Cernumidine and isocernumidine, new type of cyclic guanidine alkaloids from Solanum cernuum
Cernumidine and isocernumidine were identified in the ethanol extract of the leaves of Solanum cernuum Vell. together with four known phenolic compounds. The alkaloids have a natural (2-aminopyrrolidin-1-yl)carboxamidine alkaloidal base acylated with isoferulic (3-hydroxy-4-methoxycinnamic) acid wit...
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| Veröffentlicht in: | Tetrahedron letters 2011-11, Vol.52 (48), p.6392-6395 |
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| creator | Lopes, Luciane C. Roman, Bianca Medeiros, Maria A. Mukhopadhyay, Abhik Utrilla, Pilar Gálvez, Julio Mauriño, Sofía García Moltiva, Virginia Lourenço, Ana Feliciano, Arturo San |
| description | Cernumidine and isocernumidine were identified in the ethanol extract of the leaves of Solanum cernuum Vell. together with four known phenolic compounds. The alkaloids have a natural (2-aminopyrrolidin-1-yl)carboxamidine alkaloidal base acylated with isoferulic (3-hydroxy-4-methoxycinnamic) acid with Z and E configurations, respectively. The structures were elucidated on the basis of 1D- and 2D-NMR data and the structure of cernumidine was confirmed by X-ray analysis. Cernumidine displayed inhibition of interleukin-8 production by HT-29 colon carcinoma cells. This fact could orient further research in gastric cancer prevention and treatment. |
| doi_str_mv | 10.1016/j.tetlet.2011.09.060 |
| format | Article |
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This fact could orient further research in gastric cancer prevention and treatment.</description><subject>Alkaloids</subject><subject>Cancer</subject><subject>Cernumidines</subject><subject>Chemistry</subject><subject>Colon</subject><subject>Ethanol</subject><subject>Ethyl alcohol</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with only one n hetero atom and condensed derivatives</subject><subject>Interleukin-8</subject><subject>Noncondensed benzenic compounds</subject><subject>Organic chemistry</subject><subject>Phenols</subject><subject>Preparations and properties</subject><subject>Solanum cernnum Vell</subject><subject>Tetrahedrons</subject><subject>X-rays</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNp9kE1LxDAQhoMouK7-Aw-5CB5szVfT9CLI4hcseFBPHkI2mUrWtlmTVtl_b9dd9OZcBob3fWfmQeiUkpwSKi-XeQ99A33OCKU5qXIiyR6aUFXyjBeK7qMJIYJkgvDqEB2ltCRjSUUm6HUGsRta73wH2HQO-xTs3-gCd_CF-_UKcKixXdvGW_w2mG5naN5NE7xLuI6hxU-hMaMT_wQM7TE6qE2T4GTXp-jl9uZ5dp_NH-8eZtfzzApe9BlwJlxJGC-ccEpy62RRqoUqiZWiqhlnji0MMM7rggkq5GJRK1BOWatKpyifovNt7iqGjwFSr1ufLDTjMRCGpGkphCwlFWKUiq3UxpBShFqvom9NXGtK9IalXuotS71hqUmlR5aj7Wy3wSRrmjqazvr062WipFUl1ai72upgfPfTQ9TJeugsOB_B9toF__-ibx4GjME</recordid><startdate>20111130</startdate><enddate>20111130</enddate><creator>Lopes, Luciane C.</creator><creator>Roman, Bianca</creator><creator>Medeiros, Maria A.</creator><creator>Mukhopadhyay, Abhik</creator><creator>Utrilla, Pilar</creator><creator>Gálvez, Julio</creator><creator>Mauriño, Sofía García</creator><creator>Moltiva, Virginia</creator><creator>Lourenço, Ana</creator><creator>Feliciano, Arturo San</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20111130</creationdate><title>Cernumidine and isocernumidine, new type of cyclic guanidine alkaloids from Solanum cernuum</title><author>Lopes, Luciane C. ; Roman, Bianca ; Medeiros, Maria A. ; Mukhopadhyay, Abhik ; Utrilla, Pilar ; Gálvez, Julio ; Mauriño, Sofía García ; Moltiva, Virginia ; Lourenço, Ana ; Feliciano, Arturo San</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c435t-e324d70235d4d863cd6578b870c649f232d2bae233f524146bbf8e8d8cc87d813</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Alkaloids</topic><topic>Cancer</topic><topic>Cernumidines</topic><topic>Chemistry</topic><topic>Colon</topic><topic>Ethanol</topic><topic>Ethyl alcohol</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with only one n hetero atom and condensed derivatives</topic><topic>Interleukin-8</topic><topic>Noncondensed benzenic compounds</topic><topic>Organic chemistry</topic><topic>Phenols</topic><topic>Preparations and properties</topic><topic>Solanum cernnum Vell</topic><topic>Tetrahedrons</topic><topic>X-rays</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lopes, Luciane C.</creatorcontrib><creatorcontrib>Roman, Bianca</creatorcontrib><creatorcontrib>Medeiros, Maria A.</creatorcontrib><creatorcontrib>Mukhopadhyay, Abhik</creatorcontrib><creatorcontrib>Utrilla, Pilar</creatorcontrib><creatorcontrib>Gálvez, Julio</creatorcontrib><creatorcontrib>Mauriño, Sofía García</creatorcontrib><creatorcontrib>Moltiva, Virginia</creatorcontrib><creatorcontrib>Lourenço, Ana</creatorcontrib><creatorcontrib>Feliciano, Arturo San</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lopes, Luciane C.</au><au>Roman, Bianca</au><au>Medeiros, Maria A.</au><au>Mukhopadhyay, Abhik</au><au>Utrilla, Pilar</au><au>Gálvez, Julio</au><au>Mauriño, Sofía García</au><au>Moltiva, Virginia</au><au>Lourenço, Ana</au><au>Feliciano, Arturo San</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cernumidine and isocernumidine, new type of cyclic guanidine alkaloids from Solanum cernuum</atitle><jtitle>Tetrahedron letters</jtitle><date>2011-11-30</date><risdate>2011</risdate><volume>52</volume><issue>48</issue><spage>6392</spage><epage>6395</epage><pages>6392-6395</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><coden>TELEAY</coden><abstract>Cernumidine and isocernumidine were identified in the ethanol extract of the leaves of Solanum cernuum Vell. together with four known phenolic compounds. 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| subjects | Alkaloids Cancer Cernumidines Chemistry Colon Ethanol Ethyl alcohol Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Interleukin-8 Noncondensed benzenic compounds Organic chemistry Phenols Preparations and properties Solanum cernnum Vell Tetrahedrons X-rays |
| title | Cernumidine and isocernumidine, new type of cyclic guanidine alkaloids from Solanum cernuum |
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