Synthesis of Some New Spiropyranoquinolines and Evaluation of Their Free Radical Scavenging Activity
The preparation of some new spiro-substituted 4-hydroxypyranoquinolinones and their corresponding dihydropyrano cis-diols is described. The free radical scavenging activity of the compounds was determined by means of their interaction with the stable free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH)...
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Veröffentlicht in: | Chemical & pharmaceutical bulletin 2009/05/01, Vol.57(5), pp.446-452 |
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creator | Panteleon, Vassiliki Kostakis, Ioannis K. Marakos, Panagiotis Pouli, Nicole Andreadou, Ioanna |
description | The preparation of some new spiro-substituted 4-hydroxypyranoquinolinones and their corresponding dihydropyrano cis-diols is described. The free radical scavenging activity of the compounds was determined by means of their interaction with the stable free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH) and the superoxide anions generated by the enzymic xanthine–xanthine oxidase system. The spiroadamatylpyranoquinolinone analogue proved to be the most efficient free radical scavenger. |
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The free radical scavenging activity of the compounds was determined by means of their interaction with the stable free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH) and the superoxide anions generated by the enzymic xanthine–xanthine oxidase system. The spiroadamatylpyranoquinolinone analogue proved to be the most efficient free radical scavenger.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.57.446</identifier><identifier>PMID: 19420773</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Alanine - analogs & derivatives ; Alanine - chemistry ; antioxidant activity ; Biphenyl Compounds - chemistry ; Cinnamates - chemistry ; Free Radical Scavengers - chemical synthesis ; Free Radical Scavengers - chemistry ; Free Radical Scavengers - pharmacology ; Free Radicals - chemistry ; Inhibitory Concentration 50 ; Molecular Structure ; Picrates - chemistry ; Pyrans - chemical synthesis ; Pyrans - chemistry ; Pyrans - pharmacology ; quinoline ; Quinolines - chemical synthesis ; Quinolines - chemistry ; Quinolines - pharmacology ; Quinolones - chemistry ; radical scavenging activity ; Spiro Compounds - chemical synthesis ; Spiro Compounds - chemistry ; Spiro Compounds - pharmacology ; spiropyranoquinoline</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2009/05/01, Vol.57(5), pp.446-452</ispartof><rights>2009 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2009</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c471t-152637c8085742cfb044e5d1744c49d53084828cb4aa560f3cd07dc8363e56c53</citedby><cites>FETCH-LOGICAL-c471t-152637c8085742cfb044e5d1744c49d53084828cb4aa560f3cd07dc8363e56c53</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,782,786,1887,27933,27934</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19420773$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Panteleon, Vassiliki</creatorcontrib><creatorcontrib>Kostakis, Ioannis K.</creatorcontrib><creatorcontrib>Marakos, Panagiotis</creatorcontrib><creatorcontrib>Pouli, Nicole</creatorcontrib><creatorcontrib>Andreadou, Ioanna</creatorcontrib><title>Synthesis of Some New Spiropyranoquinolines and Evaluation of Their Free Radical Scavenging Activity</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>The preparation of some new spiro-substituted 4-hydroxypyranoquinolinones and their corresponding dihydropyrano cis-diols is described. The free radical scavenging activity of the compounds was determined by means of their interaction with the stable free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH) and the superoxide anions generated by the enzymic xanthine–xanthine oxidase system. The spiroadamatylpyranoquinolinone analogue proved to be the most efficient free radical scavenger.</description><subject>Alanine - analogs & derivatives</subject><subject>Alanine - chemistry</subject><subject>antioxidant activity</subject><subject>Biphenyl Compounds - chemistry</subject><subject>Cinnamates - chemistry</subject><subject>Free Radical Scavengers - chemical synthesis</subject><subject>Free Radical Scavengers - chemistry</subject><subject>Free Radical Scavengers - pharmacology</subject><subject>Free Radicals - chemistry</subject><subject>Inhibitory Concentration 50</subject><subject>Molecular Structure</subject><subject>Picrates - chemistry</subject><subject>Pyrans - chemical synthesis</subject><subject>Pyrans - chemistry</subject><subject>Pyrans - pharmacology</subject><subject>quinoline</subject><subject>Quinolines - chemical synthesis</subject><subject>Quinolines - chemistry</subject><subject>Quinolines - pharmacology</subject><subject>Quinolones - chemistry</subject><subject>radical scavenging activity</subject><subject>Spiro Compounds - chemical synthesis</subject><subject>Spiro Compounds - chemistry</subject><subject>Spiro Compounds - pharmacology</subject><subject>spiropyranoquinoline</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkE1LAzEQhoMotn5c_AES8CZszedme5JS6geIgtVzSLOzbco2uybbSv-9Ka16yRzyzDMzL0JXlAwoE8WdbWcDqQZC5EeoT7lQmWSMH6M-IWSYMZ7zHjqLcUkIk0TxU9SjQ8GIUryPyunWdwuILuKmwtNmBfgVvvG0daFpt8H45mvtfFM7DxEbX-LJxtRr07nG7xo-FuACfggA-N2UzpoaT63ZgJ87P8cj27mN67YX6KQydYTLQz1Hnw-Tj_FT9vL2-DwevWRWKNplVLKcK1uQQirBbDUjQoAsqRLCimEpOSlEwQo7E8bInFTclkSVtkgHgsyt5OfoZu9tQ1obYqeXzTr4NFJTkRPBcsJ4om73lA1NjAEq3Qa3MmGrKdG7QHUKVEulU6AJvj4o17MVlP_oIcEE3O-BZezMHP4AEzpna_h1yf2TlP8_CxM0eP4D7lCHbg</recordid><startdate>20090501</startdate><enddate>20090501</enddate><creator>Panteleon, Vassiliki</creator><creator>Kostakis, Ioannis K.</creator><creator>Marakos, Panagiotis</creator><creator>Pouli, Nicole</creator><creator>Andreadou, Ioanna</creator><general>The Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope></search><sort><creationdate>20090501</creationdate><title>Synthesis of Some New Spiropyranoquinolines and Evaluation of Their Free Radical Scavenging Activity</title><author>Panteleon, Vassiliki ; Kostakis, Ioannis K. ; Marakos, Panagiotis ; Pouli, Nicole ; Andreadou, Ioanna</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c471t-152637c8085742cfb044e5d1744c49d53084828cb4aa560f3cd07dc8363e56c53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Alanine - analogs & derivatives</topic><topic>Alanine - chemistry</topic><topic>antioxidant activity</topic><topic>Biphenyl Compounds - chemistry</topic><topic>Cinnamates - chemistry</topic><topic>Free Radical Scavengers - chemical synthesis</topic><topic>Free Radical Scavengers - chemistry</topic><topic>Free Radical Scavengers - pharmacology</topic><topic>Free Radicals - chemistry</topic><topic>Inhibitory Concentration 50</topic><topic>Molecular Structure</topic><topic>Picrates - chemistry</topic><topic>Pyrans - chemical synthesis</topic><topic>Pyrans - chemistry</topic><topic>Pyrans - pharmacology</topic><topic>quinoline</topic><topic>Quinolines - chemical synthesis</topic><topic>Quinolines - chemistry</topic><topic>Quinolines - pharmacology</topic><topic>Quinolones - chemistry</topic><topic>radical scavenging activity</topic><topic>Spiro Compounds - chemical synthesis</topic><topic>Spiro Compounds - chemistry</topic><topic>Spiro Compounds - pharmacology</topic><topic>spiropyranoquinoline</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Panteleon, Vassiliki</creatorcontrib><creatorcontrib>Kostakis, Ioannis K.</creatorcontrib><creatorcontrib>Marakos, Panagiotis</creatorcontrib><creatorcontrib>Pouli, Nicole</creatorcontrib><creatorcontrib>Andreadou, Ioanna</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Panteleon, Vassiliki</au><au>Kostakis, Ioannis K.</au><au>Marakos, Panagiotis</au><au>Pouli, Nicole</au><au>Andreadou, Ioanna</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Some New Spiropyranoquinolines and Evaluation of Their Free Radical Scavenging Activity</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2009-05-01</date><risdate>2009</risdate><volume>57</volume><issue>5</issue><spage>446</spage><epage>452</epage><pages>446-452</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>The preparation of some new spiro-substituted 4-hydroxypyranoquinolinones and their corresponding dihydropyrano cis-diols is described. The free radical scavenging activity of the compounds was determined by means of their interaction with the stable free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH) and the superoxide anions generated by the enzymic xanthine–xanthine oxidase system. The spiroadamatylpyranoquinolinone analogue proved to be the most efficient free radical scavenger.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>19420773</pmid><doi>10.1248/cpb.57.446</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Alanine - analogs & derivatives Alanine - chemistry antioxidant activity Biphenyl Compounds - chemistry Cinnamates - chemistry Free Radical Scavengers - chemical synthesis Free Radical Scavengers - chemistry Free Radical Scavengers - pharmacology Free Radicals - chemistry Inhibitory Concentration 50 Molecular Structure Picrates - chemistry Pyrans - chemical synthesis Pyrans - chemistry Pyrans - pharmacology quinoline Quinolines - chemical synthesis Quinolines - chemistry Quinolines - pharmacology Quinolones - chemistry radical scavenging activity Spiro Compounds - chemical synthesis Spiro Compounds - chemistry Spiro Compounds - pharmacology spiropyranoquinoline |
title | Synthesis of Some New Spiropyranoquinolines and Evaluation of Their Free Radical Scavenging Activity |
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