Antioxidant effects of the VO(IV) hesperidin complex and its role in cancer chemoprevention

JBIC Journal of Biological Inorganic Chemistry volume 13, Article number: 435 (2008) Cite this article

Abstract

Vanadium compounds are known for a variety of pharmacological properties. Many of them display antitumoral and osteogenic effects in several cell lines. Free radicals induce the development of tumoral processes. Natural polyphenols such as flavonoids have antioxidant properties since they scavenge different free radicals. For these reasons it is interesting to investigate the effects of a new complex generated between the vanadyl(IV) cation and the flavonoid hesperidin. The complex has been synthesized and characterized by physicochemical methods. Spectroscopic analysis revealed a 1:1 stoichiometry of ligand:VO and coordination by deprotonated cis-hydroxyl groups to the disaccharide moiety of the ligand. The complex improves the superoxide dismutase (SOD)-like activity of the ligand, but the scavenging of other radicals tested does not change upon complexation. When tested on two tumoral cell lines in culture (one of them derived from a rat osteosarcoma UMR106 and the other from human colon adenocarcinoma Caco-2), the complex enhanced the antiproliferative effects of the free ligand, and this effect correlated with the morphological alterations toward apoptosis. Also, on the osteoblastic cell line the complex stimulated cell proliferation and collagen type I production at low concentrations. At higher doses the complex behaved as a cytotoxic compound for the osteoblasts.

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Abbreviations

ABTS:

2,2′-Azino-bis(3-ethyl-benzothiazoline-6-sulfonic acid diammonium salt)

ALP:

Alkaline phosphatase

DMEM:

Dulbecco’s modified Eagles medium

DPPH· :

1,1-Diphenyl-2-picrylhydrazyl radical

EDTA:

Ethylenediaminetetraacetic acid

NADH:

Nicotinamide adenine dinucleotide

NBT:

Nitroblue tetrazolium

PMS:

Phenazine methosulfate

p-NP:

p-Nitrophenol

p-NPP:

p-Nitrophenylphosphate

SOD:

Superoxide dismutase

TEAC:

Trolox-equivalent antioxidant coefficient

Trolox:

6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid

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Acknowledgments

The authors would like to gratefully acknowledge Dr. Luis Lezama (Departamento de Química Inorgánica, Facultad de Ciencia y Tecnología, Universidad del País Vasco, Apdo 644, 48080 Bilbao, Spain), who kindly measured the EPR spectrum. This work was supported by UNLP, CONICET (PIP6366), CICPBA, ANPCyT (PICT 10968). E.G.F. and S.B.E. are members of the Carrera del Investigador, CONICET. P.A.M.W is a member of the Carrera del Investigador CICPBA, Argentina. J.R. is a fellowship holder from CONICET and L.N. is a student fellow from CICPBA.

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  1. Centro de Química Inorgánica (CEQUINOR/CONICET,UNLP), Facultad de Ciencias Exactas, Universidad Nacional de La Plata, C. Correo 962, 1900, La Plata, Argentina

    Susana Beatriz Etcheverry, Evelina Gloria Ferrer, Luciana Naso, Josefina Rivadeneira, Victoria Salinas & Patricia Ana María Williams

  2. Cátedra de Bioquímica Patológica, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 y 115, 1900, La Plata, Argentina

    Susana Beatriz Etcheverry & Josefina Rivadeneira

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  1. Susana Beatriz Etcheverry
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  2. Evelina Gloria Ferrer
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  3. Luciana Naso
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  4. Josefina Rivadeneira
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  5. Victoria Salinas
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  6. Patricia Ana María Williams
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Correspondence to Patricia Ana María Williams.

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Etcheverry, S.B., Ferrer, E.G., Naso, L. et al. Antioxidant effects of the VO(IV) hesperidin complex and its role in cancer chemoprevention. J Biol Inorg Chem 13, 435 (2008). https://doi.org/10.1007/s00775-007-0332-9

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Keywords

  • Antioxidants
  • Antitumoral
  • Vanadium hesperidin complex
  • Cellular morphology