Triterpene Saponins from Debittered Quinoa (Chenopodium quinoa) Seeds
Twelve triterpene saponins have been isolated from the debittered seeds of quinoa (Chenopodium quinoa), and their structures were characterized on the basis of hydrolysis and spectral data, especially NMR evidence. Among them, three compounds, including 3-O-β-d-glucuropyranosyl oleanolic acid (1), 3...
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Veröffentlicht in: | Journal of agricultural and food chemistry 2002-02, Vol.50 (4), p.865-867 |
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container_title | Journal of agricultural and food chemistry |
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creator | Zhu, Nanqun Sheng, Shuqun Sang, Shengmin Jhoo, Jin-Woo Bai, Naisheng Karwe, Mukund V Rosen, Robert T Ho, Chi-Tang |
description | Twelve triterpene saponins have been isolated from the debittered seeds of quinoa (Chenopodium quinoa), and their structures were characterized on the basis of hydrolysis and spectral data, especially NMR evidence. Among them, three compounds, including 3-O-β-d-glucuropyranosyl oleanolic acid (1), 3-O-β-d-glucopyranosyl-(1→3)-α-l-arabinopyranosyl hederagenin (2), and the new compound 3-O-β-d-glucopyranosyl-(1→3)-α-l-arabinopyranosyl-30-O-methyl spergulagenate 28-O-β-d-glucopyranosyl ester (3), are identified for the first time from quinoa seeds. The other isolated saponins have been previously reported in quinoa. Keywords: Quinoa seeds; Chenopodium quinoa; triterpene saponins; NMR |
doi_str_mv | 10.1021/jf011002l |
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Among them, three compounds, including 3-O-β-d-glucuropyranosyl oleanolic acid (1), 3-O-β-d-glucopyranosyl-(1→3)-α-l-arabinopyranosyl hederagenin (2), and the new compound 3-O-β-d-glucopyranosyl-(1→3)-α-l-arabinopyranosyl-30-O-methyl spergulagenate 28-O-β-d-glucopyranosyl ester (3), are identified for the first time from quinoa seeds. The other isolated saponins have been previously reported in quinoa. Keywords: Quinoa seeds; Chenopodium quinoa; triterpene saponins; NMR</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf011002l</identifier><identifier>PMID: 11829658</identifier><identifier>CODEN: JAFCAU</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Agronomy. Soil science and plant productions ; Biological and medical sciences ; Chemical constitution ; Chenopodium quinoa - chemistry ; Economic plant physiology ; Fundamental and applied biological sciences. Psychology ; General pharmacology ; Hydrolysis ; Magnetic Resonance Spectroscopy ; Medical sciences ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Saponins - analysis ; Seeds - chemistry ; Triterpenes - analysis</subject><ispartof>Journal of agricultural and food chemistry, 2002-02, Vol.50 (4), p.865-867</ispartof><rights>Copyright © 2002 American Chemical Society</rights><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a410t-fcab69464d726eb1f4319d6b5708dda6e42d52d90e0a8b6534ba94f233399fec3</citedby><cites>FETCH-LOGICAL-a410t-fcab69464d726eb1f4319d6b5708dda6e42d52d90e0a8b6534ba94f233399fec3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jf011002l$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jf011002l$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=13477246$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11829658$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zhu, Nanqun</creatorcontrib><creatorcontrib>Sheng, Shuqun</creatorcontrib><creatorcontrib>Sang, Shengmin</creatorcontrib><creatorcontrib>Jhoo, Jin-Woo</creatorcontrib><creatorcontrib>Bai, Naisheng</creatorcontrib><creatorcontrib>Karwe, Mukund V</creatorcontrib><creatorcontrib>Rosen, Robert T</creatorcontrib><creatorcontrib>Ho, Chi-Tang</creatorcontrib><title>Triterpene Saponins from Debittered Quinoa (Chenopodium quinoa) Seeds</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>Twelve triterpene saponins have been isolated from the debittered seeds of quinoa (Chenopodium quinoa), and their structures were characterized on the basis of hydrolysis and spectral data, especially NMR evidence. Among them, three compounds, including 3-O-β-d-glucuropyranosyl oleanolic acid (1), 3-O-β-d-glucopyranosyl-(1→3)-α-l-arabinopyranosyl hederagenin (2), and the new compound 3-O-β-d-glucopyranosyl-(1→3)-α-l-arabinopyranosyl-30-O-methyl spergulagenate 28-O-β-d-glucopyranosyl ester (3), are identified for the first time from quinoa seeds. The other isolated saponins have been previously reported in quinoa. Keywords: Quinoa seeds; Chenopodium quinoa; triterpene saponins; NMR</description><subject>Agronomy. Soil science and plant productions</subject><subject>Biological and medical sciences</subject><subject>Chemical constitution</subject><subject>Chenopodium quinoa - chemistry</subject><subject>Economic plant physiology</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General pharmacology</subject><subject>Hydrolysis</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Saponins - analysis</subject><subject>Seeds - chemistry</subject><subject>Triterpenes - analysis</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkEtP3DAUhS3UCgbKon-gyqYIFqF-J1nC8GglJB4zSN1ZTnytekjiYCdS--8xzIjZIHV1pXM-HV19CH0l-JRgSn6sLCYEY9ruoBkRFOeCkPITmqWI5KWQZA_tx7jCGJeiwLtoL9W0kqKcoctlcCOEAXrIFnrwvetjZoPvsguo3ZgqMNn95Hqvs-P5H-j94I2buuz5LTvJFgAmfkGfrW4jHG7uAXq8ulzOf-Y3t9e_5mc3ueYEj7ltdC0rLrkpqISaWM5IZWSdniqN0RI4NYKaCgPWZS0F47WuuKWMsaqy0LADdLTeHYJ_niCOqnOxgbbVPfgpqoJwJoXA_wVJyTlNAhJ4sgab4GMMYNUQXKfDP0WwepWr3uUm9ttmdKo7MFtyYzMB3zeAjo1ubdB94-KWY7woKJeJy9eciyP8fe91eFKyYIVQy7uFevjNzovzK67utru6iWrlp9AnyR88-AKqT5tJ</recordid><startdate>20020213</startdate><enddate>20020213</enddate><creator>Zhu, Nanqun</creator><creator>Sheng, Shuqun</creator><creator>Sang, Shengmin</creator><creator>Jhoo, Jin-Woo</creator><creator>Bai, Naisheng</creator><creator>Karwe, Mukund V</creator><creator>Rosen, Robert T</creator><creator>Ho, Chi-Tang</creator><general>American Chemical Society</general><scope>BSCLL</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>7QR</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20020213</creationdate><title>Triterpene Saponins from Debittered Quinoa (Chenopodium quinoa) Seeds</title><author>Zhu, Nanqun ; Sheng, Shuqun ; Sang, Shengmin ; Jhoo, Jin-Woo ; Bai, Naisheng ; Karwe, Mukund V ; Rosen, Robert T ; Ho, Chi-Tang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a410t-fcab69464d726eb1f4319d6b5708dda6e42d52d90e0a8b6534ba94f233399fec3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Agronomy. Soil science and plant productions</topic><topic>Biological and medical sciences</topic><topic>Chemical constitution</topic><topic>Chenopodium quinoa - chemistry</topic><topic>Economic plant physiology</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General pharmacology</topic><topic>Hydrolysis</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Saponins - analysis</topic><topic>Seeds - chemistry</topic><topic>Triterpenes - analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhu, Nanqun</creatorcontrib><creatorcontrib>Sheng, Shuqun</creatorcontrib><creatorcontrib>Sang, Shengmin</creatorcontrib><creatorcontrib>Jhoo, Jin-Woo</creatorcontrib><creatorcontrib>Bai, Naisheng</creatorcontrib><creatorcontrib>Karwe, Mukund V</creatorcontrib><creatorcontrib>Rosen, Robert T</creatorcontrib><creatorcontrib>Ho, Chi-Tang</creatorcontrib><collection>Istex</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>Chemoreception Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhu, Nanqun</au><au>Sheng, Shuqun</au><au>Sang, Shengmin</au><au>Jhoo, Jin-Woo</au><au>Bai, Naisheng</au><au>Karwe, Mukund V</au><au>Rosen, Robert T</au><au>Ho, Chi-Tang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Triterpene Saponins from Debittered Quinoa (Chenopodium quinoa) Seeds</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2002-02-13</date><risdate>2002</risdate><volume>50</volume><issue>4</issue><spage>865</spage><epage>867</epage><pages>865-867</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>Twelve triterpene saponins have been isolated from the debittered seeds of quinoa (Chenopodium quinoa), and their structures were characterized on the basis of hydrolysis and spectral data, especially NMR evidence. Among them, three compounds, including 3-O-β-d-glucuropyranosyl oleanolic acid (1), 3-O-β-d-glucopyranosyl-(1→3)-α-l-arabinopyranosyl hederagenin (2), and the new compound 3-O-β-d-glucopyranosyl-(1→3)-α-l-arabinopyranosyl-30-O-methyl spergulagenate 28-O-β-d-glucopyranosyl ester (3), are identified for the first time from quinoa seeds. The other isolated saponins have been previously reported in quinoa. Keywords: Quinoa seeds; Chenopodium quinoa; triterpene saponins; NMR</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>11829658</pmid><doi>10.1021/jf011002l</doi><tpages>3</tpages></addata></record> |
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subjects | Agronomy. Soil science and plant productions Biological and medical sciences Chemical constitution Chenopodium quinoa - chemistry Economic plant physiology Fundamental and applied biological sciences. Psychology General pharmacology Hydrolysis Magnetic Resonance Spectroscopy Medical sciences Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Saponins - analysis Seeds - chemistry Triterpenes - analysis |
title | Triterpene Saponins from Debittered Quinoa (Chenopodium quinoa) Seeds |
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