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New Metabolites from the Marine Sponge Scopalina hapalia Collected in Mayotte Lagoon

The biological screening of 44 marine sponge extracts for the research of bioactive molecules, with potential application in the treatment of age-related diseases (cancer and Alzheimer’s disease) and skin aging, resulted in the selection of Scopalina hapalia extract for chemical study. As no reports...

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Autores principales: Saïd Hassane, Charifat, Herbette, Gaëtan, Garayev, Elnur, Mabrouki, Fathi, Clerc, Patricia, de Voogd, Nicole J., Greff, Stephane, Trougakos, Ioannis P., Ouazzani, Jamal, Fouillaud, Mireille, Dufossé, Laurent, Baghdikian, Béatrice, Ollivier, Evelyne, Gauvin-Bialecki, Anne
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8951328/
https://www.ncbi.nlm.nih.gov/pubmed/35323485
http://dx.doi.org/10.3390/md20030186
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author Saïd Hassane, Charifat
Herbette, Gaëtan
Garayev, Elnur
Mabrouki, Fathi
Clerc, Patricia
de Voogd, Nicole J.
Greff, Stephane
Trougakos, Ioannis P.
Ouazzani, Jamal
Fouillaud, Mireille
Dufossé, Laurent
Baghdikian, Béatrice
Ollivier, Evelyne
Gauvin-Bialecki, Anne
author_facet Saïd Hassane, Charifat
Herbette, Gaëtan
Garayev, Elnur
Mabrouki, Fathi
Clerc, Patricia
de Voogd, Nicole J.
Greff, Stephane
Trougakos, Ioannis P.
Ouazzani, Jamal
Fouillaud, Mireille
Dufossé, Laurent
Baghdikian, Béatrice
Ollivier, Evelyne
Gauvin-Bialecki, Anne
author_sort Saïd Hassane, Charifat
collection PubMed
description The biological screening of 44 marine sponge extracts for the research of bioactive molecules, with potential application in the treatment of age-related diseases (cancer and Alzheimer’s disease) and skin aging, resulted in the selection of Scopalina hapalia extract for chemical study. As no reports of secondary metabolites of S. hapalia were found in the literature, we undertook this research to further extend current knowledge of Scopalina chemistry. The investigation of this species led to the discovery of four new compounds: two butenolides sinularone J (1) and sinularone K (2), one phospholipid 1-O-octadecyl-2-pentanoyl-sn-glycero-3-phosphocholine (3) and one lysophospholipid 1-O-(3-methoxy-tetradecanoyl)-sn-glycero-3-phosphocholine (4) alongside with known lysophospholipids (5 and 6), alkylglycerols (7–10), epidioxysterols (11 and 12) and diketopiperazines (13 and 14). The structure elucidation of the new metabolites (1–4) was determined by detailed spectroscopic analysis, including 1D and 2D NMR as well as mass spectrometry. Molecular networking was also explored to complement classical investigation and unravel the chemical classes within this species. GNPS analysis provided further information on potential metabolites with additional bioactive natural compounds predicted.
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spelling pubmed-89513282022-03-26 New Metabolites from the Marine Sponge Scopalina hapalia Collected in Mayotte Lagoon Saïd Hassane, Charifat Herbette, Gaëtan Garayev, Elnur Mabrouki, Fathi Clerc, Patricia de Voogd, Nicole J. Greff, Stephane Trougakos, Ioannis P. Ouazzani, Jamal Fouillaud, Mireille Dufossé, Laurent Baghdikian, Béatrice Ollivier, Evelyne Gauvin-Bialecki, Anne Mar Drugs Article The biological screening of 44 marine sponge extracts for the research of bioactive molecules, with potential application in the treatment of age-related diseases (cancer and Alzheimer’s disease) and skin aging, resulted in the selection of Scopalina hapalia extract for chemical study. As no reports of secondary metabolites of S. hapalia were found in the literature, we undertook this research to further extend current knowledge of Scopalina chemistry. The investigation of this species led to the discovery of four new compounds: two butenolides sinularone J (1) and sinularone K (2), one phospholipid 1-O-octadecyl-2-pentanoyl-sn-glycero-3-phosphocholine (3) and one lysophospholipid 1-O-(3-methoxy-tetradecanoyl)-sn-glycero-3-phosphocholine (4) alongside with known lysophospholipids (5 and 6), alkylglycerols (7–10), epidioxysterols (11 and 12) and diketopiperazines (13 and 14). The structure elucidation of the new metabolites (1–4) was determined by detailed spectroscopic analysis, including 1D and 2D NMR as well as mass spectrometry. Molecular networking was also explored to complement classical investigation and unravel the chemical classes within this species. GNPS analysis provided further information on potential metabolites with additional bioactive natural compounds predicted. MDPI 2022-03-02 /pmc/articles/PMC8951328/ /pubmed/35323485 http://dx.doi.org/10.3390/md20030186 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Saïd Hassane, Charifat
Herbette, Gaëtan
Garayev, Elnur
Mabrouki, Fathi
Clerc, Patricia
de Voogd, Nicole J.
Greff, Stephane
Trougakos, Ioannis P.
Ouazzani, Jamal
Fouillaud, Mireille
Dufossé, Laurent
Baghdikian, Béatrice
Ollivier, Evelyne
Gauvin-Bialecki, Anne
New Metabolites from the Marine Sponge Scopalina hapalia Collected in Mayotte Lagoon
title New Metabolites from the Marine Sponge Scopalina hapalia Collected in Mayotte Lagoon
title_full New Metabolites from the Marine Sponge Scopalina hapalia Collected in Mayotte Lagoon
title_fullStr New Metabolites from the Marine Sponge Scopalina hapalia Collected in Mayotte Lagoon
title_full_unstemmed New Metabolites from the Marine Sponge Scopalina hapalia Collected in Mayotte Lagoon
title_short New Metabolites from the Marine Sponge Scopalina hapalia Collected in Mayotte Lagoon
title_sort new metabolites from the marine sponge scopalina hapalia collected in mayotte lagoon
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8951328/
https://www.ncbi.nlm.nih.gov/pubmed/35323485
http://dx.doi.org/10.3390/md20030186
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