A Facile Synthesis of Deaza-Analogues of the Bisindole Marine Alkaloid Topsentin
Identifieur interne : 001269 ( Main/Exploration ); précédent : 001268; suivant : 001270A Facile Synthesis of Deaza-Analogues of the Bisindole Marine Alkaloid Topsentin
Auteurs : Anna Carbone [Italie] ; Virginia Span [Italie] ; Barbara Parrino [Italie] ; Cristina Ciancimino [Italie] ; Orazio A. Attanasi [Italie] ; Gianfranco Favi [Italie]Source :
- Molecules [ 1420-3049 ] ; 2013.
Abstract
A series of substituted ethyl 1-[(
Url:
DOI: 10.3390/molecules18032518
PubMed: 23442928
PubMed Central: 6269752
Affiliations:
Links toward previous steps (curation, corpus...)
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Le document en format XML
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type="city">Palerme</settlement><region type="region" nuts="2">Sicile</region></placeName></affiliation></author><author><name sortKey="Span, Virginia" sort="Span, Virginia" uniqKey="Span V" first="Virginia" last="Span">Virginia Span</name><affiliation wicri:level="4"><nlm:aff id="af1-molecules-18-02518">Dipartimento di Scienze e Tecnologie Biologiche Chimiche e Farmaceutiche, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy</nlm:aff><country xml:lang="fr">Italie</country><wicri:regionArea>Dipartimento di Scienze e Tecnologie Biologiche Chimiche e Farmaceutiche, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo</wicri:regionArea><orgName type="university">Université de Palerme</orgName><placeName><settlement type="city">Palerme</settlement><region type="region" nuts="2">Sicile</region></placeName></affiliation></author><author><name sortKey="Parrino, Barbara" sort="Parrino, Barbara" uniqKey="Parrino B" first="Barbara" last="Parrino">Barbara Parrino</name><affiliation wicri:level="4"><nlm:aff id="af1-molecules-18-02518">Dipartimento di Scienze e Tecnologie Biologiche Chimiche e Farmaceutiche, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy</nlm:aff><country xml:lang="fr">Italie</country><wicri:regionArea>Dipartimento di Scienze e Tecnologie Biologiche Chimiche e Farmaceutiche, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo</wicri:regionArea><orgName type="university">Université de Palerme</orgName><placeName><settlement type="city">Palerme</settlement><region type="region" nuts="2">Sicile</region></placeName></affiliation></author><author><name sortKey="Ciancimino, Cristina" sort="Ciancimino, Cristina" uniqKey="Ciancimino C" first="Cristina" last="Ciancimino">Cristina Ciancimino</name><affiliation wicri:level="4"><nlm:aff id="af1-molecules-18-02518">Dipartimento di Scienze e Tecnologie Biologiche Chimiche e Farmaceutiche, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy</nlm:aff><country xml:lang="fr">Italie</country><wicri:regionArea>Dipartimento di Scienze e Tecnologie Biologiche Chimiche e Farmaceutiche, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo</wicri:regionArea><orgName type="university">Université de Palerme</orgName><placeName><settlement type="city">Palerme</settlement><region type="region" nuts="2">Sicile</region></placeName></affiliation></author><author><name sortKey="Attanasi, Orazio A" sort="Attanasi, Orazio A" uniqKey="Attanasi O" first="Orazio A." last="Attanasi">Orazio A. Attanasi</name><affiliation wicri:level="1"><nlm:aff id="af2-molecules-18-02518">Dipartimento di Scienze Biomolecolari, Università degli Studi di Urbino “Carlo Bo”, Via I Maggetti 24, 61029 Urbino, Italy</nlm:aff><country xml:lang="fr">Italie</country><wicri:regionArea>Dipartimento di Scienze Biomolecolari, Università degli Studi di Urbino “Carlo Bo”, Via I Maggetti 24, 61029 Urbino</wicri:regionArea><wicri:noRegion>61029 Urbino</wicri:noRegion></affiliation></author><author><name sortKey="Favi, Gianfranco" sort="Favi, Gianfranco" uniqKey="Favi G" first="Gianfranco" last="Favi">Gianfranco Favi</name><affiliation wicri:level="1"><nlm:aff id="af2-molecules-18-02518">Dipartimento di Scienze Biomolecolari, Università degli Studi di Urbino “Carlo Bo”, Via I Maggetti 24, 61029 Urbino, Italy</nlm:aff><country xml:lang="fr">Italie</country><wicri:regionArea>Dipartimento di Scienze Biomolecolari, Università degli Studi di Urbino “Carlo Bo”, Via I Maggetti 24, 61029 Urbino</wicri:regionArea><wicri:noRegion>61029 Urbino</wicri:noRegion></affiliation></author></analytic><series><title level="j">Molecules</title><idno type="eISSN">1420-3049</idno><imprint><date when="2013">2013</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en"><p>A series of substituted ethyl 1-[(<italic>tert</italic>-butoxycarbonyl)amino]-2-methyl-5-(1-methyl-1<italic>H</italic>-indol-3-yl)-4-[(1-methyl-1<italic>H</italic>-indol-3-yl)carbonyl]-1<italic>H</italic>-pyrrole-3-carboxylates were prepared in excellent yields (82-98%) by one-pot reactions between β-dicarbonyl compounds <bold>12a</bold>–<bold>e</bold> and 1,2-diaza-1,3-diene (DD) <bold>13</bold>. Derivatives <bold>10a</bold>,<bold>c</bold>–<bold>e</bold>, deazaanalogues of the bis-indole alkaloid topsentin, screened by the National Cancer Institute (Bethesda, MD, USA) in the <italic>in vitro</italic> one dose primary anticancer assay against a panel of about 60 human tumor cell lines, showed no significant activity, with the exception of compound <bold>9e</bold>, which showed moderate activity against the HOP-92 cell line of the non small cell lung cancer sub-panel and the SNB-75 cell line of the CNS sub-panel.</p></div></front><back><div1 type="bibliography"><listBibl><biblStruct><analytic><author><name sortKey="Shin, J" uniqKey="Shin J">J. Shin</name></author><author><name sortKey="Seo, Y" uniqKey="Seo Y">Y. Seo</name></author><author><name sortKey="Cho, K W" uniqKey="Cho K">K.W. Cho</name></author><author><name sortKey="Rho, J R" uniqKey="Rho J">J.R. Rho</name></author><author><name sortKey="Sim, C" uniqKey="Sim C">C. 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Scudiero</name></author><author><name sortKey="Skehan, P" uniqKey="Skehan P">P. Skehan</name></author><author><name sortKey="Shoemaker, R" uniqKey="Shoemaker R">R. Shoemaker</name></author><author><name sortKey="Paull, K" uniqKey="Paull K">K. Paull</name></author><author><name sortKey="Vistica, D" uniqKey="Vistica D">D. Vistica</name></author><author><name sortKey="Hose, C" uniqKey="Hose C">C. Hose</name></author><author><name sortKey="Langely, J" uniqKey="Langely J">J. Langely</name></author><author><name sortKey="Cronise, P" uniqKey="Cronise P">P. Cronise</name></author><author><name sortKey="Vaigro Wolff, A" uniqKey="Vaigro Wolff A">A. Vaigro-Wolff</name></author></analytic></biblStruct><biblStruct><analytic><author><name sortKey="Sommer, S" uniqKey="Sommer S">S. Sommer</name></author></analytic></biblStruct><biblStruct><analytic><author><name sortKey="Attanasi, O A" uniqKey="Attanasi O">O.A. Attanasi</name></author><author><name sortKey="Filippone, P" uniqKey="Filippone P">P. Filippone</name></author><author><name sortKey="Mei, A" uniqKey="Mei A">A. Mei</name></author><author><name sortKey="Santeusanio, S" uniqKey="Santeusanio S">S. Santeusanio</name></author></analytic></biblStruct><biblStruct><analytic><author><name sortKey="Attanasi, O A" uniqKey="Attanasi O">O.A. Attanasi</name></author><author><name sortKey="Filippone, P" uniqKey="Filippone P">P. Filippone</name></author><author><name sortKey="Mei, A" uniqKey="Mei A">A. Mei</name></author><author><name sortKey="Santeusanio, S" uniqKey="Santeusanio S">S. Santeusanio</name></author></analytic></biblStruct><biblStruct></biblStruct></listBibl></div1></back></TEI><affiliations><list><country><li>Italie</li></country><region><li>Sicile</li></region><settlement><li>Palerme</li></settlement><orgName><li>Université de Palerme</li></orgName></list><tree><country name="Italie"><region name="Sicile"><name sortKey="Carbone, Anna" sort="Carbone, Anna" uniqKey="Carbone A" first="Anna" last="Carbone">Anna Carbone</name></region><name sortKey="Attanasi, Orazio A" sort="Attanasi, Orazio A" uniqKey="Attanasi O" first="Orazio A." last="Attanasi">Orazio A. Attanasi</name><name sortKey="Ciancimino, Cristina" sort="Ciancimino, Cristina" uniqKey="Ciancimino C" first="Cristina" last="Ciancimino">Cristina Ciancimino</name><name sortKey="Favi, Gianfranco" sort="Favi, Gianfranco" uniqKey="Favi G" first="Gianfranco" last="Favi">Gianfranco Favi</name><name sortKey="Parrino, Barbara" sort="Parrino, Barbara" uniqKey="Parrino B" first="Barbara" last="Parrino">Barbara Parrino</name><name sortKey="Span, Virginia" sort="Span, Virginia" uniqKey="Span V" first="Virginia" last="Span">Virginia Span</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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