Design, synthesis, antiviral activity, and SARs of 14-aminophenanthroindolizidines.
Identifieur interne : 001351 ( PubMed/Curation ); précédent : 001350; suivant : 001352Design, synthesis, antiviral activity, and SARs of 14-aminophenanthroindolizidines.
Auteurs : Ziwen Wang [République populaire de Chine] ; Lei Wang ; Shuang Ma ; Yuxiu Liu ; Lizhong Wang ; Qingmin WangSource :
- Journal of agricultural and food chemistry [ 1520-5118 ] ; 2012.
Descripteurs français
- KwdFr :
- MESH :
- pharmacologie : Antiviraux, Indolizidines, Phénanthrènes.
- synthèse chimique : Antiviraux, Indolizidines, Phénanthrènes.
- ARN viral, Relation structure-activité, Virus de la mosaïque du tabac.
English descriptors
- KwdEn :
- MESH :
- chemical , chemical synthesis : Antiviral Agents, Indolizidines, Phenanthrenes.
- chemical , chemistry : RNA, Viral.
- chemical , pharmacology : Antiviral Agents, Indolizidines, Phenanthrenes.
- drug effects : Tobacco Mosaic Virus.
- Structure-Activity Relationship.
Abstract
Based on our previous structure-activity relationship and antiviral mechanism studies, a series of 14-aminophenanthroindolizidines (1a-i, 2, and 3) were designed, targeting tobacco mosaic virus (TMV) RNA, and synthesized and systematically evaluated for their antiviral activity against TMV. The bioassay results showed that most of these compounds exhibited good to excellent in vivo anti-TMV activity, of which compounds 1d and 1h displayed significantly higher activity than commercial ningnanmycin, and thus emerged as potential inhibitors of plant virus. The introduction of amino groups at the 14-position of phenanthroindolizidines, which is proposed to interact with arginine residues around the TMV RNA, increased anti-TMV activity.
DOI: 10.1021/jf3013376
PubMed: 22662864
Links toward previous steps (curation, corpus...)
- to stream PubMed, to step Corpus: Pour aller vers cette notice dans l'étape Curation :001351
Links to Exploration step
pubmed:22662864Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Design, synthesis, antiviral activity, and SARs of 14-aminophenanthroindolizidines.</title><author><name sortKey="Wang, Ziwen" sort="Wang, Ziwen" uniqKey="Wang Z" first="Ziwen" last="Wang">Ziwen Wang</name><affiliation wicri:level="1"><nlm:affiliation>State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.</nlm:affiliation><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071</wicri:regionArea></affiliation></author><author><name sortKey="Wang, Lei" sort="Wang, Lei" uniqKey="Wang L" first="Lei" last="Wang">Lei Wang</name></author><author><name sortKey="Ma, Shuang" sort="Ma, Shuang" uniqKey="Ma S" first="Shuang" last="Ma">Shuang Ma</name></author><author><name sortKey="Liu, Yuxiu" sort="Liu, Yuxiu" uniqKey="Liu Y" first="Yuxiu" last="Liu">Yuxiu Liu</name></author><author><name sortKey="Wang, Lizhong" sort="Wang, Lizhong" uniqKey="Wang L" first="Lizhong" last="Wang">Lizhong Wang</name></author><author><name sortKey="Wang, Qingmin" sort="Wang, Qingmin" uniqKey="Wang Q" first="Qingmin" last="Wang">Qingmin Wang</name></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2012">2012</date><idno type="RBID">pubmed:22662864</idno><idno type="pmid">22662864</idno><idno type="doi">10.1021/jf3013376</idno><idno type="wicri:Area/PubMed/Corpus">001351</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Corpus" wicri:corpus="PubMed">001351</idno><idno type="wicri:Area/PubMed/Curation">001351</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Curation">001351</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">Design, synthesis, antiviral activity, and SARs of 14-aminophenanthroindolizidines.</title><author><name sortKey="Wang, Ziwen" sort="Wang, Ziwen" uniqKey="Wang Z" first="Ziwen" last="Wang">Ziwen Wang</name><affiliation wicri:level="1"><nlm:affiliation>State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.</nlm:affiliation><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071</wicri:regionArea></affiliation></author><author><name sortKey="Wang, Lei" sort="Wang, Lei" uniqKey="Wang L" first="Lei" last="Wang">Lei Wang</name></author><author><name sortKey="Ma, Shuang" sort="Ma, Shuang" uniqKey="Ma S" first="Shuang" last="Ma">Shuang Ma</name></author><author><name sortKey="Liu, Yuxiu" sort="Liu, Yuxiu" uniqKey="Liu Y" first="Yuxiu" last="Liu">Yuxiu Liu</name></author><author><name sortKey="Wang, Lizhong" sort="Wang, Lizhong" uniqKey="Wang L" first="Lizhong" last="Wang">Lizhong Wang</name></author><author><name sortKey="Wang, Qingmin" sort="Wang, Qingmin" uniqKey="Wang Q" first="Qingmin" last="Wang">Qingmin Wang</name></author></analytic><series><title level="j">Journal of agricultural and food chemistry</title><idno type="eISSN">1520-5118</idno><imprint><date when="2012" type="published">2012</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Antiviral Agents (chemical synthesis)</term><term>Antiviral Agents (pharmacology)</term><term>Indolizidines (chemical synthesis)</term><term>Indolizidines (pharmacology)</term><term>Phenanthrenes (chemical synthesis)</term><term>Phenanthrenes (pharmacology)</term><term>RNA, Viral (chemistry)</term><term>Structure-Activity Relationship</term><term>Tobacco Mosaic Virus (drug effects)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>ARN viral ()</term><term>Antiviraux (pharmacologie)</term><term>Antiviraux (synthèse chimique)</term><term>Indolizidines (pharmacologie)</term><term>Indolizidines (synthèse chimique)</term><term>Phénanthrènes (pharmacologie)</term><term>Phénanthrènes (synthèse chimique)</term><term>Relation structure-activité</term><term>Virus de la mosaïque du tabac ()</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Antiviral Agents</term><term>Indolizidines</term><term>Phenanthrenes</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>RNA, Viral</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Antiviral Agents</term><term>Indolizidines</term><term>Phenanthrenes</term></keywords><keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Tobacco Mosaic Virus</term></keywords><keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Antiviraux</term><term>Indolizidines</term><term>Phénanthrènes</term></keywords><keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr"><term>Antiviraux</term><term>Indolizidines</term><term>Phénanthrènes</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Structure-Activity Relationship</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>ARN viral</term><term>Relation structure-activité</term><term>Virus de la mosaïque du tabac</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Based on our previous structure-activity relationship and antiviral mechanism studies, a series of 14-aminophenanthroindolizidines (1a-i, 2, and 3) were designed, targeting tobacco mosaic virus (TMV) RNA, and synthesized and systematically evaluated for their antiviral activity against TMV. The bioassay results showed that most of these compounds exhibited good to excellent in vivo anti-TMV activity, of which compounds 1d and 1h displayed significantly higher activity than commercial ningnanmycin, and thus emerged as potential inhibitors of plant virus. The introduction of amino groups at the 14-position of phenanthroindolizidines, which is proposed to interact with arginine residues around the TMV RNA, increased anti-TMV activity. </div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">22662864</PMID><DateCompleted><Year>2014</Year><Month>07</Month><Day>18</Day></DateCompleted><DateRevised><Year>2014</Year><Month>02</Month><Day>04</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1520-5118</ISSN><JournalIssue CitedMedium="Internet"><Volume>60</Volume><Issue>23</Issue><PubDate><Year>2012</Year><Month>Jun</Month><Day>13</Day></PubDate></JournalIssue><Title>Journal of agricultural and food chemistry</Title><ISOAbbreviation>J. Agric. Food Chem.</ISOAbbreviation></Journal><ArticleTitle>Design, synthesis, antiviral activity, and SARs of 14-aminophenanthroindolizidines.</ArticleTitle><Pagination><MedlinePgn>5825-31</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1021/jf3013376</ELocationID><Abstract><AbstractText>Based on our previous structure-activity relationship and antiviral mechanism studies, a series of 14-aminophenanthroindolizidines (1a-i, 2, and 3) were designed, targeting tobacco mosaic virus (TMV) RNA, and synthesized and systematically evaluated for their antiviral activity against TMV. The bioassay results showed that most of these compounds exhibited good to excellent in vivo anti-TMV activity, of which compounds 1d and 1h displayed significantly higher activity than commercial ningnanmycin, and thus emerged as potential inhibitors of plant virus. The introduction of amino groups at the 14-position of phenanthroindolizidines, which is proposed to interact with arginine residues around the TMV RNA, increased anti-TMV activity. </AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Wang</LastName><ForeName>Ziwen</ForeName><Initials>Z</Initials><AffiliationInfo><Affiliation>State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Wang</LastName><ForeName>Lei</ForeName><Initials>L</Initials></Author><Author ValidYN="Y"><LastName>Ma</LastName><ForeName>Shuang</ForeName><Initials>S</Initials></Author><Author ValidYN="Y"><LastName>Liu</LastName><ForeName>Yuxiu</ForeName><Initials>Y</Initials></Author><Author ValidYN="Y"><LastName>Wang</LastName><ForeName>Lizhong</ForeName><Initials>L</Initials></Author><Author ValidYN="Y"><LastName>Wang</LastName><ForeName>Qingmin</ForeName><Initials>Q</Initials></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>2012</Year><Month>06</Month><Day>04</Day></ArticleDate></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>J Agric Food Chem</MedlineTA><NlmUniqueID>0374755</NlmUniqueID><ISSNLinking>0021-8561</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000998">Antiviral Agents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D054836">Indolizidines</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D010616">Phenanthrenes</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D012367">RNA, Viral</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000998" MajorTopicYN="N">Antiviral Agents</DescriptorName><QualifierName UI="Q000138" MajorTopicYN="Y">chemical synthesis</QualifierName><QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D054836" MajorTopicYN="N">Indolizidines</DescriptorName><QualifierName UI="Q000138" MajorTopicYN="Y">chemical synthesis</QualifierName><QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D010616" MajorTopicYN="N">Phenanthrenes</DescriptorName><QualifierName UI="Q000138" MajorTopicYN="Y">chemical synthesis</QualifierName><QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D012367" MajorTopicYN="N">RNA, Viral</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D013329" MajorTopicYN="N">Structure-Activity Relationship</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D014027" MajorTopicYN="N">Tobacco Mosaic Virus</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="Y">drug effects</QualifierName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="entrez"><Year>2012</Year><Month>6</Month><Day>6</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2012</Year><Month>6</Month><Day>6</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2014</Year><Month>7</Month><Day>19</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">22662864</ArticleId><ArticleId IdType="doi">10.1021/jf3013376</ArticleId></ArticleIdList></PubmedData></pubmed></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Sante/explor/SrasV1/Data/PubMed/Curation
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 001351 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/PubMed/Curation/biblio.hfd -nk 001351 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= Sante
|area= SrasV1
|flux= PubMed
|étape= Curation
|type= RBID
|clé= pubmed:22662864
|texte= Design, synthesis, antiviral activity, and SARs of 14-aminophenanthroindolizidines.
}}
Pour générer des pages wiki
HfdIndexSelect -h $EXPLOR_AREA/Data/PubMed/Curation/RBID.i -Sk "pubmed:22662864" \
| HfdSelect -Kh $EXPLOR_AREA/Data/PubMed/Curation/biblio.hfd \
| NlmPubMed2Wicri -a SrasV1
| This area was generated with Dilib version V0.6.33. |  |