Accelerated denaturation of hemoglobin and the antimalarial action of chloroquine
    • Fitch, C. D., and N. V. Russell. 2006. Accelerated denaturation of hemoglobin and the antimalarial action of chloroquine. Antimicrob. Agents Chemother. 50:2415-2419.
    • (2006) Antimicrob. Agents Chemother. , vol.50 , pp. 2415-2419
    • Fitch, C.D.1    Russell, N.V.2
  • 18
    • 0030879653 scopus 로고    scopus 로고
    • Hemoglobin metabolism in the malaria parasite Plasmodium falciparum
    • Francis, S. E., D. J. Sullivan, Jr., and D. E. Goldberg. 1997. Hemoglobin metabolism in the malaria parasite Plasmodium falciparum. Annu. Rev. Microbiol. 51:97-123.
    • (1997) Annu. Rev. Microbiol. , vol.51 , pp. 97-123
    • Francis, S.E.1    Sullivan Jr., D.J.2    Goldberg, D.E.3
  • 19
    • 0020578902 scopus 로고
    • The effect of ferriprotoporphyrin IX and chloroquine on phospholipid monolayers and the possible implications to antimalarial activity
    • Ginsburg, H., and R. A. Demel. 1983. The effect of ferriprotoporphyrin IX and chloroquine on phospholipid monolayers and the possible implications to antimalarial activity. Biochim. Biophys. Acta 732:316-319.
    • (1983) Biochim. Biophys. Acta , vol.732 , pp. 316-319
    • Ginsburg, H.1    Demel, R.A.2
  • 20
    • 38449112315 scopus 로고    scopus 로고
    • Efficacy and safety of artemisinin-based antimalarial in the treatment of uncomplicated malaria in children in southern Tanzania
    • Kabanywanyi, A. M., A. Mwita, D. Sumari, R. Mandike, K. Mugittu, and S. Abdulla. 2007. Efficacy and safety of artemisinin-based antimalarial in the treatment of uncomplicated malaria in children in southern Tanzania. Malar. J. 6:146.
    • (2007) Malar. J. , vol.6 , pp. 146
    • Kabanywanyi, A.M.1    Mwita, A.2    Sumari, D.3    Mandike, R.4    Mugittu, K.5    Abdulla, S.6
  • 21
    • 1542345736 scopus 로고    scopus 로고
    • Synergistic interaction of a chloroquine metabolite with chloroquine against drug-resistant malaria parasites
    • Kalkanidis, M., N. Klonis, S. Tschan, L. W. Deady, and L. Tilley. 2004. Synergistic interaction of a chloroquine metabolite with chloroquine against drug-resistant malaria parasites. Biochem. Pharmacol. 67:1347-1353.
    • (2004) Biochem. Pharmacol. , vol.67 , pp. 1347-1353
    • Kalkanidis, M.1    Klonis, N.2    Tschan, S.3    Deady, L.W.4    Tilley, L.5
  • 22
    • 0036681979 scopus 로고    scopus 로고
    • Structure-activity relationships in 4-aminoquinoline antiplasmodials. The role of the group at the 7-position
    • Kaschula, C. H., T. J. Egan, R. Hunter, N. Basilico, S. Parapini, D. Taramelli, E. Pasini, and D. Monti. 2002. Structure-activity relationships in 4-aminoquinoline antiplasmodials. The role of the group at the 7-position. J. Med. Chem. 45:3531-3539.
    • (2002) J. Med. Chem. , vol.45 , pp. 3531-3539
    • Kaschula, C.H.1    Egan, T.J.2    Hunter, R.3    Basilico, N.4    Parapini, S.5    Taramelli, D.6    Pasini, E.7    Monti, D.8
  • 24
    • 0019176733 scopus 로고
    • Ca replacement by cationic amphiphilic drugs from lipid monolayers
    • Lullmann, H., H. Plosch, and A. Ziegler. 1980. Ca replacement by cationic amphiphilic drugs from lipid monolayers. Biochem. Pharmacol. 29:2969-2974.
    • (1980) Biochem. Pharmacol. , vol.29 , pp. 2969-2974
    • Lullmann, H.1    Plosch, H.2    Ziegler, A.3
  • 25
    • 0014360531 scopus 로고
    • Plasma concentrations of hemopexin, haptoglobin and heme in patients with various hemolytic diseases
    • Muller-Eberhard, U., J. Javid, H. H. Liem, A. Hanstein, and M. Hanna. 1968. Plasma concentrations of hemopexin, haptoglobin and heme in patients with various hemolytic diseases. Blood 32:811-815.
    • (1968) Blood , vol.32 , pp. 811-815
    • Muller-Eberhard, U.1    Javid, J.2    Liem, H.H.3    Hanstein, A.4    Hanna, M.5
  • 27
    • 16244365509 scopus 로고    scopus 로고
    • Destabilization and subsequent lysis of human erythrocytes induced by Plasmodium falciparum heme products
    • Omodeo Sale, F., A. Motti, A. Dondorp, N. J. White, and D. Taramelli. 2005. Destabilization and subsequent lysis of human erythrocytes induced by Plasmodium falciparum heme products. Eur. J. Haematol. 74:324-332.
    • (2005) Eur. J. Haematol. , vol.74 , pp. 324-332
    • Omodeo Sale, F.1    Motti, A.2    Dondorp, A.3    White, N.J.4    Taramelli, D.5
  • 31
    • 0034478079 scopus 로고    scopus 로고
    • Standardization of the physicochemical parameters to assess in vitro the beta-hematin inhibitory activity of antimalarial drugs
    • Parapini, S., N. Basilico, E. Pasini, T. J. Egan, P. Olliaro, D. Taramelli, and D. Monti. 2000. Standardization of the physicochemical parameters to assess in vitro the beta-hematin inhibitory activity of antimalarial drugs. Exp. Parasitol. 96:249-256.
    • (2000) Exp. Parasitol. , vol.96 , pp. 249-256
    • Parapini, S.1    Basilico, N.2    Pasini, E.3    Egan, T.J.4    Olliaro, P.5    Taramelli, D.6    Monti, D.7
  • 35
    • 0001938735 scopus 로고
    • The parametrization of lipophilicity and other structural properties in drug design
    • Van de Waterbeemd, H., and B. Testa. 1987. The parametrization of lipophilicity and other structural properties in drug design. Adv. Drug Design 16:85-225.
    • (1987) Adv. Drug Design , vol.16 , pp. 85-225
    • Van De Waterbeemd, H.1    Testa, B.2
  • 37
    • 34247563409 scopus 로고    scopus 로고
    • Activity of piperaquine and other 4-aminoquinoline antiplasmodial drugs against chloroquine-sensitive and resistant blood-stages of Plasmodium falciparum. Role of beta-haematin inhibition and drug concentration in vacuolar water- And lipid-phases
    • Warhurst, D. C., J. C. Craig, I. S. Adagu, R. K. Guy, P. B. Madrid, and Q. L. Fivelman. 2007. Activity of piperaquine and other 4-aminoquinoline antiplasmodial drugs against chloroquine-sensitive and resistant blood-stages of Plasmodium falciparum. Role of beta-haematin inhibition and drug concentration in vacuolar water- and lipid-phases. Biochem. Pharmacol. 73:1910-1926.
    • (2007) Biochem. Pharmacol. , vol.73 , pp. 1910-1926
    • Warhurst, D.C.1    Craig, J.C.2    Adagu, I.S.3    Guy, R.K.4    Madrid, P.B.5    Fivelman, Q.L.6
  • 38
    • 3042555873 scopus 로고    scopus 로고
    • The relationship of physico-chemical properties and structure to the differential antiplasmodial activity of the cinchona alkaloids
    • Warhurst, D. C., J. C. Craig, I. S. Adagu, D. J. Meyer, and S. Y. Lee. 2003. The relationship of physico-chemical properties and structure to the differential antiplasmodial activity of the cinchona alkaloids. Malar. J. 2:26.
    • (2003) Malar. J. , vol.2 , pp. 26
    • Warhurst, D.C.1    Craig, J.C.2    Adagu, I.S.3    Meyer, D.J.4    Lee, S.Y.5
  • 39
    • 0035884456 scopus 로고    scopus 로고
    • Chloroquine-resistant malaria
    • Wellems, T. E., and C. V. Plowe. 2001. Chloroquine-resistant malaria. J. Infect. Dis. 184:770-776.
    • (2001) J. Infect. Dis. , vol.184 , pp. 770-776
    • Wellems, T.E.1    Plowe, C.V.2
  • 40
    • 2142659388 scopus 로고    scopus 로고
    • Antimalarial drug resistance
    • White, N. J. 2004. Antimalarial drug resistance. J. Clin. Investig. 113:1084-1092.
    • (2004) J. Clin. Investig. , vol.113 , pp. 1084-1092
    • White, N.J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.