Synthesis and antiplasmodial activity of new N-[3-(4-{3-[(7-chloroquinolin-4-yl)amino]propyl}piperazin-1-yl)propyl]ca rboxamides

Bioorganic and Medicinal Chemistry

Volumn 15, Issue 7, 2007, Pages 2782-2788

  Freitag, Marcus ^a   Kaiser, Marcel ^b   Larsen, Tim ^a   Zohrabi Kalantari, Vida ^c   Heidler, Philipp ^c   Link, Andreas ^a  

^a UNIVERSITY OF GREIFSWALD   (Germany)

^b SWISS TROPICAL AND PUBLIC HEALTH INSTITUTE   (Switzerland)

^c PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

Aminoquinoline; AQ 13; Chloroquine analogues; Polymer assisted synthesis

Indexed keywords

AMIDE; ANTIMALARIAL AGENT; N [3 [4 [3 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYL]PIPERAZIN 1 YL]PROPYL] 2 METHYLBENZAMIDE; N [3 [4 [3 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYL]PIPERAZIN 1 YL]PROPYL] 2,6 DICHLOROPHENYLACETAMIDE; N [3 [4 [3 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYL]PIPERAZIN 1 YL]PROPYL] 3 METHYLBUT 2 ENAMIDE; N [3 [4 [3 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYL]PIPERAZIN 1 YL]PROPYL] 3 METHYLBUTANAMIDE; N [3 [4 [3 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYL]PIPERAZIN 1 YL]PROPYL] 3,4 DIMETHOXYBENZAMIDE; N [3 [4 [3 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYL]PIPERAZIN 1 YL]PROPYL] 3,5 DICHLOROBENZAMIDE; N [3 [4 [3 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYL]PIPERAZIN 1 YL]PROPYL] 4 (1H INDOL 3 YL)BUTANAMIDE; N [3 [4 [3 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYL]PIPERAZIN 1 YL]PROPYL] 4 ETHOXYBENZAMIDE; N [3 [4 [3 [(7 CHLOROQUINOLIN 4 YL)AMINO]PROPYL]PIPERAZIN 1 YL]PROPYL] 4 OXOPENTANAMIDE; UNCLASSIFIED DRUG;

ACYLATION; ARTICLE; DERIVATIZATION; DRUG ACTIVITY; DRUG SCREENING; DRUG SYNTHESIS; IN VITRO STUDY; NONHUMAN; PLASMODIUM FALCIPARUM; STRUCTURE ACTIVITY RELATION;

PLASMODIUM FALCIPARUM;

EID: 33847704495     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.12.034     Document Type: Article

References (19)

1. Kremsner P.G., and Krishna S. Lancet 364 (2004) 285-294
2. Barnes K.I., Durrheim D.N., Little F., Jackson A., Mehta U., Allen E., Dlamini S.S., Tsoka J., Bredenkamp B., Mthembu D.J., White N.J., and Sharp B.L. PLoS Med. 2 (2005) e330
3. Jambou R., Legrand E., Niang M., Khim N., Lim P., Volney B., Ekala M.T., Bouchier C., Esterre P., Fandeur T., and Mercereau-Puijalon O. Lancet 366 (2005) 1960-1963
4. Ramanathan-Girish S., Catz P., Creek M.R., Wu B., Thomas D., Krogstad D.J., De D., Mirsalis J.C., and Green C.E. Int. J. Toxicol. 23 (2004) 179-189
5. McGready R., Cho T., Keo N.K., Thwai K.L., Villegas L., Looareesuwan S., White N.J., and Nosten F. Clin. Infect. Dis. 33 (2001) 2009-2016
6. Ryckebusch A., Debreu-Fontaine M.A., Mouray E., Grellier P., Sergheraert C., and Melnyk P. Bioorg. Med. Chem. Lett. 15 (2005) 297-302
7. Ryckebusch A., Deprez-Poulain R., Maes L., Debreu-Fontaine M.A., Mouray E., Grellier P., and Sergheraert C. J. Med. Chem. 46 (2003) 542-557
8. Salvino J.M., Kumar N.V., Orton E., Airey J., Kiesow T., Crawford K., Mathew R., Krolikowski P., Drew M., Engers D., Krolikowski D., Herpin T., Gardyan M., McGeehan G., and Labaudiniere R. J. Comb. Chem. 2 (2000) 691-697
9. Heidler P., and Link A. Bioorg. Med. Chem. 13 (2005) 585-599
10. Heidler P., Zohrabi-Kalantari V., Calmels T., Capet M., Berrebi-Bertrand I., Schwartz J.C., Stark H., and Link A. Bioorg. Med. Chem. 13 (2005) 2009-2014
11. Jones S.M., Urch J.E., Kaiser M., Brun R., Harwood J.L., Berry C., and Gilbert I.H. J. Med. Chem. 48 (2005) 5932-5941
12. Nguyen C., Kasinathan G., Leal-Cortijo I., Musso-Buendia A., Kaiser M., Brun R., Ruiz-Perez L.M., Johansson N.G., Gonzalez-Pacanowska D., and Gilbert I.H. J. Med. Chem. 48 (2005) 5942-5954
13. De D., Krogstad F.M., Cogswell F.B., and Krogstad D.J. Am. J. Trop. Med. Hyg. 55 (1996) 579-583
14. Ridley R.G., Hofheinz W., Matile H., Jaquet C., Dorn A., Masciadri R., Jolidon S., Richter W.F., Guenzi A., Girometta M.A., Urwyler H., Huber W., Thaithong S., and Peters W. Antimicrob. Agents Chemother. 40 (1996) 1846-1854
15. O'Neill P.M., Ward S.A., Berry N.G., Jeyadevan J.P., Biagini G.A., Asadollaly E., Park B.K., and Bray P.G. Curr. Top Med. Chem. 6 (2006) 479-507
16. Egan T.J., Hunter R., Kaschula C.H., Marques H.M., Misplon A., and Walden J. J. Med. Chem. 43 (2000) 283-291
17. Larsen T., and Link A. Angew. Chem. Int. Ed. 44 (2005) 4432-4434
18. Lipinski C.A., Lombardo F., Dominy B.W., and Feeney P.J. Adv. Drug Deliv. Rev. 46 (1997) 3-25
19. Desjardins R.E., Canfield C.J., Haynes J.D., and Chulay J.D. Antimicrob. Agents Chemother. 16 (1979) 710-718