Abstract
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.
Highlights
In the course of our research aimed at the discovery of bioactive metabolites with potential application in the treatment of age-related diseases and skin aging such as anti-CDK7, anti-tyrosinase or sirtuin 1 activators substances, 44 marine sponges were collected from the lagoon of Mayotte and evaluated
We report the isolation of two new 2,3-dimethyl butenolide derivatives
In an effort to fully capture the chemical space of this Scopalina hapalia specimen, In an effort to fully capture the chemical space of this Scopalina hapalia specimen, momolecular networking was used to complement the traditional chemical investigation
Summary
In the course of our research aimed at the discovery of bioactive metabolites with potential application in the treatment of age-related diseases and skin aging such as anti-CDK7, anti-tyrosinase or sirtuin 1 activators substances, 44 marine sponges were collected from the lagoon of Mayotte and evaluated. Amongst this last category, the Scopalina hapalia (Order Scopalinida) [6] extract exhibited significant inhibitory activities against the protein kinase FynB and elastase, respectively, involved in neurodegenerative diseases [7,8] and skin aging [9]. The Scopalina hapalia (Order Scopalinida) [6] extract exhibited significant inhibitory activities against the protein kinase FynB and elastase, respectively, involved in neurodegenerative diseases [7,8] and skin aging [9] It was selected for further chemical investigation. Chemical structures structures of new (1–4)ofand known isolated from Scopalina hapalia.Scopalina hapalia
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