One-pot synthesis of novel (2R,4S)-N-aryl-4-hydroxy-1-(2,2,2-trifluoroacetyl) pyrrolidine-2-carboxamides via [Formula: see text]-NPs and [Formula: see text] catalysts and investigation of their biological activities
A new class of (2R,4S)-N-aryl-4-hydroxy-1-(2,2,2-trifluoroacetyl)pyrrolidine-2-carboxamide compounds was synthesized by a facile one-pot reaction of trans-4-hydroxy proline and trifluoroacetimidoyl chlorides in the presence of [Formula: see text]-nanoparticles as a catalyst and sodium bicarbonate as...
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Veröffentlicht in: | Molecular diversity 2017-05, Vol.21 (2), p.305 |
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description | A new class of (2R,4S)-N-aryl-4-hydroxy-1-(2,2,2-trifluoroacetyl)pyrrolidine-2-carboxamide compounds was synthesized by a facile one-pot reaction of trans-4-hydroxy proline and trifluoroacetimidoyl chlorides in the presence of [Formula: see text]-nanoparticles as a catalyst and sodium bicarbonate as a base. Synthesized compounds showed cytotoxicity with [Formula: see text] values of 15.3-70.3 [Formula: see text] against K562 (Homo sapiens, human) cells. The results of the study provide a valuable method for one-pot synthesis of trans-4-hydroxy proline-based N-(2,2,2-trifluoroacetylated) compounds. Also, these compounds show significant pharmaceutical activities as antibacterial and antifungal reagents. |
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Synthesized compounds showed cytotoxicity with [Formula: see text] values of 15.3-70.3 [Formula: see text] against K562 (Homo sapiens, human) cells. The results of the study provide a valuable method for one-pot synthesis of trans-4-hydroxy proline-based N-(2,2,2-trifluoroacetylated) compounds. 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Also, these compounds show significant pharmaceutical activities as antibacterial and antifungal reagents.</description><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antifungal Agents - chemical synthesis</subject><subject>Antifungal Agents - chemistry</subject><subject>Antifungal Agents - pharmacology</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Catalysis</subject><subject>Chemistry Techniques, Synthetic</subject><subject>Drug Design</subject><subject>Humans</subject><subject>Inhibitory Concentration 50</subject><subject>K562 Cells</subject><subject>Microbial Sensitivity Tests</subject><subject>Nanoparticles - chemistry</subject><subject>Organometallic Compounds - chemistry</subject><subject>Palladium - chemistry</subject><subject>Pyrrolidines - chemical synthesis</subject><subject>Pyrrolidines - chemistry</subject><subject>Pyrrolidines - pharmacology</subject><subject>Titanium - chemistry</subject><issn>1573-501X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkMtKA0EQRRtBTHz8gtQygTTMK_jYisFVFHUhiISamZqkpKd76OoZ0l_q7zii7gS5BbW4h-LWPVDTdHmR62WSvkzUsch7kqTj5Edqkl2mV0mWFVP1cW9Jdy6ARBt2JCzgGrBuIAOz7HFRPM31WqOPRhd6F2vv9lGnepYtRunguTG98w4rCtHMoYveO8M1j1czXaEv3R5brklgYITXlfNtb_AahAgC7cObXj8IoK3_8qDCgCZK-CbYDiSBtxjY2a-YY2D2ULIzbssVGsAq8MCBSU7VYYNG6Oxnn6jz1e3zzZ3u-rKletN5bsevNr9N5P8CnxCXbD0</recordid><startdate>201705</startdate><enddate>201705</enddate><creator>Darehkordi, Ali</creator><creator>Ramezani, Mahin</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope></search><sort><creationdate>201705</creationdate><title>One-pot synthesis of novel (2R,4S)-N-aryl-4-hydroxy-1-(2,2,2-trifluoroacetyl) pyrrolidine-2-carboxamides via [Formula: see text]-NPs and [Formula: see text] catalysts and investigation of their biological activities</title><author>Darehkordi, Ali ; Ramezani, Mahin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-pubmed_primary_281902243</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antifungal Agents - chemical synthesis</topic><topic>Antifungal Agents - chemistry</topic><topic>Antifungal Agents - pharmacology</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Catalysis</topic><topic>Chemistry Techniques, Synthetic</topic><topic>Drug Design</topic><topic>Humans</topic><topic>Inhibitory Concentration 50</topic><topic>K562 Cells</topic><topic>Microbial Sensitivity Tests</topic><topic>Nanoparticles - chemistry</topic><topic>Organometallic Compounds - chemistry</topic><topic>Palladium - chemistry</topic><topic>Pyrrolidines - chemical synthesis</topic><topic>Pyrrolidines - chemistry</topic><topic>Pyrrolidines - pharmacology</topic><topic>Titanium - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Darehkordi, Ali</creatorcontrib><creatorcontrib>Ramezani, Mahin</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><jtitle>Molecular diversity</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Darehkordi, Ali</au><au>Ramezani, Mahin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>One-pot synthesis of novel (2R,4S)-N-aryl-4-hydroxy-1-(2,2,2-trifluoroacetyl) pyrrolidine-2-carboxamides via [Formula: see text]-NPs and [Formula: see text] catalysts and investigation of their biological activities</atitle><jtitle>Molecular diversity</jtitle><addtitle>Mol Divers</addtitle><date>2017-05</date><risdate>2017</risdate><volume>21</volume><issue>2</issue><spage>305</spage><pages>305-</pages><eissn>1573-501X</eissn><abstract>A new class of (2R,4S)-N-aryl-4-hydroxy-1-(2,2,2-trifluoroacetyl)pyrrolidine-2-carboxamide compounds was synthesized by a facile one-pot reaction of trans-4-hydroxy proline and trifluoroacetimidoyl chlorides in the presence of [Formula: see text]-nanoparticles as a catalyst and sodium bicarbonate as a base. 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subjects | Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antifungal Agents - chemical synthesis Antifungal Agents - chemistry Antifungal Agents - pharmacology Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Catalysis Chemistry Techniques, Synthetic Drug Design Humans Inhibitory Concentration 50 K562 Cells Microbial Sensitivity Tests Nanoparticles - chemistry Organometallic Compounds - chemistry Palladium - chemistry Pyrrolidines - chemical synthesis Pyrrolidines - chemistry Pyrrolidines - pharmacology Titanium - chemistry |
title | One-pot synthesis of novel (2R,4S)-N-aryl-4-hydroxy-1-(2,2,2-trifluoroacetyl) pyrrolidine-2-carboxamides via [Formula: see text]-NPs and [Formula: see text] catalysts and investigation of their biological activities |
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