title: Azide-alkyne cycloaddition en route to 1H-1,2,3-triazole-tethered 7-chloroquinoline-isatin chimeras: synthesis and antimalarial evaluation.
abstract: 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.
authors: Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India.
authors: Raghu
authors: R
authors: Raj
authors: Pardeep
authors: P
authors: Singh
authors: Parvesh
authors: P
authors: Singh
authors: Jiri
authors: J
authors: Gut
authors: Philip J
authors: PJ
authors: Rosenthal
authors: Vipan
authors: V
authors: Kumar
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000634:Aminoquinolines / Q000737:chemistry*; D000962:Antimalarials / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001386:Azides / Q000737:chemistry*; D003500:Cyclization; D004305:Dose-Response Relationship, Drug; D007510:Isatin / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D010963:Plasmodium falciparum / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: C583786:5-chloro-1-(1-(3-(7-chloroquinolin-4-ylamino)propyl)-1H-(1,2,3)triazol-4-ylmethyl)-1H-indole-2,3-dione; D000480:Alkynes; D000634:Aminoquinolines; D000962:Antimalarials; D001386:Azides; D007510:Isatin