Tea Polyphenols Inhibit Acetyl-CoA:1-Alkyl-sn-Glycero-3-Phosphocholine Acetyltransferase (a Key Enzyme in Platelet-Activating Factor Biosynthesis) and Platelet-Activating Factor-Induced Platelet Aggregation
Background: Tea extracts have antiallergic and anti-inflammatory actions in rats and mice. However the mechanism through which tea polyphenols act in vivo are still incompletely understood. We found inhibitory effects of black tea extracts on an fMLP-induced aggregating response in a rabbit platelet...
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| Veröffentlicht in: | International archives of allergy and immunology 2004-01, Vol.134 (1), p.17-28 |
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| creator | Sugatani, Junko Fukazawa, Nana Ujihara, Kenji Yoshinari, Kouichi Abe, Ikuo Noguchi, Hiroshi Miwa, Masao |
| description | Background: Tea extracts have antiallergic and anti-inflammatory actions in rats and mice. However the mechanism through which tea polyphenols act in vivo are still incompletely understood. We found inhibitory effects of black tea extracts on an fMLP-induced aggregating response in a rabbit platelet-polymorphonuclear leukocyte (PMN) system. Method: To elucidate whether 1-alkyl-2-acetyl-sn-glycero-3-phosphocholine (PAF) production in PMNs and/or PAF-stimulated platelet activation were inhibited, the effects of tea polyphenols were investigated on the enzyme activity of acetyl-CoA:1-alkyl-sn-glycero-3-phosphocholine acetyltransferase (EC 2.3.1.67), PAF biosynthesis in A23187-activated rabbit PMNs, and rabbit platelet aggregation. By comparing the inhibitory effects of 31 galloyl esters and gallic acid, the structure-inhibitory activity relationship was characterized. Results: Theaflavin and its galloyl esters and pentagalloyl glucose were found to be potent inhibitors of the acetyltransferase (IC 50 = 28–58 µM) and the PAF biosynthesis as well as (–)-epicatechin-3-O-gallate (IC 50 = 72 ± 13 µM) and (–)-epigallocatechin-3-O-gallate (IC 50 = 46 ± 6 µM). On the other hand, flavan-3-ols without galloyl group at C-3 and gallic acid did not show significant enzyme inhibition. In addition, theaflavin and its galloyl esters (IC 50 = 32–77 µM) and geranyl gallate, farnesyl gallate and geranylgeranyl gallate (IC 50 = 6.4–7.6 µM) were found to be potent inhibitors of PAF- and TPA-induced rabbit platelet aggregation but not A23187-induced aggregation. Conclusions: Theaflavin and its galloyl esters in black tea extract, and isoprenyl gallates were potent inhibitors of PAF synthesis and platelet aggregation and these activities may be relevant to the claimed therapeutic effects of tea extracts. |
| doi_str_mv | 10.1159/000077529 |
| format | Article |
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However the mechanism through which tea polyphenols act in vivo are still incompletely understood. We found inhibitory effects of black tea extracts on an fMLP-induced aggregating response in a rabbit platelet-polymorphonuclear leukocyte (PMN) system. Method: To elucidate whether 1-alkyl-2-acetyl-sn-glycero-3-phosphocholine (PAF) production in PMNs and/or PAF-stimulated platelet activation were inhibited, the effects of tea polyphenols were investigated on the enzyme activity of acetyl-CoA:1-alkyl-sn-glycero-3-phosphocholine acetyltransferase (EC 2.3.1.67), PAF biosynthesis in A23187-activated rabbit PMNs, and rabbit platelet aggregation. By comparing the inhibitory effects of 31 galloyl esters and gallic acid, the structure-inhibitory activity relationship was characterized. Results: Theaflavin and its galloyl esters and pentagalloyl glucose were found to be potent inhibitors of the acetyltransferase (IC 50 = 28–58 µM) and the PAF biosynthesis as well as (–)-epicatechin-3-O-gallate (IC 50 = 72 ± 13 µM) and (–)-epigallocatechin-3-O-gallate (IC 50 = 46 ± 6 µM). On the other hand, flavan-3-ols without galloyl group at C-3 and gallic acid did not show significant enzyme inhibition. In addition, theaflavin and its galloyl esters (IC 50 = 32–77 µM) and geranyl gallate, farnesyl gallate and geranylgeranyl gallate (IC 50 = 6.4–7.6 µM) were found to be potent inhibitors of PAF- and TPA-induced rabbit platelet aggregation but not A23187-induced aggregation. Conclusions: Theaflavin and its galloyl esters in black tea extract, and isoprenyl gallates were potent inhibitors of PAF synthesis and platelet aggregation and these activities may be relevant to the claimed therapeutic effects of tea extracts.</description><identifier>ISSN: 1018-2438</identifier><identifier>EISSN: 1423-0097</identifier><identifier>DOI: 10.1159/000077529</identifier><identifier>PMID: 15051936</identifier><language>eng</language><publisher>Basel, Switzerland: Karger</publisher><subject>Acetyltransferases - biosynthesis ; Acetyltransferases - drug effects ; Animals ; Biflavonoids - pharmacology ; Biological and medical sciences ; Blood products ; Catechin - pharmacology ; Chelating Agents - pharmacology ; Flavonoids - pharmacology ; Fundamental and applied biological sciences. Psychology ; Fundamental immunology ; Immunology ; Immunopathology ; Inhibitor drugs ; Medical sciences ; Models, Animal ; N-Formylmethionine Leucyl-Phenylalanine - pharmacology ; Neutrophils - drug effects ; Neutrophils - enzymology ; Original Paper ; Phenols - pharmacology ; Plant Extracts - pharmacology ; Platelet Activating Factor - drug effects ; Platelet Activation - drug effects ; Platelet Aggregation - drug effects ; Polyphenols ; Rabbits ; Rheum - chemistry ; Tea ; Tea - chemistry ; Time Factors</subject><ispartof>International archives of allergy and immunology, 2004-01, Vol.134 (1), p.17-28</ispartof><rights>2004 S. Karger AG, Basel</rights><rights>2004 INIST-CNRS</rights><rights>Copyright 2004 S. Karger AG, Basel</rights><rights>Copyright (c) 2004 S. Karger AG, Basel</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c482t-56c4d34f75645cd044764700578edbb2841b6b936c6897d23ca24f7b62401d153</citedby><cites>FETCH-LOGICAL-c482t-56c4d34f75645cd044764700578edbb2841b6b936c6897d23ca24f7b62401d153</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,2423,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15767593$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15051936$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sugatani, Junko</creatorcontrib><creatorcontrib>Fukazawa, Nana</creatorcontrib><creatorcontrib>Ujihara, Kenji</creatorcontrib><creatorcontrib>Yoshinari, Kouichi</creatorcontrib><creatorcontrib>Abe, Ikuo</creatorcontrib><creatorcontrib>Noguchi, Hiroshi</creatorcontrib><creatorcontrib>Miwa, Masao</creatorcontrib><title>Tea Polyphenols Inhibit Acetyl-CoA:1-Alkyl-sn-Glycero-3-Phosphocholine Acetyltransferase (a Key Enzyme in Platelet-Activating Factor Biosynthesis) and Platelet-Activating Factor-Induced Platelet Aggregation</title><title>International archives of allergy and immunology</title><addtitle>Int Arch Allergy Immunol</addtitle><description>Background: Tea extracts have antiallergic and anti-inflammatory actions in rats and mice. However the mechanism through which tea polyphenols act in vivo are still incompletely understood. We found inhibitory effects of black tea extracts on an fMLP-induced aggregating response in a rabbit platelet-polymorphonuclear leukocyte (PMN) system. Method: To elucidate whether 1-alkyl-2-acetyl-sn-glycero-3-phosphocholine (PAF) production in PMNs and/or PAF-stimulated platelet activation were inhibited, the effects of tea polyphenols were investigated on the enzyme activity of acetyl-CoA:1-alkyl-sn-glycero-3-phosphocholine acetyltransferase (EC 2.3.1.67), PAF biosynthesis in A23187-activated rabbit PMNs, and rabbit platelet aggregation. By comparing the inhibitory effects of 31 galloyl esters and gallic acid, the structure-inhibitory activity relationship was characterized. Results: Theaflavin and its galloyl esters and pentagalloyl glucose were found to be potent inhibitors of the acetyltransferase (IC 50 = 28–58 µM) and the PAF biosynthesis as well as (–)-epicatechin-3-O-gallate (IC 50 = 72 ± 13 µM) and (–)-epigallocatechin-3-O-gallate (IC 50 = 46 ± 6 µM). On the other hand, flavan-3-ols without galloyl group at C-3 and gallic acid did not show significant enzyme inhibition. In addition, theaflavin and its galloyl esters (IC 50 = 32–77 µM) and geranyl gallate, farnesyl gallate and geranylgeranyl gallate (IC 50 = 6.4–7.6 µM) were found to be potent inhibitors of PAF- and TPA-induced rabbit platelet aggregation but not A23187-induced aggregation. Conclusions: Theaflavin and its galloyl esters in black tea extract, and isoprenyl gallates were potent inhibitors of PAF synthesis and platelet aggregation and these activities may be relevant to the claimed therapeutic effects of tea extracts.</description><subject>Acetyltransferases - biosynthesis</subject><subject>Acetyltransferases - drug effects</subject><subject>Animals</subject><subject>Biflavonoids - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Blood products</subject><subject>Catechin - pharmacology</subject><subject>Chelating Agents - pharmacology</subject><subject>Flavonoids - pharmacology</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Fundamental immunology</subject><subject>Immunology</subject><subject>Immunopathology</subject><subject>Inhibitor drugs</subject><subject>Medical sciences</subject><subject>Models, Animal</subject><subject>N-Formylmethionine Leucyl-Phenylalanine - pharmacology</subject><subject>Neutrophils - drug effects</subject><subject>Neutrophils - enzymology</subject><subject>Original Paper</subject><subject>Phenols - pharmacology</subject><subject>Plant Extracts - pharmacology</subject><subject>Platelet Activating Factor - drug effects</subject><subject>Platelet Activation - drug effects</subject><subject>Platelet Aggregation - drug effects</subject><subject>Polyphenols</subject><subject>Rabbits</subject><subject>Rheum - chemistry</subject><subject>Tea</subject><subject>Tea - chemistry</subject><subject>Time Factors</subject><issn>1018-2438</issn><issn>1423-0097</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>8G5</sourceid><sourceid>BENPR</sourceid><sourceid>GUQSH</sourceid><sourceid>M2O</sourceid><recordid>eNqF0lFr1TAUAOAiipvTB58FCQPFPUSTNm1a3-plmxcH3of5XNL0tM2Wm3RJrlB_pL_JzFs3EdG85EA-zuHknCR5TslbSvPqHYmH8zytHiSHlKUZJqTiD2NMaIlTlpUHyRPvrwiJuCweJwc0JzmtsuIw-X4JAm2snqcRjNUerc2oWhVQLSHMGq9s_Z7iWl_H2Bt8rmcJzuIMb0brp9HK0WplYOHBCeN7cMIDeiPQJ5jRqfk2bwEpgzZaBNAQcC2D-iqCMgM6EzJYhz4o62cTRvDKnyBhun9gvDbdTsI9QfUwOBiiseZp8qgX2sOz5T5KvpydXq4-4ovP5-tVfYElK9OA80KyLmM9zwuWy44wxgvGCcl5CV3bpiWjbdHGD5JFWfEuzaRIo26LlBHa0Tw7Sl7v807O3uzAh2arvASthQG78w2nVUE54_-FlPMqi4UiPP4DXtmdM7GJJk1peTu7MqKTPZLOeu-gbyantsLNDSXN7So0d6sQ7csl4a7dQncvl9lH8GoBwkuh-zg7qfxvjhc8r7LoXuzdtXADuDvwq8zxX1_Xdf0TNFPXZz8ADpHRBA</recordid><startdate>20040101</startdate><enddate>20040101</enddate><creator>Sugatani, Junko</creator><creator>Fukazawa, Nana</creator><creator>Ujihara, Kenji</creator><creator>Yoshinari, Kouichi</creator><creator>Abe, Ikuo</creator><creator>Noguchi, Hiroshi</creator><creator>Miwa, Masao</creator><general>Karger</general><general>S. Karger AG</general><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><scope>3V.</scope><scope>7T5</scope><scope>7U9</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8AO</scope><scope>8FE</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>8G5</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BHPHI</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>GUQSH</scope><scope>H94</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M2O</scope><scope>M7P</scope><scope>MBDVC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>Q9U</scope><scope>7X8</scope></search><sort><creationdate>20040101</creationdate><title>Tea Polyphenols Inhibit Acetyl-CoA:1-Alkyl-sn-Glycero-3-Phosphocholine Acetyltransferase (a Key Enzyme in Platelet-Activating Factor Biosynthesis) and Platelet-Activating Factor-Induced Platelet Aggregation</title><author>Sugatani, Junko ; Fukazawa, Nana ; Ujihara, Kenji ; Yoshinari, Kouichi ; Abe, Ikuo ; Noguchi, Hiroshi ; Miwa, Masao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c482t-56c4d34f75645cd044764700578edbb2841b6b936c6897d23ca24f7b62401d153</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Acetyltransferases - biosynthesis</topic><topic>Acetyltransferases - drug effects</topic><topic>Animals</topic><topic>Biflavonoids - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Blood products</topic><topic>Catechin - pharmacology</topic><topic>Chelating Agents - pharmacology</topic><topic>Flavonoids - pharmacology</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Fundamental immunology</topic><topic>Immunology</topic><topic>Immunopathology</topic><topic>Inhibitor drugs</topic><topic>Medical sciences</topic><topic>Models, Animal</topic><topic>N-Formylmethionine Leucyl-Phenylalanine - pharmacology</topic><topic>Neutrophils - drug effects</topic><topic>Neutrophils - enzymology</topic><topic>Original Paper</topic><topic>Phenols - pharmacology</topic><topic>Plant Extracts - pharmacology</topic><topic>Platelet Activating Factor - drug effects</topic><topic>Platelet Activation - drug effects</topic><topic>Platelet Aggregation - drug effects</topic><topic>Polyphenols</topic><topic>Rabbits</topic><topic>Rheum - chemistry</topic><topic>Tea</topic><topic>Tea - chemistry</topic><topic>Time Factors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sugatani, Junko</creatorcontrib><creatorcontrib>Fukazawa, Nana</creatorcontrib><creatorcontrib>Ujihara, Kenji</creatorcontrib><creatorcontrib>Yoshinari, Kouichi</creatorcontrib><creatorcontrib>Abe, Ikuo</creatorcontrib><creatorcontrib>Noguchi, Hiroshi</creatorcontrib><creatorcontrib>Miwa, Masao</creatorcontrib><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><collection>ProQuest Central (Corporate)</collection><collection>Immunology Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Health & Medical Collection (Proquest)</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Research Library (Alumni Edition)</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>ProQuest Natural Science Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>Research Library Prep (ProQuest)</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Biological Sciences</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>PML(ProQuest Medical Library)</collection><collection>ProQuest research library</collection><collection>Biological Science Database</collection><collection>Research Library (Corporate)</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><jtitle>International archives of allergy and immunology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sugatani, Junko</au><au>Fukazawa, Nana</au><au>Ujihara, Kenji</au><au>Yoshinari, Kouichi</au><au>Abe, Ikuo</au><au>Noguchi, Hiroshi</au><au>Miwa, Masao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Tea Polyphenols Inhibit Acetyl-CoA:1-Alkyl-sn-Glycero-3-Phosphocholine Acetyltransferase (a Key Enzyme in Platelet-Activating Factor Biosynthesis) and Platelet-Activating Factor-Induced Platelet Aggregation</atitle><jtitle>International archives of allergy and immunology</jtitle><addtitle>Int Arch Allergy Immunol</addtitle><date>2004-01-01</date><risdate>2004</risdate><volume>134</volume><issue>1</issue><spage>17</spage><epage>28</epage><pages>17-28</pages><issn>1018-2438</issn><eissn>1423-0097</eissn><abstract>Background: Tea extracts have antiallergic and anti-inflammatory actions in rats and mice. However the mechanism through which tea polyphenols act in vivo are still incompletely understood. We found inhibitory effects of black tea extracts on an fMLP-induced aggregating response in a rabbit platelet-polymorphonuclear leukocyte (PMN) system. Method: To elucidate whether 1-alkyl-2-acetyl-sn-glycero-3-phosphocholine (PAF) production in PMNs and/or PAF-stimulated platelet activation were inhibited, the effects of tea polyphenols were investigated on the enzyme activity of acetyl-CoA:1-alkyl-sn-glycero-3-phosphocholine acetyltransferase (EC 2.3.1.67), PAF biosynthesis in A23187-activated rabbit PMNs, and rabbit platelet aggregation. By comparing the inhibitory effects of 31 galloyl esters and gallic acid, the structure-inhibitory activity relationship was characterized. Results: Theaflavin and its galloyl esters and pentagalloyl glucose were found to be potent inhibitors of the acetyltransferase (IC 50 = 28–58 µM) and the PAF biosynthesis as well as (–)-epicatechin-3-O-gallate (IC 50 = 72 ± 13 µM) and (–)-epigallocatechin-3-O-gallate (IC 50 = 46 ± 6 µM). On the other hand, flavan-3-ols without galloyl group at C-3 and gallic acid did not show significant enzyme inhibition. In addition, theaflavin and its galloyl esters (IC 50 = 32–77 µM) and geranyl gallate, farnesyl gallate and geranylgeranyl gallate (IC 50 = 6.4–7.6 µM) were found to be potent inhibitors of PAF- and TPA-induced rabbit platelet aggregation but not A23187-induced aggregation. Conclusions: Theaflavin and its galloyl esters in black tea extract, and isoprenyl gallates were potent inhibitors of PAF synthesis and platelet aggregation and these activities may be relevant to the claimed therapeutic effects of tea extracts.</abstract><cop>Basel, Switzerland</cop><pub>Karger</pub><pmid>15051936</pmid><doi>10.1159/000077529</doi><tpages>12</tpages></addata></record> |
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| ispartof | International archives of allergy and immunology, 2004-01, Vol.134 (1), p.17-28 |
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| subjects | Acetyltransferases - biosynthesis Acetyltransferases - drug effects Animals Biflavonoids - pharmacology Biological and medical sciences Blood products Catechin - pharmacology Chelating Agents - pharmacology Flavonoids - pharmacology Fundamental and applied biological sciences. Psychology Fundamental immunology Immunology Immunopathology Inhibitor drugs Medical sciences Models, Animal N-Formylmethionine Leucyl-Phenylalanine - pharmacology Neutrophils - drug effects Neutrophils - enzymology Original Paper Phenols - pharmacology Plant Extracts - pharmacology Platelet Activating Factor - drug effects Platelet Activation - drug effects Platelet Aggregation - drug effects Polyphenols Rabbits Rheum - chemistry Tea Tea - chemistry Time Factors |
| title | Tea Polyphenols Inhibit Acetyl-CoA:1-Alkyl-sn-Glycero-3-Phosphocholine Acetyltransferase (a Key Enzyme in Platelet-Activating Factor Biosynthesis) and Platelet-Activating Factor-Induced Platelet Aggregation |
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