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Stenotrophomonas maltophilia: A Gram-Negative Bacterium Useful for Transformations of Flavanone and Chalcone

A group of flavones, isoflavones, flavanones, and chalcones was subjected to small-scale biotransformation studies with the Gram-negative Stenotrophomonas maltophilia KB2 strain in order to evaluate the capability of this strain to transform flavonoid compounds and to investigate the relationship be...

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Autores principales: Kostrzewa-Susłow, Edyta, Dymarska, Monika, Guzik, Urszula, Wojcieszyńska, Danuta, Janeczko, Tomasz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6150369/
https://www.ncbi.nlm.nih.gov/pubmed/29077064
http://dx.doi.org/10.3390/molecules22111830
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author Kostrzewa-Susłow, Edyta
Dymarska, Monika
Guzik, Urszula
Wojcieszyńska, Danuta
Janeczko, Tomasz
author_facet Kostrzewa-Susłow, Edyta
Dymarska, Monika
Guzik, Urszula
Wojcieszyńska, Danuta
Janeczko, Tomasz
author_sort Kostrzewa-Susłow, Edyta
collection PubMed
description A group of flavones, isoflavones, flavanones, and chalcones was subjected to small-scale biotransformation studies with the Gram-negative Stenotrophomonas maltophilia KB2 strain in order to evaluate the capability of this strain to transform flavonoid compounds and to investigate the relationship between compound structure and transformation type. The tested strain transformed flavanones and chalcones. The main type of transformation of compounds with a flavanone moiety was central heterocyclic C ring cleavage, leading to chalcone and dihydrochalcone structures, whereas chalcones underwent reduction to dihydrochalcones and cyclisation to a benzo-γ-pyrone moiety. Substrates with a C-2–C-3 double bond (flavones and isoflavones) were not transformed by Stenotrophomonas maltophilia KB2.
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spelling pubmed-61503692018-11-13 Stenotrophomonas maltophilia: A Gram-Negative Bacterium Useful for Transformations of Flavanone and Chalcone Kostrzewa-Susłow, Edyta Dymarska, Monika Guzik, Urszula Wojcieszyńska, Danuta Janeczko, Tomasz Molecules Article A group of flavones, isoflavones, flavanones, and chalcones was subjected to small-scale biotransformation studies with the Gram-negative Stenotrophomonas maltophilia KB2 strain in order to evaluate the capability of this strain to transform flavonoid compounds and to investigate the relationship between compound structure and transformation type. The tested strain transformed flavanones and chalcones. The main type of transformation of compounds with a flavanone moiety was central heterocyclic C ring cleavage, leading to chalcone and dihydrochalcone structures, whereas chalcones underwent reduction to dihydrochalcones and cyclisation to a benzo-γ-pyrone moiety. Substrates with a C-2–C-3 double bond (flavones and isoflavones) were not transformed by Stenotrophomonas maltophilia KB2. MDPI 2017-10-27 /pmc/articles/PMC6150369/ /pubmed/29077064 http://dx.doi.org/10.3390/molecules22111830 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kostrzewa-Susłow, Edyta
Dymarska, Monika
Guzik, Urszula
Wojcieszyńska, Danuta
Janeczko, Tomasz
Stenotrophomonas maltophilia: A Gram-Negative Bacterium Useful for Transformations of Flavanone and Chalcone
title Stenotrophomonas maltophilia: A Gram-Negative Bacterium Useful for Transformations of Flavanone and Chalcone
title_full Stenotrophomonas maltophilia: A Gram-Negative Bacterium Useful for Transformations of Flavanone and Chalcone
title_fullStr Stenotrophomonas maltophilia: A Gram-Negative Bacterium Useful for Transformations of Flavanone and Chalcone
title_full_unstemmed Stenotrophomonas maltophilia: A Gram-Negative Bacterium Useful for Transformations of Flavanone and Chalcone
title_short Stenotrophomonas maltophilia: A Gram-Negative Bacterium Useful for Transformations of Flavanone and Chalcone
title_sort stenotrophomonas maltophilia: a gram-negative bacterium useful for transformations of flavanone and chalcone
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6150369/
https://www.ncbi.nlm.nih.gov/pubmed/29077064
http://dx.doi.org/10.3390/molecules22111830
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