Synthesis and in vitro SAR evaluation of natural vanillin-based chalcones tethered quinolines as antiplasmodial agents

• DOI: 10.1007/s00044-022-02975-y
• Publication Date: 2022-10-10T11:55:12Z
• Authors: Nitin H. Andhare; Mohammad Anas; Sumit K. Rastogi; Ashan Manhas; Yogesh Thopate; Kumkum Srivastava; Niti Kumar; Arun K. Sinha
• Keywords: Quinoline; Chalcone; IC50; Triazole; Strain (injury)

Abstract In pursuit of antimalarial drug, to overcome the drug resistance and the risk of drug-drug interactions, the chalcone hybrids and their structure-activity relationship for the antimalarial activity studied against chloroquine sensitive as well as multi-drug resistant strain of Plasmodium falciparum. Our study has revealed that 7- Chloro quinoline groups on chalcone increase anti-malarial potency, while the positional interchange of these groups decreases the efficacy. Particularly, chloro-substituent provided potent analogues which were easily derived from naturally available vanillin. The most active compounds were relatively non-toxic and structure-activity relationship study suggested that 7-chloroquinoline group when attached with triazole linkage increased the antimalarial potential of the compound against both chloroquine-sensitive and multidrug resistant strain.