Design and Synthesis of Some Novel Aromatic Amide Derivatives of Nilutamide as In Vitro Anticancer Agents
Narasimha Swamy Thirukovela, Satheesh Kumar Nukala, Sirassu Narsimha, Ravinder Manchal, Prasad Gundepaka, Paidakula Suresh
Abstract
Abstract The synthesis of some new aromatic amide derivatives of Nilutamide ( 4 a – n ) and their structure determination using 1 H NMR, 13 C NMR and mass spectral analysis was described. The in vitro anti‐cancer activity of the compounds ( 4 a – n ) against several human cancer cell lines like PC3 (prostate), A549 (lung), MCF‐7 (breast) and DU‐145 (prostate) revealed that the compounds 4 c , 4 h , 4 l , 4 m and 4 n have shown greater activity against all the cell lines than the standard Etoposide. Predominantly, the compound 4 n was displayed excellent activity over PC3, A549, MCF‐7 and DU‐145 with IC 50 values of 0.14, 0.10, 0.19 and 0.63 μM respectively. Moreover, molecular docking studies of derivatives ( 4 a – n ) on EGFR receptor suggested that the most potent compound 4 n strongly binds to protein EGFR (pdb id : 4HJO). The energy calculations of in silico studies were also in good agreement with the obtained IC 50 values.