Effect of five triterpenoid compounds isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and tyrosyl phosphorylation in human polymorphonuclear leukocytes

Background: The crude drug “kaki-yô” is a traditional medicine used in Japan as a hypotensive drug. Methods: The effect of five triterpenoid compounds, isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and phosphorylation of tyrosine residues of protein in human neutro...

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Veröffentlicht in:Clinica chimica acta 2002-06, Vol.320 (1), p.11-16
Hauptverfasser: Chen, Guang, Lu, Huangwei, Wang, Chunlei, Yamashita, Koichi, Manabe, Masanobu, Xu, Suixu, Kodama, Hiroyuki
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container_issue 1
container_start_page 11
container_title Clinica chimica acta
container_volume 320
creator Chen, Guang
Lu, Huangwei
Wang, Chunlei
Yamashita, Koichi
Manabe, Masanobu
Xu, Suixu
Kodama, Hiroyuki
description Background: The crude drug “kaki-yô” is a traditional medicine used in Japan as a hypotensive drug. Methods: The effect of five triterpenoid compounds, isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and phosphorylation of tyrosine residues of protein in human neutrophils was investigated. The five compounds examined were α-amyrin (A), uvaol (UV), ursolic acid (UA), 19 α-hydroxy ursolic acid (HU) and 19 α,24-dihydroxy ursolic acid (DHU). Results: When the cells were preincubated with these compounds, the superoxide generation induced by N-formyl-methionyl-leucyl-phenylalanine (fMLP) was significantly suppressed in a concentration-dependent manner. These compounds also suppressed the superoxide generation induced by arachidonic acid (AA) in high concentrations. In the case of the superoxide generation induced by phorbol 12-myristate 13-acetate (PMA), UA, HU and DHU suppressed the superoxide generation but A and UV gave no effect. When the cells were incubated with fMLP in UA, HU and DHU, fMLP-induced tyrosyl phosphorylation of 45 kDa proteins of the cells was dose-dependently suppressed in parallel to the suppression of fMLP-induced superoxide generation. Conclusions: Triterpenoid compounds suppress stimulus-induced superoxide generation and tyrosyl phosphorylation and may have pharmaceutical applications.
doi_str_mv 10.1016/S0009-8981(02)00021-9
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Methods: The effect of five triterpenoid compounds, isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and phosphorylation of tyrosine residues of protein in human neutrophils was investigated. The five compounds examined were α-amyrin (A), uvaol (UV), ursolic acid (UA), 19 α-hydroxy ursolic acid (HU) and 19 α,24-dihydroxy ursolic acid (DHU). Results: When the cells were preincubated with these compounds, the superoxide generation induced by N-formyl-methionyl-leucyl-phenylalanine (fMLP) was significantly suppressed in a concentration-dependent manner. These compounds also suppressed the superoxide generation induced by arachidonic acid (AA) in high concentrations. In the case of the superoxide generation induced by phorbol 12-myristate 13-acetate (PMA), UA, HU and DHU suppressed the superoxide generation but A and UV gave no effect. When the cells were incubated with fMLP in UA, HU and DHU, fMLP-induced tyrosyl phosphorylation of 45 kDa proteins of the cells was dose-dependently suppressed in parallel to the suppression of fMLP-induced superoxide generation. Conclusions: Triterpenoid compounds suppress stimulus-induced superoxide generation and tyrosyl phosphorylation and may have pharmaceutical applications.</description><identifier>ISSN: 0009-8981</identifier><identifier>EISSN: 1873-3492</identifier><identifier>DOI: 10.1016/S0009-8981(02)00021-9</identifier><identifier>PMID: 11983195</identifier><identifier>CODEN: CCATAR</identifier><language>eng</language><publisher>Shannon: Elsevier B.V</publisher><subject>Antihypertensive Agents - chemistry ; Antihypertensive Agents - isolation &amp; purification ; Antihypertensive Agents - pharmacology ; Antihypertensive Agents - therapeutic use ; Biological and medical sciences ; Cells, Cultured ; Diospyros - chemistry ; Dose-Response Relationship, Drug ; Hypertension - drug therapy ; Immunomodulators ; Japan ; Medical sciences ; Medicine, Traditional ; Molecular Structure ; Neutrophils ; Neutrophils - drug effects ; Neutrophils - metabolism ; Pharmacology. Drug treatments ; Phosphorylation - drug effects ; Plant Leaves - chemistry ; Plants, Medicinal - chemistry ; Superoxide ; Superoxides - metabolism ; Triterpenes - chemistry ; Triterpenes - isolation &amp; purification ; Triterpenes - pharmacology ; Triterpenes - therapeutic use ; Triterpenoid</subject><ispartof>Clinica chimica acta, 2002-06, Vol.320 (1), p.11-16</ispartof><rights>2002 Elsevier Science B.V.</rights><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-5c7baa8230f6e892db465d7cc9d9a8050419ad78ab636e7d34164e22d0d129613</citedby><cites>FETCH-LOGICAL-c391t-5c7baa8230f6e892db465d7cc9d9a8050419ad78ab636e7d34164e22d0d129613</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/S0009-8981(02)00021-9$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3549,27923,27924,45994</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=13642885$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11983195$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chen, Guang</creatorcontrib><creatorcontrib>Lu, Huangwei</creatorcontrib><creatorcontrib>Wang, Chunlei</creatorcontrib><creatorcontrib>Yamashita, Koichi</creatorcontrib><creatorcontrib>Manabe, Masanobu</creatorcontrib><creatorcontrib>Xu, Suixu</creatorcontrib><creatorcontrib>Kodama, Hiroyuki</creatorcontrib><title>Effect of five triterpenoid compounds isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and tyrosyl phosphorylation in human polymorphonuclear leukocytes</title><title>Clinica chimica acta</title><addtitle>Clin Chim Acta</addtitle><description>Background: The crude drug “kaki-yô” is a traditional medicine used in Japan as a hypotensive drug. Methods: The effect of five triterpenoid compounds, isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and phosphorylation of tyrosine residues of protein in human neutrophils was investigated. The five compounds examined were α-amyrin (A), uvaol (UV), ursolic acid (UA), 19 α-hydroxy ursolic acid (HU) and 19 α,24-dihydroxy ursolic acid (DHU). Results: When the cells were preincubated with these compounds, the superoxide generation induced by N-formyl-methionyl-leucyl-phenylalanine (fMLP) was significantly suppressed in a concentration-dependent manner. These compounds also suppressed the superoxide generation induced by arachidonic acid (AA) in high concentrations. In the case of the superoxide generation induced by phorbol 12-myristate 13-acetate (PMA), UA, HU and DHU suppressed the superoxide generation but A and UV gave no effect. When the cells were incubated with fMLP in UA, HU and DHU, fMLP-induced tyrosyl phosphorylation of 45 kDa proteins of the cells was dose-dependently suppressed in parallel to the suppression of fMLP-induced superoxide generation. 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Drug treatments</subject><subject>Phosphorylation - drug effects</subject><subject>Plant Leaves - chemistry</subject><subject>Plants, Medicinal - chemistry</subject><subject>Superoxide</subject><subject>Superoxides - metabolism</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - isolation &amp; purification</subject><subject>Triterpenes - pharmacology</subject><subject>Triterpenes - therapeutic use</subject><subject>Triterpenoid</subject><issn>0009-8981</issn><issn>1873-3492</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkcuOFCEUhonROO3oI2jYaHRRClR1FayMGcdLMokLdU1oOGVjU1By6Vhv5uNJTXecpStycr7_HOBD6Cklrymh_ZuvhBDRcMHpS8Je1YLRRtxDG8qHtmk7we6jzT_kAj1K6WctO9LTh-iCUsFbKrYb9Od6HEFnHEY82iPgHG2GOIMP1mAdpjkUbxK2KTiVweAxhgk7UEdIa-a9DWleYkj4oA4WB49TtlNxJTXWm6JrIpUZYvhtDeAf4CGqbCumvMF5DS4Oz_s6ZB_i4k496_G-TMrjObhlCrH2fNF1aaybyyHoJUN6jB6MyiV4cj4v0fcP19-uPjU3Xz5-vnp30-hW0Nxs9bBTirOWjD1wwcyu67dm0FoYoTjZko4KZQaudn3bw2DajvYdMGaIoUz0tL1EL05z5xh-FUhZTjZpcE55CCXJofLDMJAKbk-grq9KEUY5RzupuEhK5KpM3iqTqw9JmLxVJkXNPTsvKLsJzF3q7KgCz8-ASlq5MSqvbbrj2r5jnK_c2xMH9TuOFqJM2oKvDmysiqUJ9j9X-Qsd1Lls</recordid><startdate>20020601</startdate><enddate>20020601</enddate><creator>Chen, Guang</creator><creator>Lu, Huangwei</creator><creator>Wang, Chunlei</creator><creator>Yamashita, Koichi</creator><creator>Manabe, Masanobu</creator><creator>Xu, Suixu</creator><creator>Kodama, Hiroyuki</creator><general>Elsevier B.V</general><general>Elsevier</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>7X8</scope></search><sort><creationdate>20020601</creationdate><title>Effect of five triterpenoid compounds isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and tyrosyl phosphorylation in human polymorphonuclear leukocytes</title><author>Chen, Guang ; Lu, Huangwei ; Wang, Chunlei ; Yamashita, Koichi ; Manabe, Masanobu ; Xu, Suixu ; Kodama, Hiroyuki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-5c7baa8230f6e892db465d7cc9d9a8050419ad78ab636e7d34164e22d0d129613</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Antihypertensive Agents - chemistry</topic><topic>Antihypertensive Agents - isolation &amp; purification</topic><topic>Antihypertensive Agents - pharmacology</topic><topic>Antihypertensive Agents - therapeutic use</topic><topic>Biological and medical sciences</topic><topic>Cells, Cultured</topic><topic>Diospyros - chemistry</topic><topic>Dose-Response Relationship, Drug</topic><topic>Hypertension - drug therapy</topic><topic>Immunomodulators</topic><topic>Japan</topic><topic>Medical sciences</topic><topic>Medicine, Traditional</topic><topic>Molecular Structure</topic><topic>Neutrophils</topic><topic>Neutrophils - drug effects</topic><topic>Neutrophils - metabolism</topic><topic>Pharmacology. Drug treatments</topic><topic>Phosphorylation - drug effects</topic><topic>Plant Leaves - chemistry</topic><topic>Plants, Medicinal - chemistry</topic><topic>Superoxide</topic><topic>Superoxides - metabolism</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - isolation &amp; purification</topic><topic>Triterpenes - pharmacology</topic><topic>Triterpenes - therapeutic use</topic><topic>Triterpenoid</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Guang</creatorcontrib><creatorcontrib>Lu, Huangwei</creatorcontrib><creatorcontrib>Wang, Chunlei</creatorcontrib><creatorcontrib>Yamashita, Koichi</creatorcontrib><creatorcontrib>Manabe, Masanobu</creatorcontrib><creatorcontrib>Xu, Suixu</creatorcontrib><creatorcontrib>Kodama, Hiroyuki</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>MEDLINE - Academic</collection><jtitle>Clinica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Guang</au><au>Lu, Huangwei</au><au>Wang, Chunlei</au><au>Yamashita, Koichi</au><au>Manabe, Masanobu</au><au>Xu, Suixu</au><au>Kodama, Hiroyuki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Effect of five triterpenoid compounds isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and tyrosyl phosphorylation in human polymorphonuclear leukocytes</atitle><jtitle>Clinica chimica acta</jtitle><addtitle>Clin Chim Acta</addtitle><date>2002-06-01</date><risdate>2002</risdate><volume>320</volume><issue>1</issue><spage>11</spage><epage>16</epage><pages>11-16</pages><issn>0009-8981</issn><eissn>1873-3492</eissn><coden>CCATAR</coden><abstract>Background: The crude drug “kaki-yô” is a traditional medicine used in Japan as a hypotensive drug. Methods: The effect of five triterpenoid compounds, isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and phosphorylation of tyrosine residues of protein in human neutrophils was investigated. The five compounds examined were α-amyrin (A), uvaol (UV), ursolic acid (UA), 19 α-hydroxy ursolic acid (HU) and 19 α,24-dihydroxy ursolic acid (DHU). Results: When the cells were preincubated with these compounds, the superoxide generation induced by N-formyl-methionyl-leucyl-phenylalanine (fMLP) was significantly suppressed in a concentration-dependent manner. These compounds also suppressed the superoxide generation induced by arachidonic acid (AA) in high concentrations. In the case of the superoxide generation induced by phorbol 12-myristate 13-acetate (PMA), UA, HU and DHU suppressed the superoxide generation but A and UV gave no effect. When the cells were incubated with fMLP in UA, HU and DHU, fMLP-induced tyrosyl phosphorylation of 45 kDa proteins of the cells was dose-dependently suppressed in parallel to the suppression of fMLP-induced superoxide generation. Conclusions: Triterpenoid compounds suppress stimulus-induced superoxide generation and tyrosyl phosphorylation and may have pharmaceutical applications.</abstract><cop>Shannon</cop><pub>Elsevier B.V</pub><pmid>11983195</pmid><doi>10.1016/S0009-8981(02)00021-9</doi><tpages>6</tpages></addata></record>
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subjects Antihypertensive Agents - chemistry
Antihypertensive Agents - isolation & purification
Antihypertensive Agents - pharmacology
Antihypertensive Agents - therapeutic use
Biological and medical sciences
Cells, Cultured
Diospyros - chemistry
Dose-Response Relationship, Drug
Hypertension - drug therapy
Immunomodulators
Japan
Medical sciences
Medicine, Traditional
Molecular Structure
Neutrophils
Neutrophils - drug effects
Neutrophils - metabolism
Pharmacology. Drug treatments
Phosphorylation - drug effects
Plant Leaves - chemistry
Plants, Medicinal - chemistry
Superoxide
Superoxides - metabolism
Triterpenes - chemistry
Triterpenes - isolation & purification
Triterpenes - pharmacology
Triterpenes - therapeutic use
Triterpenoid
title Effect of five triterpenoid compounds isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and tyrosyl phosphorylation in human polymorphonuclear leukocytes
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