SYNTHESIS AND LEISHMANICIDAL ACTIVITY OF NEW BIS-ALKYLQUINOLINES
Bis-alkylquinolines 1-6 were synthetized via Williamson reaction between 8-hydroxyquinaldine with different É, ù-dihaloalkanes. Structures of all the products were elucidated by spectroscopic analysis. Cytotoxic and antileishmanial activities of synthesized compounds were determinated on U-937 cells...
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Veröffentlicht in: | Journal of the Chilean Chemical Society 2013, Vol.58 (2), p.1709-1712 |
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container_title | Journal of the Chilean Chemical Society |
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creator | CARDONA, WILSON ARANGO, VICTOR DOMÍNGUEZ, JORGE J ROBLEDO, SARA M MUÑOZ, DIANA L FIGADERE, BRUNO VELEZ, IVAN D SÁEZ, JAIRO |
description | Bis-alkylquinolines 1-6 were synthetized via Williamson reaction between 8-hydroxyquinaldine with different É, ù-dihaloalkanes. Structures of all the products were elucidated by spectroscopic analysis. Cytotoxic and antileishmanial activities of synthesized compounds were determinated on U-937 cells and L. (V) panamensis amastigotes, respectively. Compound 5, 1,9-bis[(2-methylquinolin-8-yl)oxy]nonane, was the most selective against axenic and intracellular amastigotes (EC50 = 11.3 and 22.6, ìg/mL), with selectivity indices greater than 17.7 and 8.8, respectively; which makes this compound promising for the developing of new leishmanicidal drugs. |
doi_str_mv | 10.4067/S0717-97072013000200014 |
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Compound 5, 1,9-bis[(2-methylquinolin-8-yl)oxy]nonane, was the most selective against axenic and intracellular amastigotes (EC50 = 11.3 and 22.6, ìg/mL), with selectivity indices greater than 17.7 and 8.8, respectively; which makes this compound promising for the developing of new leishmanicidal drugs.</description><subject>CHEMISTRY, MULTIDISCIPLINARY</subject><issn>0717-9707</issn><issn>0717-9707</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNp1kGFLwzAQhoMoOKe_wf6BzkuaJu03a9fZYGyRdEo_hTZNYWNaadwH_73ViQjiwXEHx3PvvYfQJYYFBcavFHDM_ZgDJ4ADACBTYnqEZj-D41_9KTpzbgsQkJCxGbpWdVHlmRLKS4qlJzOh8vukEKlYJtJL0ko8iqr2ypVXZE_ejVB-Iu9q-bAWRSlFkalzdNI3O2cvvuscrVdZlea-LG9FmkjfBDR888MpgIZtRIzpKQPOCWdt0Eas71hvKQfcMQBjDdiIsgZP90YdMayNTUwaCOZocdjrzMbuBr0d9uPLJKi__Os__ieAHwAzDs6Nttev4-a5Gd81Bv35uX_JDzgUV44</recordid><startdate>2013</startdate><enddate>2013</enddate><creator>CARDONA, WILSON</creator><creator>ARANGO, VICTOR</creator><creator>DOMÍNGUEZ, JORGE J</creator><creator>ROBLEDO, SARA M</creator><creator>MUÑOZ, DIANA L</creator><creator>FIGADERE, BRUNO</creator><creator>VELEZ, IVAN D</creator><creator>SÁEZ, JAIRO</creator><general>Sociedad Chilena de Química</general><scope>AAYXX</scope><scope>CITATION</scope><scope>GPN</scope></search><sort><creationdate>2013</creationdate><title>SYNTHESIS AND LEISHMANICIDAL ACTIVITY OF NEW BIS-ALKYLQUINOLINES</title><author>CARDONA, WILSON ; ARANGO, VICTOR ; DOMÍNGUEZ, JORGE J ; ROBLEDO, SARA M ; MUÑOZ, DIANA L ; FIGADERE, BRUNO ; VELEZ, IVAN D ; SÁEZ, JAIRO</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c345t-5555045b82ccf46077276b3b86fd6fe4701d600cec0e846a17178d2c6b9c92a03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>CHEMISTRY, MULTIDISCIPLINARY</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>CARDONA, WILSON</creatorcontrib><creatorcontrib>ARANGO, VICTOR</creatorcontrib><creatorcontrib>DOMÍNGUEZ, JORGE J</creatorcontrib><creatorcontrib>ROBLEDO, SARA M</creatorcontrib><creatorcontrib>MUÑOZ, DIANA L</creatorcontrib><creatorcontrib>FIGADERE, BRUNO</creatorcontrib><creatorcontrib>VELEZ, IVAN D</creatorcontrib><creatorcontrib>SÁEZ, JAIRO</creatorcontrib><collection>CrossRef</collection><collection>SciELO</collection><jtitle>Journal of the Chilean Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>CARDONA, WILSON</au><au>ARANGO, VICTOR</au><au>DOMÍNGUEZ, JORGE J</au><au>ROBLEDO, SARA M</au><au>MUÑOZ, DIANA L</au><au>FIGADERE, BRUNO</au><au>VELEZ, IVAN D</au><au>SÁEZ, JAIRO</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>SYNTHESIS AND LEISHMANICIDAL ACTIVITY OF NEW BIS-ALKYLQUINOLINES</atitle><jtitle>Journal of the Chilean Chemical Society</jtitle><addtitle>J. Chil. Chem. Soc</addtitle><date>2013</date><risdate>2013</risdate><volume>58</volume><issue>2</issue><spage>1709</spage><epage>1712</epage><pages>1709-1712</pages><issn>0717-9707</issn><eissn>0717-9707</eissn><abstract>Bis-alkylquinolines 1-6 were synthetized via Williamson reaction between 8-hydroxyquinaldine with different É, ù-dihaloalkanes. Structures of all the products were elucidated by spectroscopic analysis. Cytotoxic and antileishmanial activities of synthesized compounds were determinated on U-937 cells and L. (V) panamensis amastigotes, respectively. Compound 5, 1,9-bis[(2-methylquinolin-8-yl)oxy]nonane, was the most selective against axenic and intracellular amastigotes (EC50 = 11.3 and 22.6, ìg/mL), with selectivity indices greater than 17.7 and 8.8, respectively; which makes this compound promising for the developing of new leishmanicidal drugs.</abstract><pub>Sociedad Chilena de Química</pub><doi>10.4067/S0717-97072013000200014</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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title | SYNTHESIS AND LEISHMANICIDAL ACTIVITY OF NEW BIS-ALKYLQUINOLINES |
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