C. Gopinath

The synthesis of novel azetidinone containing quinoline derivatives involves, cyclization reaction to form quinoline-3-carbaldehyde followed by Schiff’s base formation and finally resulted into azetidinone derivatives as target molecules. Firstly, quinoline-3-carbaldehyde was prepared from N-phenylacetamide with POCl3 in dimethyl formamide (Vilsmeyer Hacck reagent) under reflux through cyclization. The formed quinoline derivative was treated with substituted aromatic amines in presence of glacial acetic acid through grindstone process to get Schiff’s bases of quinoline derivatives. Finally, these Schiff’s bases were allowed to react with acetyl chloride and triethyl amine in presence of dimethyl formamide under reflux to achieve azetidinone ring formation resulting in the novel azetidinone containing quinoline derivatives. The synthesized compounds were identified by melting point and TLC as well as characterized by IR spectroscopy. The titled compounds were screened for antibacterial activity using agar well diffusion method against Staphylococcus aureus, Escherichia coli. Most of the compounds showed good antibacterial activity against G(-)ve bacteria and mild activity against G(+)ve bacteria when compared to the standard, Amoxicillin. QSAR study was performed, results revealed that the target molecules possess higher logP values which indicates that the physicochemical parameters proportional to the biological activity. Due to its high logP value the target molecules may possess CNS activities.

Novel pyrano quinolone derivatives were synthesized by the treatment of p-methyl acetanilide upon treatment with DMF and POCL3 at 00 C it undergone cyclization reaction which gives 2-chloro-6-methyl quinolone-3-carbaldehyde and further treated the reaction with 4M HCL gives 2-hydroxy-6methyl quinolone-3-carbaldehyde is formed. The above reaction further treated with ethyl aceto acetate and piperidine by using grind stone technique with the elimination of ethanol and water gives 3-acetyl-7-methyl-2H- Pyrano[2,3-b] quinolone-2-one. The above reaction was further treated with 40% KOH and ethanol with different substituted aldehyde to give novel pyrano quinoline derivatives. Compounds which are synthesized are identified by MP and TLC as well as characterized by IR, 1HNMR and MASS spectroscopy. Docking studies were performed for anti-malarial activity using Plasmodium falciparum lactate dehydrogenase for a selected compounds shows good binding energy when compared to Chloroquine which is used as standard.