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A New Polyoxygenated Flavonol Gossypetin-3-O-β-d-Robinobioside from Caesalpinia gilliesii (Hook.) D. Dietr. and In Vivo Hepatoprotective, Anti-Inflammatory, and Anti-Ulcer Activities of the Leaf Methanol Extract

A hitherto unknown polyoxygenated flavonol robinobioside (gossypetin-3-O-β-d-robinobioside) was isolated from the leaves of Caesalpinia gilliesii along with thirteen known phenolic secondary metabolites. The isolated compounds were characterized using spectroscopic analysis, including 1D and 2D NMR...

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Autores principales: Emam, Mahmoud, El Raey, Mohamed A., El-Haddad, Alaadin E., El Awdan, Sally A., Rabie, Abdel-Gawad M., El-Ansari, Mohamed A., Sobeh, Mansour, Osman, Samir M., Wink, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337366/
https://www.ncbi.nlm.nih.gov/pubmed/30602714
http://dx.doi.org/10.3390/molecules24010138
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author Emam, Mahmoud
El Raey, Mohamed A.
El-Haddad, Alaadin E.
El Awdan, Sally A.
Rabie, Abdel-Gawad M.
El-Ansari, Mohamed A.
Sobeh, Mansour
Osman, Samir M.
Wink, Michael
author_facet Emam, Mahmoud
El Raey, Mohamed A.
El-Haddad, Alaadin E.
El Awdan, Sally A.
Rabie, Abdel-Gawad M.
El-Ansari, Mohamed A.
Sobeh, Mansour
Osman, Samir M.
Wink, Michael
author_sort Emam, Mahmoud
collection PubMed
description A hitherto unknown polyoxygenated flavonol robinobioside (gossypetin-3-O-β-d-robinobioside) was isolated from the leaves of Caesalpinia gilliesii along with thirteen known phenolic secondary metabolites. The isolated compounds were characterized using spectroscopic analysis, including 1D and 2D NMR and mass spectrometry (MS) analyses. The extract reduced the level of liver damage in CCl(4)-induced liver injury in rats. A decrease of the liver biomarkers—aspartate aminotransferase (AST) and alanine aminotransferase (ALT) and an increase of total antioxidant capacity (TAC) levels—were observed similar to the liver protecting drug silymarin. In addition, the extract showed promising activity against carrageenan-induced paw edema in rats and protected their stomachs against ethanol-induced gastric ulcers in a concentration dependent fashion. The observed activities could be attributed to the high content of antioxidant polyphenols. Our results suggest that the C. gilliesii has the capacity to scavenge free radicals and can protect against oxidative stress, and liver and stomach injury.
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spelling pubmed-63373662019-01-25 A New Polyoxygenated Flavonol Gossypetin-3-O-β-d-Robinobioside from Caesalpinia gilliesii (Hook.) D. Dietr. and In Vivo Hepatoprotective, Anti-Inflammatory, and Anti-Ulcer Activities of the Leaf Methanol Extract Emam, Mahmoud El Raey, Mohamed A. El-Haddad, Alaadin E. El Awdan, Sally A. Rabie, Abdel-Gawad M. El-Ansari, Mohamed A. Sobeh, Mansour Osman, Samir M. Wink, Michael Molecules Article A hitherto unknown polyoxygenated flavonol robinobioside (gossypetin-3-O-β-d-robinobioside) was isolated from the leaves of Caesalpinia gilliesii along with thirteen known phenolic secondary metabolites. The isolated compounds were characterized using spectroscopic analysis, including 1D and 2D NMR and mass spectrometry (MS) analyses. The extract reduced the level of liver damage in CCl(4)-induced liver injury in rats. A decrease of the liver biomarkers—aspartate aminotransferase (AST) and alanine aminotransferase (ALT) and an increase of total antioxidant capacity (TAC) levels—were observed similar to the liver protecting drug silymarin. In addition, the extract showed promising activity against carrageenan-induced paw edema in rats and protected their stomachs against ethanol-induced gastric ulcers in a concentration dependent fashion. The observed activities could be attributed to the high content of antioxidant polyphenols. Our results suggest that the C. gilliesii has the capacity to scavenge free radicals and can protect against oxidative stress, and liver and stomach injury. MDPI 2018-12-31 /pmc/articles/PMC6337366/ /pubmed/30602714 http://dx.doi.org/10.3390/molecules24010138 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Emam, Mahmoud
El Raey, Mohamed A.
El-Haddad, Alaadin E.
El Awdan, Sally A.
Rabie, Abdel-Gawad M.
El-Ansari, Mohamed A.
Sobeh, Mansour
Osman, Samir M.
Wink, Michael
A New Polyoxygenated Flavonol Gossypetin-3-O-β-d-Robinobioside from Caesalpinia gilliesii (Hook.) D. Dietr. and In Vivo Hepatoprotective, Anti-Inflammatory, and Anti-Ulcer Activities of the Leaf Methanol Extract
title A New Polyoxygenated Flavonol Gossypetin-3-O-β-d-Robinobioside from Caesalpinia gilliesii (Hook.) D. Dietr. and In Vivo Hepatoprotective, Anti-Inflammatory, and Anti-Ulcer Activities of the Leaf Methanol Extract
title_full A New Polyoxygenated Flavonol Gossypetin-3-O-β-d-Robinobioside from Caesalpinia gilliesii (Hook.) D. Dietr. and In Vivo Hepatoprotective, Anti-Inflammatory, and Anti-Ulcer Activities of the Leaf Methanol Extract
title_fullStr A New Polyoxygenated Flavonol Gossypetin-3-O-β-d-Robinobioside from Caesalpinia gilliesii (Hook.) D. Dietr. and In Vivo Hepatoprotective, Anti-Inflammatory, and Anti-Ulcer Activities of the Leaf Methanol Extract
title_full_unstemmed A New Polyoxygenated Flavonol Gossypetin-3-O-β-d-Robinobioside from Caesalpinia gilliesii (Hook.) D. Dietr. and In Vivo Hepatoprotective, Anti-Inflammatory, and Anti-Ulcer Activities of the Leaf Methanol Extract
title_short A New Polyoxygenated Flavonol Gossypetin-3-O-β-d-Robinobioside from Caesalpinia gilliesii (Hook.) D. Dietr. and In Vivo Hepatoprotective, Anti-Inflammatory, and Anti-Ulcer Activities of the Leaf Methanol Extract
title_sort new polyoxygenated flavonol gossypetin-3-o-β-d-robinobioside from caesalpinia gilliesii (hook.) d. dietr. and in vivo hepatoprotective, anti-inflammatory, and anti-ulcer activities of the leaf methanol extract
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337366/
https://www.ncbi.nlm.nih.gov/pubmed/30602714
http://dx.doi.org/10.3390/molecules24010138
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