Structure, anti-Phytophthora and anti-tumor activities of a nortriterpenoid from the rhizome of Phlomis purpurea (Lamiaceae).
Identifieur interne : 000B26 ( Main/Exploration ); précédent : 000B25; suivant : 000B27Structure, anti-Phytophthora and anti-tumor activities of a nortriterpenoid from the rhizome of Phlomis purpurea (Lamiaceae).
Auteurs : Maria C. Mateus [Portugal] ; Dina Neves [Portugal] ; Bruno Dacunha [Espagne] ; Endre Laczko [Suisse] ; Cristiana Maia [Portugal] ; Rúben Teixeira [Portugal] ; Alfredo Cravador [Portugal]Source :
- Phytochemistry [ 1873-3700 ] ; 2016.
Descripteurs français
- KwdFr :
- Antinéoplasiques d'origine végétale (composition chimique), Antinéoplasiques d'origine végétale (isolement et purification), Antinéoplasiques d'origine végétale (pharmacologie), Cellules HeLa (MeSH), Humains (MeSH), Hétérosides (composition chimique), Phlomis (composition chimique), Phytophthora (effets des médicaments et des substances chimiques), Portugal (MeSH), Racines de plante (composition chimique), Rhizome (composition chimique), Résonance magnétique nucléaire biomoléculaire (MeSH), Structure moléculaire (MeSH), Tests de criblage d'agents antitumoraux (MeSH), Triterpènes (composition chimique), Triterpènes (isolement et purification), Triterpènes (pharmacologie).
- MESH :
- composition chimique : Antinéoplasiques d'origine végétale, Hétérosides, Phlomis, Racines de plante, Rhizome, Triterpènes.
- effets des médicaments et des substances chimiques : Phytophthora.
- isolement et purification : Antinéoplasiques d'origine végétale, Triterpènes.
- pharmacologie : Antinéoplasiques d'origine végétale, Triterpènes.
- Cellules HeLa, Humains, Portugal, Résonance magnétique nucléaire biomoléculaire, Structure moléculaire, Tests de criblage d'agents antitumoraux.
English descriptors
- KwdEn :
- Antineoplastic Agents, Phytogenic (chemistry), Antineoplastic Agents, Phytogenic (isolation & purification), Antineoplastic Agents, Phytogenic (pharmacology), Drug Screening Assays, Antitumor (MeSH), Glycosides (chemistry), HeLa Cells (MeSH), Humans (MeSH), Molecular Structure (MeSH), Nuclear Magnetic Resonance, Biomolecular (MeSH), Phlomis (chemistry), Phytophthora (drug effects), Plant Roots (chemistry), Portugal (MeSH), Rhizome (chemistry), Triterpenes (chemistry), Triterpenes (isolation & purification), Triterpenes (pharmacology).
- MESH :
- chemical , chemistry : Antineoplastic Agents, Phytogenic, Glycosides, Triterpenes.
- chemical , isolation & purification : Antineoplastic Agents, Phytogenic, Triterpenes.
- chemical , pharmacology : Antineoplastic Agents, Phytogenic, Triterpenes.
- chemistry : Phlomis, Plant Roots, Rhizome.
- drug effects : Phytophthora.
- Drug Screening Assays, Antitumor, HeLa Cells, Humans, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Portugal.
Abstract
To investigate bioactive compounds potentially involved in the biotic interactions exhibited by Phlomis purpurea (Lamiaceae) in rhizospheres infested with Phytophthora cinnamomi, the plant rhizome was chemically analysed. The nortriterpenoid (17S)-2α,3α,11α,23,24-pentahydroxy-19(18 → 17)-abeo-28-norolean-12-en-18-one, was isolated and its structure was elucidated by comprehensive spectroscopic analysis, chiefly using 2D NMR experiments, and X-ray analysis. It was shown to be exuded by roots and to exhibit anti-Phytophthora and antitumor activities.
DOI: 10.1016/j.phytochem.2016.09.004
PubMed: 27641672
Affiliations:
Links toward previous steps (curation, corpus...)
Le document en format XML
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Electronic address: acravad@ualg.pt.</nlm:affiliation><country xml:lang="fr">Portugal</country><wicri:regionArea>Centre for Mediterranean Bioresourses and Food, FCT, Universidade do Algarve, Campus de Gambelas, 8005-139, Faro</wicri:regionArea><wicri:noRegion>Faro</wicri:noRegion></affiliation></author></analytic><series><title level="j">Phytochemistry</title><idno type="eISSN">1873-3700</idno><imprint><date when="2016" type="published">2016</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Antineoplastic Agents, Phytogenic (chemistry)</term><term>Antineoplastic Agents, Phytogenic (isolation & purification)</term><term>Antineoplastic Agents, Phytogenic (pharmacology)</term><term>Drug Screening Assays, Antitumor (MeSH)</term><term>Glycosides (chemistry)</term><term>HeLa Cells (MeSH)</term><term>Humans (MeSH)</term><term>Molecular Structure (MeSH)</term><term>Nuclear Magnetic Resonance, Biomolecular (MeSH)</term><term>Phlomis (chemistry)</term><term>Phytophthora (drug effects)</term><term>Plant Roots (chemistry)</term><term>Portugal (MeSH)</term><term>Rhizome (chemistry)</term><term>Triterpenes (chemistry)</term><term>Triterpenes (isolation & purification)</term><term>Triterpenes (pharmacology)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Antinéoplasiques d'origine végétale (composition chimique)</term><term>Antinéoplasiques d'origine végétale (isolement et purification)</term><term>Antinéoplasiques d'origine végétale (pharmacologie)</term><term>Cellules HeLa (MeSH)</term><term>Humains (MeSH)</term><term>Hétérosides (composition chimique)</term><term>Phlomis (composition chimique)</term><term>Phytophthora (effets des médicaments et des substances chimiques)</term><term>Portugal (MeSH)</term><term>Racines de plante (composition chimique)</term><term>Rhizome (composition chimique)</term><term>Résonance magnétique nucléaire biomoléculaire (MeSH)</term><term>Structure moléculaire (MeSH)</term><term>Tests de criblage d'agents antitumoraux (MeSH)</term><term>Triterpènes (composition chimique)</term><term>Triterpènes (isolement et purification)</term><term>Triterpènes (pharmacologie)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Antineoplastic Agents, Phytogenic</term><term>Glycosides</term><term>Triterpenes</term></keywords><keywords scheme="MESH" type="chemical" qualifier="isolation & purification" xml:lang="en"><term>Antineoplastic Agents, Phytogenic</term><term>Triterpenes</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Antineoplastic Agents, Phytogenic</term><term>Triterpenes</term></keywords><keywords scheme="MESH" qualifier="chemistry" xml:lang="en"><term>Phlomis</term><term>Plant Roots</term><term>Rhizome</term></keywords><keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Antinéoplasiques d'origine végétale</term><term>Hétérosides</term><term>Phlomis</term><term>Racines de plante</term><term>Rhizome</term><term>Triterpènes</term></keywords><keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Phytophthora</term></keywords><keywords scheme="MESH" qualifier="effets des médicaments et des substances chimiques" xml:lang="fr"><term>Phytophthora</term></keywords><keywords scheme="MESH" qualifier="isolement et purification" xml:lang="fr"><term>Antinéoplasiques d'origine végétale</term><term>Triterpènes</term></keywords><keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Antinéoplasiques d'origine végétale</term><term>Triterpènes</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Drug Screening Assays, Antitumor</term><term>HeLa Cells</term><term>Humans</term><term>Molecular Structure</term><term>Nuclear Magnetic Resonance, Biomolecular</term><term>Portugal</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Cellules HeLa</term><term>Humains</term><term>Portugal</term><term>Résonance magnétique nucléaire biomoléculaire</term><term>Structure moléculaire</term><term>Tests de criblage d'agents antitumoraux</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">To investigate bioactive compounds potentially involved in the biotic interactions exhibited by Phlomis purpurea (Lamiaceae) in rhizospheres infested with Phytophthora cinnamomi, the plant rhizome was chemically analysed. The nortriterpenoid (17S)-2α,3α,11α,23,24-pentahydroxy-19(18 → 17)-abeo-28-norolean-12-en-18-one, was isolated and its structure was elucidated by comprehensive spectroscopic analysis, chiefly using 2D NMR experiments, and X-ray analysis. It was shown to be exuded by roots and to exhibit anti-Phytophthora and antitumor activities.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">27641672</PMID><DateCompleted><Year>2017</Year><Month>03</Month><Day>10</Day></DateCompleted><DateRevised><Year>2017</Year><Month>03</Month><Day>10</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1873-3700</ISSN><JournalIssue CitedMedium="Internet"><Volume>131</Volume><PubDate><Year>2016</Year><Month>Nov</Month></PubDate></JournalIssue><Title>Phytochemistry</Title><ISOAbbreviation>Phytochemistry</ISOAbbreviation></Journal><ArticleTitle>Structure, anti-Phytophthora and anti-tumor activities of a nortriterpenoid from the rhizome of Phlomis purpurea (Lamiaceae).</ArticleTitle><Pagination><MedlinePgn>158-164</MedlinePgn></Pagination><ELocationID EIdType="pii" ValidYN="Y">S0031-9422(16)30188-1</ELocationID><ELocationID EIdType="doi" ValidYN="Y">10.1016/j.phytochem.2016.09.004</ELocationID><Abstract><AbstractText>To investigate bioactive compounds potentially involved in the biotic interactions exhibited by Phlomis purpurea (Lamiaceae) in rhizospheres infested with Phytophthora cinnamomi, the plant rhizome was chemically analysed. The nortriterpenoid (17S)-2α,3α,11α,23,24-pentahydroxy-19(18 → 17)-abeo-28-norolean-12-en-18-one, was isolated and its structure was elucidated by comprehensive spectroscopic analysis, chiefly using 2D NMR experiments, and X-ray analysis. It was shown to be exuded by roots and to exhibit anti-Phytophthora and antitumor activities.</AbstractText><CopyrightInformation>Copyright © 2016. Published by Elsevier Ltd.</CopyrightInformation></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Mateus</LastName><ForeName>Maria C</ForeName><Initials>MC</Initials><AffiliationInfo><Affiliation>Chemistry Research Centre of Algarve (CIQA), Faculdade de Ciências e Tecnologia, Universidade do Algarve, Campus de Gambelas, 8005-139, Faro, Portugal.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Neves</LastName><ForeName>Dina</ForeName><Initials>D</Initials><AffiliationInfo><Affiliation>Faculdade de Ciências e Tecnologia, Universidade do Algarve, Campus de Gambelas, 8005-139, Faro, Portugal.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Dacunha</LastName><ForeName>Bruno</ForeName><Initials>B</Initials><AffiliationInfo><Affiliation>Unidade de Difraccion de RaiosX, RIAIDT, Edificio CACTUS, Campus Sur, 15782, Santiago de Compostela, A Coruña, Spain.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Laczko</LastName><ForeName>Endre</ForeName><Initials>E</Initials><AffiliationInfo><Affiliation>Functional Genomics Center, UZH / ETHZ, Winterthurerstr. 190, CH-8057, Zürich, Switzerland.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Maia</LastName><ForeName>Cristiana</ForeName><Initials>C</Initials><AffiliationInfo><Affiliation>Faculdade de Ciências e Tecnologia, Universidade do Algarve, Campus de Gambelas, 8005-139, Faro, Portugal.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Teixeira</LastName><ForeName>Rúben</ForeName><Initials>R</Initials><AffiliationInfo><Affiliation>Faculdade de Ciências e Tecnologia, Universidade do Algarve, Campus de Gambelas, 8005-139, Faro, Portugal.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Cravador</LastName><ForeName>Alfredo</ForeName><Initials>A</Initials><AffiliationInfo><Affiliation>Centre for Mediterranean Bioresourses and Food, FCT, Universidade do Algarve, Campus de Gambelas, 8005-139, Faro, Portugal. Electronic address: acravad@ualg.pt.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2016</Year><Month>09</Month><Day>15</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="D000972">Antineoplastic Agents, Phytogenic</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D006027">Glycosides</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D014315">Triterpenes</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000972" MajorTopicYN="N">Antineoplastic Agents, Phytogenic</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000302" MajorTopicYN="Y">isolation & purification</QualifierName><QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D004354" MajorTopicYN="N">Drug Screening Assays, Antitumor</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D006027" MajorTopicYN="N">Glycosides</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D006367" MajorTopicYN="N">HeLa Cells</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D006801" MajorTopicYN="N">Humans</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D015394" MajorTopicYN="N">Molecular Structure</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D019906" MajorTopicYN="N">Nuclear Magnetic Resonance, Biomolecular</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D031345" MajorTopicYN="N">Phlomis</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D010838" MajorTopicYN="N">Phytophthora</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="Y">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D018517" MajorTopicYN="N">Plant Roots</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D011174" MajorTopicYN="N">Portugal</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D027343" MajorTopicYN="N">Rhizome</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D014315" MajorTopicYN="N">Triterpenes</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000302" MajorTopicYN="Y">isolation & purification</QualifierName><QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName></MeshHeading></MeshHeadingList><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="Y">Anti-Phytophthora</Keyword><Keyword MajorTopicYN="Y">Bioassays</Keyword><Keyword MajorTopicYN="Y">Chemical structure</Keyword><Keyword MajorTopicYN="Y">Cytotoxic activity</Keyword><Keyword MajorTopicYN="Y">Exudate</Keyword><Keyword MajorTopicYN="Y">Lamiaceae</Keyword><Keyword MajorTopicYN="Y">Phlomis purpurea</Keyword><Keyword MajorTopicYN="Y">Triterpene</Keyword></KeywordList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2016</Year><Month>06</Month><Day>04</Day></PubMedPubDate><PubMedPubDate PubStatus="revised"><Year>2016</Year><Month>08</Month><Day>04</Day></PubMedPubDate><PubMedPubDate PubStatus="accepted"><Year>2016</Year><Month>09</Month><Day>10</Day></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2016</Year><Month>9</Month><Day>20</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2017</Year><Month>3</Month><Day>11</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2016</Year><Month>9</Month><Day>20</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">27641672</ArticleId><ArticleId IdType="pii">S0031-9422(16)30188-1</ArticleId><ArticleId IdType="doi">10.1016/j.phytochem.2016.09.004</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>Espagne</li><li>Portugal</li><li>Suisse</li></country><region><li>Canton de Zurich</li></region><settlement><li>Zurich</li></settlement></list><tree><country name="Portugal"><noRegion><name sortKey="Mateus, Maria C" sort="Mateus, Maria C" uniqKey="Mateus M" first="Maria C" last="Mateus">Maria C. Mateus</name></noRegion><name sortKey="Cravador, Alfredo" sort="Cravador, Alfredo" uniqKey="Cravador A" first="Alfredo" last="Cravador">Alfredo Cravador</name><name sortKey="Maia, Cristiana" sort="Maia, Cristiana" uniqKey="Maia C" first="Cristiana" last="Maia">Cristiana Maia</name><name sortKey="Neves, Dina" sort="Neves, Dina" uniqKey="Neves D" first="Dina" last="Neves">Dina Neves</name><name sortKey="Teixeira, Ruben" sort="Teixeira, Ruben" uniqKey="Teixeira R" first="Rúben" last="Teixeira">Rúben Teixeira</name></country><country name="Espagne"><noRegion><name sortKey="Dacunha, Bruno" sort="Dacunha, Bruno" uniqKey="Dacunha B" first="Bruno" last="Dacunha">Bruno Dacunha</name></noRegion></country><country name="Suisse"><region name="Canton de Zurich"><name sortKey="Laczko, Endre" sort="Laczko, Endre" uniqKey="Laczko E" first="Endre" last="Laczko">Endre Laczko</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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