Characterization of Microbial Degradation Products of Steviol Glycosides

Steviol glycosides were subjected to bacteria present in a soil sample collected from a Stevia plantation in Paraguay. During the incubation experiments, next to the aglycon steviol, steviol degradation products were also formed. X-ray analysis and NMR methods in combination with chemical synthesis...

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Autores principales: Gert Steurs, Nico Moons, Luc Van Meervelt, Boudewijn Meesschaert, Wim Michel De Borggraeve
Formato: article
Lenguaje:EN
Publicado: MDPI AG 2021
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NMR
Acceso en línea:https://doaj.org/article/7db63fc012b84cda9072e9459d6ba835
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spelling oai:doaj.org-article:7db63fc012b84cda9072e9459d6ba8352021-11-25T18:28:25ZCharacterization of Microbial Degradation Products of Steviol Glycosides10.3390/molecules262269161420-3049https://doaj.org/article/7db63fc012b84cda9072e9459d6ba8352021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/6916https://doaj.org/toc/1420-3049Steviol glycosides were subjected to bacteria present in a soil sample collected from a Stevia plantation in Paraguay. During the incubation experiments, next to the aglycon steviol, steviol degradation products were also formed. X-ray analysis and NMR methods in combination with chemical synthesis and GIAO NMR calculations were used to fully characterize the structure of these compounds as a tricyclic ketone and the corresponding reduced form. They were nicknamed <i>monicanone</i> and <i>monicanol</i>. The latter has the (<i>S</i>)-configuration at the alcohol site.Gert SteursNico MoonsLuc Van MeerveltBoudewijn MeesschaertWim Michel De BorggraeveMDPI AGarticlesteviol glycoside degradationmicrobial degradationsoil bacteriaNMRX-ray structureGIAO NMR calculationsOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6916, p 6916 (2021)
institution DOAJ
collection DOAJ
language EN
topic steviol glycoside degradation
microbial degradation
soil bacteria
NMR
X-ray structure
GIAO NMR calculations
Organic chemistry
QD241-441
spellingShingle steviol glycoside degradation
microbial degradation
soil bacteria
NMR
X-ray structure
GIAO NMR calculations
Organic chemistry
QD241-441
Gert Steurs
Nico Moons
Luc Van Meervelt
Boudewijn Meesschaert
Wim Michel De Borggraeve
Characterization of Microbial Degradation Products of Steviol Glycosides
description Steviol glycosides were subjected to bacteria present in a soil sample collected from a Stevia plantation in Paraguay. During the incubation experiments, next to the aglycon steviol, steviol degradation products were also formed. X-ray analysis and NMR methods in combination with chemical synthesis and GIAO NMR calculations were used to fully characterize the structure of these compounds as a tricyclic ketone and the corresponding reduced form. They were nicknamed <i>monicanone</i> and <i>monicanol</i>. The latter has the (<i>S</i>)-configuration at the alcohol site.
format article
author Gert Steurs
Nico Moons
Luc Van Meervelt
Boudewijn Meesschaert
Wim Michel De Borggraeve
author_facet Gert Steurs
Nico Moons
Luc Van Meervelt
Boudewijn Meesschaert
Wim Michel De Borggraeve
author_sort Gert Steurs
title Characterization of Microbial Degradation Products of Steviol Glycosides
title_short Characterization of Microbial Degradation Products of Steviol Glycosides
title_full Characterization of Microbial Degradation Products of Steviol Glycosides
title_fullStr Characterization of Microbial Degradation Products of Steviol Glycosides
title_full_unstemmed Characterization of Microbial Degradation Products of Steviol Glycosides
title_sort characterization of microbial degradation products of steviol glycosides
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/7db63fc012b84cda9072e9459d6ba835
work_keys_str_mv AT gertsteurs characterizationofmicrobialdegradationproductsofsteviolglycosides
AT nicomoons characterizationofmicrobialdegradationproductsofsteviolglycosides
AT lucvanmeervelt characterizationofmicrobialdegradationproductsofsteviolglycosides
AT boudewijnmeesschaert characterizationofmicrobialdegradationproductsofsteviolglycosides
AT wimmicheldeborggraeve characterizationofmicrobialdegradationproductsofsteviolglycosides
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