Sulfated Triterpene Derivatives from Fagonia arabica
Two new sulfated triterpenes (1, 6) and four new sulfated triterpene glycosides (2−5) have been isolated from the aerial parts of Fagonia arabica. Their structures were established by spectroscopic data analysis. Compounds 1/2 and 3/4 are sulfated derivatives of the rare sapogenins 3β,27-dihydroxyol...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2007-04, Vol.70 (4), p.584-588 |
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| container_title | Journal of natural products (Washington, D.C.) |
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| creator | Perrone, Angela Masullo, Milena Bassarello, Carla Hamed, Arafa I Belisario, Maria Antonietta Pizza, Cosimo Piacente, Sonia |
| description | Two new sulfated triterpenes (1, 6) and four new sulfated triterpene glycosides (2−5) have been isolated from the aerial parts of Fagonia arabica. Their structures were established by spectroscopic data analysis. Compounds 1/2 and 3/4 are sulfated derivatives of the rare sapogenins 3β,27-dihydroxyolean-12-en-28-oic acid and 3β,27-dihydroxyurs-12-en-28-oic acid, respectively. Compound 5 is an unusual disulfated oleanene derivative characterized by the occurrence of a 13,18-double bond, while compound 6 is the first reported naturally occurring saturated and sulfated pentacyclic triterpene of the taraxastane series with a C-20,28 lactone unit. |
| doi_str_mv | 10.1021/np060531m |
| format | Article |
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Their structures were established by spectroscopic data analysis. Compounds 1/2 and 3/4 are sulfated derivatives of the rare sapogenins 3β,27-dihydroxyolean-12-en-28-oic acid and 3β,27-dihydroxyurs-12-en-28-oic acid, respectively. Compound 5 is an unusual disulfated oleanene derivative characterized by the occurrence of a 13,18-double bond, while compound 6 is the first reported naturally occurring saturated and sulfated pentacyclic triterpene of the taraxastane series with a C-20,28 lactone unit.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np060531m</identifier><identifier>PMID: 17338564</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>anticarcinogenic activity ; Antineoplastic Agents, Phytogenic - chemistry ; Antineoplastic Agents, Phytogenic - isolation & purification ; Antineoplastic Agents, Phytogenic - pharmacology ; Biological and medical sciences ; chemical structure ; cultured cells ; cytotoxicity ; Drug Screening Assays, Antitumor ; Egypt ; Fagonia arabica ; General pharmacology ; glycosides ; Humans ; Medical sciences ; medicinal plants ; Molecular Structure ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; phytochemicals ; Plants, Medicinal - chemistry ; spectral analysis ; sulfates ; Sulfuric Acid Esters - chemistry ; Sulfuric Acid Esters - isolation & purification ; Sulfuric Acid Esters - pharmacology ; traditional medicine ; Triterpenes - chemistry ; Triterpenes - isolation & purification ; Triterpenes - pharmacology ; triterpenoids ; Zygophyllaceae ; Zygophyllaceae - chemistry</subject><ispartof>Journal of natural products (Washington, D.C.), 2007-04, Vol.70 (4), p.584-588</ispartof><rights>Copyright © 2007 American Chemical Society and American Society of Pharmacognosy</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a405t-ca09e08519a644535eb79a5d7d8221537810499c23e9f2357a48ce5c385de4713</citedby><cites>FETCH-LOGICAL-a405t-ca09e08519a644535eb79a5d7d8221537810499c23e9f2357a48ce5c385de4713</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/np060531m$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/np060531m$$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=18715199$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17338564$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Perrone, Angela</creatorcontrib><creatorcontrib>Masullo, Milena</creatorcontrib><creatorcontrib>Bassarello, Carla</creatorcontrib><creatorcontrib>Hamed, Arafa I</creatorcontrib><creatorcontrib>Belisario, Maria Antonietta</creatorcontrib><creatorcontrib>Pizza, Cosimo</creatorcontrib><creatorcontrib>Piacente, Sonia</creatorcontrib><title>Sulfated Triterpene Derivatives from Fagonia arabica</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Two new sulfated triterpenes (1, 6) and four new sulfated triterpene glycosides (2−5) have been isolated from the aerial parts of Fagonia arabica. Their structures were established by spectroscopic data analysis. Compounds 1/2 and 3/4 are sulfated derivatives of the rare sapogenins 3β,27-dihydroxyolean-12-en-28-oic acid and 3β,27-dihydroxyurs-12-en-28-oic acid, respectively. Compound 5 is an unusual disulfated oleanene derivative characterized by the occurrence of a 13,18-double bond, while compound 6 is the first reported naturally occurring saturated and sulfated pentacyclic triterpene of the taraxastane series with a C-20,28 lactone unit.</description><subject>anticarcinogenic activity</subject><subject>Antineoplastic Agents, Phytogenic - chemistry</subject><subject>Antineoplastic Agents, Phytogenic - isolation & purification</subject><subject>Antineoplastic Agents, Phytogenic - pharmacology</subject><subject>Biological and medical sciences</subject><subject>chemical structure</subject><subject>cultured cells</subject><subject>cytotoxicity</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Egypt</subject><subject>Fagonia arabica</subject><subject>General pharmacology</subject><subject>glycosides</subject><subject>Humans</subject><subject>Medical sciences</subject><subject>medicinal plants</subject><subject>Molecular Structure</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>phytochemicals</subject><subject>Plants, Medicinal - chemistry</subject><subject>spectral analysis</subject><subject>sulfates</subject><subject>Sulfuric Acid Esters - chemistry</subject><subject>Sulfuric Acid Esters - isolation & purification</subject><subject>Sulfuric Acid Esters - pharmacology</subject><subject>traditional medicine</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - isolation & purification</subject><subject>Triterpenes - pharmacology</subject><subject>triterpenoids</subject><subject>Zygophyllaceae</subject><subject>Zygophyllaceae - chemistry</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0D1vFDEQBmArCiJHoMgfINsEiWJh_LX2llHgCFIkEt2lobHmvLORw35c7N0I_j1Gd8o1VFP40euZl7EzDp84CP552EIFWvL-iC24FlBWIPQxWwCvZCltpU7Ym5QeAUBCrV-zE26ktLpSC6ZWc9fiRE2xjmGiuKWBii8UwzNO4ZlS0caxL5b4MA4BC4y4CR7fslctdone7ecpu19-XV9dlzc_vn2_urwpUYGeSo9QE1jNa6yU0lLTxtSoG9NYIbiWxnJQde2FpLoVUhtU1pP2ebWGlOHylH3Y5W7j-DRTmlwfkqeuw4HGOTkDSgllIMOPO-jjmFKk1m1j6DH-cRzcv4rcS0XZvt-HzpuemoPcd5LBxR5g8ti1EQcf0sFZw_NJdXblzoU00e-Xd4y_XGWk0W59u3JWXFdL8VO7u-zPd77F0eFDzJn3KwFcAhgrhZWHn9En9zjOccjt_ueEv7Ztj84</recordid><startdate>20070401</startdate><enddate>20070401</enddate><creator>Perrone, Angela</creator><creator>Masullo, Milena</creator><creator>Bassarello, Carla</creator><creator>Hamed, Arafa I</creator><creator>Belisario, Maria Antonietta</creator><creator>Pizza, Cosimo</creator><creator>Piacente, Sonia</creator><general>American Chemical Society</general><general>American Society of Pharmacognosy</general><scope>FBQ</scope><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>7X8</scope></search><sort><creationdate>20070401</creationdate><title>Sulfated Triterpene Derivatives from Fagonia arabica</title><author>Perrone, Angela ; Masullo, Milena ; Bassarello, Carla ; Hamed, Arafa I ; Belisario, Maria Antonietta ; Pizza, Cosimo ; Piacente, Sonia</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a405t-ca09e08519a644535eb79a5d7d8221537810499c23e9f2357a48ce5c385de4713</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>anticarcinogenic activity</topic><topic>Antineoplastic Agents, Phytogenic - chemistry</topic><topic>Antineoplastic Agents, Phytogenic - isolation & purification</topic><topic>Antineoplastic Agents, Phytogenic - pharmacology</topic><topic>Biological and medical sciences</topic><topic>chemical structure</topic><topic>cultured cells</topic><topic>cytotoxicity</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Egypt</topic><topic>Fagonia arabica</topic><topic>General pharmacology</topic><topic>glycosides</topic><topic>Humans</topic><topic>Medical sciences</topic><topic>medicinal plants</topic><topic>Molecular Structure</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>phytochemicals</topic><topic>Plants, Medicinal - chemistry</topic><topic>spectral analysis</topic><topic>sulfates</topic><topic>Sulfuric Acid Esters - chemistry</topic><topic>Sulfuric Acid Esters - isolation & purification</topic><topic>Sulfuric Acid Esters - pharmacology</topic><topic>traditional medicine</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - isolation & purification</topic><topic>Triterpenes - pharmacology</topic><topic>triterpenoids</topic><topic>Zygophyllaceae</topic><topic>Zygophyllaceae - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Perrone, Angela</creatorcontrib><creatorcontrib>Masullo, Milena</creatorcontrib><creatorcontrib>Bassarello, Carla</creatorcontrib><creatorcontrib>Hamed, Arafa I</creatorcontrib><creatorcontrib>Belisario, Maria Antonietta</creatorcontrib><creatorcontrib>Pizza, Cosimo</creatorcontrib><creatorcontrib>Piacente, Sonia</creatorcontrib><collection>AGRIS</collection><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>MEDLINE - Academic</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Perrone, Angela</au><au>Masullo, Milena</au><au>Bassarello, Carla</au><au>Hamed, Arafa I</au><au>Belisario, Maria Antonietta</au><au>Pizza, Cosimo</au><au>Piacente, Sonia</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Sulfated Triterpene Derivatives from Fagonia arabica</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2007-04-01</date><risdate>2007</risdate><volume>70</volume><issue>4</issue><spage>584</spage><epage>588</epage><pages>584-588</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Two new sulfated triterpenes (1, 6) and four new sulfated triterpene glycosides (2−5) have been isolated from the aerial parts of Fagonia arabica. Their structures were established by spectroscopic data analysis. Compounds 1/2 and 3/4 are sulfated derivatives of the rare sapogenins 3β,27-dihydroxyolean-12-en-28-oic acid and 3β,27-dihydroxyurs-12-en-28-oic acid, respectively. Compound 5 is an unusual disulfated oleanene derivative characterized by the occurrence of a 13,18-double bond, while compound 6 is the first reported naturally occurring saturated and sulfated pentacyclic triterpene of the taraxastane series with a C-20,28 lactone unit.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>17338564</pmid><doi>10.1021/np060531m</doi><tpages>5</tpages></addata></record> |
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| subjects | anticarcinogenic activity Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - isolation & purification Antineoplastic Agents, Phytogenic - pharmacology Biological and medical sciences chemical structure cultured cells cytotoxicity Drug Screening Assays, Antitumor Egypt Fagonia arabica General pharmacology glycosides Humans Medical sciences medicinal plants Molecular Structure Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments phytochemicals Plants, Medicinal - chemistry spectral analysis sulfates Sulfuric Acid Esters - chemistry Sulfuric Acid Esters - isolation & purification Sulfuric Acid Esters - pharmacology traditional medicine Triterpenes - chemistry Triterpenes - isolation & purification Triterpenes - pharmacology triterpenoids Zygophyllaceae Zygophyllaceae - chemistry |
| title | Sulfated Triterpene Derivatives from Fagonia arabica |
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