Click
here to close Hello! We notice that
you are using Internet Explorer, which is not supported by Echinobase
and may cause the site to display incorrectly. We suggest using a
current version of Chrome,
FireFox,
or Safari.
Nutrients
2023 Feb 19;154:. doi: 10.3390/nu15041033.
Show Gene links
Show Anatomy links
Saponin and Fatty Acid Profiling of the Sea Cucumber Holothuria atra, α-Glucosidase Inhibitory Activity and the Identification of a Novel Triterpene Glycoside.
Puspitasari YE
,
Tuenter E
,
Foubert K
,
Herawati H
,
Hariati AM
,
Aulanni'am A
,
Pieters L
,
De Bruyne T
,
Hermans N
.
???displayArticle.abstract???
Saponin-rich sea cucumber extracts have shown antidiabetic effects in a few reports. Although the triterpene glycosides of sea cucumbers are commonly isolated from their Cuvierian tubules, these are absent in Holothuria atra Jaeger. Therefore, this study intended to investigate the saponin profile in the body wall of H. atra, as well as to assess the α-glucosidase inhibitory activity of the H. atra extracts. The chemical profiling of sea cucumber extracts was conducted by UPLC-HRMS analysis. This resulted in the tentative identification of 11 compounds, 7 of which have not been reported in the H. Atra body wall before. Additionally, two triterpene glycosides were purified and their structures were elucidated based on HRMS and NMR data: desholothurin B (1), and a novel epimer, 12-epi-desholothurin B (2). Moreover, the fatty acid profile of the H. atra body wall was investigated by GC-MS. It was found that the Me90 fraction of the H. atra body wall showed the strongest α-glucosidase inhibitory activity (IC50 value 0.158 ± 0.002 mg/mL), thus making it more potent than acarbose (IC50 value 2.340 ± 0.044 mg/mL).
PRJ-4270/LPDP.3/2016 The Indonesia Endowment Fund for Education/Lembaga Pengelola Dana Pendidikan (LPDP) and Indonesian Ministry of Research, Technology, and Higher Education (RISTEKDIKTI)
Figure 1. General scheme of extraction, fractionation, and chemical profiling of the H. atra body wall extract.
Figure 2. Sapogenin (A), sapogenin side chains (B/R2), and glycosidic moieties (C/R3) of triterpene glycosides identified in H. atra body wall by means of UPLC-HRMS analysis. Correspond-ing substructures of sapogenin (1–11), (a, b).
Figure 3. Structure of calcigeroside B.
Figure 4. Structure of nobiliside II (=ananaside C).
Antonov,
Triterpene glycosides from Antarctic sea cucumbers. 1. Structure of liouvillosides A1, A2, A3, B1, and B2 from the sea cucumber Staurocucumis liouvillei: new procedure for separation of highly polar glycoside fractions and taxonomic revision.
2008, Pubmed,
Echinobase
Antonov,
Triterpene glycosides from Antarctic sea cucumbers. 1. Structure of liouvillosides A1, A2, A3, B1, and B2 from the sea cucumber Staurocucumis liouvillei: new procedure for separation of highly polar glycoside fractions and taxonomic revision.
2008,
Pubmed
,
Echinobase
Antonov,
Triterpene glycosides from Antarctic sea cucumbers III. Structures of liouvillosides A(4) and A(5), two minor disulphated tetraosides containing 3-O-methylquinovose as terminal monosaccharide units from the sea cucumber Staurocucumis liouvillei (Vaney).
2011,
Pubmed
,
Echinobase
Assawasuparerk,
Scabraside D Derived from Sea Cucumber Induces Apoptosis and Inhibits Metastasis via iNOS and STAT-3 Expression in Human Cholangiocarcinoma Xenografts.
2016,
Pubmed
,
Echinobase
Assawasuparerk,
Scabraside D Extracted from Holothuria scabra Induces Apoptosis and Inhibits Growth of Human Cholangiocarcinoma Xenografts in Mice.
2016,
Pubmed
,
Echinobase
Avilov,
Triterpene glycosides from the Far-Eastern sea cucumber Pentamera calcigera. 1. Monosulfated glycosides and cytotoxicity of their unsulfated derivatives.
2000,
Pubmed
,
Echinobase
Bahrami,
Structure elucidation of new acetylated saponins, Lessoniosides A, B, C, D, and E, and non-acetylated saponins, Lessoniosides F and G, from the viscera of the sea cucumber Holothuria lessoni.
2015,
Pubmed
,
Echinobase
Bahrami,
Structure elucidation of five novel isomeric saponins from the viscera of the sea cucumber Holothuria lessoni.
2014,
Pubmed
,
Echinobase
Bahrami,
Acetylated Triterpene Glycosides and Their Biological Activity from Holothuroidea Reported in the Past Six Decades.
2016,
Pubmed
,
Echinobase
Bahrami,
Discovery of novel saponins from the viscera of the sea cucumber Holothuria lessoni.
2014,
Pubmed
,
Echinobase
Barber,
Flavonoids as Human Intestinal α-Glucosidase Inhibitors.
2021,
Pubmed
Bondoc,
Chemical fingerprinting and phylogenetic mapping of saponin congeners from three tropical holothurian sea cucumbers.
2013,
Pubmed
,
Echinobase
Calabro,
Poecillastrosides, Steroidal Saponins from the Mediterranean Deep-Sea Sponge Poecillastra compressa (Bowerbank, 1866).
2017,
Pubmed
Caulier,
When a repellent becomes an attractant: harmful saponins are kairomones attracting the symbiotic Harlequin crab.
2013,
Pubmed
,
Echinobase
Colorado,
Ulososides and urabosides--triterpenoid saponins from the Caribbean marine sponge Ectyoplasia ferox.
2013,
Pubmed
Dang,
Two new triterpene glycosides from the Vietnamese sea cucumber Holothuria scabra.
2007,
Pubmed
,
Echinobase
Delia,
Characterization of the aglycones of the toxic principle of the sea cucumber Holothuria atra.
1977,
Pubmed
,
Echinobase
Demeyer,
Molecular diversity and body distribution of saponins in the sea star Asterias rubens by mass spectrometry.
2014,
Pubmed
,
Echinobase
Dendooven,
Concomitant positive patch test reactions in FreeStyle-allergic patients sensitized to isobornyl acrylate.
2021,
Pubmed
El Barky,
Anti-diabetic activity of Holothuria thomasi saponin.
2016,
Pubmed
,
Echinobase
Fredalina,
Fatty acid compositions in local sea cucumber, Stichopus chloronotus, for wound healing.
1999,
Pubmed
,
Echinobase
Fu,
Effect and potential mechanism of action of sea cucumber saponins on postprandial blood glucose in mice.
2016,
Pubmed
,
Echinobase
Grauso,
Molecular Networking-Based Analysis of Cytotoxic Saponins from Sea Cucumber Holothuria atra.
2019,
Pubmed
,
Echinobase
Han,
Two new cytotoxic triterpene glycosides from the sea cucumber Holothuria scabra.
2009,
Pubmed
,
Echinobase
Han,
A novel sulfated holostane glycoside from sea cucumber Holothuria leucospilota.
2010,
Pubmed
,
Echinobase
Han,
Antifungal active triterpene glycosides from sea cucumber Holothuria scabra.
2009,
Pubmed
,
Echinobase
Hoang,
Triterpene glycosides from the Vietnamese sea cucumber Holothuria edulis.
2020,
Pubmed
,
Echinobase
Honey-Escandón,
Biological and taxonomic perspective of triterpenoid glycosides of sea cucumbers of the family Holothuriidae (Echinodermata, Holothuroidea).
2015,
Pubmed
,
Echinobase
Kiew,
Jewel of the seabed: sea cucumbers as nutritional and drug candidates.
2012,
Pubmed
,
Echinobase
Kuznetsova,
A comparative study in vitro of physiological activity of triterpene glycosides of marine invertebrates of echinoderm type.
1982,
Pubmed
,
Echinobase
Nguyen,
α-Glucosidase inhibitory activities of fatty acids purified from the internal organ of sea cucumber Stichopus japonicas.
2015,
Pubmed
,
Echinobase
Nguyen,
Two unsaturated fatty acids with potent α-glucosidase inhibitory activity purified from the body wall of sea cucumber (Stichopus japonicus).
2011,
Pubmed
,
Echinobase
Oleszek,
Chromatographic determination of plant saponins--an update (2002-2005).
2006,
Pubmed
Rivera-Mondragón,
Phytochemical characterization and comparative studies of four Cecropia species collected in Panama using multivariate data analysis.
2019,
Pubmed
Shah,
Effectiveness of cyclohexyl functionality in ugonins from Helminthostachys zeylanica to PTP1B and α-glucosidase inhibitions.
2020,
Pubmed
Shahinozzaman,
Cytotoxic Desulfated Saponin from Holothuria atra Predicted to Have High Binding Affinity to the Oncogenic Kinase PAK1: A Combined In Vitro and In Silico Study.
2018,
Pubmed
,
Echinobase
Silchenko,
Triterpene glycosides from the sea cucumber Eupentacta fraudatrix. Structure and biological action of cucumariosides I1, I3, I4, three new minor disulfated pentaosides.
2013,
Pubmed
,
Echinobase
Silchenko,
Holothurins B(2), B(3), and B(4), new triterpene glycosides from mediterranean sea cucumbers of the genus holothuria.
2005,
Pubmed
,
Echinobase
Sroyraya,
Saponins enriched in the epidermal layer of Holothuria leucospilota body wall.
2018,
Pubmed
,
Echinobase
Stonik,
Toxins from sea cucumbers (holothuroids): chemical structures, properties, taxonomic distribution, biosynthesis and evolution.
1999,
Pubmed
,
Echinobase
Su,
Inhibitory potential of fatty acids on key enzymes related to type 2 diabetes.
2013,
Pubmed
Trinh,
Screening for potential α-glucosidase and α-amylase inhibitory constituents from selected Vietnamese plants used to treat type 2 diabetes.
2016,
Pubmed
Van Dyck,
Qualitative and quantitative saponin contents in five sea cucumbers from the Indian ocean.
2010,
Pubmed
,
Echinobase
Van Dyck,
The triterpene glycosides of Holothuria forskali: usefulness and efficiency as a chemical defense mechanism against predatory fish.
2011,
Pubmed
,
Echinobase
Van Dyck,
Elucidation of molecular diversity and body distribution of saponins in the sea cucumber Holothuria forskali (Echinodermata) by mass spectrometry.
2009,
Pubmed
,
Echinobase
Vincken,
Saponins, classification and occurrence in the plant kingdom.
2007,
Pubmed
Wang,
Cytotoxic and apoptosis-inducing activity of triterpene glycosides from Holothuria scabra and Cucumaria frondosa against HepG2 cells.
2014,
Pubmed
,
Echinobase
Wang,
Variegatusides: new non-sulphated triterpene glycosides from the sea cucumber Stichopus variegates semper.
2014,
Pubmed
,
Echinobase
Wu,
Hillasides A and B, two new cytotoxic triterpene glycosides from the sea cucumber Holothuria hilla Lesson.
2007,
Pubmed
,
Echinobase
Yu,
Bioactive sulfated saponins from sea cucumber Holothuria moebii.
2015,
Pubmed
,
Echinobase
Yuan,
Two new holostan-type triterpene glycosides from the sea cucumber Bohadschia marmorata JAEGER.
2008,
Pubmed
,
Echinobase
Yuan,
Antifungal triterpene glycosides from the sea cucumber Holothuria (Microthele) axiloga.
2009,
Pubmed
,
Echinobase
Zhang,
Bioactive triterpene glycosides from the sea cucumber Holothuria fuscocinerea.
2006,
Pubmed
,
Echinobase
