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Pregnane glycosides from Cynanchum menarandrense.


ABSTRACT: Five new pregnane-type steroidal glycosides, named menarandrosides A-E (1-2, 5-7) were isolated from the aerial parts of Cynanchum menarandrense, together with three known compounds, carumbelloside I (3), carumbelloside II (4), and pregnenolone-3-O-gentiobioside (8). Their structures were determined on the basis of spectroscopic analyses including NMR and mass spectrometry, reporting C-21 steroids glycosylated only by one or two glucose moieties. Compounds were then investigated for their potential to stimulate glucagon-like peptide-1 (GLP-1) secretion in intestinal cells; although none of the pure compounds had any influence, the fraction enriched in pregnanes exhibited a significant activity, suggesting a possible synergistic effect. Furthermore, none of the purified compounds affected cell viability.

SUBMITTER: Tsoukalas M 

PROVIDER: S-EPMC7212057 | biostudies-literature | 2017 Sep

REPOSITORIES: biostudies-literature

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Pregnane glycosides from Cynanchum menarandrense.

Tsoukalas Michail M   Psichas Arianna A   Reimann Frank F   Gribble Fiona M FM   Lobstein Annelise A   Urbain Aurélie A  

Steroids 20170619


Five new pregnane-type steroidal glycosides, named menarandrosides A-E (1-2, 5-7) were isolated from the aerial parts of Cynanchum menarandrense, together with three known compounds, carumbelloside I (3), carumbelloside II (4), and pregnenolone-3-O-gentiobioside (8). Their structures were determined on the basis of spectroscopic analyses including NMR and mass spectrometry, reporting C-21 steroids glycosylated only by one or two glucose moieties. Compounds were then investigated for their potent  ...[more]

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