Two New Disulfated Triterpenoids from Zygophyllum fabago
From the aerial parts of Zygophyllum fabago, two new monosodium salts of sulfated derivatives of ursolic acid, along with two known quinovic acid glycosides were isolated. The structures of the new compounds were determined as (3β,4α)‐3,23,30‐trihydroxyurs‐20‐en‐28‐al 3,23‐di(sulfate) sodium salt (1...
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creator | Khan, Saleha S. Khan, Afsar Ahmed, Amir Ahmad, Viqar U. Farooq, Umar Arshad, Saima Bader, Sadia Zahoor, Aqib Siddiqui, Imran N. Sener, Bilge Erdemoglu, Nurgun |
description | From the aerial parts of Zygophyllum fabago, two new monosodium salts of sulfated derivatives of ursolic acid, along with two known quinovic acid glycosides were isolated. The structures of the new compounds were determined as (3β,4α)‐3,23,30‐trihydroxyurs‐20‐en‐28‐al 3,23‐di(sulfate) sodium salt (1 : 1) (1) and of (3β,4α)‐3,23,28‐trihydroxyurs‐20‐en‐30‐yl β‐D‐glucopyranoside 3,23‐di(sulfate) sodium salt (1 : 1) (2) with the molecular formula C30H47NaO10S2 and C36H59NaO15S2, respectively. The structures of the known compounds were 3‐O‐(2‐O‐sulfo‐β‐D‐quinovopyranosyl)quinovic acid 28‐β‐D‐glucopyranosyl ester (3) and 3‐O‐(β‐D‐glucopyranosyl)quinovic acid 28‐β‐D‐glucopyranosyl ester (4) (quinovic acid=(3β)‐3‐hydroxyurs‐12‐ene‐27,28‐dioic acid). The structures of all these compounds were determined by using 1D‐ and 2D‐NMR spectroscopic techniques. |
doi_str_mv | 10.1002/hlca.200900477 |
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The structures of the new compounds were determined as (3β,4α)‐3,23,30‐trihydroxyurs‐20‐en‐28‐al 3,23‐di(sulfate) sodium salt (1 : 1) (1) and of (3β,4α)‐3,23,28‐trihydroxyurs‐20‐en‐30‐yl β‐D‐glucopyranoside 3,23‐di(sulfate) sodium salt (1 : 1) (2) with the molecular formula C30H47NaO10S2 and C36H59NaO15S2, respectively. The structures of the known compounds were 3‐O‐(2‐O‐sulfo‐β‐D‐quinovopyranosyl)quinovic acid 28‐β‐D‐glucopyranosyl ester (3) and 3‐O‐(β‐D‐glucopyranosyl)quinovic acid 28‐β‐D‐glucopyranosyl ester (4) (quinovic acid=(3β)‐3‐hydroxyurs‐12‐ene‐27,28‐dioic acid). The structures of all these compounds were determined by using 1D‐ and 2D‐NMR spectroscopic techniques.</description><identifier>ISSN: 0018-019X</identifier><identifier>EISSN: 1522-2675</identifier><identifier>DOI: 10.1002/hlca.200900477</identifier><language>eng</language><publisher>Zürich: WILEY-VCH Verlag</publisher><subject>Glycosides ; Ursolic acids ; Zygophyllum fabago</subject><ispartof>Helvetica chimica acta, 2010-10, Vol.93 (10), p.2070-2074</ispartof><rights>Copyright © 2010 Verlag Helvetica Chimica Acta AG, Zürich, Switzerland</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3277-5524e9908f3592f1170ad75a439d2c98042167969e0de7200e35222e407139dd3</citedby><cites>FETCH-LOGICAL-c3277-5524e9908f3592f1170ad75a439d2c98042167969e0de7200e35222e407139dd3</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%2Fhlca.200900477$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fhlca.200900477$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Khan, Saleha S.</creatorcontrib><creatorcontrib>Khan, Afsar</creatorcontrib><creatorcontrib>Ahmed, Amir</creatorcontrib><creatorcontrib>Ahmad, Viqar U.</creatorcontrib><creatorcontrib>Farooq, Umar</creatorcontrib><creatorcontrib>Arshad, Saima</creatorcontrib><creatorcontrib>Bader, Sadia</creatorcontrib><creatorcontrib>Zahoor, Aqib</creatorcontrib><creatorcontrib>Siddiqui, Imran N.</creatorcontrib><creatorcontrib>Sener, Bilge</creatorcontrib><creatorcontrib>Erdemoglu, Nurgun</creatorcontrib><title>Two New Disulfated Triterpenoids from Zygophyllum fabago</title><title>Helvetica chimica acta</title><addtitle>HCA</addtitle><description>From the aerial parts of Zygophyllum fabago, two new monosodium salts of sulfated derivatives of ursolic acid, along with two known quinovic acid glycosides were isolated. The structures of the new compounds were determined as (3β,4α)‐3,23,30‐trihydroxyurs‐20‐en‐28‐al 3,23‐di(sulfate) sodium salt (1 : 1) (1) and of (3β,4α)‐3,23,28‐trihydroxyurs‐20‐en‐30‐yl β‐D‐glucopyranoside 3,23‐di(sulfate) sodium salt (1 : 1) (2) with the molecular formula C30H47NaO10S2 and C36H59NaO15S2, respectively. The structures of the known compounds were 3‐O‐(2‐O‐sulfo‐β‐D‐quinovopyranosyl)quinovic acid 28‐β‐D‐glucopyranosyl ester (3) and 3‐O‐(β‐D‐glucopyranosyl)quinovic acid 28‐β‐D‐glucopyranosyl ester (4) (quinovic acid=(3β)‐3‐hydroxyurs‐12‐ene‐27,28‐dioic acid). The structures of all these compounds were determined by using 1D‐ and 2D‐NMR spectroscopic techniques.</description><subject>Glycosides</subject><subject>Ursolic acids</subject><subject>Zygophyllum fabago</subject><issn>0018-019X</issn><issn>1522-2675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNqFj0FPwkAQhTdGExG9eu4fKM7udjvdI0EFDcFLjYbLZm1noVos2YVA_70lGOLN01ze9-Z9jN1yGHAAcbesCzsQABogQTxjPa6EiEWK6pz1AHgWA9fvl-wqhE_oYhqwx7J810Qz2kX3VdjWzm6ojHJfbciv6bupyhA536yiebto1su2rreryNkPu2iu2YWzdaCb39tnr48P-WgST1_GT6PhNC6kQIyVEgl1rzInlRaOcwRborKJ1KUodAaJ4CnqVBOUhN16kt1qQQkg7yKl7LPBsbfwTQienFn7amV9aziYg7c5eJuTdwfoI7Cramr_SZvJdDT8y8ZHtgob2p9Y679MihKVeZuNzVjrZz7H3KD8ASV7adQ</recordid><startdate>201010</startdate><enddate>201010</enddate><creator>Khan, Saleha S.</creator><creator>Khan, Afsar</creator><creator>Ahmed, Amir</creator><creator>Ahmad, Viqar U.</creator><creator>Farooq, Umar</creator><creator>Arshad, Saima</creator><creator>Bader, Sadia</creator><creator>Zahoor, Aqib</creator><creator>Siddiqui, Imran N.</creator><creator>Sener, Bilge</creator><creator>Erdemoglu, Nurgun</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201010</creationdate><title>Two New Disulfated Triterpenoids from Zygophyllum fabago</title><author>Khan, Saleha S. ; Khan, Afsar ; Ahmed, Amir ; Ahmad, Viqar U. ; Farooq, Umar ; Arshad, Saima ; Bader, Sadia ; Zahoor, Aqib ; Siddiqui, Imran N. ; Sener, Bilge ; Erdemoglu, Nurgun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3277-5524e9908f3592f1170ad75a439d2c98042167969e0de7200e35222e407139dd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Glycosides</topic><topic>Ursolic acids</topic><topic>Zygophyllum fabago</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Khan, Saleha S.</creatorcontrib><creatorcontrib>Khan, Afsar</creatorcontrib><creatorcontrib>Ahmed, Amir</creatorcontrib><creatorcontrib>Ahmad, Viqar U.</creatorcontrib><creatorcontrib>Farooq, Umar</creatorcontrib><creatorcontrib>Arshad, Saima</creatorcontrib><creatorcontrib>Bader, Sadia</creatorcontrib><creatorcontrib>Zahoor, Aqib</creatorcontrib><creatorcontrib>Siddiqui, Imran N.</creatorcontrib><creatorcontrib>Sener, Bilge</creatorcontrib><creatorcontrib>Erdemoglu, Nurgun</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Helvetica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Khan, Saleha S.</au><au>Khan, Afsar</au><au>Ahmed, Amir</au><au>Ahmad, Viqar U.</au><au>Farooq, Umar</au><au>Arshad, Saima</au><au>Bader, Sadia</au><au>Zahoor, Aqib</au><au>Siddiqui, Imran N.</au><au>Sener, Bilge</au><au>Erdemoglu, Nurgun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Two New Disulfated Triterpenoids from Zygophyllum fabago</atitle><jtitle>Helvetica chimica acta</jtitle><addtitle>HCA</addtitle><date>2010-10</date><risdate>2010</risdate><volume>93</volume><issue>10</issue><spage>2070</spage><epage>2074</epage><pages>2070-2074</pages><issn>0018-019X</issn><eissn>1522-2675</eissn><abstract>From the aerial parts of Zygophyllum fabago, two new monosodium salts of sulfated derivatives of ursolic acid, along with two known quinovic acid glycosides were isolated. The structures of the new compounds were determined as (3β,4α)‐3,23,30‐trihydroxyurs‐20‐en‐28‐al 3,23‐di(sulfate) sodium salt (1 : 1) (1) and of (3β,4α)‐3,23,28‐trihydroxyurs‐20‐en‐30‐yl β‐D‐glucopyranoside 3,23‐di(sulfate) sodium salt (1 : 1) (2) with the molecular formula C30H47NaO10S2 and C36H59NaO15S2, respectively. The structures of the known compounds were 3‐O‐(2‐O‐sulfo‐β‐D‐quinovopyranosyl)quinovic acid 28‐β‐D‐glucopyranosyl ester (3) and 3‐O‐(β‐D‐glucopyranosyl)quinovic acid 28‐β‐D‐glucopyranosyl ester (4) (quinovic acid=(3β)‐3‐hydroxyurs‐12‐ene‐27,28‐dioic acid). The structures of all these compounds were determined by using 1D‐ and 2D‐NMR spectroscopic techniques.</abstract><cop>Zürich</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/hlca.200900477</doi><tpages>5</tpages></addata></record> |
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subjects | Glycosides Ursolic acids Zygophyllum fabago |
title | Two New Disulfated Triterpenoids from Zygophyllum fabago |
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