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Molecular Networking-Based Analysis of Cytotoxic Saponins from Sea Cucumber Holothuria atra .
- Source :
-
Marine drugs [Mar Drugs] 2019 Feb 01; Vol. 17 (2). Date of Electronic Publication: 2019 Feb 01. - Publication Year :
- 2019
-
Abstract
- The saponin composition of a specimen of black sea cucumber, Holothuria atra collected in the Persian Gulf was studied by a combined approach including LC-MS/MS, Molecular Networking, pure compound isolation, and NMR spectroscopy. The saponin composition of Holothuria atra turned out to be more complex than previously reported. The most abundant saponins in the extract ( 1 ⁻ 4 ) were isolated and characterized by 1D- and 2D-NMR experiments. Compound 1 was identified as a new triterpene glycoside saponin, holothurin A5. The side chain of the new saponin 1 , unprecedented among triterpene glycosides, is characterized by an electrophilic enone function, which can undergo slow water or methanol addition under neutral conditions. The cytotoxic activity of compounds 1 ⁻ 4 , evaluated on the human cervix carcinoma HeLa cell line, was remarkable, with IC <subscript>50</subscript> values ranging from 1.2 to 2.5 µg/mL.
- Subjects :
- Animals
Black Sea
Cytotoxins toxicity
HeLa Cells
Humans
Indian Ocean
Inhibitory Concentration 50
Magnetic Resonance Spectroscopy
Molecular Structure
Oligosaccharides
Saponins isolation & purification
Saponins toxicity
Tandem Mass Spectrometry
Triterpenes chemistry
Cytotoxins chemistry
Holothuria chemistry
Saponins chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1660-3397
- Volume :
- 17
- Issue :
- 2
- Database :
- MEDLINE
- Journal :
- Marine drugs
- Publication Type :
- Academic Journal
- Accession number :
- 30717102
- Full Text :
- https://doi.org/10.3390/md17020086