Flavonol and drimane-type sesquiterpene glycosides of Warburgia stuhlmannii leaves
An investigation of methanolic extract of Warburgia stuhlmannii leaves has led to the isolation of two new drimane-type sesquiterpene glycosides characterized as mukaadial 6- O-β- d-glucopyranoside, mukaadial 6- O-α- l-rhamnopyranoside together with two other novel flavonol glycosides identified as...
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Veröffentlicht in: | Phytochemistry (Oxford) 2003-06, Vol.63 (4), p.497-502 |
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creator | Arot Manguro, Lawrence O. Ugi, Ivar Hermann, Rudolf Lemmen, Peter |
description | An investigation of methanolic extract of
Warburgia stuhlmannii leaves has led to the isolation of two new drimane-type sesquiterpene glycosides characterized as mukaadial 6-
O-β-
d-glucopyranoside, mukaadial 6-
O-α-
l-rhamnopyranoside together with two other novel flavonol glycosides identified as 3′,5′-
O-dimethylmyricetin 3-
O-β-
d-2″,3″-diacetylglucopyranoside and 3′-
O-methylquercetin 3-
O-β-
d-2″,3″,4″-triacetylglucopyranoside. The known compounds; mukaadial, deacetylugandensolide, quercetin, kaempferol, kaempferol 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-β-
d-glucopyranoside, kaempferol 7-
O-β-
d-glucopyranoside, myricetin 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-sophoroside and isorhamnetin 3-
O-β-
d-glucopyranoside were also isolated from the same extract.
The isolation and structure determination of two flavonol glycosides together with two drimane-type sesquiterpene glycosides including compound
1 from methanolic extract of
Warburgia stuhlmannii leaves are described. |
doi_str_mv | 10.1016/S0031-9422(03)00105-5 |
format | Article |
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Warburgia stuhlmannii leaves has led to the isolation of two new drimane-type sesquiterpene glycosides characterized as mukaadial 6-
O-β-
d-glucopyranoside, mukaadial 6-
O-α-
l-rhamnopyranoside together with two other novel flavonol glycosides identified as 3′,5′-
O-dimethylmyricetin 3-
O-β-
d-2″,3″-diacetylglucopyranoside and 3′-
O-methylquercetin 3-
O-β-
d-2″,3″,4″-triacetylglucopyranoside. The known compounds; mukaadial, deacetylugandensolide, quercetin, kaempferol, kaempferol 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-β-
d-glucopyranoside, kaempferol 7-
O-β-
d-glucopyranoside, myricetin 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-sophoroside and isorhamnetin 3-
O-β-
d-glucopyranoside were also isolated from the same extract.
The isolation and structure determination of two flavonol glycosides together with two drimane-type sesquiterpene glycosides including compound
1 from methanolic extract of
Warburgia stuhlmannii leaves are described.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/S0031-9422(03)00105-5</identifier><identifier>PMID: 12770606</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Biological and medical sciences ; Canellaceae ; Chemical constitution ; Drimane-type sesquiterpene glycosides ; Flavonoids - chemistry ; Flavonol glycosides ; Flavonols ; Fundamental and applied biological sciences. Psychology ; Glycosides - chemistry ; Glycosides - isolation & purification ; Leaves ; Magnetic Resonance Spectroscopy ; Magnoliopsida - chemistry ; Magnoliopsida - classification ; Plant Leaves - chemistry ; Plant physiology and development ; Plants, Medicinal - chemistry ; Plants, Medicinal - classification ; Sesquiterpenes - chemistry ; Warburgia stuhlmannii</subject><ispartof>Phytochemistry (Oxford), 2003-06, Vol.63 (4), p.497-502</ispartof><rights>2003</rights><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-e42d55597dbe88aa1b2799041cfc2a9926240df514ed91bf2dbd7e01133716ca3</citedby><cites>FETCH-LOGICAL-c391t-e42d55597dbe88aa1b2799041cfc2a9926240df514ed91bf2dbd7e01133716ca3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/S0031-9422(03)00105-5$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,777,781,3537,27905,27906,45976</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=14789747$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12770606$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Arot Manguro, Lawrence O.</creatorcontrib><creatorcontrib>Ugi, Ivar</creatorcontrib><creatorcontrib>Hermann, Rudolf</creatorcontrib><creatorcontrib>Lemmen, Peter</creatorcontrib><title>Flavonol and drimane-type sesquiterpene glycosides of Warburgia stuhlmannii leaves</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>An investigation of methanolic extract of
Warburgia stuhlmannii leaves has led to the isolation of two new drimane-type sesquiterpene glycosides characterized as mukaadial 6-
O-β-
d-glucopyranoside, mukaadial 6-
O-α-
l-rhamnopyranoside together with two other novel flavonol glycosides identified as 3′,5′-
O-dimethylmyricetin 3-
O-β-
d-2″,3″-diacetylglucopyranoside and 3′-
O-methylquercetin 3-
O-β-
d-2″,3″,4″-triacetylglucopyranoside. The known compounds; mukaadial, deacetylugandensolide, quercetin, kaempferol, kaempferol 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-β-
d-glucopyranoside, kaempferol 7-
O-β-
d-glucopyranoside, myricetin 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-sophoroside and isorhamnetin 3-
O-β-
d-glucopyranoside were also isolated from the same extract.
The isolation and structure determination of two flavonol glycosides together with two drimane-type sesquiterpene glycosides including compound
1 from methanolic extract of
Warburgia stuhlmannii leaves are described.</description><subject>Biological and medical sciences</subject><subject>Canellaceae</subject><subject>Chemical constitution</subject><subject>Drimane-type sesquiterpene glycosides</subject><subject>Flavonoids - chemistry</subject><subject>Flavonol glycosides</subject><subject>Flavonols</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Glycosides - chemistry</subject><subject>Glycosides - isolation & purification</subject><subject>Leaves</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Magnoliopsida - chemistry</subject><subject>Magnoliopsida - classification</subject><subject>Plant Leaves - chemistry</subject><subject>Plant physiology and development</subject><subject>Plants, Medicinal - chemistry</subject><subject>Plants, Medicinal - classification</subject><subject>Sesquiterpenes - chemistry</subject><subject>Warburgia stuhlmannii</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE1v1DAQhi0EokvhJ4ByAdFDYMaO4_UJoYoWpEpIfIij5diTYuRNtp5kpf33ZLsreuQ0l-edmfcR4iXCOwRs338HUFjbRsq3oC4AEHStH4kVro2qlQF4LFb_kDPxjPkPAGjdtk_FGUpjoIV2Jb5dZb8bhzFXfohVLGnjB6qn_ZYqJr6b00RlSwNVt3kfRk6RuBr76pcv3Vxuk694mn_nJTSkVGXyO-Ln4knvM9OL0zwXP68-_bj8XN98vf5y-fGmDsriVFMjo9bamtjReu09dtJYCw2GPkhvrWxlA7HX2FC02PUydtEQICplsA1enYs3x73bMt7NxJPbJA6U89JgnNkZpdCAlAuoj2AoI3Oh3m0PPcveIbiDTHcv0x1MOVDuXqbTS-7V6cDcbSg-pE72FuD1CfAcfO6LH0LiB64xa2sas3AfjhwtOnaJiuOQaAgUU6EwuTim_7zyF51lkXA</recordid><startdate>20030601</startdate><enddate>20030601</enddate><creator>Arot Manguro, Lawrence O.</creator><creator>Ugi, Ivar</creator><creator>Hermann, Rudolf</creator><creator>Lemmen, Peter</creator><general>Elsevier Ltd</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>20030601</creationdate><title>Flavonol and drimane-type sesquiterpene glycosides of Warburgia stuhlmannii leaves</title><author>Arot Manguro, Lawrence O. ; Ugi, Ivar ; Hermann, Rudolf ; Lemmen, Peter</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-e42d55597dbe88aa1b2799041cfc2a9926240df514ed91bf2dbd7e01133716ca3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Biological and medical sciences</topic><topic>Canellaceae</topic><topic>Chemical constitution</topic><topic>Drimane-type sesquiterpene glycosides</topic><topic>Flavonoids - chemistry</topic><topic>Flavonol glycosides</topic><topic>Flavonols</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Glycosides - chemistry</topic><topic>Glycosides - isolation & purification</topic><topic>Leaves</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Magnoliopsida - chemistry</topic><topic>Magnoliopsida - classification</topic><topic>Plant Leaves - chemistry</topic><topic>Plant physiology and development</topic><topic>Plants, Medicinal - chemistry</topic><topic>Plants, Medicinal - classification</topic><topic>Sesquiterpenes - chemistry</topic><topic>Warburgia stuhlmannii</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Arot Manguro, Lawrence O.</creatorcontrib><creatorcontrib>Ugi, Ivar</creatorcontrib><creatorcontrib>Hermann, Rudolf</creatorcontrib><creatorcontrib>Lemmen, Peter</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>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Arot Manguro, Lawrence O.</au><au>Ugi, Ivar</au><au>Hermann, Rudolf</au><au>Lemmen, Peter</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Flavonol and drimane-type sesquiterpene glycosides of Warburgia stuhlmannii leaves</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2003-06-01</date><risdate>2003</risdate><volume>63</volume><issue>4</issue><spage>497</spage><epage>502</epage><pages>497-502</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>An investigation of methanolic extract of
Warburgia stuhlmannii leaves has led to the isolation of two new drimane-type sesquiterpene glycosides characterized as mukaadial 6-
O-β-
d-glucopyranoside, mukaadial 6-
O-α-
l-rhamnopyranoside together with two other novel flavonol glycosides identified as 3′,5′-
O-dimethylmyricetin 3-
O-β-
d-2″,3″-diacetylglucopyranoside and 3′-
O-methylquercetin 3-
O-β-
d-2″,3″,4″-triacetylglucopyranoside. The known compounds; mukaadial, deacetylugandensolide, quercetin, kaempferol, kaempferol 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-β-
d-glucopyranoside, kaempferol 7-
O-β-
d-glucopyranoside, myricetin 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-α-
l-rhamnopyranoside, quercetin 3-
O-sophoroside and isorhamnetin 3-
O-β-
d-glucopyranoside were also isolated from the same extract.
The isolation and structure determination of two flavonol glycosides together with two drimane-type sesquiterpene glycosides including compound
1 from methanolic extract of
Warburgia stuhlmannii leaves are described.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>12770606</pmid><doi>10.1016/S0031-9422(03)00105-5</doi><tpages>6</tpages></addata></record> |
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source | MEDLINE; Elsevier ScienceDirect Journals |
subjects | Biological and medical sciences Canellaceae Chemical constitution Drimane-type sesquiterpene glycosides Flavonoids - chemistry Flavonol glycosides Flavonols Fundamental and applied biological sciences. Psychology Glycosides - chemistry Glycosides - isolation & purification Leaves Magnetic Resonance Spectroscopy Magnoliopsida - chemistry Magnoliopsida - classification Plant Leaves - chemistry Plant physiology and development Plants, Medicinal - chemistry Plants, Medicinal - classification Sesquiterpenes - chemistry Warburgia stuhlmannii |
title | Flavonol and drimane-type sesquiterpene glycosides of Warburgia stuhlmannii leaves |
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