메뉴 건너뛰기




Volumn 52, Issue 5, 1996, Pages 723-733

The role of drug accumulation in 4-aminoquinoline antimalarial potency. The influence of structural substitution and physicochemical properties

Author keywords

4 aminoquinolines; accumulation; activity; amodiaquine; physicochemical properties; Plasmodium falciparum

Indexed keywords

AMODIAQUINE; ANTIMALARIAL AGENT; CHLOROQUINE; QUINOLINE DERIVATIVE; TEBUQUINE;

EID: 0030582428     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/0006-2952(96)00354-1     Document Type: Article
Times cited : (92)

References (31)
  • 1
    • 0022930404 scopus 로고
    • 3H chloroquine by drug-sensitive and -resistant strains of the human malarial parasite Plasmodium falciparum
    • 3H chloroquine by drug-sensitive and -resistant strains of the human malarial parasite Plasmodium falciparum. Biochem Pharmacol 35: 3805-3812, 1986.
    • (1986) Biochem Pharmacol , vol.35 , pp. 3805-3812
    • Geary, T.G.1    Jensen, J.B.2    Ginsburg, H.3
  • 2
    • 0015337837 scopus 로고
    • 3H chloroquine
    • 3H chloroquine. Am J Pathol 67: 277-280, 1972.
    • (1972) Am J Pathol , vol.67 , pp. 277-280
    • Aikawa, M.1
  • 3
    • 0345652158 scopus 로고
    • Identification of the acidic compartment of Plasmodium falciparum infected human erythrocytes as the target for the antimalarial drug chloroquine
    • 3. Yayon A, Cabantchik ZI and Ginsburg H, Identification of the acidic compartment of Plasmodium falciparum infected human erythrocytes as the target for the antimalarial drug chloroquine. EMBO J 3: 2695-2700, 1984.
    • (1984) EMBO J , vol.3 , pp. 2695-2700
    • Yayon, A.1    Cabantchik, Z.I.2    Ginsburg, H.3
  • 5
    • 0024375736 scopus 로고
    • Alkalinisation of the food vacuole of malaria parasites by quinoline containing drugs and alkylamines is not correlated with their antimalarial activity
    • 5. Ginsburg H, Nissani E and Krugliak M, Alkalinisation of the food vacuole of malaria parasites by quinoline containing drugs and alkylamines is not correlated with their antimalarial activity. Biochem Pharmacol 38: 2645-2654, 1989.
    • (1989) Biochem Pharmacol , vol.38 , pp. 2645-2654
    • Ginsburg, H.1    Nissani, E.2    Krugliak, M.3
  • 6
    • 0025046280 scopus 로고
    • Kinetic modelling of the response of Plasmodium falciparum to chloroquine and its experimental testing in vitro. Implications for mechanism of action and resistance to the drug
    • 6. Geary TG, Divo AD, Jensen JB, Zangwill M and Ginsburg H, Kinetic modelling of the response of Plasmodium falciparum to chloroquine and its experimental testing in vitro. Implications for mechanism of action and resistance to the drug. Biochem Pharmacol 40: 685-691, 1990.
    • (1990) Biochem Pharmacol , vol.40 , pp. 685-691
    • Geary, T.G.1    Divo, A.D.2    Jensen, J.B.3    Zangwill, M.4    Ginsburg, H.5
  • 7
    • 0022347074 scopus 로고
    • Antimalarials increase vesicle pH in Plasmodium falciparum
    • 7. Krogstad DJ, Schlesinger PH and Gluzman IY, Antimalarials increase vesicle pH in Plasmodium falciparum. J Cell Biol 101: 2302-2309, 1985.
    • (1985) J Cell Biol , vol.101 , pp. 2302-2309
    • Krogstad, D.J.1    Schlesinger, P.H.2    Gluzman, I.Y.3
  • 8
    • 0022910330 scopus 로고
    • A perspective on antimalarial action: Effects of weak bases on Plasmodium falciparum
    • 8. Krogstad DJ and Schlesinger PH, A perspective on antimalarial action: effects of weak bases on Plasmodium falciparum. Biochem Pharmacol 35: 547-552, 1986.
    • (1986) Biochem Pharmacol , vol.35 , pp. 547-552
    • Krogstad, D.J.1    Schlesinger, P.H.2
  • 10
    • 85030279086 scopus 로고    scopus 로고
    • Accumulation of amodiaquine in Plasmodium falciparum: The basis for its superior antimalarial activity over chloroquine
    • in press
    • 10. Hawley SR, Bray PG and Ward SA, Accumulation of amodiaquine in Plasmodium falciparum: the basis for its superior antimalarial activity over chloroquine. Mol Biochem Parasitol (in press).
    • Mol Biochem Parasitol
    • Hawley, S.R.1    Bray, P.G.2    Ward, S.A.3
  • 11
    • 0028307644 scopus 로고
    • The effect of fluorine substitution on the metabolism and antimalarial activity of amodiaquine
    • 11. O'Neill PM, Harrison AC, Storr RC, Hawley SR, Ward SA and Park BK, The effect of fluorine substitution on the metabolism and antimalarial activity of amodiaquine. J Med Chem 37: 1362-1370, 1994.
    • (1994) J Med Chem , vol.37 , pp. 1362-1370
    • O'Neill, P.M.1    Harrison, A.C.2    Storr, R.C.3    Hawley, S.R.4    Ward, S.A.5    Park, B.K.6
  • 13
    • 0023898749 scopus 로고
    • Physical-chemical properties shared by compounds that modulate multidrug resistance in human leukaemic cells
    • 13. Zamora JM, Pearce HL and Beck WT, Physical-chemical properties shared by compounds that modulate multidrug resistance in human leukaemic cells. Mol Pharmacol 33: 454-462, 1988.
    • (1988) Mol Pharmacol , vol.33 , pp. 454-462
    • Zamora, J.M.1    Pearce, H.L.2    Beck, W.T.3
  • 14
    • 0017311840 scopus 로고
    • Human malaria parasites in continuous culture
    • 14. Trager W and Jensen JB, Human malaria parasites in continuous culture. Science 193: 673-675, 1976.
    • (1976) Science , vol.193 , pp. 673-675
    • Trager, W.1    Jensen, J.B.2
  • 15
    • 0017751397 scopus 로고
    • Plasmodium falciparum in culture: Use of outdated erythrocytes and description of the candle-jar method
    • 15. Jensen JB and Trager W, Plasmodium falciparum in culture: use of outdated erythrocytes and description of the candle-jar method. J Parasitol 63: 883-886, 1977.
    • (1977) J Parasitol , vol.63 , pp. 883-886
    • Jensen, J.B.1    Trager, W.2
  • 16
    • 0018704491 scopus 로고
    • Synchronisation of Plasmodium falciparum erythrocytic stages in culture
    • 16. Lambros C and Vandenberg JP, Synchronisation of Plasmodium falciparum erythrocytic stages in culture. J Parasitol 65: 418-420, 1979.
    • (1979) J Parasitol , vol.65 , pp. 418-420
    • Lambros, C.1    Vandenberg, J.P.2
  • 17
    • 0018606732 scopus 로고
    • Quantitative assessment of antimalarial activity in vitro by a semi-automated microdilution technique
    • 17. Desjardins RE, Canfield J, Haynes D and Chulay JD, Quantitative assessment of antimalarial activity in vitro by a semi-automated microdilution technique. Antimicrob Agents Chemother 16: 710-718, 1979.
    • (1979) Antimicrob Agents Chemother , vol.16 , pp. 710-718
    • Desjardins, R.E.1    Canfield, J.2    Haynes, D.3    Chulay, J.D.4
  • 18
    • 85030276725 scopus 로고    scopus 로고
    • 4-aminoquinoline resistance of Plasmodium falciparum. Insights from the study of amodiaquine uptake
    • in press
    • 18. Bray PG, Hawley SR and Ward SA, 4-aminoquinoline resistance of Plasmodium falciparum. Insights from the study of amodiaquine uptake. Mol Pharm (in press).
    • Mol Pharm
    • Bray, P.G.1    Hawley, S.R.2    Ward, S.A.3
  • 20
    • 0020694936 scopus 로고
    • Lack of cross resistance to 4-aminoquinolines in chloroquine-resistant Plasmodium falciparum
    • 20. Geary TG and Jensen JB, Lack of cross resistance to 4-aminoquinolines in chloroquine-resistant Plasmodium falciparum. J Parasitol 69: 97-105, 1983.
    • (1983) J Parasitol , vol.69 , pp. 97-105
    • Geary, T.G.1    Jensen, J.B.2
  • 21
    • 0023145838 scopus 로고
    • Comparison of the relative in vitro activity of chloroquine and amodiaquine against chloroquine-sensitive strains of P. falciparum
    • 21. Ekweozor C, Fadeke AA and Sodeinde O, Comparison of the relative in vitro activity of chloroquine and amodiaquine against chloroquine-sensitive strains of P. falciparum. Ann Trop Med Parasitol 81: 95-99, 1987.
    • (1987) Ann Trop Med Parasitol , vol.81 , pp. 95-99
    • Ekweozor, C.1    Fadeke, A.A.2    Sodeinde, O.3
  • 22
    • 0023128777 scopus 로고
    • Antimalarial activity of mannich bases derived from 4-(7′-bromo-l′,5′-napthyridin-4′-ylamino) phenol and 4-(7′-trifluoromethylquinolin-4′-ylamino) phenol against Plasmodium falciparum in vitro
    • 22. Scott HV, Tan WL and Barlin GB, Antimalarial activity of mannich bases derived from 4-(7′-bromo-l′,5′-napthyridin-4′-ylamino) phenol and 4-(7′-trifluoromethylquinolin-4′-ylamino) phenol against Plasmodium falciparum in vitro. Ann Trop Med Parasitol 81: 85-93, 1987.
    • (1987) Ann Trop Med Parasitol , vol.81 , pp. 85-93
    • Scott, H.V.1    Tan, W.L.2    Barlin, G.B.3
  • 24
    • 0026785608 scopus 로고
    • Rapid chloroquine efflux phenotype in both chloroquine-sensitive and chloroquine-resistant Plasmodium falciparum
    • 24. Bray PG, Howells RE, Ritchie GY and Ward SA, Rapid chloroquine efflux phenotype in both chloroquine-sensitive and chloroquine-resistant Plasmodium falciparum. Biochem Pharmacol 44: 1317-1324, 1992.
    • (1992) Biochem Pharmacol , vol.44 , pp. 1317-1324
    • Bray, P.G.1    Howells, R.E.2    Ritchie, G.Y.3    Ward, S.A.4
  • 25
    • 85030279015 scopus 로고    scopus 로고
    • Physical features of 4-aminoquinoline and 4-aminoacridine antimalarials correlated to drug resistance and the reversal of drug resistance in Plasmodium falciparum
    • in press
    • 25. Bray PG, Hawley SR, Mungthin M and Ward SA, Physical features of 4-aminoquinoline and 4-aminoacridine antimalarials correlated to drug resistance and the reversal of drug resistance in Plasmodium falciparum. Mol Pharm (in press).
    • Mol Pharm
    • Bray, P.G.1    Hawley, S.R.2    Mungthin, M.3    Ward, S.A.4
  • 26
    • 0028074997 scopus 로고
    • Effects of fluorine substitution on drug metabolism: Pharmacological and toxicological implications
    • 26. Park BK and Kitteringham NR, Effects of fluorine substitution on drug metabolism: pharmacological and toxicological implications. Drug Metab Rev 26: 605-643, 1994.
    • (1994) Drug Metab Rev , vol.26 , pp. 605-643
    • Park, B.K.1    Kitteringham, N.R.2
  • 27
    • 0022515017 scopus 로고
    • Synthesis, antimalarial activity and quantitative structure-activity relationships of tebuquine and a series of related 5-[(7-chloro-4-quinolinyl)amino]-3-[(alkylamino)methyl][1,1′-biphenyl]-2-ols and N-oxides
    • 27. Werbel LM, Cook PD, Elslager EF, Hung JH, Johnson JL, Keston SJ, McNamara DJ, Ortwine DF and Worth DF, Synthesis, antimalarial activity and quantitative structure-activity relationships of tebuquine and a series of related 5-[(7-chloro-4-quinolinyl)amino]-3-[(alkylamino)methyl][1,1′-biphenyl]-2-ols and N-oxides. J Med Chem 29: 924-939, 1986.
    • (1986) J Med Chem , vol.29 , pp. 924-939
    • Werbel, L.M.1    Cook, P.D.2    Elslager, E.F.3    Hung, J.H.4    Johnson, J.L.5    Keston, S.J.6    McNamara, D.J.7    Ortwine, D.F.8    Worth, D.F.9
  • 28
    • 0023218945 scopus 로고
    • Synthesis and antimalarial effects of 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethyl-amino)methyl]-6-alkylphenols and their N-oxides
    • 28. Keston SJ, Johnson J and Werbel LM, Synthesis and antimalarial effects of 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethyl-amino)methyl]-6-alkylphenols and their N-oxides. J Med Chem 30: 906-911, 1987.
    • (1987) J Med Chem , vol.30 , pp. 906-911
    • Keston, S.J.1    Johnson, J.2    Werbel, L.M.3
  • 29
    • 0028061374 scopus 로고
    • Uptake and efflux by chloroquine resistant Plasmodium falciparum recently isolated in Africa
    • 29. Bayoumi RAL, Babiker HA and Arnot DE, Uptake and efflux by chloroquine resistant Plasmodium falciparum recently isolated in Africa. Acta Tropica 58: 141-149, 1994.
    • (1994) Acta Tropica , vol.58 , pp. 141-149
    • Bayoumi, R.A.L.1    Babiker, H.A.2    Arnot, D.E.3
  • 30
    • 0016228656 scopus 로고
    • Chloroquine resistant Plasmodium falciparum: Effect of substrate on chloroquine and amodiaquine accumulation
    • 30. Fitch CD, Chevli Y and Gonzalez, Chloroquine resistant Plasmodium falciparum: effect of substrate on chloroquine and amodiaquine accumulation. Antimicrob Agents Chemother 6: 757-762, 1974.
    • (1974) Antimicrob Agents Chemother , vol.6 , pp. 757-762
    • Fitch, C.D.1    Chevli, Y.2
  • 31
    • 0011807754 scopus 로고
    • A study of the uptake of chloroquine in malaria infected erythrocytes
    • 31. Diribe CO and Warhurst DC, A study of the uptake of chloroquine in malaria infected erythrocytes. Biochem Pharmacol 34: 826-843, 1985.
    • (1985) Biochem Pharmacol , vol.34 , pp. 826-843
    • Diribe, C.O.1    Warhurst, D.C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.