Dini Kesuma, Galih Satrio Putra, Tegar Achsendo Yuniarta, Melanny Ika Sulistyowaty, Siswandono, Tutuk Budiati
Purpose: The research aimed to synthesis of 1,3-benzoxazinone 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 obtained 2-phenyl-4H-benzo[d][1,3]oxazin-4-one was evaluated by 1D NMR (1H-NMR and13C-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.The molecule target was docked into the active site on Methionyl-tRNA Synthetase (MRS),that was downloaded fromwww.pdb.org with PDB; ID 1PG2. Results: Based on the spectra data (1H-NMR, 13C-NMR, FTIR dan UV) 2-phenyl-4H-benzo[d][1,3]oxazin-4-one obtained was considered in very good yield (90 %±2%’ n=6). Their anticancer activity throughout MTT assay method against A549 cancer cell line, showed the inhibitory concentration (IC50) of 65.43 ±2.7 μg/mL. Meanwhile the result from molecular docking studies indicated that their rerank score of-76.04 Kcal/mol was higher than its native ligand (-93.50 Kcal/mol). Conclusion: The compound 3 is potential to be developed as anticancer agent, so we need to optimize furthermore with another substituent to increase its activity toward A549 cell. © 2019, Advanced Scientific Research. All rights reserved.
Department of Pharmaceutical Chemistry, Faculty of Pharmacy University of Surabaya, Surabaya, Indonesia; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Airlangga University, Surabaya, Indonesia; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Widya Mandala Catholic University, Surabaya, Indonesia