Two new complex triterpenoid saponins from Gledistsia dolavayi Franch

Two new triterpenoid saponins, gledistside A (1) and gledistside B (2), isolated from the fruits of Gledistsia dolavayi Franch., were characterized as the 3,28‐O‐bisdesmoside of echinocystic acid acylated with monoterpene carboxylic acids. On the basis of spectroscopic and chemical evidence, their s...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Magnetic resonance in chemistry 2002-09, Vol.40 (9), p.609-613
Hauptverfasser: Teng, Rong Wei, Ni, Wei, Wang, De Zu, Ding, Jing Kai, Chen, Chang Xiang
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 613
container_issue 9
container_start_page 609
container_title Magnetic resonance in chemistry
container_volume 40
creator Teng, Rong Wei
Ni, Wei
Wang, De Zu
Ding, Jing Kai
Chen, Chang Xiang
description Two new triterpenoid saponins, gledistside A (1) and gledistside B (2), isolated from the fruits of Gledistsia dolavayi Franch., were characterized as the 3,28‐O‐bisdesmoside of echinocystic acid acylated with monoterpene carboxylic acids. On the basis of spectroscopic and chemical evidence, their structures were elucidated as 3‐O‐β‐D‐xylopyranosyl‐(1→2)‐α‐L‐arabinopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐28‐O‐β‐D‐xylopyranosyl‐(1→3)‐β‐D‐xylopyranosyl‐(1→4)‐[β‐D‐galactopyranosyl‐(1→2)]‐α‐L‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2,6‐dimethyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D‐glucopyranosylechinocystic acid (1) and 3‐O‐β‐D‐xylopyranosyl‐(1→2)‐α‐L‐arabinopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐28‐O‐β‐D‐xylopyranosyl‐(1→3)‐β‐D‐xylopyranosyl‐(1→4)‐[β‐D‐galactopyranosyl‐(1→2)]‐α‐L‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2‐hydroxymethyl‐6‐methyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D‐glucopyranosylechinocystic acid (2). The complete 1H and 13C assignments of saponins 1 and 2 were achieved on the basis of 2D NMR spectra including HMQC‐TOCSY, TOCSY, 1H–1H COSY, HMBC, ROESY and HMQC spectra. Copyright © 2002 John Wiley & Sons, Ltd.
doi_str_mv 10.1002/mrc.1061
format Article
fullrecord <record><control><sourceid>wiley_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1002_mrc_1061</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>MRC1061</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3671-76de2e28784711b6dbfddc7ca7d89e6d2b0096c6e44e97a5bed80948f9ab598d3</originalsourceid><addsrcrecordid>eNp1z01LAzEQgOEgCtYq-BNy9LKa7Ec-jlK7VWgVakVvIZvMYnR3syTFtv_eLRXBg6eZw8MwL0KXlFxTQtKbNphhYfQIjSiRPMkL8XaMRoTnMqGFoKfoLMYPQoiUPBuh6WrjcQcbbHzbN7DF6-DWEHrovLM46t53rou4Dr7Fswasi-voNLa-0V9653AZdGfez9FJrZsIFz9zjF7K6Wpyn8yfZg-T23liMsZpwpmFFFLBRc4prZitamsNN5pbIYHZtBreYoZBnoPkuqjACiJzUUtdFVLYbIyuDndN8DEGqFUfXKvDTlGi9vlqyFf7_IEmB7pxDez-dWqxnPz1QyFsf70On4rxjBfq9XGmntMlW5TFnSqzb6mjbA4</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Two new complex triterpenoid saponins from Gledistsia dolavayi Franch</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Teng, Rong Wei ; Ni, Wei ; Wang, De Zu ; Ding, Jing Kai ; Chen, Chang Xiang</creator><creatorcontrib>Teng, Rong Wei ; Ni, Wei ; Wang, De Zu ; Ding, Jing Kai ; Chen, Chang Xiang</creatorcontrib><description>Two new triterpenoid saponins, gledistside A (1) and gledistside B (2), isolated from the fruits of Gledistsia dolavayi Franch., were characterized as the 3,28‐O‐bisdesmoside of echinocystic acid acylated with monoterpene carboxylic acids. On the basis of spectroscopic and chemical evidence, their structures were elucidated as 3‐O‐β‐D‐xylopyranosyl‐(1→2)‐α‐L‐arabinopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐28‐O‐β‐D‐xylopyranosyl‐(1→3)‐β‐D‐xylopyranosyl‐(1→4)‐[β‐D‐galactopyranosyl‐(1→2)]‐α‐L‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2,6‐dimethyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D‐glucopyranosylechinocystic acid (1) and 3‐O‐β‐D‐xylopyranosyl‐(1→2)‐α‐L‐arabinopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐28‐O‐β‐D‐xylopyranosyl‐(1→3)‐β‐D‐xylopyranosyl‐(1→4)‐[β‐D‐galactopyranosyl‐(1→2)]‐α‐L‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2‐hydroxymethyl‐6‐methyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D‐glucopyranosylechinocystic acid (2). The complete 1H and 13C assignments of saponins 1 and 2 were achieved on the basis of 2D NMR spectra including HMQC‐TOCSY, TOCSY, 1H–1H COSY, HMBC, ROESY and HMQC spectra. Copyright © 2002 John Wiley &amp; Sons, Ltd.</description><identifier>ISSN: 0749-1581</identifier><identifier>EISSN: 1097-458X</identifier><identifier>DOI: 10.1002/mrc.1061</identifier><language>eng</language><publisher>Chichester, UK: John Wiley &amp; Sons, Ltd</publisher><subject>13C NMR ; 1H NMR ; 2D NMR ; Gledistsia dolavayi Franch ; gledistside A ; gledistside B ; Leguminosae ; NMR ; NMR complete assignments ; triterpenoid saponin</subject><ispartof>Magnetic resonance in chemistry, 2002-09, Vol.40 (9), p.609-613</ispartof><rights>Copyright © 2002 John Wiley &amp; Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3671-76de2e28784711b6dbfddc7ca7d89e6d2b0096c6e44e97a5bed80948f9ab598d3</citedby><cites>FETCH-LOGICAL-c3671-76de2e28784711b6dbfddc7ca7d89e6d2b0096c6e44e97a5bed80948f9ab598d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmrc.1061$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmrc.1061$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Teng, Rong Wei</creatorcontrib><creatorcontrib>Ni, Wei</creatorcontrib><creatorcontrib>Wang, De Zu</creatorcontrib><creatorcontrib>Ding, Jing Kai</creatorcontrib><creatorcontrib>Chen, Chang Xiang</creatorcontrib><title>Two new complex triterpenoid saponins from Gledistsia dolavayi Franch</title><title>Magnetic resonance in chemistry</title><addtitle>Magn. Reson. Chem</addtitle><description>Two new triterpenoid saponins, gledistside A (1) and gledistside B (2), isolated from the fruits of Gledistsia dolavayi Franch., were characterized as the 3,28‐O‐bisdesmoside of echinocystic acid acylated with monoterpene carboxylic acids. On the basis of spectroscopic and chemical evidence, their structures were elucidated as 3‐O‐β‐D‐xylopyranosyl‐(1→2)‐α‐L‐arabinopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐28‐O‐β‐D‐xylopyranosyl‐(1→3)‐β‐D‐xylopyranosyl‐(1→4)‐[β‐D‐galactopyranosyl‐(1→2)]‐α‐L‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2,6‐dimethyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D‐glucopyranosylechinocystic acid (1) and 3‐O‐β‐D‐xylopyranosyl‐(1→2)‐α‐L‐arabinopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐28‐O‐β‐D‐xylopyranosyl‐(1→3)‐β‐D‐xylopyranosyl‐(1→4)‐[β‐D‐galactopyranosyl‐(1→2)]‐α‐L‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2‐hydroxymethyl‐6‐methyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D‐glucopyranosylechinocystic acid (2). The complete 1H and 13C assignments of saponins 1 and 2 were achieved on the basis of 2D NMR spectra including HMQC‐TOCSY, TOCSY, 1H–1H COSY, HMBC, ROESY and HMQC spectra. Copyright © 2002 John Wiley &amp; Sons, Ltd.</description><subject>13C NMR</subject><subject>1H NMR</subject><subject>2D NMR</subject><subject>Gledistsia dolavayi Franch</subject><subject>gledistside A</subject><subject>gledistside B</subject><subject>Leguminosae</subject><subject>NMR</subject><subject>NMR complete assignments</subject><subject>triterpenoid saponin</subject><issn>0749-1581</issn><issn>1097-458X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><recordid>eNp1z01LAzEQgOEgCtYq-BNy9LKa7Ec-jlK7VWgVakVvIZvMYnR3syTFtv_eLRXBg6eZw8MwL0KXlFxTQtKbNphhYfQIjSiRPMkL8XaMRoTnMqGFoKfoLMYPQoiUPBuh6WrjcQcbbHzbN7DF6-DWEHrovLM46t53rou4Dr7Fswasi-voNLa-0V9653AZdGfez9FJrZsIFz9zjF7K6Wpyn8yfZg-T23liMsZpwpmFFFLBRc4prZitamsNN5pbIYHZtBreYoZBnoPkuqjACiJzUUtdFVLYbIyuDndN8DEGqFUfXKvDTlGi9vlqyFf7_IEmB7pxDez-dWqxnPz1QyFsf70On4rxjBfq9XGmntMlW5TFnSqzb6mjbA4</recordid><startdate>200209</startdate><enddate>200209</enddate><creator>Teng, Rong Wei</creator><creator>Ni, Wei</creator><creator>Wang, De Zu</creator><creator>Ding, Jing Kai</creator><creator>Chen, Chang Xiang</creator><general>John Wiley &amp; Sons, Ltd</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>200209</creationdate><title>Two new complex triterpenoid saponins from Gledistsia dolavayi Franch</title><author>Teng, Rong Wei ; Ni, Wei ; Wang, De Zu ; Ding, Jing Kai ; Chen, Chang Xiang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3671-76de2e28784711b6dbfddc7ca7d89e6d2b0096c6e44e97a5bed80948f9ab598d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>13C NMR</topic><topic>1H NMR</topic><topic>2D NMR</topic><topic>Gledistsia dolavayi Franch</topic><topic>gledistside A</topic><topic>gledistside B</topic><topic>Leguminosae</topic><topic>NMR</topic><topic>NMR complete assignments</topic><topic>triterpenoid saponin</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Teng, Rong Wei</creatorcontrib><creatorcontrib>Ni, Wei</creatorcontrib><creatorcontrib>Wang, De Zu</creatorcontrib><creatorcontrib>Ding, Jing Kai</creatorcontrib><creatorcontrib>Chen, Chang Xiang</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Magnetic resonance in chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Teng, Rong Wei</au><au>Ni, Wei</au><au>Wang, De Zu</au><au>Ding, Jing Kai</au><au>Chen, Chang Xiang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Two new complex triterpenoid saponins from Gledistsia dolavayi Franch</atitle><jtitle>Magnetic resonance in chemistry</jtitle><addtitle>Magn. Reson. Chem</addtitle><date>2002-09</date><risdate>2002</risdate><volume>40</volume><issue>9</issue><spage>609</spage><epage>613</epage><pages>609-613</pages><issn>0749-1581</issn><eissn>1097-458X</eissn><abstract>Two new triterpenoid saponins, gledistside A (1) and gledistside B (2), isolated from the fruits of Gledistsia dolavayi Franch., were characterized as the 3,28‐O‐bisdesmoside of echinocystic acid acylated with monoterpene carboxylic acids. On the basis of spectroscopic and chemical evidence, their structures were elucidated as 3‐O‐β‐D‐xylopyranosyl‐(1→2)‐α‐L‐arabinopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐28‐O‐β‐D‐xylopyranosyl‐(1→3)‐β‐D‐xylopyranosyl‐(1→4)‐[β‐D‐galactopyranosyl‐(1→2)]‐α‐L‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2,6‐dimethyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D‐glucopyranosylechinocystic acid (1) and 3‐O‐β‐D‐xylopyranosyl‐(1→2)‐α‐L‐arabinopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐28‐O‐β‐D‐xylopyranosyl‐(1→3)‐β‐D‐xylopyranosyl‐(1→4)‐[β‐D‐galactopyranosyl‐(1→2)]‐α‐L‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2‐hydroxymethyl‐6‐methyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D‐glucopyranosylechinocystic acid (2). The complete 1H and 13C assignments of saponins 1 and 2 were achieved on the basis of 2D NMR spectra including HMQC‐TOCSY, TOCSY, 1H–1H COSY, HMBC, ROESY and HMQC spectra. Copyright © 2002 John Wiley &amp; Sons, Ltd.</abstract><cop>Chichester, UK</cop><pub>John Wiley &amp; Sons, Ltd</pub><doi>10.1002/mrc.1061</doi><tpages>5</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0749-1581
ispartof Magnetic resonance in chemistry, 2002-09, Vol.40 (9), p.609-613
issn 0749-1581
1097-458X
language eng
recordid cdi_crossref_primary_10_1002_mrc_1061
source Wiley Online Library Journals Frontfile Complete
subjects 13C NMR
1H NMR
2D NMR
Gledistsia dolavayi Franch
gledistside A
gledistside B
Leguminosae
NMR
NMR complete assignments
triterpenoid saponin
title Two new complex triterpenoid saponins from Gledistsia dolavayi Franch
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-29T13%3A46%3A09IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-wiley_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Two%20new%20complex%20triterpenoid%20saponins%20from%20Gledistsia%20dolavayi%20Franch&rft.jtitle=Magnetic%20resonance%20in%20chemistry&rft.au=Teng,%20Rong%20Wei&rft.date=2002-09&rft.volume=40&rft.issue=9&rft.spage=609&rft.epage=613&rft.pages=609-613&rft.issn=0749-1581&rft.eissn=1097-458X&rft_id=info:doi/10.1002/mrc.1061&rft_dat=%3Cwiley_cross%3EMRC1061%3C/wiley_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true