GrapevineDiseaseV1, Main, Exploration, bibRecord, 000435

Radicinin from Cochliobolus sp. inhibits Xylella fastidiosa, the causal agent of Pierce's Disease of grapevine.

Identifieur interne : 000435 ( Main/Exploration ); précédent : 000434; suivant : 000436

Radicinin from Cochliobolus sp. inhibits Xylella fastidiosa, the causal agent of Pierce's Disease of grapevine.

Auteurs : Thomas J. Aldrich [États-Unis] ; Philippe E. Rolshausen [États-Unis] ; M Caroline Roper [États-Unis] ; Jordan M. Reader [États-Unis] ; Matthew J. Steinhaus [États-Unis] ; Jeannette Rapicavoli [États-Unis] ; David A. Vosburg [États-Unis] ; Katherine N. Maloney [États-Unis]

Source :

Phytochemistry [ 1873-3700 ] ; 2015.

RBID : pubmed:25892412

Descripteurs français

KwdFr :
- Ascomycota (composition chimique), Maladies des plantes (microbiologie), Pyrones (composition chimique), Pyrones (isolement et purification), Pyrones (pharmacologie), Relation structure-activité (MeSH), Résonance magnétique nucléaire biomoléculaire (MeSH), Structure moléculaire (MeSH), Vitis (microbiologie), Xylella (effets des médicaments et des substances chimiques).
MESH :
- composition chimique : Ascomycota, Pyrones.
- effets des médicaments et des substances chimiques : Xylella.
- isolement et purification : Pyrones.
- microbiologie : Maladies des plantes, Vitis.
- pharmacologie : Pyrones.
- Relation structure-activité, Résonance magnétique nucléaire biomoléculaire, Structure moléculaire.

English descriptors

KwdEn :
- Ascomycota (chemistry), Molecular Structure (MeSH), Nuclear Magnetic Resonance, Biomolecular (MeSH), Plant Diseases (microbiology), Pyrones (chemistry), Pyrones (isolation & purification), Pyrones (pharmacology), Structure-Activity Relationship (MeSH), Vitis (microbiology), Xylella (drug effects).
MESH :
- chemical , chemistry : Pyrones.
- chemistry : Ascomycota.
- drug effects : Xylella.
- chemical , isolation & purification : Pyrones.
- microbiology : Plant Diseases, Vitis.
- chemical , pharmacology : Pyrones.
- Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Structure-Activity Relationship.

Abstract

The fastidious phytopathogenic bacterium, Xylella fastidiosa, poses a substantial threat to many economically important crops, causing devastating diseases including Pierce's Disease of grapevine. Grapevines (Vitis vinifera L.) planted in an area under Pierce's Disease pressure often display differences in disease severity and symptom expression, with apparently healthy vines growing alongside the dying ones, despite the fact that all the vines are genetic clones of one another. Under the hypothesis that endophytic microbes might be responsible for this non-genetic resistance to X. fastidiosa, endophytic fungi were isolated from vineyard cvs. 'Chardonnay' and 'Cabernet Sauvignon' grown under high Pierce's Disease pressure. A Cochliobolus sp. isolated from a Cabernet Sauvignon grapevine inhibited the growth of X. fastidiosa in vitro. Bioassay-guided isolation of an organic extract of Cochliobolus sp. yielded the natural product radicinin as the major active compound. Radicinin also inhibited proteases isolated from the culture supernatant of X. fastidiosa. In order to assess structure-activity relationships, three semi-synthetic derivatives of radicinin were prepared and tested for activity against X. fastidiosa in vitro. Assay results of these derivatives are consistent with enzyme inactivation by conjugate addition to carbon-10 of radicinin, as proposed previously.

DOI: 10.1016/j.phytochem.2015.03.015
PubMed: 25892412

Affiliations:

Links toward previous steps (curation, corpus...)

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Le document en format XML

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<term>Molecular Structure (MeSH)</term>
<term>Nuclear Magnetic Resonance, Biomolecular (MeSH)</term>
<term>Plant Diseases (microbiology)</term>
<term>Pyrones (chemistry)</term>
<term>Pyrones (isolation & purification)</term>
<term>Pyrones (pharmacology)</term>
<term>Structure-Activity Relationship (MeSH)</term>
<term>Vitis (microbiology)</term>
<term>Xylella (drug effects)</term>
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<term>Pyrones (composition chimique)</term>
<term>Pyrones (isolement et purification)</term>
<term>Pyrones (pharmacologie)</term>
<term>Relation structure-activité (MeSH)</term>
<term>Résonance magnétique nucléaire biomoléculaire (MeSH)</term>
<term>Structure moléculaire (MeSH)</term>
<term>Vitis (microbiologie)</term>
<term>Xylella (effets des médicaments et des substances chimiques)</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Pyrones</term>
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<term>Pyrones</term>
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<keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Xylella</term>
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<keywords scheme="MESH" qualifier="effets des médicaments et des substances chimiques" xml:lang="fr"><term>Xylella</term>
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<keywords scheme="MESH" type="chemical" qualifier="isolation & purification" xml:lang="en"><term>Pyrones</term>
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<keywords scheme="MESH" qualifier="microbiologie" xml:lang="fr"><term>Maladies des plantes</term>
<term>Vitis</term>
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<keywords scheme="MESH" qualifier="microbiology" xml:lang="en"><term>Plant Diseases</term>
<term>Vitis</term>
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<term>Structure-Activity Relationship</term>
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<keywords scheme="MESH" xml:lang="fr"><term>Relation structure-activité</term>
<term>Résonance magnétique nucléaire biomoléculaire</term>
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<front><div type="abstract" xml:lang="en">The fastidious phytopathogenic bacterium, Xylella fastidiosa, poses a substantial threat to many economically important crops, causing devastating diseases including Pierce's Disease of grapevine. Grapevines (Vitis vinifera L.) planted in an area under Pierce's Disease pressure often display differences in disease severity and symptom expression, with apparently healthy vines growing alongside the dying ones, despite the fact that all the vines are genetic clones of one another. Under the hypothesis that endophytic microbes might be responsible for this non-genetic resistance to X. fastidiosa, endophytic fungi were isolated from vineyard cvs. 'Chardonnay' and 'Cabernet Sauvignon' grown under high Pierce's Disease pressure. A Cochliobolus sp. isolated from a Cabernet Sauvignon grapevine inhibited the growth of X. fastidiosa in vitro. Bioassay-guided isolation of an organic extract of Cochliobolus sp. yielded the natural product radicinin as the major active compound. Radicinin also inhibited proteases isolated from the culture supernatant of X. fastidiosa. In order to assess structure-activity relationships, three semi-synthetic derivatives of radicinin were prepared and tested for activity against X. fastidiosa in vitro. Assay results of these derivatives are consistent with enzyme inactivation by conjugate addition to carbon-10 of radicinin, as proposed previously. </div>
</front>
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<Title>Phytochemistry</Title>
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<ArticleTitle>Radicinin from Cochliobolus sp. inhibits Xylella fastidiosa, the causal agent of Pierce's Disease of grapevine.</ArticleTitle>
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<Abstract><AbstractText>The fastidious phytopathogenic bacterium, Xylella fastidiosa, poses a substantial threat to many economically important crops, causing devastating diseases including Pierce's Disease of grapevine. Grapevines (Vitis vinifera L.) planted in an area under Pierce's Disease pressure often display differences in disease severity and symptom expression, with apparently healthy vines growing alongside the dying ones, despite the fact that all the vines are genetic clones of one another. Under the hypothesis that endophytic microbes might be responsible for this non-genetic resistance to X. fastidiosa, endophytic fungi were isolated from vineyard cvs. 'Chardonnay' and 'Cabernet Sauvignon' grown under high Pierce's Disease pressure. A Cochliobolus sp. isolated from a Cabernet Sauvignon grapevine inhibited the growth of X. fastidiosa in vitro. Bioassay-guided isolation of an organic extract of Cochliobolus sp. yielded the natural product radicinin as the major active compound. Radicinin also inhibited proteases isolated from the culture supernatant of X. fastidiosa. In order to assess structure-activity relationships, three semi-synthetic derivatives of radicinin were prepared and tested for activity against X. fastidiosa in vitro. Assay results of these derivatives are consistent with enzyme inactivation by conjugate addition to carbon-10 of radicinin, as proposed previously. </AbstractText>
<CopyrightInformation>Copyright © 2015 Elsevier Ltd. All rights reserved.</CopyrightInformation>
</Abstract>
<AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Aldrich</LastName>
<ForeName>Thomas J</ForeName>
<Initials>TJ</Initials>
<AffiliationInfo><Affiliation>Department of Chemistry, Harvey Mudd College, Claremont, CA 91711, USA.</Affiliation>
</AffiliationInfo>
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<Author ValidYN="Y"><LastName>Rolshausen</LastName>
<ForeName>Philippe E</ForeName>
<Initials>PE</Initials>
<AffiliationInfo><Affiliation>Department of Botany and Plant Sciences, University of California, Riverside, CA 92521, USA.</Affiliation>
</AffiliationInfo>
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<Author ValidYN="Y"><LastName>Roper</LastName>
<ForeName>M Caroline</ForeName>
<Initials>MC</Initials>
<AffiliationInfo><Affiliation>Department of Plant Pathology and Microbiology, University of California, Riverside, CA 92521, USA.</Affiliation>
</AffiliationInfo>
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<Author ValidYN="Y"><LastName>Reader</LastName>
<ForeName>Jordan M</ForeName>
<Initials>JM</Initials>
<AffiliationInfo><Affiliation>Department of Chemistry, Point Loma Nazarene University, 3900 Lomaland Drive, San Diego, CA 92106, USA.</Affiliation>
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<Author ValidYN="Y"><LastName>Steinhaus</LastName>
<ForeName>Matthew J</ForeName>
<Initials>MJ</Initials>
<AffiliationInfo><Affiliation>Department of Chemistry, Point Loma Nazarene University, 3900 Lomaland Drive, San Diego, CA 92106, USA.</Affiliation>
</AffiliationInfo>
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<Author ValidYN="Y"><LastName>Rapicavoli</LastName>
<ForeName>Jeannette</ForeName>
<Initials>J</Initials>
<AffiliationInfo><Affiliation>Department of Plant Pathology and Microbiology, University of California, Riverside, CA 92521, USA.</Affiliation>
</AffiliationInfo>
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<Author ValidYN="Y"><LastName>Vosburg</LastName>
<ForeName>David A</ForeName>
<Initials>DA</Initials>
<AffiliationInfo><Affiliation>Department of Chemistry, Harvey Mudd College, Claremont, CA 91711, USA.</Affiliation>
</AffiliationInfo>
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<Author ValidYN="Y"><LastName>Maloney</LastName>
<ForeName>Katherine N</ForeName>
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<AffiliationInfo><Affiliation>Department of Chemistry, Harvey Mudd College, Claremont, CA 91711, USA; Department of Chemistry, Point Loma Nazarene University, 3900 Lomaland Drive, San Diego, CA 92106, USA. Electronic address: katherinemaloney@pointloma.edu.</Affiliation>
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<Month>04</Month>
<Day>16</Day>
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<MedlineTA>Phytochemistry</MedlineTA>
<NlmUniqueID>0151434</NlmUniqueID>
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<ChemicalList><Chemical><RegistryNumber>0</RegistryNumber>
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<Chemical><RegistryNumber>G01Z2N575M</RegistryNumber>
<NameOfSubstance UI="C009157">radicinin</NameOfSubstance>
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<MeshHeadingList><MeshHeading><DescriptorName UI="D001203" MajorTopicYN="N">Ascomycota</DescriptorName>
<QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName>
</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="D010935" MajorTopicYN="N">Plant Diseases</DescriptorName>
<QualifierName UI="Q000382" MajorTopicYN="N">microbiology</QualifierName>
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<MeshHeading><DescriptorName UI="D011753" MajorTopicYN="N">Pyrones</DescriptorName>
<QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName>
<QualifierName UI="Q000302" MajorTopicYN="N">isolation & purification</QualifierName>
<QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D013329" MajorTopicYN="N">Structure-Activity Relationship</DescriptorName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D027843" MajorTopicYN="N">Vitis</DescriptorName>
<QualifierName UI="Q000382" MajorTopicYN="Y">microbiology</QualifierName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D044167" MajorTopicYN="N">Xylella</DescriptorName>
<QualifierName UI="Q000187" MajorTopicYN="Y">drug effects</QualifierName>
</MeshHeading>
</MeshHeadingList>
<KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="N">Antibiotic</Keyword>
<Keyword MajorTopicYN="N">Cochliobolus sp.</Keyword>
<Keyword MajorTopicYN="N">Endophytic fungus</Keyword>
<Keyword MajorTopicYN="N">Grapevine</Keyword>
<Keyword MajorTopicYN="N">Pierce’s Disease</Keyword>
<Keyword MajorTopicYN="N">Radicinin</Keyword>
<Keyword MajorTopicYN="N">Semisynthesis</Keyword>
<Keyword MajorTopicYN="N">Structure–activity relationships</Keyword>
<Keyword MajorTopicYN="N">Vitaceae</Keyword>
<Keyword MajorTopicYN="N">Vitis vinifera</Keyword>
<Keyword MajorTopicYN="N">Xylella fastidiosa</Keyword>
</KeywordList>
</MedlineCitation>
<PubmedData><History><PubMedPubDate PubStatus="received"><Year>2014</Year>
<Month>12</Month>
<Day>16</Day>
</PubMedPubDate>
<PubMedPubDate PubStatus="revised"><Year>2015</Year>
<Month>02</Month>
<Day>25</Day>
</PubMedPubDate>
<PubMedPubDate PubStatus="accepted"><Year>2015</Year>
<Month>03</Month>
<Day>31</Day>
</PubMedPubDate>
<PubMedPubDate PubStatus="entrez"><Year>2015</Year>
<Month>4</Month>
<Day>21</Day>
<Hour>6</Hour>
<Minute>0</Minute>
</PubMedPubDate>
<PubMedPubDate PubStatus="pubmed"><Year>2015</Year>
<Month>4</Month>
<Day>22</Day>
<Hour>6</Hour>
<Minute>0</Minute>
</PubMedPubDate>
<PubMedPubDate PubStatus="medline"><Year>2016</Year>
<Month>2</Month>
<Day>3</Day>
<Hour>6</Hour>
<Minute>0</Minute>
</PubMedPubDate>
</History>
<PublicationStatus>ppublish</PublicationStatus>
<ArticleIdList><ArticleId IdType="pubmed">25892412</ArticleId>
<ArticleId IdType="pii">S0031-9422(15)00127-2</ArticleId>
<ArticleId IdType="doi">10.1016/j.phytochem.2015.03.015</ArticleId>
</ArticleIdList>
</PubmedData>
</pubmed>
<affiliations><list><country><li>États-Unis</li>
</country>
<region><li>Californie</li>
</region>
</list>
<tree><country name="États-Unis"><region name="Californie"><name sortKey="Aldrich, Thomas J" sort="Aldrich, Thomas J" uniqKey="Aldrich T" first="Thomas J" last="Aldrich">Thomas J. Aldrich</name>
</region>
<name sortKey="Maloney, Katherine N" sort="Maloney, Katherine N" uniqKey="Maloney K" first="Katherine N" last="Maloney">Katherine N. Maloney</name>
<name sortKey="Rapicavoli, Jeannette" sort="Rapicavoli, Jeannette" uniqKey="Rapicavoli J" first="Jeannette" last="Rapicavoli">Jeannette Rapicavoli</name>
<name sortKey="Reader, Jordan M" sort="Reader, Jordan M" uniqKey="Reader J" first="Jordan M" last="Reader">Jordan M. Reader</name>
<name sortKey="Rolshausen, Philippe E" sort="Rolshausen, Philippe E" uniqKey="Rolshausen P" first="Philippe E" last="Rolshausen">Philippe E. Rolshausen</name>
<name sortKey="Roper, M Caroline" sort="Roper, M Caroline" uniqKey="Roper M" first="M Caroline" last="Roper">M Caroline Roper</name>
<name sortKey="Steinhaus, Matthew J" sort="Steinhaus, Matthew J" uniqKey="Steinhaus M" first="Matthew J" last="Steinhaus">Matthew J. Steinhaus</name>
<name sortKey="Vosburg, David A" sort="Vosburg, David A" uniqKey="Vosburg D" first="David A" last="Vosburg">David A. Vosburg</name>
</country>
</tree>
</affiliations>
</record>

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	Serveur d'exploration sur les maladies des plantes grimpantes
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Serveur d'exploration sur les maladies des plantes grimpantes

Radicinin from Cochliobolus sp. inhibits Xylella fastidiosa, the causal agent of Pierce's Disease of grapevine.

Radicinin from Cochliobolus sp. inhibits Xylella fastidiosa, the causal agent of Pierce's Disease of grapevine.

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