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

Marine Drugs

Fathi Mabrouki¹  Evelyne Ollivier¹  Stephane Greff¹  Elnur Garayev¹  Béatrice Baghdikian¹  Gaëtan Herbette²  Ioannis P. Trougakos³  Jamal Ouazzani⁴  Charifat Saïd Hassane⁵  Mireille Fouillaud⁵  Anne Gauvin-Bialecki⁵  Patricia Clerc⁵  Laurent Dufossé⁵  Nicole J. de Voogd⁶ 

[1] CNRS 7263, IRD 237, IMBE, Aix Marseille Université, Avignon Université, 13331 Marseille, France;CNRS, Centrale Marseille, FSCM, Spectropole, Aix Marseille Université, Campus de St Jérôme-Service 511, 13397 Marseille, France;Department of Cell Biology and Biophysics, Faculty of Biology, National and Kapodistrian University of Athens, 15784 Athens, Greece;Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Saclay, 1, Av. de la Terrasse, 91198 Gif-sur-Yvette, France;Laboratoire de Chimie et de Biotechnologie des Produits Naturels, Faculté des Sciences et Technologies, Université de La Réunion, 15 Avenue René Cassin, CS 92003, CEDEX 09, 97744 Saint-Denis, France;Naturalis Biodiversity Center, Darwinweg 2, 2333 CR Leiden, The Netherlands;

关键词: Scopalina hapalia;    butenolides;    lipids;    diketopiperazines;    molecular networking;    bromotyrosine;   

DOI  :  10.3390/md20030186

来源: DOAJ

【 摘 要 】

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.

【 授权许可】

Unknown