Antioxidative Effect of Kaempferol and Its Equimolar Mixture with Phenyltin Compounds on UV-Irradiated Liposome Membranes

The work investigates the possibility of the protective action of kaempferol on phosphatidylcholine liposome membranes exposed to the pro-oxidative action of diphenyltin dichloride (DPhT) and triphenyltin chloride (TPhT) induced by UV radiation (λ = 253.7 nm). The concentrations of kaempferol and it...

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Veröffentlicht in:Journal of agricultural and food chemistry 2005-01, Vol.53 (1), p.76-83
Hauptverfasser: Gabrielska, Janina, Soczyńska-Kordala, Monika, Przestalski, Stanisław
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container_issue 1
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container_title Journal of agricultural and food chemistry
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creator Gabrielska, Janina
Soczyńska-Kordala, Monika
Przestalski, Stanisław
description The work investigates the possibility of the protective action of kaempferol on phosphatidylcholine liposome membranes exposed to the pro-oxidative action of diphenyltin dichloride (DPhT) and triphenyltin chloride (TPhT) induced by UV radiation (λ = 253.7 nm). The concentrations of kaempferol and its equimolar mixtures with DPhT and TPhT were determined so that they induce 50% inhibition in oxidation of liposomes irradiated with UV. They are 11.6, 10.0, and 4.5 μM/L, which constitute the following sequence of antioxidative activity:  kaempferol/triphenyltin > kaempferol/diphenyltin > kaempferol. This relationship is confirmed by the results on the antiradical ability of kaempferol and its mixtures with DPhT and TPhT toward the free radical 2,2-diphenyl-1-picrylhydrazyl. Similar sequences obtained in both studies suggest a possible mechanism of the antiradical action of the mixtures as free radical scavengers. Kaempferol's ability, then documented, to form complexes with phenyltins indicates (a) a possible way to liquidate the peroxidation caused by the free radical forms of phenyltins and (b) the stabilizing role of chelating in the antioxidative action of the kaempferol/phenyltins. The differentiation in the action of the compounds studied may, among others, result from different localizations in the liposome membrane, which is indicated by the results of the fluorometric studies. Keywords: Kaempferol; phenyltin; antioxidants; complexes; fluidity; liposomes
doi_str_mv 10.1021/jf0401120
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The concentrations of kaempferol and its equimolar mixtures with DPhT and TPhT were determined so that they induce 50% inhibition in oxidation of liposomes irradiated with UV. They are 11.6, 10.0, and 4.5 μM/L, which constitute the following sequence of antioxidative activity:  kaempferol/triphenyltin &gt; kaempferol/diphenyltin &gt; kaempferol. This relationship is confirmed by the results on the antiradical ability of kaempferol and its mixtures with DPhT and TPhT toward the free radical 2,2-diphenyl-1-picrylhydrazyl. Similar sequences obtained in both studies suggest a possible mechanism of the antiradical action of the mixtures as free radical scavengers. Kaempferol's ability, then documented, to form complexes with phenyltins indicates (a) a possible way to liquidate the peroxidation caused by the free radical forms of phenyltins and (b) the stabilizing role of chelating in the antioxidative action of the kaempferol/phenyltins. The differentiation in the action of the compounds studied may, among others, result from different localizations in the liposome membrane, which is indicated by the results of the fluorometric studies. 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Drug treatments ; phenolic compounds ; phenyltin compounds ; phosphatidylcholines ; Phosphatidylcholines - chemistry ; protective effect ; triphenyltin chloride ; ultraviolet radiation ; Ultraviolet Rays</subject><ispartof>Journal of agricultural and food chemistry, 2005-01, Vol.53 (1), p.76-83</ispartof><rights>Copyright © 2005 American Chemical Society</rights><rights>2005 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a405t-110d4be15cfc750cdd2612cf485d9b6220b03418f3e1eec02920cb87dab8be8a3</citedby><cites>FETCH-LOGICAL-a405t-110d4be15cfc750cdd2612cf485d9b6220b03418f3e1eec02920cb87dab8be8a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jf0401120$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jf0401120$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=16411052$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15631512$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Gabrielska, Janina</creatorcontrib><creatorcontrib>Soczyńska-Kordala, Monika</creatorcontrib><creatorcontrib>Przestalski, Stanisław</creatorcontrib><title>Antioxidative Effect of Kaempferol and Its Equimolar Mixture with Phenyltin Compounds on UV-Irradiated Liposome Membranes</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>The work investigates the possibility of the protective action of kaempferol on phosphatidylcholine liposome membranes exposed to the pro-oxidative action of diphenyltin dichloride (DPhT) and triphenyltin chloride (TPhT) induced by UV radiation (λ = 253.7 nm). The concentrations of kaempferol and its equimolar mixtures with DPhT and TPhT were determined so that they induce 50% inhibition in oxidation of liposomes irradiated with UV. They are 11.6, 10.0, and 4.5 μM/L, which constitute the following sequence of antioxidative activity:  kaempferol/triphenyltin &gt; kaempferol/diphenyltin &gt; kaempferol. This relationship is confirmed by the results on the antiradical ability of kaempferol and its mixtures with DPhT and TPhT toward the free radical 2,2-diphenyl-1-picrylhydrazyl. Similar sequences obtained in both studies suggest a possible mechanism of the antiradical action of the mixtures as free radical scavengers. Kaempferol's ability, then documented, to form complexes with phenyltins indicates (a) a possible way to liquidate the peroxidation caused by the free radical forms of phenyltins and (b) the stabilizing role of chelating in the antioxidative action of the kaempferol/phenyltins. The differentiation in the action of the compounds studied may, among others, result from different localizations in the liposome membrane, which is indicated by the results of the fluorometric studies. Keywords: Kaempferol; phenyltin; antioxidants; complexes; fluidity; liposomes</description><subject>Analysis</subject><subject>antioxidant activity</subject><subject>Antioxidants - pharmacology</subject><subject>antiradical activity</subject><subject>Biological and medical sciences</subject><subject>diphenyltin dichloride</subject><subject>Drug Interactions</subject><subject>free radicals</subject><subject>General pharmacology</subject><subject>kaempferol</subject><subject>Kaempferols - chemistry</subject><subject>Kaempferols - pharmacology</subject><subject>liposomes (artificial)</subject><subject>Liposomes - chemistry</subject><subject>Liposomes - radiation effects</subject><subject>Medical sciences</subject><subject>mixtures</subject><subject>organotin compounds</subject><subject>Organotin Compounds - pharmacology</subject><subject>Oxidation-Reduction</subject><subject>Pharmacology. Drug treatments</subject><subject>phenolic compounds</subject><subject>phenyltin compounds</subject><subject>phosphatidylcholines</subject><subject>Phosphatidylcholines - chemistry</subject><subject>protective effect</subject><subject>triphenyltin chloride</subject><subject>ultraviolet radiation</subject><subject>Ultraviolet Rays</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0E1z0zAQBmANA0ND4cAfAF04cDDsypbtHDuZUDJNoTNtylEj64Mq2JaRZEj-Pe4kk1446bDP7mpfQt4ifEJg-HlroQBEBs_IDDmDjCPWz8kMpmJW8xLPyKsYtwBQ8wpekjPkZY4c2YzsL_rk_M5pmdwfQ5fWGpWot_RKmm6wJviWyl7TVYp0-Xt0nW9loNdul8Zg6F-XHujNg-n3bXI9Xfhu8GOvI_U93dxnqxCkdjIZTddu8NF3hl6brgmyN_E1eWFlG82b43tONl-Wd4uv2fr75Wpxsc5kATxliKCLxiBXVlUclNasRKZsUXM9b0rGoIG8wNrmBo1RwOYMVFNXWjZ1Y2qZn5OPh7kq-BiDsWIIrpNhLxDEY3ziFN9k3x3sMDad0U_ymNcEPhyBjEq2drpEufjkymL6L3902cG5mMzuVJfhlyirvOLi7uZWXFXfLvP7NRM_Jv_-4K30Qv4M08zNLQPMAeYVVlPPabNUUWz9GPoptP-c8A_Acpyp</recordid><startdate>20050112</startdate><enddate>20050112</enddate><creator>Gabrielska, Janina</creator><creator>Soczyńska-Kordala, Monika</creator><creator>Przestalski, Stanisław</creator><general>American Chemical Society</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</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></search><sort><creationdate>20050112</creationdate><title>Antioxidative Effect of Kaempferol and Its Equimolar Mixture with Phenyltin Compounds on UV-Irradiated Liposome Membranes</title><author>Gabrielska, Janina ; Soczyńska-Kordala, Monika ; Przestalski, Stanisław</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a405t-110d4be15cfc750cdd2612cf485d9b6220b03418f3e1eec02920cb87dab8be8a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Analysis</topic><topic>antioxidant activity</topic><topic>Antioxidants - pharmacology</topic><topic>antiradical activity</topic><topic>Biological and medical sciences</topic><topic>diphenyltin dichloride</topic><topic>Drug Interactions</topic><topic>free radicals</topic><topic>General pharmacology</topic><topic>kaempferol</topic><topic>Kaempferols - chemistry</topic><topic>Kaempferols - pharmacology</topic><topic>liposomes (artificial)</topic><topic>Liposomes - chemistry</topic><topic>Liposomes - radiation effects</topic><topic>Medical sciences</topic><topic>mixtures</topic><topic>organotin compounds</topic><topic>Organotin Compounds - pharmacology</topic><topic>Oxidation-Reduction</topic><topic>Pharmacology. Drug treatments</topic><topic>phenolic compounds</topic><topic>phenyltin compounds</topic><topic>phosphatidylcholines</topic><topic>Phosphatidylcholines - chemistry</topic><topic>protective effect</topic><topic>triphenyltin chloride</topic><topic>ultraviolet radiation</topic><topic>Ultraviolet Rays</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gabrielska, Janina</creatorcontrib><creatorcontrib>Soczyńska-Kordala, Monika</creatorcontrib><creatorcontrib>Przestalski, Stanisław</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gabrielska, Janina</au><au>Soczyńska-Kordala, Monika</au><au>Przestalski, Stanisław</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antioxidative Effect of Kaempferol and Its Equimolar Mixture with Phenyltin Compounds on UV-Irradiated Liposome Membranes</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2005-01-12</date><risdate>2005</risdate><volume>53</volume><issue>1</issue><spage>76</spage><epage>83</epage><pages>76-83</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>The work investigates the possibility of the protective action of kaempferol on phosphatidylcholine liposome membranes exposed to the pro-oxidative action of diphenyltin dichloride (DPhT) and triphenyltin chloride (TPhT) induced by UV radiation (λ = 253.7 nm). The concentrations of kaempferol and its equimolar mixtures with DPhT and TPhT were determined so that they induce 50% inhibition in oxidation of liposomes irradiated with UV. They are 11.6, 10.0, and 4.5 μM/L, which constitute the following sequence of antioxidative activity:  kaempferol/triphenyltin &gt; kaempferol/diphenyltin &gt; kaempferol. This relationship is confirmed by the results on the antiradical ability of kaempferol and its mixtures with DPhT and TPhT toward the free radical 2,2-diphenyl-1-picrylhydrazyl. Similar sequences obtained in both studies suggest a possible mechanism of the antiradical action of the mixtures as free radical scavengers. Kaempferol's ability, then documented, to form complexes with phenyltins indicates (a) a possible way to liquidate the peroxidation caused by the free radical forms of phenyltins and (b) the stabilizing role of chelating in the antioxidative action of the kaempferol/phenyltins. The differentiation in the action of the compounds studied may, among others, result from different localizations in the liposome membrane, which is indicated by the results of the fluorometric studies. Keywords: Kaempferol; phenyltin; antioxidants; complexes; fluidity; liposomes</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>15631512</pmid><doi>10.1021/jf0401120</doi><tpages>8</tpages></addata></record>
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ispartof Journal of agricultural and food chemistry, 2005-01, Vol.53 (1), p.76-83
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language eng
recordid cdi_crossref_primary_10_1021_jf0401120
source ACS Publications; MEDLINE
subjects Analysis
antioxidant activity
Antioxidants - pharmacology
antiradical activity
Biological and medical sciences
diphenyltin dichloride
Drug Interactions
free radicals
General pharmacology
kaempferol
Kaempferols - chemistry
Kaempferols - pharmacology
liposomes (artificial)
Liposomes - chemistry
Liposomes - radiation effects
Medical sciences
mixtures
organotin compounds
Organotin Compounds - pharmacology
Oxidation-Reduction
Pharmacology. Drug treatments
phenolic compounds
phenyltin compounds
phosphatidylcholines
Phosphatidylcholines - chemistry
protective effect
triphenyltin chloride
ultraviolet radiation
Ultraviolet Rays
title Antioxidative Effect of Kaempferol and Its Equimolar Mixture with Phenyltin Compounds on UV-Irradiated Liposome Membranes
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