The Synthesis, Characterization and Anti-Tumor Activity of a Cu-MOF Based on Flavone-6,2′-dicarboxylic Acid

Abstract

A novel two-dimensional copper(II) framework (LDU-1), formulated as {[Cu2(L)2·2NMP}n (H2L = flavone-6,2′-dicarboxylic acid, NMP = N-Methyl pyrrolidone), has been constructed under solvothermal conditions and characterized by single-crystal X-ray diffraction, infrared spectroscopy (IR), thermogravimetric analysis and powder X-ray diffraction (PXRD). In the crystal structure, the Cu(II) shows hex-coordinated with the classical Cu paddle-wheel coordination geometry, and the flavonoid ligand coordinates with the Cu(II) ion in a bidentate bridging mode. Of particular interest of LDU-1 is the presence of anti-tumor activity against three human cancer cell lines including lung adenocarcinoma(A549), Michigan cancer foundation-7 (MCF-7), erythroleukemia (K562) and murine melanoma B16F10, indicating synergistic enhancement effects between metal ions and organic linkers. A cell cycle assay indicates that LDU-1 induces cells to arrest at S phase obviously at a lower concentration.

Copper(ii)-MOFs for bio-applications

“…Therefore, there is also interest in Cu-based MOFs that provide intrinsic therapeutic effects without any other loaded drug loading or breakdown that releases cytotoxic metal ions. [149][150][151] In this context, J. Zhang et al 152 proposed a new two-dimensional copper MOF (LDU-1), formulated as [Cu 2 (L) 2 Á2NMP] 2 (H 2 L = flavone-6,2 0 -dicarboxylic acid, and NMP = N-methyl pyrrolidone), which had effects of inhibition against A549 human lung adenocarcinoma cells, MCF-7 human breast cancer cells, K562 human erythroleukemia cells, and B16F10 murine melanoma. The authors explained these results as synergistic enhancement effects because copper metal ions act as antiproliferative agents transforming H 2 O 2 ; moreover, its catalytic effect makes it highly cytotoxic and organic binders of flavonoids that possess wide-ranging pharmacological properties.…”

“…The first method involves the dissolution of the metallic and organic precursors in a common solvent, which allows the formation of copper-based MOFs in a solution, 21 while in the second method the reaction of metallic and organic precursors is carried out in an environment of high temperature and pressure, which allows the formation of MOFs. 24 However, the most classical method is the synthesis by chemical vapor deposition, which consists of the deposition of the metallic and organic precursors being carried out on a solid substrate through evaporation and condensation in the vapor phase. 25 While hydrothermal synthesis is one of the first methods carried out to obtain it, here the reaction of the metallic and organic precursors is carried out in water or another solvent, generally with a high boiling point and withstanding high temperatures and pressure, allowing the formation of copper-based MOFs in a hydrothermal environment.…”