Three New Stereoisomers of Condensed Tannins from the Roots of Rosa multiflora
Three new stereoisomers of condensed tannins (1—3), and four known phenolic compounds (4—7) were isolated from the 80% acetone extract of the roots of Rosa multiflora Thunberg. The structures of these compounds were elucidated using 1D/2D NMR, high resolution (HR)-MS, and circular dichroism (CD) spe...
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| Veröffentlicht in: | Chemical & Pharmaceutical Bulletin 2010/09/01, Vol.58(9), pp.1227-1231 |
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| container_title | Chemical & Pharmaceutical Bulletin |
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| creator | Park, Kwan Hee Kim, Sung Kyu Choi, Sun Eun Kwon, Joo Hee Oh, Myung Hwan Lee, Min Won |
| description | Three new stereoisomers of condensed tannins (1—3), and four known phenolic compounds (4—7) were isolated from the 80% acetone extract of the roots of Rosa multiflora Thunberg. The structures of these compounds were elucidated using 1D/2D NMR, high resolution (HR)-MS, and circular dichroism (CD) spectra. In order to evaluate their anti-oxidative and anti-inflammatory activities, their 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity and inhibitory activity on nitric oxide (NO) production were determined. |
| doi_str_mv | 10.1248/cpb.58.1227 |
| format | Article |
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The structures of these compounds were elucidated using 1D/2D NMR, high resolution (HR)-MS, and circular dichroism (CD) spectra. In order to evaluate their anti-oxidative and anti-inflammatory activities, their 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity and inhibitory activity on nitric oxide (NO) production were determined.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.58.1227</identifier><identifier>PMID: 20823605</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Animals ; Anti-Inflammatory Agents - chemistry ; Anti-Inflammatory Agents - isolation & purification ; Anti-Inflammatory Agents - pharmacology ; Antioxidants - chemistry ; Antioxidants - isolation & purification ; Antioxidants - pharmacology ; Biphenyl Compounds - metabolism ; Cell Line ; Cell Survival - drug effects ; condensed tannin ; Free Radicals - metabolism ; Macrophages - cytology ; Macrophages - drug effects ; Macrophages - immunology ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Mice ; Nitric Oxide - immunology ; phlobatannin ; Picrates - metabolism ; Plant Roots - chemistry ; Proanthocyanidins - chemistry ; Proanthocyanidins - isolation & purification ; Proanthocyanidins - pharmacology ; profisetinidin ; proguibourtinidin ; Rosa - chemistry ; Rosa multiflora ; Stereoisomerism</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2010/09/01, Vol.58(9), pp.1227-1231</ispartof><rights>2010 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2010</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c667t-2f49a8ce4fd24d36cba149b450da2722586ec1cc4f7f2c06d0da5c6bdce02a193</citedby><cites>FETCH-LOGICAL-c667t-2f49a8ce4fd24d36cba149b450da2722586ec1cc4f7f2c06d0da5c6bdce02a193</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,1877,27905,27906</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20823605$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Park, Kwan Hee</creatorcontrib><creatorcontrib>Kim, Sung Kyu</creatorcontrib><creatorcontrib>Choi, Sun Eun</creatorcontrib><creatorcontrib>Kwon, Joo Hee</creatorcontrib><creatorcontrib>Oh, Myung Hwan</creatorcontrib><creatorcontrib>Lee, Min Won</creatorcontrib><creatorcontrib>Department of Pharmacognosy</creatorcontrib><creatorcontrib>Chung-Ang University</creatorcontrib><creatorcontrib>College of Pharmacy</creatorcontrib><title>Three New Stereoisomers of Condensed Tannins from the Roots of Rosa multiflora</title><title>Chemical & Pharmaceutical Bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Three new stereoisomers of condensed tannins (1—3), and four known phenolic compounds (4—7) were isolated from the 80% acetone extract of the roots of Rosa multiflora Thunberg. The structures of these compounds were elucidated using 1D/2D NMR, high resolution (HR)-MS, and circular dichroism (CD) spectra. In order to evaluate their anti-oxidative and anti-inflammatory activities, their 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity and inhibitory activity on nitric oxide (NO) production were determined.</description><subject>Animals</subject><subject>Anti-Inflammatory Agents - chemistry</subject><subject>Anti-Inflammatory Agents - isolation & purification</subject><subject>Anti-Inflammatory Agents - pharmacology</subject><subject>Antioxidants - chemistry</subject><subject>Antioxidants - isolation & purification</subject><subject>Antioxidants - pharmacology</subject><subject>Biphenyl Compounds - metabolism</subject><subject>Cell Line</subject><subject>Cell Survival - drug effects</subject><subject>condensed tannin</subject><subject>Free Radicals - metabolism</subject><subject>Macrophages - cytology</subject><subject>Macrophages - drug effects</subject><subject>Macrophages - immunology</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mass Spectrometry</subject><subject>Mice</subject><subject>Nitric Oxide - immunology</subject><subject>phlobatannin</subject><subject>Picrates - metabolism</subject><subject>Plant Roots - chemistry</subject><subject>Proanthocyanidins - chemistry</subject><subject>Proanthocyanidins - isolation & purification</subject><subject>Proanthocyanidins - pharmacology</subject><subject>profisetinidin</subject><subject>proguibourtinidin</subject><subject>Rosa - chemistry</subject><subject>Rosa multiflora</subject><subject>Stereoisomerism</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkE1v1DAQhi0EotvCiTuKxIFDlTL-THKjWvUDqSpSWc6W40xYrxJ7sROh_nvcTbtIXMaW55lnrJeQDxQuKBP1F7tvL2Sd76x6RVaUi6qUjPHXZAUATcm44ifkNKUdAJNQ8bfkhEGdn0GuyP1mGxGLe_xT_JgwYnApjBhTEfpiHXyHPmFXbIz3zqeij2Espi0WDyFMB-YhJFOM8zC5fgjRvCNvejMkfP98npGf11eb9W159_3m2_ryrrRKVVPJetGY2qLoOyY6rmxrqGhaIaEzrGJM1gottVb0Vc8sqC6_S6vaziIwQxt-Rj4v3n0Mv2dMkx5dsjgMxmOYk66kAMaZ4Jn89B-5C3P0-XOaCgWCQ3XwnS-UjSGliL3eRzea-Kgp6KeUdU5Zy1o_pZzpj8_OuR2xO7IvsWbgZgFy11kzBD84j_8221TZLY4uT2Q_gKyh0UAXfS6c0kMIKpu-LqZdmswvPK4ycXJ2wJdvNUs5jB9bWxM1ev4XTpmk1w</recordid><startdate>20100901</startdate><enddate>20100901</enddate><creator>Park, Kwan Hee</creator><creator>Kim, Sung Kyu</creator><creator>Choi, Sun Eun</creator><creator>Kwon, Joo Hee</creator><creator>Oh, Myung Hwan</creator><creator>Lee, Min Won</creator><general>The Pharmaceutical Society of Japan</general><general>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><scope>7X8</scope></search><sort><creationdate>20100901</creationdate><title>Three New Stereoisomers of Condensed Tannins from the Roots of Rosa multiflora</title><author>Park, Kwan Hee ; Kim, Sung Kyu ; Choi, Sun Eun ; Kwon, Joo Hee ; Oh, Myung Hwan ; Lee, Min Won</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c667t-2f49a8ce4fd24d36cba149b450da2722586ec1cc4f7f2c06d0da5c6bdce02a193</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Animals</topic><topic>Anti-Inflammatory Agents - chemistry</topic><topic>Anti-Inflammatory Agents - isolation & purification</topic><topic>Anti-Inflammatory Agents - pharmacology</topic><topic>Antioxidants - chemistry</topic><topic>Antioxidants - isolation & purification</topic><topic>Antioxidants - pharmacology</topic><topic>Biphenyl Compounds - metabolism</topic><topic>Cell Line</topic><topic>Cell Survival - drug effects</topic><topic>condensed tannin</topic><topic>Free Radicals - metabolism</topic><topic>Macrophages - cytology</topic><topic>Macrophages - drug effects</topic><topic>Macrophages - immunology</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mass Spectrometry</topic><topic>Mice</topic><topic>Nitric Oxide - immunology</topic><topic>phlobatannin</topic><topic>Picrates - metabolism</topic><topic>Plant Roots - chemistry</topic><topic>Proanthocyanidins - chemistry</topic><topic>Proanthocyanidins - isolation & purification</topic><topic>Proanthocyanidins - pharmacology</topic><topic>profisetinidin</topic><topic>proguibourtinidin</topic><topic>Rosa - chemistry</topic><topic>Rosa multiflora</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Park, Kwan Hee</creatorcontrib><creatorcontrib>Kim, Sung Kyu</creatorcontrib><creatorcontrib>Choi, Sun Eun</creatorcontrib><creatorcontrib>Kwon, Joo Hee</creatorcontrib><creatorcontrib>Oh, Myung Hwan</creatorcontrib><creatorcontrib>Lee, Min Won</creatorcontrib><creatorcontrib>Department of Pharmacognosy</creatorcontrib><creatorcontrib>Chung-Ang University</creatorcontrib><creatorcontrib>College of Pharmacy</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><collection>MEDLINE - Academic</collection><jtitle>Chemical & Pharmaceutical Bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Park, Kwan Hee</au><au>Kim, Sung Kyu</au><au>Choi, Sun Eun</au><au>Kwon, Joo Hee</au><au>Oh, Myung Hwan</au><au>Lee, Min Won</au><aucorp>Department of Pharmacognosy</aucorp><aucorp>Chung-Ang University</aucorp><aucorp>College of Pharmacy</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Three New Stereoisomers of Condensed Tannins from the Roots of Rosa multiflora</atitle><jtitle>Chemical & Pharmaceutical Bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2010-09-01</date><risdate>2010</risdate><volume>58</volume><issue>9</issue><spage>1227</spage><epage>1231</epage><pages>1227-1231</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>Three new stereoisomers of condensed tannins (1—3), and four known phenolic compounds (4—7) were isolated from the 80% acetone extract of the roots of Rosa multiflora Thunberg. The structures of these compounds were elucidated using 1D/2D NMR, high resolution (HR)-MS, and circular dichroism (CD) spectra. In order to evaluate their anti-oxidative and anti-inflammatory activities, their 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity and inhibitory activity on nitric oxide (NO) production were determined.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>20823605</pmid><doi>10.1248/cpb.58.1227</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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| source | J-STAGE Free; MEDLINE; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | Animals Anti-Inflammatory Agents - chemistry Anti-Inflammatory Agents - isolation & purification Anti-Inflammatory Agents - pharmacology Antioxidants - chemistry Antioxidants - isolation & purification Antioxidants - pharmacology Biphenyl Compounds - metabolism Cell Line Cell Survival - drug effects condensed tannin Free Radicals - metabolism Macrophages - cytology Macrophages - drug effects Macrophages - immunology Magnetic Resonance Spectroscopy Mass Spectrometry Mice Nitric Oxide - immunology phlobatannin Picrates - metabolism Plant Roots - chemistry Proanthocyanidins - chemistry Proanthocyanidins - isolation & purification Proanthocyanidins - pharmacology profisetinidin proguibourtinidin Rosa - chemistry Rosa multiflora Stereoisomerism |
| title | Three New Stereoisomers of Condensed Tannins from the Roots of Rosa multiflora |
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