Fast Isolation of Flavonoids from the Endemic Species <i>Nolana ramosissima</i> I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta

The infusion of the desertic plant <i>Nolana ramosissima</i> I.M. Johnst showed vascular smooth muscle relaxation in rat aorta and the presence of several phenolic compounds, which were detected by high resolution UHPLC-Orbitrap-HESI-MS. In addition, five flavonoids were rapidly isolated...

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Main Authors: Fredi Cifuentes, Javier Palacios, Jorge Bórquez, Adrián Paredes, Claudio Parra, Alejandra Bravo, Mario J. Simirgiotis
Format: Article
Language:English
Published: MDPI AG 2020-01-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/25/3/520
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author Fredi Cifuentes
Javier Palacios
Jorge Bórquez
Adrián Paredes
Claudio Parra
Alejandra Bravo
Mario J. Simirgiotis
author_facet Fredi Cifuentes
Javier Palacios
Jorge Bórquez
Adrián Paredes
Claudio Parra
Alejandra Bravo
Mario J. Simirgiotis
author_sort Fredi Cifuentes
collection DOAJ
description The infusion of the desertic plant <i>Nolana ramosissima</i> I.M. Johnst showed vascular smooth muscle relaxation in rat aorta and the presence of several phenolic compounds, which were detected by high resolution UHPLC-Orbitrap-HESI-MS. In addition, five flavonoids were rapidly isolated from a methanolic extract using high-performance counter-current chromatography (HPCCC). The <i>N. ramosissima</i> extract showed endothelium-independent relaxation effect in rat aorta. Sixty-one compounds were detected in the infusion, mainly glycosylated flavonoids, flavanones and several oxylipins, suggesting that a synergistic effect between the compounds in the extracts could be responsible for the relaxation activity. Vascular activity experiments were done in isolated organ bath. In rat aorta, a nitric oxide inhibitor did not prevent the relaxation effects of the extract; however, a selective guanylyl cyclase inhibitor partially blunted this effect. The compound <b>5</b>,3&#8242;-dihydroxy-4&#8242;7-dimethoxyflavone presented higher relaxation effect than 100 &#956;g/mL of <i>N. ramosissima</i> extract. The extract and the isolated metabolites from <i>N. ramosissima</i> can show relaxation effects on rat aorta by a mechanism that is independent of the endothelium.
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spelling doaj.art-66fb3ee4860546a6bc28597f3baacfc12022-12-21T20:56:15ZengMDPI AGMolecules1420-30492020-01-0125352010.3390/molecules25030520molecules25030520Fast Isolation of Flavonoids from the Endemic Species <i>Nolana ramosissima</i> I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat AortaFredi Cifuentes0Javier Palacios1Jorge Bórquez2Adrián Paredes3Claudio Parra4Alejandra Bravo5Mario J. Simirgiotis6Laboratorio de Fisiología Experimental (EPhyL), Instituto Antofagasta (IA), Universidad de Antofagasta, Casilla 170, Antofagasta 1271155, ChileLaboratorio de Bioquímica Aplicada, Instituto de EtnoFarmacología, Facultad de Ciencias de la Salud, Universidad Arturo Prat, Iquique 1110939, ChileDepartamento de Química, Facultad de Ciencias Básicas, Universidad de Antofagasta, Casilla 170, Antofagasta 1271155, ChileDepartamento de Química, Facultad de Ciencias Básicas, Universidad de Antofagasta, Casilla 170, Antofagasta 1271155, ChileLaboratorio de Productos Naturales y Química Medica, Facultad de Ciencias Agronómicas, Universidad de Tarapacá, Arica 1000000, ChileLaboratorio de Fisiología Experimental (EPhyL), Instituto Antofagasta (IA), Universidad de Antofagasta, Casilla 170, Antofagasta 1271155, ChileInstituto de Farmacia, Facultad de Ciencias, Universidad Austral de Chile, Valdivia 5110566, ChileThe infusion of the desertic plant <i>Nolana ramosissima</i> I.M. Johnst showed vascular smooth muscle relaxation in rat aorta and the presence of several phenolic compounds, which were detected by high resolution UHPLC-Orbitrap-HESI-MS. In addition, five flavonoids were rapidly isolated from a methanolic extract using high-performance counter-current chromatography (HPCCC). The <i>N. ramosissima</i> extract showed endothelium-independent relaxation effect in rat aorta. Sixty-one compounds were detected in the infusion, mainly glycosylated flavonoids, flavanones and several oxylipins, suggesting that a synergistic effect between the compounds in the extracts could be responsible for the relaxation activity. Vascular activity experiments were done in isolated organ bath. In rat aorta, a nitric oxide inhibitor did not prevent the relaxation effects of the extract; however, a selective guanylyl cyclase inhibitor partially blunted this effect. The compound <b>5</b>,3&#8242;-dihydroxy-4&#8242;7-dimethoxyflavone presented higher relaxation effect than 100 &#956;g/mL of <i>N. ramosissima</i> extract. The extract and the isolated metabolites from <i>N. ramosissima</i> can show relaxation effects on rat aorta by a mechanism that is independent of the endothelium.https://www.mdpi.com/1420-3049/25/3/520mass spectrometryhigh-performance countercurrent chromatographyflavonoidsvasodilationchilean plants
spellingShingle Fredi Cifuentes
Javier Palacios
Jorge Bórquez
Adrián Paredes
Claudio Parra
Alejandra Bravo
Mario J. Simirgiotis
Fast Isolation of Flavonoids from the Endemic Species <i>Nolana ramosissima</i> I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta
Molecules
mass spectrometry
high-performance countercurrent chromatography
flavonoids
vasodilation
chilean plants
title Fast Isolation of Flavonoids from the Endemic Species <i>Nolana ramosissima</i> I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta
title_full Fast Isolation of Flavonoids from the Endemic Species <i>Nolana ramosissima</i> I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta
title_fullStr Fast Isolation of Flavonoids from the Endemic Species <i>Nolana ramosissima</i> I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta
title_full_unstemmed Fast Isolation of Flavonoids from the Endemic Species <i>Nolana ramosissima</i> I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta
title_short Fast Isolation of Flavonoids from the Endemic Species <i>Nolana ramosissima</i> I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta
title_sort fast isolation of flavonoids from the endemic species i nolana ramosissima i i m johnst and its endothelium independent relaxation effect in rat aorta
topic mass spectrometry
high-performance countercurrent chromatography
flavonoids
vasodilation
chilean plants
url https://www.mdpi.com/1420-3049/25/3/520
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