Raj R., Singh P., Singh P., Gut J., Rosenthal P.J., Kumar V.
Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India; Department of Chemistry, Durban University of Technology, Durban 4000, South Africa; Department of Medicine, University of California, San Francisco, CA, United States
Raj, R., Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India; Singh, P., Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India; Singh, P., Department of Chemistry, Durban University of Technology, Durban 4000, South Africa; Gut, J., Department of Medicine, University of California, San Francisco, CA, United States; Rosenthal, P.J., Department of Medicine, University of California, San Francisco, CA, United States; Kumar, V., Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India
We describe the synthesis and antimalarial activities of 1H-1,2,3-triazole tethered 7-chloroquinoline-isatin hybrids. Activity against cultured parasites was dependent on the C-5 substituent of the isatin ring as well as the alkyl chain length between the isatin and 7-chloroquinoline moieties. Compound 8h, with an optimum alkyl chain length (n = 3) and a chloro substituent at the C-5 position of the isatin ring, displayed the best activity among the test compounds, with IC50 value of 1.21 μM against cultured W2-strain Plasmodium falciparum. © 2012 Elsevier Masson SAS. All rights reserved.
1 [1 (7 chloro quinolin 4 yl) 1h [1,2,3]triazol 4 ylmethyl] 1h indole 2,3 dione; 1 [1 (7 chloro quinolin 4 yl) 1h [1,2,3]triazol 4 ylmethyl] 5 fluoro 1h indole 2,3 dione; 1 [1 (7 chloro quinolin 4 yl) 1h [1,2,3]triazol 4 ylmethyl] 5 methyl 1h indole 2,3 dione; 1 [1 [2 (7 chloro quinolin 4 ylamino) ethyl] 1h [1,2,3] triazol 4 ylmethyl] 5 methyl 1h indole 2,3 dione; 1 [1 [2 (7 chloro quinolin 4 ylamino) ethyl] 1h [1,2,3]triazol 4 ylmethyl] 1h indole 2,3 dione; 1 [1 [2 (7 chloro quinolin 4 ylamino) ethyl] 1h [1,2,3]triazol 4 ylmethyl} 5 fluoro 1h indole 2,3 dione; 1 [1 [3 (7 chloro quinolin 4 ylamino) propyl] 1h [1,2,3] triazol 4 ylmethyl] 5 fluoro 1h indole 2,3 dione; 1 [1 [3 (7 chloro quinolin 4 ylamino) propyl] 1h [1,2,3]triazol 4 ylmethyl] 1h indole 2,3 dione; 1 [1 [3 (7 chloro quinolin 4 ylamino) propyl] 1h [1,2,3]triazol 4 ylmethyl] 5 methyl 1h indole 2,3 dione; 5 bromo 1 [1 [2 (7 chloro quinolin 4 ylamino) ethyl] 1h [1,2,3]triazol 4 ylmethyl] 1h indole 2,3 dione; 5 bromo 1 [1 [3 (7 chloro quinolin 4 ylamino) propyl] 1h [1,2,3]triazol 4 ylmethyl] 1h indole 2,3 dione; 5 bromo1 [1 (7 chloro quinolin 4 yl) 1h [1,2,3]triazol 4 ylmethyl] 1h indole 2,3 dione; 5 chloro 1 [1 (7 chloro quinolin 4 yl) 1h [1,2,3]triazol 4 ylmethyl] 1h indole 2,3 dione; 5 chloro 1 [1 [2 (7 chloro quinolin 4 ylamino) ethyl] 1h [1,2,3]triazol 4 ylmethyl] 1h indole 2,3 dione; 5 chloro 1 [1 [3 (7 chloro quinolin 4 ylamino)propyl] 1h [1,2,3]triazol 4 ylmethyl] 1h indole 2,3 dione; alkyne derivative; antimalarial agent; azide; unclassified drug; antimalarial activity; article; chimera; cycloaddition; IC 50; nonhuman; Plasmodium falciparum; Alkynes; Aminoquinolines; Antimalarials; Azides; Cyclization; Dose-Response Relationship, Drug; Isatin; Molecular Structure; Parasitic Sensitivity Tests; Plasmodium falciparum; Structure-Activity Relationship