Synthesis, single-crystal characterization, antimicrobial activity and remarkable in vitro DNA interaction of hydrogen-bonded proton-transfer complex of 1,10-phenanthroline with 2,4,6-trinitrophenol

Abstract

A new charge transfer complex as a result of interaction between 1,10-phenanthroline (donor) with 2,4,6-trinitrophenol (picric acid), acceptor, was synthesized and characterized by FTIR, (1)H NMR, (13)C NMR, mass spectroscopy, single-crystal X-ray diffraction and elemental analysis. The single crystal structure indicates that the cation and anion are joined together by strong N(+)H⋯O(-) type hydrogen bonds. This has been attributed to the formation of 1:1 CT complex via hydrogen bonding interaction. The binding of CT complex with in vitro calf thymus DNA was investigated by the fluorescence spectroscopy. To determine the DNA binding ability of the compound, fluorescence intensity data were analyzed by the Stern-Volmer equation and remarkable DNA interaction with CT complex is found. The CT complex was also screened for its antimicrobial activity. The CT complex exhibited inhibitory results against E. coli and Pseudomonas arenginosa, and the marked enhancement in the potency as antifungal agent.