An in silico-in vitro antimalarial and antimicrobial investigation of newer 7-chloroquinoline based Schiff-bases

New fifteen 7-chloroquinolines (M1a-o) were synthesized by microwave irradiation and conventional route via Schiff-base reaction. The key intermediate 4-((7-chloroquinolin-4-yl) oxy) benzaldehyde ( 3 ) was clubbed to the various amines to afford final compounds. The synthesized compounds were characterized by using FT-IR, 1 H NMR, 13 C NMR and mass spectrometry. Final compounds were evaluated for their anti-malarial and antimicrobial activities using the 96 well microtiter plates and serial broth dilution method, respectively. The tested compounds showed good to moderate antimalarial activity with IC50 values be-tween 0.56 to 1.65 mu g/mL, when compared to references quinine and chloroquine. Among them, com-pounds M1b and M1g showed the most promising activity against P. falciparum strains with IC50 values of 0.56 and 0.58 mu g/mL, respectively. These compounds were subjected to ADMET tests to determine their drug-likeness and toxic properties. In addition, in silico molecular docking and molecular dynamics stud-ies were also carried out to investigate the binding affinities of all compounds with the target proteins (7DI7), and the results were in good correlation with the experimental findings. (c) 2022 Elsevier B.V. All rights reserved.

Automated summary

Fifteen new 7-chloroquinolines were synthesized using microwave irradiation and conventional methods. These compounds showed good anti-malarial activity, with M1b and M1g exhibiting the most promising results.