Synthesis, spectral characterization, molecular docking, DFT studies and biological evaluation of N-(2-oxo-2-(phenylamino)ethyl)picolinamide derivatives as anti-inflammatory and antidiabetic activity

The synthesis of N-(2-oxo-2-(phenylamino)ethyl) picolinamide derivatives. Reaction between TBTU, triethylamine and amine. Natural chalcones due to various pharmacological activities. Chalcones and antioxidant activities is the attracting areas in medicinal and natural product. The N-(2-oxo-2-(phenylamino)ethyl) picolinamide were evaluated for their anti-inflammatory activity, antidiabetic activity and computational calculations. Molecular docking of synthesized compounds was carried out by using the Auto-Dock software (version 4.2) to evaluate the mode of binding between UDP-N-acetylenol pyruvoyl glucosamine reductase with N-(2-oxo-2-(phenylamino) ethyl) picolinamide (5a-c) derivatives. The synthesized N-(2-oxo-2-(phenylamino) ethyl) picolin amide derivatives (5a-c) were screened for anti-inflammatory activity exhibited madrate activity with diclofenac sodium as a reference drug. The synthesized N-(2-oxo-2-(phenylamino) ethyl) picolinamide derivatives (5a-c) were screened for antidiabetic activity exhibited good activity with acarbose as a standard drug. All the computational calculations representation of HOMO, LUMO, molecular electrostatic potential (MEP). The negative energies of HOMO 5a, 5b and 5c (-5.9863 to -6.2767eV) and LUMO (-1.4743 to -1.5298eV) indicate the stable molecules. The band gap values of the range of 4.456eV - 4.802eV correspondingly. The band gap calculated the compound 5a is higher than more stable 5b and 5c. The suggested the compound 5c exhibited higher electrophilicity index than others. The calculated electrophilicity index is found to be 3.1691eV the highest capacity to accept the electrons. All the N-(2-oxo-2-(phenylamino) ethyl) picolin amide derivatives were thoroughly characterized by ¹H - NMR, FT-IR, Mass spectral and CHN analysis.