Amalgamating Isatin/Indole/Nitroimidazole with 7‐chloroquinolines via azide‐alkyne cycloaddition: Synthesis, anti‐plasmodial, and cytotoxic evaluation. (25th June 2020)

• Record Type: Journal Article
• Authors: Kumar, Sumit; Saini, Anu; Legac, Jenny; Rosenthal, Philip J.; Raj, Raghu; Kumar, Vipan
• Is Part Of: Chemical biology & drug design. Volume 96:Number 6(2020)
• Page Start: 1355
• Page End: 1361
• Publication Date: 2020-06-25
• Subjects: 7‐chloroquinoline‐based conjugates -- anti‐plasmodial activity -- azide‐alkyne cycloaddition -- cytotoxicity; Drugs -- Design -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; 615.19005
• DOI: 10.1111/cbdd.13738
• Languages: English
• ISSNs: 1747-0277

Abstract

Abstract: The present paper describes the synthesis, anti‐plasmodial, and cytotoxic evaluation of 7‐chloroquinoline‐based conjugates with isatins/indoles/ nitroimidazoles, obtained via Cu‐promoted 1, 3‐dipolar cycloadditions. On contemplating SAR of the synthesized series, the inclusion of indole and nitroimidazole‐core improved the anti‐plasmodial activities while the isatin seemed to have a lesser effect. The conjugate with a nitroimidazole‐core and hexyl chain length as a spacer between the two pharmacophores was found to be most potent among the synthesized series and displayed an IC50 of 0.12 µM and a selectivity index of 1748. Abstract : Synthesis of 7‐chloroquinoline‐isatin/indole/nitroimidazole conjugates and their in vitro anti‐plasmodial evaluation against W2 (CQ‐R) strain of P. falciparum .