Secondary Metabolites in Ramalina terebrata Detected by UHPLC/ESI/MS/MS and Identification of Parietin as Tau Protein Inhibitor

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...

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Published in:International Journal of Molecular Sciences
Main Authors: Alberto Cornejo, Francisco Salgado, Julio Caballero, Reinaldo Vargas, Mario Simirgiotis, Carlos Areche
Format: Article in Journal/Newspaper
Language:English
Published: MDPI AG 2016
Subjects:
Online Access:https://doi.org/10.3390/ijms17081303
https://doaj.org/article/8dc9a73591784cd7a1dc3b39814b0df6
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spelling ftdoajarticles:oai:doaj.org/article:8dc9a73591784cd7a1dc3b39814b0df6 2023-05-15T13:55:29+02:00 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 2016-08-01T00:00:00Z https://doi.org/10.3390/ijms17081303 https://doaj.org/article/8dc9a73591784cd7a1dc3b39814b0df6 EN eng MDPI AG http://www.mdpi.com/1422-0067/17/8/1303 https://doaj.org/toc/1422-0067 1422-0067 doi:10.3390/ijms17081303 https://doaj.org/article/8dc9a73591784cd7a1dc3b39814b0df6 International Journal of Molecular Sciences, Vol 17, Iss 8, p 1303 (2016) Alzheimer’s disease docking Ramalina tau protein lichens parietin UHPLC/MS Biology (General) QH301-705.5 Chemistry QD1-999 article 2016 ftdoajarticles https://doi.org/10.3390/ijms17081303 2022-12-31T07:25:21Z 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 tau 306VQIVYK311 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. Article in Journal/Newspaper Antarc* Antarctic Directory of Open Access Journals: DOAJ Articles Antarctic The Antarctic International Journal of Molecular Sciences 17 8 1303
institution Open Polar
collection Directory of Open Access Journals: DOAJ Articles
op_collection_id ftdoajarticles
language English
topic Alzheimer’s disease
docking
Ramalina
tau protein
lichens
parietin
UHPLC/MS
Biology (General)
QH301-705.5
Chemistry
QD1-999
spellingShingle Alzheimer’s disease
docking
Ramalina
tau protein
lichens
parietin
UHPLC/MS
Biology (General)
QH301-705.5
Chemistry
QD1-999
Alberto Cornejo
Francisco Salgado
Julio Caballero
Reinaldo Vargas
Mario Simirgiotis
Carlos Areche
Secondary Metabolites in Ramalina terebrata Detected by UHPLC/ESI/MS/MS and Identification of Parietin as Tau Protein Inhibitor
topic_facet Alzheimer’s disease
docking
Ramalina
tau protein
lichens
parietin
UHPLC/MS
Biology (General)
QH301-705.5
Chemistry
QD1-999
description 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 tau 306VQIVYK311 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.
format Article in Journal/Newspaper
author Alberto Cornejo
Francisco Salgado
Julio Caballero
Reinaldo Vargas
Mario Simirgiotis
Carlos Areche
author_facet Alberto Cornejo
Francisco Salgado
Julio Caballero
Reinaldo Vargas
Mario Simirgiotis
Carlos Areche
author_sort Alberto Cornejo
title Secondary Metabolites in Ramalina terebrata Detected by UHPLC/ESI/MS/MS and Identification of Parietin as Tau Protein Inhibitor
title_short Secondary Metabolites in Ramalina terebrata Detected by UHPLC/ESI/MS/MS and Identification of Parietin as Tau Protein Inhibitor
title_full Secondary Metabolites in Ramalina terebrata Detected by UHPLC/ESI/MS/MS and Identification of Parietin as Tau Protein Inhibitor
title_fullStr Secondary Metabolites in Ramalina terebrata Detected by UHPLC/ESI/MS/MS and Identification of Parietin as Tau Protein Inhibitor
title_full_unstemmed Secondary Metabolites in Ramalina terebrata Detected by UHPLC/ESI/MS/MS and Identification of Parietin as Tau Protein Inhibitor
title_sort secondary metabolites in ramalina terebrata detected by uhplc/esi/ms/ms and identification of parietin as tau protein inhibitor
publisher MDPI AG
publishDate 2016
url https://doi.org/10.3390/ijms17081303
https://doaj.org/article/8dc9a73591784cd7a1dc3b39814b0df6
geographic Antarctic
The Antarctic
geographic_facet Antarctic
The Antarctic
genre Antarc*
Antarctic
genre_facet Antarc*
Antarctic
op_source International Journal of Molecular Sciences, Vol 17, Iss 8, p 1303 (2016)
op_relation http://www.mdpi.com/1422-0067/17/8/1303
https://doaj.org/toc/1422-0067
1422-0067
doi:10.3390/ijms17081303
https://doaj.org/article/8dc9a73591784cd7a1dc3b39814b0df6
op_doi https://doi.org/10.3390/ijms17081303
container_title International Journal of Molecular Sciences
container_volume 17
container_issue 8
container_start_page 1303
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