Synthesis, spectroscopic characterization and biological activity of cis-[Ru(hesperidin)(1,10 `-phenanthroline)(2)](PF6) complex

Author(s)

Oliveira, Regina M. M. ^[1] ; de Souza Daniel, Juliana F. ^[2] ; Carlos, Rose M. ^[1]

Affiliation

^[1] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil

^[2] Univ Tecnol Fed Parana, BR-86036370 Londrina, PR - Brazil

• Document type: Journal article
• Source: Journal of Molecular Structure; v. 1031, p. 269-274, JAN 16 2013.
• Web of Science Citations: 2

Abstract

The new complex cis-{[}Ru(phen)(2)(hesperidin)](PF6), complex 1, was synthesized and characterized by analytical (ESI-MS{*}, EA (C, H, N)) and spectroscopic (FTIR, UV-vis, H-1 and C-13 NMR) techniques and cyclic voltammetry. Complex 1 is chemically stable in the solid state and in organic solvents such as ethanol, methanol, acetone, and acetonitrile, as shown by spectrophotometric analysis. 1 is also photochemically and chemically stable (pH effects) and more hydrosoluble (518.83 +/- 0.91 g mL(-1)) than free hesperidin (5.92 g mL(-1)). In accordance with this, the lipophilicity value in aqueous-octanol solution for 1 was -1.28, indicating its high hydrophilic characteristic. Although complex 1 showed to be essentially noncytotoxic, IC50 > 1.0 mmol L-1 as evaluated in the human cervical cancer cells line HeLa, it exhibited a moderate capacity of inhibiting the catalytic activity of the acetylcholinaesterase enzyme, IC50 = 63.6 mol L-1. The Lineweaver-Burk plot and the respective secondary replot indicated that the AChE inhibition was noncompetitive and reversible. These findings shows that complexation of the hesperidin improves physicochemical characteristics and increases the perspectives for development and medical applications of new bioactive-metal complexes. (C) 2012 Elsevier B.V. All rights reserved. (AU)

• FAPESP's process: 09/08218-0 - New Mn(I)-photosentizer complexes: mimicking the electron donor side of photosystem II in artificial photosynthesis
• Grantee: Rose Maria Carlos
• Support type: Regular Research Grants
• FAPESP's process: 08/57859-5 - Biorrational control of insect pests
• Grantee: Maria Fátima das Graças Fernandes da Silva
• Support type: Research Projects - Thematic Grants