Experimental and theoretical evaluation of biological properties of a phosphoramide functionalized graphene oxide

Abstract

In the present study, a novel phosphoramide (L) and corresponding phosphoramide-functionalized graphene oxide (GO-L) were synthesized. L was characterized by FT-IR, 1H NMR, 13C NMR, 31P NMR, and Mass spectroscopy. Functionalization of L on graphene oxide (GO) was investigated by XRD, FT-IR, SEM, EDX, and Map analyses. The cytotoxic effect of L and GO-L against the MCF-7 cell line was assessed by MTT, and flow cytometry (FCM) assay. The cell viability of L and GO-L at different concentrations (0.5–200 μg. mL−1) was investigated at 24 h experiment. The antitumor effect of L was improved after attachment on GO, and minimum inhibition concentration (IC50) of GO-L was obtained 23.11 μg. mL−1. The antimicrobial activity of the synthesized compounds was evaluated against two strains of gram-positive (Staphylococcus aureus) and gram-negative (Escherichia coli) bacteria using the disk diffusion method, MIC, and MBC experiments. Quantum calculations were carried out by the DMol3 module based on DFT-D correction to get information on the electronic properties in the Material studio 2017. The key enzymes of E. coli (β-lactamase (PDB: 4HBT) and S. aureus (β-Lactamase (PDB: 1MWU)) were chosen for molecular docking assay. Moreover, the molecular docking into TRANSCRIPTION FACTOR STAT3B/DNA COMPLEX (PDB: 1bg1) was done, and GO-L and L were docked stronger compared with GO-COCl and Cpm.