[en] 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.
Pertuit, David; Centre des Sciences Du Goût et de l'Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000, Dijon, France
Belloir, Christine; Centre des Sciences Du Goût et de l'Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000, Dijon, France
Bouizi, Younes ; CRM2 (UMR UL-CNRS 7036), Faculté des Sciences et Technologies, Université de Lorraine, BP 70239, 54506, Vandoeuvre-lès-Nancy Cedex, France
Delaude, Clément ; Université de Liège - ULiège > Département de chimie (sciences) > Centre de recherche phytochimique
Kapundu, Mpuza; Centre D'Études des Substances Naturelles D'Origine Végétale, Faculté des Sciences Pharmaceutiques, Université de Kinshasa, Democratic Republic of the Congo
Lacaille-Dubois, Marie-Aleth; Centre des Sciences Du Goût et de l'Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000, Dijon, France
Briand, Loïc; Centre des Sciences Du Goût et de l'Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000, Dijon, France
Mitaine-Offer, Anne-Claire ; Centre des Sciences Du Goût et de l'Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000, Dijon, France. Electronic address: anne-claire.offer@u-bourgogne.fr
Language :
English
Title :
Millettia dubia De Wild. (Fabaceae): Structural analysis of the oleanane-type glycosides and stimulation of the sweet taste receptors TAS1R2/TAS1R3.
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