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Bromotryptamine and Bromotyramine Derivatives from the Tropical Southwestern Pacific Sponge Narrabeena nigra .
- Source :
-
Marine drugs [Mar Drugs] 2019 May 30; Vol. 17 (6). Date of Electronic Publication: 2019 May 30. - Publication Year :
- 2019
-
Abstract
- So far, the Futuna Islands located in the Central Indo-Pacific Ocean have not been inventoried for their diversity in marine sponges and associated chemical diversity. As part of the Tara Pacific expedition, the first chemical investigation of the sponge Narrabeena nigra collected around the Futuna Islands yielded 18 brominated alkaloids: seven new bromotryptamine derivatives 1 - 7 and one new bromotyramine derivative 8 together with 10 known metabolites of both families 9 - 18 . Their structures were deduced from extensive analyses of nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS) data. In silico metabolite anticipation using the online tool MetWork revealed the presence of a key and minor biosynthetic intermediates. These 18 compounds showed almost no cytotoxic effect up to 10 µM on human neuroblastoma SH-SY5Y and microglia BV2 cells, and some of them exhibited an interesting neuroprotective activity by reducing oxidative damage.
- Subjects :
- Alkaloids isolation & purification
Alkaloids toxicity
Animals
Cell Line, Tumor
Cell Survival drug effects
Computer Simulation
Humans
Internet
Magnetic Resonance Spectroscopy
Mass Spectrometry
Mice
Neuroprotective Agents chemistry
Neuroprotective Agents isolation & purification
Neuroprotective Agents pharmacology
Pacific Ocean
Tropical Climate
Alkaloids chemistry
Alkaloids pharmacology
Oxidative Stress drug effects
Porifera chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1660-3397
- Volume :
- 17
- Issue :
- 6
- Database :
- MEDLINE
- Journal :
- Marine drugs
- Publication Type :
- Academic Journal
- Accession number :
- 31151240
- Full Text :
- https://doi.org/10.3390/md17060319