Molecules (Mar 2019)

A New Family of Homoleptic Copper Complexes of Curcuminoids: Synthesis, Characterization and Biological Properties

  • William Meza-Morales,
  • Juan C. Machado-Rodriguez,
  • Yair Alvarez-Ricardo,
  • Marco A. Obregón-Mendoza,
  • Antonio Nieto-Camacho,
  • Rubén. A. Toscano,
  • Manuel Soriano-García,
  • Julia Cassani,
  • Raúl G. Enríquez

DOI
https://doi.org/10.3390/molecules24050910
Journal volume & issue
Vol. 24, no. 5
p. 910

Abstract

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We report herein the synthesis and crystal structures of five new homoleptic copper complexes of curcuminoids. The scarcity of reports of homoleptic complex structures of curcuminoids is attributed to the lack of crystallinity of such derivatives, and therefore, their characterization by single crystal X-ray diffraction is rare. The ligand design suppressing the phenolic interaction by esterification or etherification has afforded a significant increase in the number of known crystal structures of homoleptic metal complexes of curcuminoids revealing more favorable crystallinity. The crystal structures of the present new copper complexes show four-fold coordination with a square planar geometry. Two polymorphs were found for DiBncOC-Cu when crystallized from DMF. The characterization of these new complexes was carried out using infrared radiation (IR), nuclear magnetic resonance (NMR), electron paramagnetic resonance (EPR), and single crystal X-ray diffraction (SCXRD) and the antioxidant and cytotoxic activity of the obtained complexes was evaluated.

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