Experimental and theoretical investigation of cyclometallated platinum(ii) complex containing adamantanemethylcyanamide and 1,4-naphthoquinone derivative as ligands: synthesis, characterization, interacting with guanine and cytotoxic activity.

A new cyclometallated platinum(ii) complex with 1-adamantanemethylcyanamide (1-ADpcydH) and 2-[amino(2-phenylpyridine)]-1,4-naphthoquinone (1,4-NQ) ligands with the formula -Pt(1,4-NQ)(1-ADpcyd)(HO) was synthesized and fully characterized. Cellular uptake, DNA platination, and cytotoxicity against human MCF-7 breast, HepG-2 liver hepatocellular carcinoma, and HT-29 colon cancer cell lines were evaluated. The interaction of guanine (G) with -Pt(1,4-NQ)(1-ADpcyd)(HO) was studied by Pt NMR and mass spectroscopy. Furthermore, DFT calculations were performed on the complexes -Pt(1,4-NQ)(1-ADpcyd)(HO) 1 and -Pt(1,4-NQ)(1-ADpcyd)(G) 2 using the BP86-D and B3LYP functionals, in order to gain deeper insights into the molecular and electronic structures. Decomposition energy analysis gave a clear understanding of the bonding within both complexes, showing that the interactions were governed by two-third ionic and one-third covalent characters, which were stronger between the guanine and the Pt(ii) center than those between water and the Pt(ii).