Electronic and structural computing features of some chromene derivatives and evaluating their anticancer activities

Abstract

Electronic and structural features of some of representative chromene derivatives were investigated in this work towards recognizing their anticancer roles. Density functional theory (DFT) calculations were performed to obtain five structures of chromene derivatives with the same skeleton of original structure. In addition to obtaining optimized structural geometries, electronic molecular orbital features were evaluated for the models. Energy levels of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) indicated effects of additional R group pf chromene derivatives on electronic features. Based on such results, it was predicted that one of derivatives, L5, could better participate in interactions with other substances in comparison with other ligand structures. This achievement was obtained based on availability of HOMO and LUMO levels in lower energies easily catchable for electron transferring. On the other hand, L5 was assumed to interact in the weakest mode with other substances. Indeed, the main goal of this work was to examine anticancer activity of the investigated chromene derivatives, in which each of L1–L5 chromene derivatives were analyzed first to recognized electronic and structural features. Next, molecular docking (MD) simulations were performed to examine anticancer role of L1–L5 against methyltransferase cancerous enzyme target. The results indicated that formations of ligand-target complexes could be occurred within different types of interactions and surrounding amino acids of central ligand. In agreement with the achievements of analyses of single-standing L1–L5 compounds, L4-Target was seen as the strongest complex among possible complex formations. Moreover, values of binding energies and inhibition constant indicated that all five chromene derivatives could work as inhibitors of methyltransferase cancerous enzyme by the most advantage for L4 ligand. And as a final remark, details of such anticancer activity were recognized by graphical representations of ligand-target complexes showing types of interactions and involving amino acids in interactions.