Free radical scavenging activity of novel thiazolidine-2,4-dione derivatives
ABSTRACT Free radical activity towards superoxide anion radical (O2•¯), hydroxyl radical (HO•) and 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH•) of a series of novel thiazolidine‐2,4‐dione derivatives (TSs) was examined using chemiluminescence, electron paramagnetic resonance (EPR) and EPR spin trapping tec...
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| Veröffentlicht in: | Luminescence (Chichester, England) England), 2013-11, Vol.28 (6), p.900-904 |
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| creator | Berczyński, Paweł Kruk, Irena Piechowska, Teresa Ceylan-Unlusoy, Meltem Bozdağ-Dündar, Oya Aboul-Enein, Hassan Y. |
| description | ABSTRACT
Free radical activity towards superoxide anion radical (O2•¯), hydroxyl radical (HO•) and 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH•) of a series of novel thiazolidine‐2,4‐dione derivatives (TSs) was examined using chemiluminescence, electron paramagnetic resonance (EPR) and EPR spin trapping techniques. 5,5‐Dimethyl‐1‐pyrroline‐N‐oxide (DMPO) was applied as the spin trap. Superoxide radical was produced in the potassium superoxide/18‐crown‐6 ether dissolved in dimethyl sulfoxide. Hydroxyl radical was generated in the Fenton reaction (Fe(II) + H2O2. It was found that TSs showed a slight scavenging effect (15–38% reduction at 2.5 mmol/L concentration) of the DPPH radical and a high scavenging effect of O2•¯ (41–88%). The tested compounds showed inhibition of HO• ‐dependent DMPO‐OH spin adduct formation (the amplitude of EPR signal decrease ranged from 20 to 76% at 2.5 mmol/L concentration. Our findings present new group compounds of relatively high reactivity towards free radicals. Copyright © 2012 John Wiley & Sons, Ltd. |
| doi_str_mv | 10.1002/bio.2454 |
| format | Article |
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Free radical activity towards superoxide anion radical (O2•¯), hydroxyl radical (HO•) and 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH•) of a series of novel thiazolidine‐2,4‐dione derivatives (TSs) was examined using chemiluminescence, electron paramagnetic resonance (EPR) and EPR spin trapping techniques. 5,5‐Dimethyl‐1‐pyrroline‐N‐oxide (DMPO) was applied as the spin trap. Superoxide radical was produced in the potassium superoxide/18‐crown‐6 ether dissolved in dimethyl sulfoxide. Hydroxyl radical was generated in the Fenton reaction (Fe(II) + H2O2. It was found that TSs showed a slight scavenging effect (15–38% reduction at 2.5 mmol/L concentration) of the DPPH radical and a high scavenging effect of O2•¯ (41–88%). The tested compounds showed inhibition of HO• ‐dependent DMPO‐OH spin adduct formation (the amplitude of EPR signal decrease ranged from 20 to 76% at 2.5 mmol/L concentration. Our findings present new group compounds of relatively high reactivity towards free radicals. Copyright © 2012 John Wiley & Sons, Ltd.</description><identifier>ISSN: 1522-7235</identifier><identifier>EISSN: 1522-7243</identifier><identifier>DOI: 10.1002/bio.2454</identifier><identifier>PMID: 23225772</identifier><language>eng</language><publisher>England: Blackwell Publishing Ltd</publisher><subject>1,1‐diphenyl‐2‐picrylhydoxyl radical ; 1-diphenyl-2-picrylhydoxyl radical ; 4-dione derivatives ; chemiluminescence ; Derivatives ; Dissolution ; Electron Spin Resonance Spectroscopy ; EPR ; Ethers ; Free Radical Scavengers - chemistry ; Free radicals ; hydroxyl radical ; Hydroxyl radicals ; Luminescence ; Molecular Structure ; Radicals ; Scavenging ; spin trapping ; superoxide radical ; thiazolidine 2 ; thiazolidine 2,4‐dione derivatives ; Thiazolidinediones - chemistry ; Trapping</subject><ispartof>Luminescence (Chichester, England), 2013-11, Vol.28 (6), p.900-904</ispartof><rights>Copyright © 2012 John Wiley & Sons, Ltd.</rights><rights>Copyright © 2013 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4204-6c928d9401e3ebe2cabdf3e9b8489406dc86267037c82fc5c3e616d047f8df463</citedby><cites>FETCH-LOGICAL-c4204-6c928d9401e3ebe2cabdf3e9b8489406dc86267037c82fc5c3e616d047f8df463</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fbio.2454$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fbio.2454$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23225772$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Berczyński, Paweł</creatorcontrib><creatorcontrib>Kruk, Irena</creatorcontrib><creatorcontrib>Piechowska, Teresa</creatorcontrib><creatorcontrib>Ceylan-Unlusoy, Meltem</creatorcontrib><creatorcontrib>Bozdağ-Dündar, Oya</creatorcontrib><creatorcontrib>Aboul-Enein, Hassan Y.</creatorcontrib><title>Free radical scavenging activity of novel thiazolidine-2,4-dione derivatives</title><title>Luminescence (Chichester, England)</title><addtitle>Luminescence</addtitle><description>ABSTRACT
Free radical activity towards superoxide anion radical (O2•¯), hydroxyl radical (HO•) and 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH•) of a series of novel thiazolidine‐2,4‐dione derivatives (TSs) was examined using chemiluminescence, electron paramagnetic resonance (EPR) and EPR spin trapping techniques. 5,5‐Dimethyl‐1‐pyrroline‐N‐oxide (DMPO) was applied as the spin trap. Superoxide radical was produced in the potassium superoxide/18‐crown‐6 ether dissolved in dimethyl sulfoxide. Hydroxyl radical was generated in the Fenton reaction (Fe(II) + H2O2. It was found that TSs showed a slight scavenging effect (15–38% reduction at 2.5 mmol/L concentration) of the DPPH radical and a high scavenging effect of O2•¯ (41–88%). The tested compounds showed inhibition of HO• ‐dependent DMPO‐OH spin adduct formation (the amplitude of EPR signal decrease ranged from 20 to 76% at 2.5 mmol/L concentration. Our findings present new group compounds of relatively high reactivity towards free radicals. Copyright © 2012 John Wiley & Sons, Ltd.</description><subject>1,1‐diphenyl‐2‐picrylhydoxyl radical</subject><subject>1-diphenyl-2-picrylhydoxyl radical</subject><subject>4-dione derivatives</subject><subject>chemiluminescence</subject><subject>Derivatives</subject><subject>Dissolution</subject><subject>Electron Spin Resonance Spectroscopy</subject><subject>EPR</subject><subject>Ethers</subject><subject>Free Radical Scavengers - chemistry</subject><subject>Free radicals</subject><subject>hydroxyl radical</subject><subject>Hydroxyl radicals</subject><subject>Luminescence</subject><subject>Molecular Structure</subject><subject>Radicals</subject><subject>Scavenging</subject><subject>spin trapping</subject><subject>superoxide radical</subject><subject>thiazolidine 2</subject><subject>thiazolidine 2,4‐dione derivatives</subject><subject>Thiazolidinediones - chemistry</subject><subject>Trapping</subject><issn>1522-7235</issn><issn>1522-7243</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqF0V1LHDEUgOEgFj-2hf4CGfDGC0eTk0wyc1kXV7csCmLpZcgkZ2zs7EST2W23v76zuN2CIF7lEB5eSA4hnxk9Y5TCee3DGYhC7JADVgDkCgTf3c682CeHKT1SSqWU1R7ZBw5QKAUHZDaJiFk0zlvTZsmaJXYPvnvIjO390verLDRZF5bYZv0Pb_6E1jvfYQ6nInc-dJg5jH5pBozpI_nQmDbhp805It8ml_fj63x2ezUdf5nlVgAVubQVlK4SlCHHGsGa2jUcq7oU5XArnS0lSEW5siU0trAcJZOOCtWUrhGSj8jJS_cphucFpl7PfbLYtqbDsEiaScVEpWhF36dCVsBKIdfV41f0MSxiNzxkrcoCBKv4_6CNIaWIjX6Kfm7iSjOq18vQwzL0ehkDPdoEF_Uc3Rb--_0B5C_gl29x9WZIX0xvN8GN96nH31tv4k8tFVeF_n5zpSdf6eSO39_oa_4XO_Gf7w</recordid><startdate>201311</startdate><enddate>201311</enddate><creator>Berczyński, Paweł</creator><creator>Kruk, Irena</creator><creator>Piechowska, Teresa</creator><creator>Ceylan-Unlusoy, Meltem</creator><creator>Bozdağ-Dündar, Oya</creator><creator>Aboul-Enein, Hassan Y.</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><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>7QF</scope><scope>7QO</scope><scope>7QP</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7TA</scope><scope>7TB</scope><scope>7U5</scope><scope>7U7</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F1W</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>H95</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L.G</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>201311</creationdate><title>Free radical scavenging activity of novel thiazolidine-2,4-dione derivatives</title><author>Berczyński, Paweł ; Kruk, Irena ; Piechowska, Teresa ; Ceylan-Unlusoy, Meltem ; Bozdağ-Dündar, Oya ; Aboul-Enein, Hassan Y.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4204-6c928d9401e3ebe2cabdf3e9b8489406dc86267037c82fc5c3e616d047f8df463</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>1,1‐diphenyl‐2‐picrylhydoxyl radical</topic><topic>1-diphenyl-2-picrylhydoxyl radical</topic><topic>4-dione derivatives</topic><topic>chemiluminescence</topic><topic>Derivatives</topic><topic>Dissolution</topic><topic>Electron Spin Resonance Spectroscopy</topic><topic>EPR</topic><topic>Ethers</topic><topic>Free Radical Scavengers - chemistry</topic><topic>Free radicals</topic><topic>hydroxyl radical</topic><topic>Hydroxyl radicals</topic><topic>Luminescence</topic><topic>Molecular Structure</topic><topic>Radicals</topic><topic>Scavenging</topic><topic>spin trapping</topic><topic>superoxide radical</topic><topic>thiazolidine 2</topic><topic>thiazolidine 2,4‐dione derivatives</topic><topic>Thiazolidinediones - chemistry</topic><topic>Trapping</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Berczyński, Paweł</creatorcontrib><creatorcontrib>Kruk, Irena</creatorcontrib><creatorcontrib>Piechowska, Teresa</creatorcontrib><creatorcontrib>Ceylan-Unlusoy, Meltem</creatorcontrib><creatorcontrib>Bozdağ-Dündar, Oya</creatorcontrib><creatorcontrib>Aboul-Enein, Hassan Y.</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Ceramic Abstracts</collection><collection>Computer and Information Systems Abstracts</collection><collection>Corrosion Abstracts</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Materials Business File</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Toxicology Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>Aerospace Database</collection><collection>Copper Technical Reference Library</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 1: Biological Sciences & Living Resources</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Computer and Information Systems Abstracts Academic</collection><collection>Computer and Information Systems Abstracts Professional</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Luminescence (Chichester, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Berczyński, Paweł</au><au>Kruk, Irena</au><au>Piechowska, Teresa</au><au>Ceylan-Unlusoy, Meltem</au><au>Bozdağ-Dündar, Oya</au><au>Aboul-Enein, Hassan Y.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Free radical scavenging activity of novel thiazolidine-2,4-dione derivatives</atitle><jtitle>Luminescence (Chichester, England)</jtitle><addtitle>Luminescence</addtitle><date>2013-11</date><risdate>2013</risdate><volume>28</volume><issue>6</issue><spage>900</spage><epage>904</epage><pages>900-904</pages><issn>1522-7235</issn><eissn>1522-7243</eissn><abstract>ABSTRACT
Free radical activity towards superoxide anion radical (O2•¯), hydroxyl radical (HO•) and 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH•) of a series of novel thiazolidine‐2,4‐dione derivatives (TSs) was examined using chemiluminescence, electron paramagnetic resonance (EPR) and EPR spin trapping techniques. 5,5‐Dimethyl‐1‐pyrroline‐N‐oxide (DMPO) was applied as the spin trap. Superoxide radical was produced in the potassium superoxide/18‐crown‐6 ether dissolved in dimethyl sulfoxide. Hydroxyl radical was generated in the Fenton reaction (Fe(II) + H2O2. It was found that TSs showed a slight scavenging effect (15–38% reduction at 2.5 mmol/L concentration) of the DPPH radical and a high scavenging effect of O2•¯ (41–88%). The tested compounds showed inhibition of HO• ‐dependent DMPO‐OH spin adduct formation (the amplitude of EPR signal decrease ranged from 20 to 76% at 2.5 mmol/L concentration. Our findings present new group compounds of relatively high reactivity towards free radicals. Copyright © 2012 John Wiley & Sons, Ltd.</abstract><cop>England</cop><pub>Blackwell Publishing Ltd</pub><pmid>23225772</pmid><doi>10.1002/bio.2454</doi><tpages>5</tpages></addata></record> |
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| subjects | 1,1‐diphenyl‐2‐picrylhydoxyl radical 1-diphenyl-2-picrylhydoxyl radical 4-dione derivatives chemiluminescence Derivatives Dissolution Electron Spin Resonance Spectroscopy EPR Ethers Free Radical Scavengers - chemistry Free radicals hydroxyl radical Hydroxyl radicals Luminescence Molecular Structure Radicals Scavenging spin trapping superoxide radical thiazolidine 2 thiazolidine 2,4‐dione derivatives Thiazolidinediones - chemistry Trapping |
| title | Free radical scavenging activity of novel thiazolidine-2,4-dione derivatives |
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