Cargando…

Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids

A structure–activity relationship study concerning the antibacterial properties of several halogen-substituted tricyclic sulfur-containing flavonoids has been performed. The compounds have been synthesized by cyclocondensation of the corresponding 3-dithiocarbamic flavanones under acidic conditions....

Descripción completa

Detalles Bibliográficos
Autores principales: Bahrin, Lucian G, Hopf, Henning, Jones, Peter G, Sarbu, Laura G, Babii, Cornelia, Mihai, Alina C, Stefan, Marius, Birsa, Lucian M
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4902053/
https://www.ncbi.nlm.nih.gov/pubmed/27340492
http://dx.doi.org/10.3762/bjoc.12.100
_version_ 1782436923080441856
author Bahrin, Lucian G
Hopf, Henning
Jones, Peter G
Sarbu, Laura G
Babii, Cornelia
Mihai, Alina C
Stefan, Marius
Birsa, Lucian M
author_facet Bahrin, Lucian G
Hopf, Henning
Jones, Peter G
Sarbu, Laura G
Babii, Cornelia
Mihai, Alina C
Stefan, Marius
Birsa, Lucian M
author_sort Bahrin, Lucian G
collection PubMed
description A structure–activity relationship study concerning the antibacterial properties of several halogen-substituted tricyclic sulfur-containing flavonoids has been performed. The compounds have been synthesized by cyclocondensation of the corresponding 3-dithiocarbamic flavanones under acidic conditions. The influence of different halogen substituents on the antibacterial properties has been tested against Staphylococcus aureus and Escherichia coli. Amongst the N,N-dialkylamino-substituted flavonoids, those having an N,N-diethylamino moiety exhibited good to excellent antimicrobial properties against both pathogens. Fluorine-substituted flavonoids were found to be less active than those bearing other halogen atoms.
format Online
Article
Text
id pubmed-4902053
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-49020532016-06-23 Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids Bahrin, Lucian G Hopf, Henning Jones, Peter G Sarbu, Laura G Babii, Cornelia Mihai, Alina C Stefan, Marius Birsa, Lucian M Beilstein J Org Chem Full Research Paper A structure–activity relationship study concerning the antibacterial properties of several halogen-substituted tricyclic sulfur-containing flavonoids has been performed. The compounds have been synthesized by cyclocondensation of the corresponding 3-dithiocarbamic flavanones under acidic conditions. The influence of different halogen substituents on the antibacterial properties has been tested against Staphylococcus aureus and Escherichia coli. Amongst the N,N-dialkylamino-substituted flavonoids, those having an N,N-diethylamino moiety exhibited good to excellent antimicrobial properties against both pathogens. Fluorine-substituted flavonoids were found to be less active than those bearing other halogen atoms. Beilstein-Institut 2016-05-23 /pmc/articles/PMC4902053/ /pubmed/27340492 http://dx.doi.org/10.3762/bjoc.12.100 Text en Copyright © 2016, Bahrin et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Bahrin, Lucian G
Hopf, Henning
Jones, Peter G
Sarbu, Laura G
Babii, Cornelia
Mihai, Alina C
Stefan, Marius
Birsa, Lucian M
Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids
title Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids
title_full Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids
title_fullStr Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids
title_full_unstemmed Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids
title_short Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids
title_sort antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4902053/
https://www.ncbi.nlm.nih.gov/pubmed/27340492
http://dx.doi.org/10.3762/bjoc.12.100
work_keys_str_mv AT bahrinluciang antibacterialstructureactivityrelationshipstudiesofseveraltricyclicsulfurcontainingflavonoids
AT hopfhenning antibacterialstructureactivityrelationshipstudiesofseveraltricyclicsulfurcontainingflavonoids
AT jonespeterg antibacterialstructureactivityrelationshipstudiesofseveraltricyclicsulfurcontainingflavonoids
AT sarbulaurag antibacterialstructureactivityrelationshipstudiesofseveraltricyclicsulfurcontainingflavonoids
AT babiicornelia antibacterialstructureactivityrelationshipstudiesofseveraltricyclicsulfurcontainingflavonoids
AT mihaialinac antibacterialstructureactivityrelationshipstudiesofseveraltricyclicsulfurcontainingflavonoids
AT stefanmarius antibacterialstructureactivityrelationshipstudiesofseveraltricyclicsulfurcontainingflavonoids
AT birsalucianm antibacterialstructureactivityrelationshipstudiesofseveraltricyclicsulfurcontainingflavonoids