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Millettia dubia De Wild. (Fabaceae): Structural analysis of the oleanane-type glycosides and stimulation of the sweet taste receptors TAS1R2/TAS1R3.

Authors :
Pertuit, David
Belloir, Christine
Bouizi, Younes
Delaude, Clément
Kapundu, Mpuza
Lacaille-Dubois, Marie-Aleth
Briand, Loïc
Mitaine-Offer, Anne-Claire
Source :
Phytochemistry. Oct2024, Vol. 226, pN.PAG-N.PAG. 1p.
Publication Year :
2024

Abstract

From the root barks of a Central African tree Millettia dubia De Wild. (Fabaceae), ten previously undescribed oleanane-type glycosides were isolated by various chromatographic protocols. Their structures were elucidated by spectroscopic methods, mainly 2D NMR experiments and mass spectrometry, as mono- and bidesmosidic glycosides of mesembryanthemoidigenic acid, hederagenin and oleanolic acid. The stimulation of the sweet taste receptor TAS1R2/TAS1R3 by these glycosides was evaluated, and structure/activity relationships were proposed. Two of them showed an agonist effect on TAS1R2/TAS1R3. [Display omitted] • Ten different oleanolic acid glycosides were isolated. • Their structures were elucidated by extensive 2D NMR analyses. • The stimulation of the sweet taste receptors TAS1R2/TAS1R3 was evaluated. • Some structure/activity relationships were discussed. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00319422
Volume :
226
Database :
Academic Search Index
Journal :
Phytochemistry
Publication Type :
Academic Journal
Accession number :
178942184
Full Text :
https://doi.org/10.1016/j.phytochem.2024.114204