Structure−Activity Relationship of Polyisoprenyl Benzophenones from Garcinia pyrifera on the Tubulin/Microtubule System
Microtubule disassembly inhibitory properties have been established for the known polyisoprenylated benzophenones xanthochymol (1a) and guttiferone E (1b). The compounds were isolated from the fruits of Garcinia pyrifera collected in Malaysia. A structure−activity relationship study, including natur...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2000-08, Vol.63 (8), p.1070-1076 |
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| container_end_page | 1076 |
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| container_issue | 8 |
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| container_title | Journal of natural products (Washington, D.C.) |
| container_volume | 63 |
| creator | Roux, Delphine Hadi, Hamid A Thoret, Sylviane Guénard, Daniel Thoison, Odile Païs, Mary Sévenet, Thierry |
| description | Microtubule disassembly inhibitory properties have been established for the known polyisoprenylated benzophenones xanthochymol (1a) and guttiferone E (1b). The compounds were isolated from the fruits of Garcinia pyrifera collected in Malaysia. A structure−activity relationship study, including natural and semisynthetic derivatives, delineated some structural features necessary for the interaction with tubulin within this compound class. |
| doi_str_mv | 10.1021/np0000872 |
| format | Article |
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The compounds were isolated from the fruits of Garcinia pyrifera collected in Malaysia. A structure−activity relationship study, including natural and semisynthetic derivatives, delineated some structural features necessary for the interaction with tubulin within this compound class.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np0000872</identifier><identifier>PMID: 10978200</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Benzophenones - chemistry ; Benzophenones - pharmacology ; Biological and medical sciences ; Butadienes - chemistry ; Butadienes - pharmacology ; Chromatography, Gel ; Chromatography, High Pressure Liquid ; Fruit - chemistry ; Gas Chromatography-Mass Spectrometry ; General pharmacology ; Hemiterpenes ; Humans ; KB Cells - drug effects ; Magnetic Resonance Spectroscopy ; Malaysia ; Medical sciences ; Microtubules - drug effects ; Optical Rotation ; Pentanes ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plants, Medicinal - chemistry ; Rosales - chemistry ; Spectrophotometry, Infrared ; Spectrophotometry, Ultraviolet ; Structure-Activity Relationship ; Tubulin - analysis ; Tubulin - biosynthesis</subject><ispartof>Journal of natural products (Washington, D.C.), 2000-08, Vol.63 (8), p.1070-1076</ispartof><rights>Copyright © 2000 American Chemical Society and American Society of Pharmacognosy</rights><rights>2000 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a378t-af48f8a965136011f5baf40c870da0bae6847ac5119620877e5fad7389a5e7793</citedby><cites>FETCH-LOGICAL-a378t-af48f8a965136011f5baf40c870da0bae6847ac5119620877e5fad7389a5e7793</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/np0000872$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/np0000872$$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=1480828$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/10978200$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Roux, Delphine</creatorcontrib><creatorcontrib>Hadi, Hamid A</creatorcontrib><creatorcontrib>Thoret, Sylviane</creatorcontrib><creatorcontrib>Guénard, Daniel</creatorcontrib><creatorcontrib>Thoison, Odile</creatorcontrib><creatorcontrib>Païs, Mary</creatorcontrib><creatorcontrib>Sévenet, Thierry</creatorcontrib><title>Structure−Activity Relationship of Polyisoprenyl Benzophenones from Garcinia pyrifera on the Tubulin/Microtubule System</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Microtubule disassembly inhibitory properties have been established for the known polyisoprenylated benzophenones xanthochymol (1a) and guttiferone E (1b). The compounds were isolated from the fruits of Garcinia pyrifera collected in Malaysia. A structure−activity relationship study, including natural and semisynthetic derivatives, delineated some structural features necessary for the interaction with tubulin within this compound class.</description><subject>Benzophenones - chemistry</subject><subject>Benzophenones - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Butadienes - chemistry</subject><subject>Butadienes - pharmacology</subject><subject>Chromatography, Gel</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Fruit - chemistry</subject><subject>Gas Chromatography-Mass Spectrometry</subject><subject>General pharmacology</subject><subject>Hemiterpenes</subject><subject>Humans</subject><subject>KB Cells - drug effects</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Malaysia</subject><subject>Medical sciences</subject><subject>Microtubules - drug effects</subject><subject>Optical Rotation</subject><subject>Pentanes</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plants, Medicinal - chemistry</subject><subject>Rosales - chemistry</subject><subject>Spectrophotometry, Infrared</subject><subject>Spectrophotometry, Ultraviolet</subject><subject>Structure-Activity Relationship</subject><subject>Tubulin - analysis</subject><subject>Tubulin - biosynthesis</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0MGO1CAYwPHGaNzZ1YMvYDjoJh7qAi2FHteJjiarTpzx4oV8w0CGtYUuUGN9As8-ok8im05WD3IhwC_ky78onhD8kmBKLtyA8xKc3isWhFFcNpiy-8UCk6YqK9HUJ8VpjNfZVLhlD4sTglsuKMaLYtqkMKo0Bv37569Llew3myb0SXeQrHfxYAfkDVr7brLRD0G7qUOvtPvhh4N23umITPA9WkFQ1llAwxSs0QGQdygdNNqOu7Gz7uK9VcGn24NGmykm3T8qHhjoon583M-Kz29eb5dvy6uPq3fLy6sSKi5SCaYWRkDbMFI1mBDDdvkKK8HxHvAOdCNqDooR0jY0N-CaGdjzSrTANOdtdVacz_8Owd-MOibZ26h014HTfoySU1ozRnmGL2aYJ40xaCOHYHsIkyRY3naWd52zfXr8dNz1ev-PnMNm8OwIICroTACnbPzraoEFFZmVM7M5yfe7ZwhfZcMrzuR2vZHtqv3Av6wrucz--exBRXntx-Byuv_M9weEJKLg</recordid><startdate>20000801</startdate><enddate>20000801</enddate><creator>Roux, Delphine</creator><creator>Hadi, Hamid A</creator><creator>Thoret, Sylviane</creator><creator>Guénard, Daniel</creator><creator>Thoison, Odile</creator><creator>Païs, Mary</creator><creator>Sévenet, Thierry</creator><general>American Chemical Society</general><general>American Society of Pharmacognosy</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>7X8</scope></search><sort><creationdate>20000801</creationdate><title>Structure−Activity Relationship of Polyisoprenyl Benzophenones from Garcinia pyrifera on the Tubulin/Microtubule System</title><author>Roux, Delphine ; Hadi, Hamid A ; Thoret, Sylviane ; Guénard, Daniel ; Thoison, Odile ; Païs, Mary ; Sévenet, Thierry</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a378t-af48f8a965136011f5baf40c870da0bae6847ac5119620877e5fad7389a5e7793</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>Benzophenones - chemistry</topic><topic>Benzophenones - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Butadienes - chemistry</topic><topic>Butadienes - pharmacology</topic><topic>Chromatography, Gel</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Fruit - chemistry</topic><topic>Gas Chromatography-Mass Spectrometry</topic><topic>General pharmacology</topic><topic>Hemiterpenes</topic><topic>Humans</topic><topic>KB Cells - drug effects</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Malaysia</topic><topic>Medical sciences</topic><topic>Microtubules - drug effects</topic><topic>Optical Rotation</topic><topic>Pentanes</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plants, Medicinal - chemistry</topic><topic>Rosales - chemistry</topic><topic>Spectrophotometry, Infrared</topic><topic>Spectrophotometry, Ultraviolet</topic><topic>Structure-Activity Relationship</topic><topic>Tubulin - analysis</topic><topic>Tubulin - biosynthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Roux, Delphine</creatorcontrib><creatorcontrib>Hadi, Hamid A</creatorcontrib><creatorcontrib>Thoret, Sylviane</creatorcontrib><creatorcontrib>Guénard, Daniel</creatorcontrib><creatorcontrib>Thoison, Odile</creatorcontrib><creatorcontrib>Païs, Mary</creatorcontrib><creatorcontrib>Sévenet, Thierry</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>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>Roux, Delphine</au><au>Hadi, Hamid A</au><au>Thoret, Sylviane</au><au>Guénard, Daniel</au><au>Thoison, Odile</au><au>Païs, Mary</au><au>Sévenet, Thierry</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structure−Activity Relationship of Polyisoprenyl Benzophenones from Garcinia pyrifera on the Tubulin/Microtubule System</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2000-08-01</date><risdate>2000</risdate><volume>63</volume><issue>8</issue><spage>1070</spage><epage>1076</epage><pages>1070-1076</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Microtubule disassembly inhibitory properties have been established for the known polyisoprenylated benzophenones xanthochymol (1a) and guttiferone E (1b). The compounds were isolated from the fruits of Garcinia pyrifera collected in Malaysia. A structure−activity relationship study, including natural and semisynthetic derivatives, delineated some structural features necessary for the interaction with tubulin within this compound class.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>10978200</pmid><doi>10.1021/np0000872</doi><tpages>7</tpages></addata></record> |
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| source | ACS Publications; MEDLINE |
| subjects | Benzophenones - chemistry Benzophenones - pharmacology Biological and medical sciences Butadienes - chemistry Butadienes - pharmacology Chromatography, Gel Chromatography, High Pressure Liquid Fruit - chemistry Gas Chromatography-Mass Spectrometry General pharmacology Hemiterpenes Humans KB Cells - drug effects Magnetic Resonance Spectroscopy Malaysia Medical sciences Microtubules - drug effects Optical Rotation Pentanes Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plants, Medicinal - chemistry Rosales - chemistry Spectrophotometry, Infrared Spectrophotometry, Ultraviolet Structure-Activity Relationship Tubulin - analysis Tubulin - biosynthesis |
| title | Structure−Activity Relationship of Polyisoprenyl Benzophenones from Garcinia pyrifera on the Tubulin/Microtubule System |
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