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<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Synthesis and biological evaluation of unnatural derivatives of narciclasine: 7- aza-narciclasine and its <italic>N</italic>
-oxide</title>
<author><name sortKey="Vshyvenko, Sergey" sort="Vshyvenko, Sergey" uniqKey="Vshyvenko S" first="Sergey" last="Vshyvenko">Sergey Vshyvenko</name>
<affiliation><nlm:aff id="A1">Department of Chemistry and Centre for Biotechnology, Brock University, St. Catharines, ON L2S 3A1, Canada</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Reisenauer, Mary Rose" sort="Reisenauer, Mary Rose" uniqKey="Reisenauer M" first="Mary Rose" last="Reisenauer">Mary Rose Reisenauer</name>
<affiliation><nlm:aff id="A2">Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801, United States</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Rogelj, Snezna" sort="Rogelj, Snezna" uniqKey="Rogelj S" first="Snezna" last="Rogelj">Snezna Rogelj</name>
<affiliation><nlm:aff id="A2">Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801, United States</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Hudlicky, Tomas" sort="Hudlicky, Tomas" uniqKey="Hudlicky T" first="Tomas" last="Hudlicky">Tomas Hudlicky</name>
<affiliation><nlm:aff id="A1">Department of Chemistry and Centre for Biotechnology, Brock University, St. Catharines, ON L2S 3A1, Canada</nlm:aff>
</affiliation>
</author>
</titleStmt>
<publicationStmt><idno type="wicri:source">PMC</idno>
<idno type="pmid">25108300</idno>
<idno type="pmc">4146675</idno>
<idno type="url">http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4146675</idno>
<idno type="RBID">PMC:4146675</idno>
<idno type="doi">10.1016/j.bmcl.2014.07.034</idno>
<date when="2014">2014</date>
<idno type="wicri:Area/Pmc/Corpus">000159</idno>
<idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Corpus" wicri:corpus="PMC">000159</idno>
</publicationStmt>
<sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">Synthesis and biological evaluation of unnatural derivatives of narciclasine: 7- aza-narciclasine and its <italic>N</italic>
-oxide</title>
<author><name sortKey="Vshyvenko, Sergey" sort="Vshyvenko, Sergey" uniqKey="Vshyvenko S" first="Sergey" last="Vshyvenko">Sergey Vshyvenko</name>
<affiliation><nlm:aff id="A1">Department of Chemistry and Centre for Biotechnology, Brock University, St. Catharines, ON L2S 3A1, Canada</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Reisenauer, Mary Rose" sort="Reisenauer, Mary Rose" uniqKey="Reisenauer M" first="Mary Rose" last="Reisenauer">Mary Rose Reisenauer</name>
<affiliation><nlm:aff id="A2">Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801, United States</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Rogelj, Snezna" sort="Rogelj, Snezna" uniqKey="Rogelj S" first="Snezna" last="Rogelj">Snezna Rogelj</name>
<affiliation><nlm:aff id="A2">Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801, United States</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Hudlicky, Tomas" sort="Hudlicky, Tomas" uniqKey="Hudlicky T" first="Tomas" last="Hudlicky">Tomas Hudlicky</name>
<affiliation><nlm:aff id="A1">Department of Chemistry and Centre for Biotechnology, Brock University, St. Catharines, ON L2S 3A1, Canada</nlm:aff>
</affiliation>
</author>
</analytic>
<series><title level="j">Bioorganic & medicinal chemistry letters</title>
<idno type="ISSN">0960-894X</idno>
<idno type="eISSN">1464-3405</idno>
<imprint><date when="2014">2014</date>
</imprint>
</series>
</biblStruct>
</sourceDesc>
</fileDesc>
<profileDesc><textClass></textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en"><p id="P1">Several unnatural derivatives of narciclasine were prepared in which the C-7 carbon was replaced with nitrogen. The 7-aza derivative and its <italic>N</italic>
-oxide were prepared by the coupling of iodopicolinic acid with a conduramine unit derived chemoenzymatically from bromobenzene. Intramolecular Heck reaction was used to construct the carbostyryl ring system. The compounds were submitted to biological screening against cancer cell lines. Full experimental and spectra data are provided for all new compounds.</p>
</div>
</front>
</TEI>
<pmc article-type="research-article"><pmc-comment>The publisher of this article does not allow downloading of the full text in XML form.</pmc-comment>
<pmc-dir>properties manuscript</pmc-dir>
<front><journal-meta><journal-id journal-id-type="nlm-journal-id">9107377</journal-id>
<journal-id journal-id-type="pubmed-jr-id">20409</journal-id>
<journal-id journal-id-type="nlm-ta">Bioorg Med Chem Lett</journal-id>
<journal-id journal-id-type="iso-abbrev">Bioorg. Med. Chem. Lett.</journal-id>
<journal-title-group><journal-title>Bioorganic & medicinal chemistry letters</journal-title>
</journal-title-group>
<issn pub-type="ppub">0960-894X</issn>
<issn pub-type="epub">1464-3405</issn>
</journal-meta>
<article-meta><article-id pub-id-type="pmid">25108300</article-id>
<article-id pub-id-type="pmc">4146675</article-id>
<article-id pub-id-type="doi">10.1016/j.bmcl.2014.07.034</article-id>
<article-id pub-id-type="manuscript">NIHMS616120</article-id>
<article-categories><subj-group subj-group-type="heading"><subject>Article</subject>
</subj-group>
</article-categories>
<title-group><article-title>Synthesis and biological evaluation of unnatural derivatives of narciclasine: 7- aza-narciclasine and its <italic>N</italic>
-oxide</article-title>
</title-group>
<contrib-group><contrib contrib-type="author"><name><surname>Vshyvenko</surname>
<given-names>Sergey</given-names>
</name>
<xref ref-type="aff" rid="A1">a</xref>
</contrib>
<contrib contrib-type="author"><name><surname>Reisenauer</surname>
<given-names>Mary Rose</given-names>
</name>
<xref ref-type="aff" rid="A2">b</xref>
</contrib>
<contrib contrib-type="author"><name><surname>Rogelj</surname>
<given-names>Snezna</given-names>
</name>
<xref ref-type="aff" rid="A2">b</xref>
</contrib>
<contrib contrib-type="author"><name><surname>Hudlicky</surname>
<given-names>Tomas</given-names>
</name>
<xref ref-type="corresp" rid="CR1">*</xref>
<xref ref-type="aff" rid="A1">a</xref>
</contrib>
</contrib-group>
<aff id="A1"><label>a</label>
Department of Chemistry and Centre for Biotechnology, Brock University, St. Catharines, ON L2S 3A1, Canada</aff>
<aff id="A2"><label>b</label>
Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801, United States</aff>
<author-notes><corresp id="CR1"><label>*</label>
<email>thudlicky@brocku.ca</email>
</corresp>
</author-notes>
<pub-date pub-type="nihms-submitted"><day>26</day>
<month>7</month>
<year>2014</year>
</pub-date>
<pub-date pub-type="epub"><day>19</day>
<month>7</month>
<year>2014</year>
</pub-date>
<pub-date pub-type="ppub"><day>1</day>
<month>9</month>
<year>2014</year>
</pub-date>
<pub-date pub-type="pmc-release"><day>01</day>
<month>9</month>
<year>2015</year>
</pub-date>
<volume>24</volume>
<issue>17</issue>
<fpage>4236</fpage>
<lpage>4238</lpage>
<pmc-comment>elocation-id from pubmed: 10.1016/j.bmcl.2014.07.034</pmc-comment>
<permissions><copyright-statement>© 2014 Elsevier Ltd. All rights reserved.</copyright-statement>
<copyright-year>2014</copyright-year>
</permissions>
<abstract><p id="P1">Several unnatural derivatives of narciclasine were prepared in which the C-7 carbon was replaced with nitrogen. The 7-aza derivative and its <italic>N</italic>
-oxide were prepared by the coupling of iodopicolinic acid with a conduramine unit derived chemoenzymatically from bromobenzene. Intramolecular Heck reaction was used to construct the carbostyryl ring system. The compounds were submitted to biological screening against cancer cell lines. Full experimental and spectra data are provided for all new compounds.</p>
</abstract>
</article-meta>
</front>
</pmc>
</record>
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