SYNTHESIS, MULTI-SCALE CHARACTERIZATION, ANTI-CANCER ACTIVITY AND DFT INSIGHTS INTO THE STRUCTURAL DYNAMICS OF ADENINE DERIVATIVE

7-(4-nitrobenzyl)-7H-purin-6-amine (4NBADE) was synthesized and characterizedby UV, IR, 1 H NMR and 13 C NMR.The anticancer activity was evaluated through a cell viability assay (MTT assay) performed on two cell lines: SKMEL-28 (Human melanoma cell line) and A549 (Human lung cancer cell line).The conformational analysis of 4NBADE by Density Functional Theory (DFT) methods using 6-31 G (d, p) basis set by Gaussian 03 program.The IR frequencies of 4NBADE were analysed by means of potential energy distribution (PED%) calculation using the vibrational energy distribution analysis (VEDA 4) program.The theoretical IR vibrational frequencies and UV-Vis spectrum were found to be in good agreement with experimental values.The experimental NMR chemical shift values of 4NBADE were compared with the theoretical values obtained by the DFT method.Nonlinear optical behaviour of the 4NBADE is also predicted by the values of dipole moment (), mean polarizability (), and first hyperpolarizability (tot).The stability of the 4NBADE molecule has been analysed using Natural Bond Orbital (NBO) analysis.Determination of various global and local reactivity descriptors in the context of chemical reactivity is also performed, and the electrophilicity at the vital atomic sites in 4NBADE is revealed.Bader's Atoms in Molecule (AIM) Theory of 4NBADE indicated the presence of intramolecular bonding in the molecule.The molecular electrostatic potential (MEP) and HOMO-LUMO orbital analysis are also performed for the molecule 4NBADE.