Design, synthesis and antimalarial activity of novel, quinoline-based, zinc metallo-aminopeptidase inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 13, Issue 16, 2003, Pages 2659-2662

  Flipo, Marian ^a   Florent, Isabelle ^a   Grellier, Philippe ^a   Sergheraert, Christian ^a   Deprez Poulain, Rebecca ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMINOPEPTIDASE; ANTIMALARIAL AGENT; CHLOROQUINE; MICROSOMAL AMINOPEPTIDASE; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG; ZINC AMINOPEPTIDASE; ZINC METALLOAMINOPEPTIDASE INHIBITOR;

ANTIBIOTIC RESISTANCE; ANTIMALARIAL ACTIVITY; ARTICLE; DRUG DESIGN; DRUG SCREENING; DRUG SPECIFICITY; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TARGETING; IC 50; MAMMAL; PLASMODIUM FALCIPARUM; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

MAMMALIA; PLASMODIUM FALCIPARUM;

EID: 0038825686     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(03)00550-X     Document Type: Article

References (20)

1. WHO World Health Report. 2002;WHO, Geneva.
2. Wellems T.E. Science. 298:2002;124.
3. Ryckebusch A., Deprez-Poulain R., Maes L., Debreu-Fontaine M.-A., Mouray E., Grellier P., Sergheraert C. J. Med. Chem. 46:2003;542.
4. Gardner M.J., Hall N., Fung E., White O., Berriman M., Hyman R.W.etal. Nature. 419:2002;498.
5. Werbovetz K.A. Curr Med. Chem. 7:2000;835.
6. For reviews see:(a) Rosenthal P.J. Curr. Opin. Hematol. 9:2002;140 (b) Blackman M.J. Curr. Drug Targets. 1:2000;59.
7. For reviews see:(a) Rosenthal P.J. Curr. Opin. Hematol. 9:2002;140 (b) Blackman M.J. Curr. Drug Targets. 1:2000;59.
8. Swissprot accession number of PfA-M1: O96935.
9. Allary M., Schrevel J., Florent I. Parasitology. 125:2002;1.
10. Florent I., Derhy Z., Allary M., Monsigny M., Mayer R., Schrevel J. Mol. Biochem. Parasitol. 117:1998;37.
11. Lima, P. d. C.; Barreiro, E. J.; Avery, M. A. Abstracts of Papers, 223rd ACS National Meeting, Orlando, FL, USA, April 7-11, 2002; American Chemical Society: Washington, DC, 2002; MEDI-176.
12. (a) Chan W.W., Dennis P., Demmer W., Brand K. J. Biol. Chem. 257:1982;7955 (b) Hernandez J.F., Soleilhac J.M., Roques B.P., Fournie-Zaluski M.C. J. Med. Chem. 31:1988;1825.
13. (a) Chan W.W., Dennis P., Demmer W., Brand K. J. Biol. Chem. 257:1982;7955 (b) Hernandez J.F., Soleilhac J.M., Roques B.P., Fournie-Zaluski M.C. J. Med. Chem. 31:1988;1825.
14. Ryckebusch A., Deprez-Poulain R., Debreu-Fontaine M.-A., Vandaele R., Mouray E., Grellier P., Sergheraert C. Bioorg. Med. Chem. Lett. 12:2002;2595.
15. Graf von Roedern E., Grams F., Brandstetter H., Moroder L. J. Med. Chem. 41:1998;339.
16. 50 values determination, initial velocities were plotted as a function of inhibitor concentration.
17. 50, as obtained from the drug concentration-response curve were expressed as mean±standard deviations, determined from three independent experiments. The DMSO concentration never exceeded 0.1% and did not inhibit the parasite growth.
18. m=0.13 mM). The Z′ factor of the test was 0.80 allowing activities to be determined with a single point with a 95% confidence. The reference inhibitor was bestatin.
19. +).
20. In-vitro inhibition of haem polymerization induced by lipids, unpublished data (see ref 3 for protocol).