Balsacones D-I, dihydrocinnamoyl flavans from Populus balsamifera buds.
Identifieur interne : 002355 ( Main/Exploration ); précédent : 002354; suivant : 002356Balsacones D-I, dihydrocinnamoyl flavans from Populus balsamifera buds.
Auteurs : François Simard [Canada] ; Jean Legault [Canada] ; Serge Lavoie [Canada] ; André Pichette [Canada]Source :
- Phytochemistry [ 1873-3700 ] ; 2014.
Descripteurs français
- KwdFr :
- Antibactériens (composition chimique), Antibactériens (isolement et purification), Antibactériens (pharmacologie), Antibactériens (toxicité), Benzopyranes (composition chimique), Benzopyranes (isolement et purification), Benzopyranes (pharmacologie), Benzopyranes (toxicité), Fibroblastes (effets des médicaments et des substances chimiques), Humains (MeSH), Populus (composition chimique), Pousses de plante (composition chimique), Staphylococcus aureus (effets des médicaments et des substances chimiques), Stéréoisomérie (MeSH), Tests de sensibilité microbienne (MeSH).
- MESH :
- composition chimique : Antibactériens, Benzopyranes, Populus, Pousses de plante.
- effets des médicaments et des substances chimiques : Fibroblastes, Staphylococcus aureus.
- isolement et purification : Antibactériens, Benzopyranes.
- pharmacologie : Antibactériens, Benzopyranes.
- toxicité : Antibactériens, Benzopyranes.
- Humains, Stéréoisomérie, Tests de sensibilité microbienne.
English descriptors
- KwdEn :
- Anti-Bacterial Agents (chemistry), Anti-Bacterial Agents (isolation & purification), Anti-Bacterial Agents (pharmacology), Anti-Bacterial Agents (toxicity), Benzopyrans (chemistry), Benzopyrans (isolation & purification), Benzopyrans (pharmacology), Benzopyrans (toxicity), Fibroblasts (drug effects), Humans (MeSH), Microbial Sensitivity Tests (MeSH), Plant Shoots (chemistry), Populus (chemistry), Staphylococcus aureus (drug effects), Stereoisomerism (MeSH).
- MESH :
- chemical , chemistry : Anti-Bacterial Agents, Benzopyrans.
- chemical , isolation & purification : Anti-Bacterial Agents, Benzopyrans.
- chemical , pharmacology : Anti-Bacterial Agents, Benzopyrans.
- chemical , toxicity : Anti-Bacterial Agents, Benzopyrans.
- chemistry : Plant Shoots, Populus.
- drug effects : Fibroblasts, Staphylococcus aureus.
- Humans, Microbial Sensitivity Tests, Stereoisomerism.
Abstract
A phytochemical investigation of an ethanolic extract from Populus balsamifera L. buds resulted in the isolation and characterization of twelve new flavan derivatives consisting of six pairs of enantiomers. Structures of (+) and (-)-balsacones D-I were elucidated based on spectroscopic data (1D and 2D NMR, MS) and their absolute configurations were established using X-ray single crystal diffraction analysis and ECD computational calculations. Antibacterial activity and cytotoxicity of all purified enantiomers were evaluated in vitro against Staphylococcus aureus and human skin fibroblast cells, respectively.
DOI: 10.1016/j.phytochem.2013.12.018
PubMed: 24485585
Affiliations:
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Structures of (+) and (-)-balsacones D-I were elucidated based on spectroscopic data (1D and 2D NMR, MS) and their absolute configurations were established using X-ray single crystal diffraction analysis and ECD computational calculations. Antibacterial activity and cytotoxicity of all purified enantiomers were evaluated in vitro against Staphylococcus aureus and human skin fibroblast cells, respectively. </div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">24485585</PMID><DateCompleted><Year>2014</Year><Month>10</Month><Day>21</Day></DateCompleted><DateRevised><Year>2014</Year><Month>03</Month><Day>03</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1873-3700</ISSN><JournalIssue CitedMedium="Internet"><Volume>100</Volume><PubDate><Year>2014</Year><Month>Apr</Month></PubDate></JournalIssue><Title>Phytochemistry</Title><ISOAbbreviation>Phytochemistry</ISOAbbreviation></Journal><ArticleTitle>Balsacones D-I, dihydrocinnamoyl flavans from Populus balsamifera buds.</ArticleTitle><Pagination><MedlinePgn>141-9</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1016/j.phytochem.2013.12.018</ELocationID><ELocationID EIdType="pii" ValidYN="Y">S0031-9422(14)00003-X</ELocationID><Abstract><AbstractText>A phytochemical investigation of an ethanolic extract from Populus balsamifera L. buds resulted in the isolation and characterization of twelve new flavan derivatives consisting of six pairs of enantiomers. Structures of (+) and (-)-balsacones D-I were elucidated based on spectroscopic data (1D and 2D NMR, MS) and their absolute configurations were established using X-ray single crystal diffraction analysis and ECD computational calculations. Antibacterial activity and cytotoxicity of all purified enantiomers were evaluated in vitro against Staphylococcus aureus and human skin fibroblast cells, respectively. </AbstractText><CopyrightInformation>Crown Copyright © 2014. Published by Elsevier Ltd. All rights reserved.</CopyrightInformation></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Simard</LastName><ForeName>François</ForeName><Initials>F</Initials><AffiliationInfo><Affiliation>Laboratoire d'Analyse et de Séparation des Essences Végétales (LASEVE), Département des sciences fondamentales, Université du Québec à Chicoutimi, Québec G7H 2B1, Canada.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Legault</LastName><ForeName>Jean</ForeName><Initials>J</Initials><AffiliationInfo><Affiliation>Laboratoire d'Analyse et de Séparation des Essences Végétales (LASEVE), Département des sciences fondamentales, Université du Québec à Chicoutimi, Québec G7H 2B1, Canada.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Lavoie</LastName><ForeName>Serge</ForeName><Initials>S</Initials><AffiliationInfo><Affiliation>Laboratoire d'Analyse et de Séparation des Essences Végétales (LASEVE), Département des sciences fondamentales, Université du Québec à Chicoutimi, Québec G7H 2B1, Canada.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Pichette</LastName><ForeName>André</ForeName><Initials>A</Initials><AffiliationInfo><Affiliation>Laboratoire d'Analyse et de Séparation des Essences Végétales (LASEVE), Département des sciences fondamentales, Université du Québec à Chicoutimi, Québec G7H 2B1, Canada. Electronic address: andre_pichette@uqac.ca.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2014</Year><Month>01</Month><Day>30</Day></ArticleDate></Article><MedlineJournalInfo><Country>England</Country><MedlineTA>Phytochemistry</MedlineTA><NlmUniqueID>0151434</NlmUniqueID><ISSNLinking>0031-9422</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000900">Anti-Bacterial Agents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D001578">Benzopyrans</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000900" MajorTopicYN="N">Anti-Bacterial 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MajorTopicYN="N">Humans</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D008826" MajorTopicYN="N">Microbial Sensitivity Tests</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D018520" MajorTopicYN="N">Plant Shoots</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D032107" MajorTopicYN="N">Populus</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D013211" MajorTopicYN="N">Staphylococcus aureus</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D013237" MajorTopicYN="N">Stereoisomerism</DescriptorName></MeshHeading></MeshHeadingList><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="N">Antibacterial activity</Keyword><Keyword MajorTopicYN="N">Balsacone</Keyword><Keyword MajorTopicYN="N">Bud</Keyword><Keyword MajorTopicYN="N">Chiral separation</Keyword><Keyword MajorTopicYN="N">Circular dichroism</Keyword><Keyword MajorTopicYN="N">Computational calculations</Keyword><Keyword MajorTopicYN="N">Dihydrochalcone</Keyword><Keyword MajorTopicYN="N">Flavan</Keyword><Keyword MajorTopicYN="N">Populus balsamifera L.</Keyword><Keyword MajorTopicYN="N">Salicaceae</Keyword><Keyword MajorTopicYN="N">Staphylococcus aureus</Keyword></KeywordList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2013</Year><Month>05</Month><Day>23</Day></PubMedPubDate><PubMedPubDate PubStatus="revised"><Year>2013</Year><Month>11</Month><Day>25</Day></PubMedPubDate><PubMedPubDate PubStatus="accepted"><Year>2013</Year><Month>12</Month><Day>31</Day></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2014</Year><Month>2</Month><Day>4</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate 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Legault</name><name sortKey="Pichette, Andre" sort="Pichette, Andre" uniqKey="Pichette A" first="André" last="Pichette">André Pichette</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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