Secondary metabolites in ramalina terebrata detected by UHPLC/ESI/MS/MS and identification of parietin as tau protein inhibitor

Alberto Cornejo, Francisco Salgado, Julio Caballero, Reinaldo Vargas, Mario Simirgiotis, Carlos Areche

Resultado de la investigación: Article

15 Citas (Scopus)

Resumen

Liquid chromatography coupled with mass spectrometry is an outstanding methodology for fast analysis of phenolic compounds in biological samples. Twenty two compounds were quickly and accurately identified in the methanolic extract of the Antarctic lichen Ramalina terebrata for the first time using ultra high pressure liquid chromatography coupled with photodiode array detector and high resolution mass spectrometry (UHPLC-PDA-Q/Orbitrap/MS/MS). In addition, the extract and the four compounds isolated from this species were tested for the inhibitory activity of tau protein aggregation, which is a protein involved in Alzheimer’s disease (AD). All compounds showed null activity with the exception of parietin, which it was able to inhibit aggregation process of tau in a concentration range between 3 μg/mL (10 μM) to 28 μg/mL (100 μM). In addition, we show how parietin interact with tau306VQIVYK311 hexapeptide inside of the microtubule binding domain (4R) with the help of molecular docking experiments. Finally, the constituents present in the methanolic extract could possibly contribute to the established anti-aggregation activity for this extract and this in-depth analysis of the chemical composition of R. terebrata could guide further research into its medicinal properties and potential uses.

Idioma originalEnglish
Número de artículo1303
PublicaciónInternational Journal of Molecular Sciences
Volumen17
N.º8
DOI
EstadoPublished - 18 ago 2016

Huella dactilar

tau Proteins
metabolites
Metabolites
inhibitors
Mass Spectrometry
Agglomeration
liquid chromatography
proteins
Proteins
Lichens
Mass spectrometry
mass spectroscopy
lichens
Microtubules
Liquid Chromatography
High pressure liquid chromatography
Alzheimer Disease
High Pressure Liquid Chromatography
Liquid chromatography
Personal digital assistants

ASJC Scopus subject areas

  • Catalysis
  • Molecular Biology
  • Spectroscopy
  • Computer Science Applications
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Citar esto

Cornejo, Alberto ; Salgado, Francisco ; Caballero, Julio ; Vargas, Reinaldo ; Simirgiotis, Mario ; Areche, Carlos. / Secondary metabolites in ramalina terebrata detected by UHPLC/ESI/MS/MS and identification of parietin as tau protein inhibitor. En: International Journal of Molecular Sciences. 2016 ; Vol. 17, N.º 8.
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abstract = "Liquid chromatography coupled with mass spectrometry is an outstanding methodology for fast analysis of phenolic compounds in biological samples. Twenty two compounds were quickly and accurately identified in the methanolic extract of the Antarctic lichen Ramalina terebrata for the first time using ultra high pressure liquid chromatography coupled with photodiode array detector and high resolution mass spectrometry (UHPLC-PDA-Q/Orbitrap/MS/MS). In addition, the extract and the four compounds isolated from this species were tested for the inhibitory activity of tau protein aggregation, which is a protein involved in Alzheimer’s disease (AD). All compounds showed null activity with the exception of parietin, which it was able to inhibit aggregation process of tau in a concentration range between 3 μg/mL (10 μM) to 28 μg/mL (100 μM). In addition, we show how parietin interact with tau306VQIVYK311 hexapeptide inside of the microtubule binding domain (4R) with the help of molecular docking experiments. Finally, the constituents present in the methanolic extract could possibly contribute to the established anti-aggregation activity for this extract and this in-depth analysis of the chemical composition of R. terebrata could guide further research into its medicinal properties and potential uses.",
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Secondary metabolites in ramalina terebrata detected by UHPLC/ESI/MS/MS and identification of parietin as tau protein inhibitor. / Cornejo, Alberto; Salgado, Francisco; Caballero, Julio; Vargas, Reinaldo; Simirgiotis, Mario; Areche, Carlos.

En: International Journal of Molecular Sciences, Vol. 17, N.º 8, 1303, 18.08.2016.

Resultado de la investigación: Article

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AU - Simirgiotis, Mario

AU - Areche, Carlos

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