Molecules (Jul 2007)

Synthesis and Characterization of a Metal Complex Containing Naringin and Cu, and its Antioxidant, Antimicrobial, Antiinflammatory and Tumor Cell Cytotoxicity

  • Sérgio Paulo Bydlowski,
  • Estela Maria Novak,
  • Giovani Marino Favero,
  • Maria C Marcucci,
  • Marcos N Eberlin,
  • Alexandra CHF Sawaya,
  • Niraldo Paulino,
  • Norma ED Andrades,
  • Regina MS Pereira

DOI
https://doi.org/10.3390/12071352
Journal volume & issue
Vol. 12, no. 7
pp. 1352 – 1366

Abstract

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The antioxidant activity of flavonoids is believed to increase when they are coordinated with transition metal ions. However, the literature on this subject is contradictory and the outcome seems to largely depend on the experimental conditions. In order to understand the contribution of the metal coordination and the type of interaction between a flavonoid and the metal ion, in this study a new metal complex of Cu (II) with naringin was synthesized and characterized by FT-IR, UV-VIS, mass spectrometry (ESI-MS/MS), elemental analysis and 1H-NMR. The results of these analyses indicate that the complex has a Cu (II) ion coordinated via positions 4 and 5 of the flavonoid. The antioxidant, anti-inflammatory and antimicrobial activities of this complex were studied and compared with the activity of free naringin. The Naringin–Cu (II) complex 1 showed higher antioxidant, anti-inflammatory and tumor cell cytoxicity activities than free naringin without reducing cell viability.

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