Purification, structural elucidation, antioxidant capacity and neuroprotective potential of the main polyphenolic compounds contained in Achyrocline satureioides (Lam) D.C. (Compositae)

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Título

Purification, structural elucidation, antioxidant capacity and neuroprotective potential of the main polyphenolic compounds contained in Achyrocline satureioides (Lam) D.C. (Compositae)

Tema

FLAVONOIDES
ANTIOXIDANTES
NEUROPROTECCION
ACHYROCLINE SATUREIOIDES
BIBLIOGRAFIA NACIONAL QUIMICA
2019

Abstract

Achyrocline satureioides (Lam) D.C (Compositae) is a native medicinal plant of South America traditionally utilized for its anti-inflammatory, sedative and anti-atherosclerotic properties among others. Neuroprotective effects have been reported in vivo and could be associated to its elevated content of flavonoid aglycones. In the present study we performed the isolation and structure elucidation of the major individual flavonoids of A. satureioides along with the in vitro characterization of their individual antioxidant and neuroprotective properties in order to see their putative relevance for treating neurodegeneration. Exact mass, HPLC-MS/MS and 1H NMR identified dicaffeoyl quinic acid isomers, quercetin, luteolin, isoquercitrin, and 3-O-methylquercetin as the mayor polyphenols. Flavonoids intrinsic redox properties were evaluated in the presence of the endogenous antioxidants GSH and Ascorbate. Density Functional Theory (DFT) molecular modeling and electron density studies showed a theoretical basis for their different redox properties. Finally, in vitro neuroprotective effect of each isolated flavonoid was evaluated against hydrogen peroxide-induced toxicity in a primary neuronal culture paradigm. Our results showed that quercetin was more efficacious than luteolin and isoquercitrin, while 3-O-methylquercetin was unable to afford neuroprotection significantly. This was in accordance with the susceptibility of each flavonoid to be oxidized and to react with GSH. Overall our results shed light on chemical and molecular mechanisms underlying bioactive actions of A. satureioides main flavonoids that could contribute to its neuroprotective effects and support the positive association between the consumption of A. satureioides as a natural dietary source of polyphenols, and beneficial health effect.

Autor

Martínez-Busi, Marcela
Arredondo Unanua, María Florencia.
Echeverry, Carolina.
Vega Teijido, Mauricio A.
Carvalho, Diego
Rodríguez Haralambides, Alejandra
Rivera, Felicia
Dajas, Federico
Abin-Carriquiry, Juan A

Fuente

Bioorganic & Medicinal Chemistry v. 27, no. 12, 2019. -- p.2579-2591

Editor

Elsevier

Fecha

2019

Derechos

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Formato

PDF

Idioma

Inglés

Tipo

Artículo

Identificador

DOI: 10.1016/j.bmc.2019.03.047

Document Item Type Metadata

Original Format

PDF
Fecha de agregación
July 29, 2019
Colección
Bibliografía Nacional Química
Tipo de Elemento
Document
Etiquetas
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Citación
Martínez-Busi, Marcela, “Purification, structural elucidation, antioxidant capacity and neuroprotective potential of the main polyphenolic compounds contained in Achyrocline satureioides (Lam) D.C. (Compositae),” RIQUIM - Repositorio Institucional de la Facultad de Química - UdelaR, accessed December 12, 2019, http://riquim.fq.edu.uy/items/show/5812.
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