:
Gallic acid is abundantly found in amla (Phyllanthus emblica), a deciduous of the family phyllanthaceae. Gallic
acid, the major constituent of the plant was methylated to 3,4,5 trimethoxy gallic acid, which then underwent steglich esterification first with paracetamol and then with 4-hydroxy acetophenone to yield 4-acetamidophenyl 3,4,5-trimethoxybenzoate and 4-acetyl phenyl 3,4,5-trimethoxybenzoate “respectively”. 1H NMR, 13C NMR, UV, FT-IR and mass spectroscopy
were used to characterize the synthesized compounds. Density functional theory (B3YLP) using 6-31G (d,p) basis set have
been used for quantum chemical calculations. AIM (Atom in molecule) approach depicted weak molecular interactions
within the molecules whereas the reactive site and reactivity within the molecule were examined by global and local reactivity descriptors. The HOMO and LUMO energies and frontier orbital energy gap were calculated by time dependant DFT
approach using IEFPCM model. Small value for HOMO–LUMO energy gap indicated that easier charge transfer occurs
within compound 4. The nucleophilic and electrophilic reactivity were determined by MEP (molecular electrostatic potential) experiment. Polarizability, dipole moment, and first hyperpolarizability values were calculated to depict the NLO (nonlinear optical) property of both the synthesized compounds.
The antimicrobial activity was also carried out and broad spectrum antibacterial activity against several strains of bacteria
and certain unicellular fungi were exhibited by synthesized compound 3.
