US EPA

1451058 

Journal Article 

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

Oliveira, RMM; de Souza Daniel, JF; Carlos, RM 

2013 

1 

Journal of Molecular Structure: Theochem
ISSN: 0166-1280
EISSN: 1872-7999 

1031 

269-274 

10.1016/j.molstruc.2012.09.066 

WOS:000312686000039 

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. 

Hesperidin; Ruthenium complex; Physicochemical properties