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Pharmacological evaluation of the semi-purified fractions from the soft coral Eunicella singularis and isolation of pure compounds

BACKGROUND: Gorgonians of the genus Eunicella are known for possessing a wide range of pharmacological activities such as antiproliferative and antibacterial effect. The aim of this study was to evaluate the anti-inflammatory and gastroprotective effect of the organic extract and its semi-purified f...

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Autores principales: Deghrigue, Monia, Festa, Carmen, Ghribi, Lotfi, D’auria, Maria Valeria, de Marino, Simona, Ben Jannet, Hichem, Ben Said, Rafik, Bouraoui, Abderrahman
Formato: Online Artículo Texto
Lenguaje:English
Publicado: BioMed Central 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4172910/
https://www.ncbi.nlm.nih.gov/pubmed/25199994
http://dx.doi.org/10.1186/s40199-014-0064-7
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author Deghrigue, Monia
Festa, Carmen
Ghribi, Lotfi
D’auria, Maria Valeria
de Marino, Simona
Ben Jannet, Hichem
Ben Said, Rafik
Bouraoui, Abderrahman
author_facet Deghrigue, Monia
Festa, Carmen
Ghribi, Lotfi
D’auria, Maria Valeria
de Marino, Simona
Ben Jannet, Hichem
Ben Said, Rafik
Bouraoui, Abderrahman
author_sort Deghrigue, Monia
collection PubMed
description BACKGROUND: Gorgonians of the genus Eunicella are known for possessing a wide range of pharmacological activities such as antiproliferative and antibacterial effect. The aim of this study was to evaluate the anti-inflammatory and gastroprotective effect of the organic extract and its semi-purified fractions from the white gorgonian Eunicella singularis and the isolation and identification of pure compound(s) from the more effective fraction. METHODS: Anti-inflammatory activity was evaluated, using the carrageenan-induced rat paw edema test and in comparison to the reference drug Acetylsalicylate of Lysine. The gastroprotective activity was determined using HCl/EtOH induced gastric ulcers in rats. The purification of compound(s) from the more effective fraction was done by two chromatographic methods (HPLC and MPLC). The structure elucidation was determined by extensive spectroscopic analysis ((1)H and (13)C NMR, COSY, HMBC, HMQC and NOESY) and by comparison with data reported in the literature. RESULTS: The evaluation of the anti-inflammatory activity of different fractions from Eunicella singularis showed in a dependent dose manner an important anti-inflammatory activity of the ethanol fraction, the percentage of inhibition of edema, 3 h after carrageenan injection was 66.12%, more effective than the reference drug (56.32%). In addition, this ethanolic fraction showed an interesting gastroprotective effect compared to the reference drugs, ranitidine and omeprazol. The percentage of inhibition of gastric ulcer induced by HCl/ethanol in rats was 70.27%. The percentage of the reference drugs (ranitidine and omeprazol) were 65 and 87.53%, respectively. The purification and structure elucidation of compound(s) from this ethanolic fraction were leading to the isolation of five sterols: cholesterol (5α-cholest-5-en-3β-ol) (1); ergosterol (ergosta-5,22-dien-3β-ol) (2); stigmasterol (24-ethylcholesta-5,22-dien-3b-ol) (3); 5α,8α-epidioxyergosta 6,22-dien-3β-ol (4) and 3β-hydroxy-5α,8α-epidioxyergosta-6-ene (5); and one diterpenoid: palmonine D (6). CONCLUSION: Based on data presented here, we concluded that diterpenoids and sterols detected in the ethanolic fraction can be responsible for its pharmacological activity. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1186/s40199-014-0064-7) contains supplementary material, which is available to authorized users.
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spelling pubmed-41729102014-10-23 Pharmacological evaluation of the semi-purified fractions from the soft coral Eunicella singularis and isolation of pure compounds Deghrigue, Monia Festa, Carmen Ghribi, Lotfi D’auria, Maria Valeria de Marino, Simona Ben Jannet, Hichem Ben Said, Rafik Bouraoui, Abderrahman Daru Research Article BACKGROUND: Gorgonians of the genus Eunicella are known for possessing a wide range of pharmacological activities such as antiproliferative and antibacterial effect. The aim of this study was to evaluate the anti-inflammatory and gastroprotective effect of the organic extract and its semi-purified fractions from the white gorgonian Eunicella singularis and the isolation and identification of pure compound(s) from the more effective fraction. METHODS: Anti-inflammatory activity was evaluated, using the carrageenan-induced rat paw edema test and in comparison to the reference drug Acetylsalicylate of Lysine. The gastroprotective activity was determined using HCl/EtOH induced gastric ulcers in rats. The purification of compound(s) from the more effective fraction was done by two chromatographic methods (HPLC and MPLC). The structure elucidation was determined by extensive spectroscopic analysis ((1)H and (13)C NMR, COSY, HMBC, HMQC and NOESY) and by comparison with data reported in the literature. RESULTS: The evaluation of the anti-inflammatory activity of different fractions from Eunicella singularis showed in a dependent dose manner an important anti-inflammatory activity of the ethanol fraction, the percentage of inhibition of edema, 3 h after carrageenan injection was 66.12%, more effective than the reference drug (56.32%). In addition, this ethanolic fraction showed an interesting gastroprotective effect compared to the reference drugs, ranitidine and omeprazol. The percentage of inhibition of gastric ulcer induced by HCl/ethanol in rats was 70.27%. The percentage of the reference drugs (ranitidine and omeprazol) were 65 and 87.53%, respectively. The purification and structure elucidation of compound(s) from this ethanolic fraction were leading to the isolation of five sterols: cholesterol (5α-cholest-5-en-3β-ol) (1); ergosterol (ergosta-5,22-dien-3β-ol) (2); stigmasterol (24-ethylcholesta-5,22-dien-3b-ol) (3); 5α,8α-epidioxyergosta 6,22-dien-3β-ol (4) and 3β-hydroxy-5α,8α-epidioxyergosta-6-ene (5); and one diterpenoid: palmonine D (6). CONCLUSION: Based on data presented here, we concluded that diterpenoids and sterols detected in the ethanolic fraction can be responsible for its pharmacological activity. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1186/s40199-014-0064-7) contains supplementary material, which is available to authorized users. BioMed Central 2014-09-10 /pmc/articles/PMC4172910/ /pubmed/25199994 http://dx.doi.org/10.1186/s40199-014-0064-7 Text en © Deghrigue et al.; licensee BioMed Central Ltd. 2014 This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly credited. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated.
spellingShingle Research Article
Deghrigue, Monia
Festa, Carmen
Ghribi, Lotfi
D’auria, Maria Valeria
de Marino, Simona
Ben Jannet, Hichem
Ben Said, Rafik
Bouraoui, Abderrahman
Pharmacological evaluation of the semi-purified fractions from the soft coral Eunicella singularis and isolation of pure compounds
title Pharmacological evaluation of the semi-purified fractions from the soft coral Eunicella singularis and isolation of pure compounds
title_full Pharmacological evaluation of the semi-purified fractions from the soft coral Eunicella singularis and isolation of pure compounds
title_fullStr Pharmacological evaluation of the semi-purified fractions from the soft coral Eunicella singularis and isolation of pure compounds
title_full_unstemmed Pharmacological evaluation of the semi-purified fractions from the soft coral Eunicella singularis and isolation of pure compounds
title_short Pharmacological evaluation of the semi-purified fractions from the soft coral Eunicella singularis and isolation of pure compounds
title_sort pharmacological evaluation of the semi-purified fractions from the soft coral eunicella singularis and isolation of pure compounds
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4172910/
https://www.ncbi.nlm.nih.gov/pubmed/25199994
http://dx.doi.org/10.1186/s40199-014-0064-7
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