Synthesis of 2-phenyl-4H-benzo[d][1,3]oxazin-4-one andTheir Biological Activity Against A549 Cancer Cell Line through Methionyl-tRNA Synthetase Inhibition Approach on in-silico Studies

Purpose: The research aims to synthesis of 1,3-benzoxazine ring and evaluated their anticancer activity against human lung cancer (A549) and also their molecular docking studies approach, through methionyl-tRNA synthetase inhibition. Methodology: the successful of synthesis process, obtained 2-phenyl-4H-benzo[d][1,3]oxazin-4-one was evaluated by 1D NMR (1H-NMR and 13C-NMR), FTIR and UV spectra. The biological anticancer activity was evaluated by MTT Assay against human lung cancer (A549). Molecular docking studies was performed by Molegro Virtual Docker (MVD) version 5.5 as a software. The molecule target was docked into the active side on Methionyl-tRNA Synthetase (MRS),that was downloaded from www.pdb.org with PDB; ID 1PG2. Results: based on all spectra data (1H-NMR, 13C-NMR, FTIR dan UV) obtained 2-phenyl-4H-benzo[d][1,3]oxazin-4-one in very good yield (90 %±2%’ n=6), their anticancer activity through MTT Assay Method against A549 Cancer Cell Line by triplicate, obtained IC50= 65.43 ±2.7 μg/mL and the result of molecular docking studies their rerank score -76.04 Kcal/mol, more higher than its native ligand (-93.50 Kcal/mol).