Three non-phenolic diarylheptanoids with anti-inflammatory activity from Curcuma xanthorrhiza
Bioassay-guided fractionation of a hexane extract of the rhizomes of Curcuma xanthorrhiza Roxb. (Zingiberaceae) led to the isolation of three non-phenolic diarylheptanoids, identified mainly by high-field (1)H-NMR as trans-trans-1,7-diphenyl-1,3-heptadien-4-one (alnustone), trans-1,7-diphenyl-1-hept...
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Veröffentlicht in: | Planta medica 1993-10, Vol.59 (5), p.451-454 |
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creator | Claeson, P. Panthong, A. Tuchinda, P. Reutrakul, V. Kanjanapothi, D. Taylor, W. C. Santisuk, T. |
description | Bioassay-guided fractionation of a hexane extract of the rhizomes of Curcuma xanthorrhiza Roxb. (Zingiberaceae) led to the isolation of three non-phenolic diarylheptanoids, identified mainly by high-field (1)H-NMR as trans-trans-1,7-diphenyl-1,3-heptadien-4-one (alnustone), trans-1,7-diphenyl-1-hepten-5-ol, and trans,trans-1,7-diphenyl-1,3-heptadien-5-ol. The latter is reported for the first time as a plant constituent. Germacrone, curzerenone, and cinnamaldehyde were also isolated and identified. The three diarylheptanoids all exerted significant anti-inflammatory activity in the assay of carrageenin-induced hind paw edema in rats. |
doi_str_mv | 10.1055/s-2006-959730 |
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The three diarylheptanoids all exerted significant anti-inflammatory activity in the assay of carrageenin-induced hind paw edema in rats.</description><identifier>ISSN: 0032-0943</identifier><identifier>EISSN: 1439-0221</identifier><identifier>DOI: 10.1055/s-2006-959730</identifier><identifier>PMID: 8255938</identifier><identifier>CODEN: PLMEAA</identifier><language>eng</language><publisher>Stuttgart: Thieme</publisher><subject>Animals ; Anti-Inflammatory Agents, Non-Steroidal - isolation & purification ; Anti-Inflammatory Agents, Non-Steroidal - pharmacology ; antiinflammatoire ; antiinflammatory agents ; antinflamatorios ; Biological and medical sciences ; chemical composition ; chemical structure ; composicion quimica ; composition chimique ; curcuma xanthorrhiza ; drug plants ; estructura quimica ; farmacologia ; General pharmacology ; Male ; Medical sciences ; Molecular Structure ; Pharmacognosy. Homeopathy. Health food ; pharmacologie ; pharmacology ; Pharmacology. Drug treatments ; plantas medicinales ; plante medicinale ; Plants, Medicinal - chemistry ; Rats ; rhizome ; rhizomes ; rizomas ; structure chimique ; Terpenes - isolation & purification ; Terpenes - pharmacology</subject><ispartof>Planta medica, 1993-10, Vol.59 (5), p.451-454</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><rights>1994 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2920-203bbff2cc4e3a91293c0b228bf031fd67564b6cea573e8e40c61fd90e5d7b943</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2006-959730.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><link.rule.ids>314,776,780,3003,3004,27903,27904,54537</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=3767873$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/8255938$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Claeson, P.</creatorcontrib><creatorcontrib>Panthong, A.</creatorcontrib><creatorcontrib>Tuchinda, P.</creatorcontrib><creatorcontrib>Reutrakul, V.</creatorcontrib><creatorcontrib>Kanjanapothi, D.</creatorcontrib><creatorcontrib>Taylor, W. C.</creatorcontrib><creatorcontrib>Santisuk, T.</creatorcontrib><creatorcontrib>Mahidol Univ., Bangkok (Thailand). Faculty Science. Dept. Chemistry</creatorcontrib><title>Three non-phenolic diarylheptanoids with anti-inflammatory activity from Curcuma xanthorrhiza</title><title>Planta medica</title><addtitle>Planta Med</addtitle><description>Bioassay-guided fractionation of a hexane extract of the rhizomes of Curcuma xanthorrhiza Roxb. (Zingiberaceae) led to the isolation of three non-phenolic diarylheptanoids, identified mainly by high-field (1)H-NMR as trans-trans-1,7-diphenyl-1,3-heptadien-4-one (alnustone), trans-1,7-diphenyl-1-hepten-5-ol, and trans,trans-1,7-diphenyl-1,3-heptadien-5-ol. The latter is reported for the first time as a plant constituent. Germacrone, curzerenone, and cinnamaldehyde were also isolated and identified. The three diarylheptanoids all exerted significant anti-inflammatory activity in the assay of carrageenin-induced hind paw edema in rats.</description><subject>Animals</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - isolation & purification</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</subject><subject>antiinflammatoire</subject><subject>antiinflammatory agents</subject><subject>antinflamatorios</subject><subject>Biological and medical sciences</subject><subject>chemical composition</subject><subject>chemical structure</subject><subject>composicion quimica</subject><subject>composition chimique</subject><subject>curcuma xanthorrhiza</subject><subject>drug plants</subject><subject>estructura quimica</subject><subject>farmacologia</subject><subject>General pharmacology</subject><subject>Male</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>pharmacologie</subject><subject>pharmacology</subject><subject>Pharmacology. Drug treatments</subject><subject>plantas medicinales</subject><subject>plante medicinale</subject><subject>Plants, Medicinal - chemistry</subject><subject>Rats</subject><subject>rhizome</subject><subject>rhizomes</subject><subject>rizomas</subject><subject>structure chimique</subject><subject>Terpenes - isolation & purification</subject><subject>Terpenes - pharmacology</subject><issn>0032-0943</issn><issn>1439-0221</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kEFP3DAQRi1URLfQI8dWOVQ94TK2Ezs-VlsKSEi90GNlOY7dGCX21k4o219fo6y4cRpp5ukbfQ-hcwJfCDTNZcYUgGPZSMHgCG1IzSQGSskbtAFgFIOs2Vv0LucHAFJLgBN00tKmkazdoF_3Q7K2CjHg3WBDHL2peq_TfhzsbtYh-j5Xf_08VDrMHvvgRj1Neo5pX2kz-0c_7yuX4lRtl2SWSVdPBRxiSoP_p8_QsdNjtu8P8xT9_H51v73Bdz-ub7df77ChkkIpwLrOOWpMbZmWhEpmoKO07Rww4nouGl533FjdCGZbW4PhZS3BNr3oSr1T9HnN3aX4Z7F5VpPPxo6jDjYuWQlOaAucFBCvoEkx52Sd2iU_lbqKgHrWqbJ61qlWnYX_cAheusn2L_TBX7l_Otx1Nnp0SQfj8wvGBBetYAW7WLF58Hay6iEuKRQhr379uOJOR6V_p5L47YpIWReGC8bZf2dWlR4</recordid><startdate>199310</startdate><enddate>199310</enddate><creator>Claeson, P.</creator><creator>Panthong, A.</creator><creator>Tuchinda, P.</creator><creator>Reutrakul, V.</creator><creator>Kanjanapothi, D.</creator><creator>Taylor, W. C.</creator><creator>Santisuk, T.</creator><general>Thieme</general><scope>FBQ</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><scope>7X8</scope></search><sort><creationdate>199310</creationdate><title>Three non-phenolic diarylheptanoids with anti-inflammatory activity from Curcuma xanthorrhiza</title><author>Claeson, P. ; Panthong, A. ; Tuchinda, P. ; Reutrakul, V. ; Kanjanapothi, D. ; Taylor, W. C. ; Santisuk, T.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2920-203bbff2cc4e3a91293c0b228bf031fd67564b6cea573e8e40c61fd90e5d7b943</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1993</creationdate><topic>Animals</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - isolation & purification</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</topic><topic>antiinflammatoire</topic><topic>antiinflammatory agents</topic><topic>antinflamatorios</topic><topic>Biological and medical sciences</topic><topic>chemical composition</topic><topic>chemical structure</topic><topic>composicion quimica</topic><topic>composition chimique</topic><topic>curcuma xanthorrhiza</topic><topic>drug plants</topic><topic>estructura quimica</topic><topic>farmacologia</topic><topic>General pharmacology</topic><topic>Male</topic><topic>Medical sciences</topic><topic>Molecular Structure</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>pharmacologie</topic><topic>pharmacology</topic><topic>Pharmacology. Drug treatments</topic><topic>plantas medicinales</topic><topic>plante medicinale</topic><topic>Plants, Medicinal - chemistry</topic><topic>Rats</topic><topic>rhizome</topic><topic>rhizomes</topic><topic>rizomas</topic><topic>structure chimique</topic><topic>Terpenes - isolation & purification</topic><topic>Terpenes - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Claeson, P.</creatorcontrib><creatorcontrib>Panthong, A.</creatorcontrib><creatorcontrib>Tuchinda, P.</creatorcontrib><creatorcontrib>Reutrakul, V.</creatorcontrib><creatorcontrib>Kanjanapothi, D.</creatorcontrib><creatorcontrib>Taylor, W. C.</creatorcontrib><creatorcontrib>Santisuk, T.</creatorcontrib><creatorcontrib>Mahidol Univ., Bangkok (Thailand). Faculty Science. Dept. Chemistry</creatorcontrib><collection>AGRIS</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><collection>MEDLINE - Academic</collection><jtitle>Planta medica</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Claeson, P.</au><au>Panthong, A.</au><au>Tuchinda, P.</au><au>Reutrakul, V.</au><au>Kanjanapothi, D.</au><au>Taylor, W. C.</au><au>Santisuk, T.</au><aucorp>Mahidol Univ., Bangkok (Thailand). Faculty Science. Dept. Chemistry</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Three non-phenolic diarylheptanoids with anti-inflammatory activity from Curcuma xanthorrhiza</atitle><jtitle>Planta medica</jtitle><addtitle>Planta Med</addtitle><date>1993-10</date><risdate>1993</risdate><volume>59</volume><issue>5</issue><spage>451</spage><epage>454</epage><pages>451-454</pages><issn>0032-0943</issn><eissn>1439-0221</eissn><coden>PLMEAA</coden><abstract>Bioassay-guided fractionation of a hexane extract of the rhizomes of Curcuma xanthorrhiza Roxb. (Zingiberaceae) led to the isolation of three non-phenolic diarylheptanoids, identified mainly by high-field (1)H-NMR as trans-trans-1,7-diphenyl-1,3-heptadien-4-one (alnustone), trans-1,7-diphenyl-1-hepten-5-ol, and trans,trans-1,7-diphenyl-1,3-heptadien-5-ol. The latter is reported for the first time as a plant constituent. Germacrone, curzerenone, and cinnamaldehyde were also isolated and identified. The three diarylheptanoids all exerted significant anti-inflammatory activity in the assay of carrageenin-induced hind paw edema in rats.</abstract><cop>Stuttgart</cop><cop>New York, NY</cop><pub>Thieme</pub><pmid>8255938</pmid><doi>10.1055/s-2006-959730</doi><tpages>4</tpages></addata></record> |
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subjects | Animals Anti-Inflammatory Agents, Non-Steroidal - isolation & purification Anti-Inflammatory Agents, Non-Steroidal - pharmacology antiinflammatoire antiinflammatory agents antinflamatorios Biological and medical sciences chemical composition chemical structure composicion quimica composition chimique curcuma xanthorrhiza drug plants estructura quimica farmacologia General pharmacology Male Medical sciences Molecular Structure Pharmacognosy. Homeopathy. Health food pharmacologie pharmacology Pharmacology. Drug treatments plantas medicinales plante medicinale Plants, Medicinal - chemistry Rats rhizome rhizomes rizomas structure chimique Terpenes - isolation & purification Terpenes - pharmacology |
title | Three non-phenolic diarylheptanoids with anti-inflammatory activity from Curcuma xanthorrhiza |
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