A Novel Silver (I) Complex of α-Keto Phosphorus Ylide: Synthesis, Characterization, Crystal Structure, Biomolecular Interaction Studies, Molecular Docking and in Vitro Cytotoxic Evaluation

Abstract

{[Ag(FBPY)<inf>2</inf>]+(FBPYH)+}(OTF)<inf>2</inf>, FBPY=FPhC(O)C(H)PPh<inf>3,</inf> FBPYH =FC<inf>6</inf>H<inf>4</inf>COCH<inf>2</inf>PPh<inf>3</inf>, OTF=CF<inf>3</inf>SO<inf>3</inf>, a ylidic complex, was prepared through the reaction of silver trifluoromethanesulfonate (AgOTf) and ylide [FBPY] in 1:2 M ratio and characterized using various techniques. X-ray crystallography was used to determine the crystal structure. CT-DNA binding interaction of the synthesis compound was tested by fluorescence spectroscopy, UV–Vis absorption spectroscopy, and viscometric titration method. The data by the analysis revealed that the Ag complex could bind to DNA through the groove binding mode. The emission titration of bovine serum albumin (BSA) with the complex showed a static process for the fluorescence quenching mechanism of BSA. In addition, the donor (BSA) - acceptor (Ag complex) distance was calculated by using fluorescence resonance energy transfer (FRET). The results of competitive binding by means of Warfarin, Ibuprofen and Digoxin site markers revealed that the complex was bound to the site I of BSA. Notably, molecular docking studies were used for the determination of DNA and BSA-Ag (I) complex binding. Finally, it was shown that the complex had remarkable in vitro cytotoxicity against melanoma (B16F0) and colon carcinoma (C26) cancer cell lines, as shown by the use of MTT([3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide] colorimetric assay. © 2018 Elsevier B.V.