Antioxidant and anticancer effects and bioavailability studies of the flavonoid baicalin and its oxidovanadium(IV) complex

Based on the known antioxidant effect of flavonoids, baicalin (baic) found in roots of <i>Scutellaria</i> has been selected. Its coordination complex with the oxidovanadium(IV) cation, Na<sub>4</sub>[VO(baic)<sub>2</sub>].6H<sub>2</sub>O (V<sup>I...

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Autores principales: Martínez Medina, Juan José, Naso, Luciana, Pérez, Ana L., Rizzi, Alberto, Ferrer, Evelina Gloria, Williams, Patricia Ana María
Formato: Articulo
Lenguaje:Inglés
Publicado: 2016
Materias:
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/103793
https://www.sciencedirect.com/science/article/pii/S0162013416303762?via%3Dihub
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id I19-R120-10915-103793
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Química
BSA binding
Oxidovanadium (IV) complex
Baicalin
Antioxidant
Anticancer
spellingShingle Química
BSA binding
Oxidovanadium (IV) complex
Baicalin
Antioxidant
Anticancer
Martínez Medina, Juan José
Naso, Luciana
Pérez, Ana L.
Rizzi, Alberto
Ferrer, Evelina Gloria
Williams, Patricia Ana María
Antioxidant and anticancer effects and bioavailability studies of the flavonoid baicalin and its oxidovanadium(IV) complex
topic_facet Química
BSA binding
Oxidovanadium (IV) complex
Baicalin
Antioxidant
Anticancer
description Based on the known antioxidant effect of flavonoids, baicalin (baic) found in roots of <i>Scutellaria</i> has been selected. Its coordination complex with the oxidovanadium(IV) cation, Na<sub>4</sub>[VO(baic)<sub>2</sub>].6H<sub>2</sub>O (V<sup>IV</sup>O(baic)), was synthesized at pH 9 in ethanol and characterized by physicochemical methods. Spectrophotometric studies at pH 9 showed a ligand: metal stoichiometry of 2:1. By vibrational spectroscopy a coordination mode through the cis 5-OH and 6-OH deprotonated groups is inferred. EPR spectroscopy shows an environment of four aryloxide (ArO−) groups in the equatorial plane of the V=O moiety, both in solution and in the solid complex. The antioxidant capacity against superoxide and peroxyl radicals of V<sup>IV</sup>O(baic) resulted greater than for baicalin and correlated with previous results obtained for other VOflavonoid complexes. The coordination mode produces delocalization of the electron density and the stabilization of the radical formed by interaction with external radicals. The complex and the ligand displayed no toxic (<i>Artemia salina</i> test) and no mutagenic (Ames test) effects. The complex improved the ability of the ligand to reduce cell viability of human lung cancer cell lines (A549) generating reactive oxygen species (ROS) in cells, being this effect reversed by pre-incubation of the cells with antioxidants such as vitamins C and E. The addition of NAC (N-acetyl-L-cysteine, a sequestering agent of free radicals) suppresses the anticancer effect, confirming the oxidative stress mechanism. The complex interacted with bovine serum albumin (BSA) with stronger binding than baicalin and the mechanisms involved H bonding and van der Waals interactions.
format Articulo
Articulo
author Martínez Medina, Juan José
Naso, Luciana
Pérez, Ana L.
Rizzi, Alberto
Ferrer, Evelina Gloria
Williams, Patricia Ana María
author_facet Martínez Medina, Juan José
Naso, Luciana
Pérez, Ana L.
Rizzi, Alberto
Ferrer, Evelina Gloria
Williams, Patricia Ana María
author_sort Martínez Medina, Juan José
title Antioxidant and anticancer effects and bioavailability studies of the flavonoid baicalin and its oxidovanadium(IV) complex
title_short Antioxidant and anticancer effects and bioavailability studies of the flavonoid baicalin and its oxidovanadium(IV) complex
title_full Antioxidant and anticancer effects and bioavailability studies of the flavonoid baicalin and its oxidovanadium(IV) complex
title_fullStr Antioxidant and anticancer effects and bioavailability studies of the flavonoid baicalin and its oxidovanadium(IV) complex
title_full_unstemmed Antioxidant and anticancer effects and bioavailability studies of the flavonoid baicalin and its oxidovanadium(IV) complex
title_sort antioxidant and anticancer effects and bioavailability studies of the flavonoid baicalin and its oxidovanadium(iv) complex
publishDate 2016
url http://sedici.unlp.edu.ar/handle/10915/103793
https://www.sciencedirect.com/science/article/pii/S0162013416303762?via%3Dihub
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