Chemical Constituents of a Marine Fungus, Arthrinium sacchari
Three new diterpenes, myrocin D (1), libertellenone E (2), and libertellenone F (3), and a new isocoumarin, decarboxyhydroxycitrinone (4), were isolated from the marine fungus Arthrinium sacchari, together with three known compounds (5–7). The structures of 1–4 were elucidated from spectroscopic dat...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2011-07, Vol.74 (7), p.1645-1649 |
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| creator | Tsukada, Mariko Fukai, Miyuki Miki, Kazuhiko Shiraishi, Takeshi Suzuki, Toshihiro Nishio, Kazuto Sugita, Takashi Ishino, Masahiro Kinoshita, Kaoru Takahashi, Kunio Shiro, Motoo Koyama, Kiyotaka |
| description | Three new diterpenes, myrocin D (1), libertellenone E (2), and libertellenone F (3), and a new isocoumarin, decarboxyhydroxycitrinone (4), were isolated from the marine fungus Arthrinium sacchari, together with three known compounds (5–7). The structures of 1–4 were elucidated from spectroscopic data (NMR, MS, IR), and the absolute configurations of 1–3 were determined by X-ray diffraction analysis. The antiangiogenic activity of these compounds was evaluated by measuring their antiproliferation effects on human umbilical vein endothelial cells (HUVECs) and human umbilical artery endothelial cells (HUAECs). Compounds 4–7 showed inhibitory activity. |
| doi_str_mv | 10.1021/np200108h |
| format | Article |
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The structures of 1–4 were elucidated from spectroscopic data (NMR, MS, IR), and the absolute configurations of 1–3 were determined by X-ray diffraction analysis. The antiangiogenic activity of these compounds was evaluated by measuring their antiproliferation effects on human umbilical vein endothelial cells (HUVECs) and human umbilical artery endothelial cells (HUAECs). Compounds 4–7 showed inhibitory activity.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np200108h</identifier><identifier>PMID: 21718054</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Northbrook, IL: American Chemical Society and American Society of Pharmacognosy</publisher><subject>Angiogenesis Inhibitors - chemistry ; Angiogenesis Inhibitors - isolation & purification ; Angiogenesis Inhibitors - pharmacology ; Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents ; Applied microbiology ; Arthrinium sacchari ; Ascomycota - chemistry ; Biological and medical sciences ; Chemotherapic agents ; Crystallography, X-Ray ; Diterpenes - chemistry ; Diterpenes - isolation & purification ; Diterpenes - pharmacology ; Endothelial Cells - drug effects ; Fundamental and applied biological sciences. Psychology ; Humans ; Isocoumarins - chemistry ; Isocoumarins - isolation & purification ; Isocoumarins - pharmacology ; Marine Biology ; Microbiology ; Molecular Structure ; Nuclear Magnetic Resonance, Biomolecular ; Umbilical Cord - cytology ; Umbilical Cord - drug effects</subject><ispartof>Journal of natural products (Washington, D.C.), 2011-07, Vol.74 (7), p.1645-1649</ispartof><rights>Copyright © 2011 American Chemical Society and American Society of Pharmacognosy and American Society of Pharmacognosy</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a408t-e54944e787470c7b7514b3cb0e6db3d366cd76410b9ec15bb87a42b4c3e7dda73</citedby><cites>FETCH-LOGICAL-a408t-e54944e787470c7b7514b3cb0e6db3d366cd76410b9ec15bb87a42b4c3e7dda73</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/np200108h$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/np200108h$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24362382$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21718054$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tsukada, Mariko</creatorcontrib><creatorcontrib>Fukai, Miyuki</creatorcontrib><creatorcontrib>Miki, Kazuhiko</creatorcontrib><creatorcontrib>Shiraishi, Takeshi</creatorcontrib><creatorcontrib>Suzuki, Toshihiro</creatorcontrib><creatorcontrib>Nishio, Kazuto</creatorcontrib><creatorcontrib>Sugita, Takashi</creatorcontrib><creatorcontrib>Ishino, Masahiro</creatorcontrib><creatorcontrib>Kinoshita, Kaoru</creatorcontrib><creatorcontrib>Takahashi, Kunio</creatorcontrib><creatorcontrib>Shiro, Motoo</creatorcontrib><creatorcontrib>Koyama, Kiyotaka</creatorcontrib><title>Chemical Constituents of a Marine Fungus, Arthrinium sacchari</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Three new diterpenes, myrocin D (1), libertellenone E (2), and libertellenone F (3), and a new isocoumarin, decarboxyhydroxycitrinone (4), were isolated from the marine fungus Arthrinium sacchari, together with three known compounds (5–7). The structures of 1–4 were elucidated from spectroscopic data (NMR, MS, IR), and the absolute configurations of 1–3 were determined by X-ray diffraction analysis. The antiangiogenic activity of these compounds was evaluated by measuring their antiproliferation effects on human umbilical vein endothelial cells (HUVECs) and human umbilical artery endothelial cells (HUAECs). Compounds 4–7 showed inhibitory activity.</description><subject>Angiogenesis Inhibitors - chemistry</subject><subject>Angiogenesis Inhibitors - isolation & purification</subject><subject>Angiogenesis Inhibitors - pharmacology</subject><subject>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</subject><subject>Applied microbiology</subject><subject>Arthrinium sacchari</subject><subject>Ascomycota - chemistry</subject><subject>Biological and medical sciences</subject><subject>Chemotherapic agents</subject><subject>Crystallography, X-Ray</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - isolation & purification</subject><subject>Diterpenes - pharmacology</subject><subject>Endothelial Cells - drug effects</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Humans</subject><subject>Isocoumarins - chemistry</subject><subject>Isocoumarins - isolation & purification</subject><subject>Isocoumarins - pharmacology</subject><subject>Marine Biology</subject><subject>Microbiology</subject><subject>Molecular Structure</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Umbilical Cord - cytology</subject><subject>Umbilical Cord - drug effects</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqN0U1Lw0AQBuBFFFurB_-A5CIiGJ393hw8lGBVqHjRc9jdbExKPupucvDfG2mtF0FPAzMPM_AOQqcYrjEQfNOuCQAGVe6hKeYEYgGE76MpYEFjqgSboKMQVgBAIeGHaEKwxAo4m6LbtHRNZXUdpV0b-qofXNuHqCsiHT1pX7UuWgzt2xCuornvy7FRDU0UtLXlOD1GB4WugzvZ1hl6Xdy9pA_x8vn-MZ0vY81A9bHjLGHMSSWZBCuN5JgZag04kRuaUyFsLgXDYBJnMTdGSc2IYZY6meda0hm62Oxd--59cKHPmipYV9e6dd0QMpUkmAvO2f8kJ4T-LaVSBCvJR3m5kdZ3IXhXZGtfNdp_ZBiyrwdkuweM9my7dTCNy3fyO_ERnG-BDmPshdetrcKPY1QQqsiP0zZkq27w7RjwLwc_AY39l0Y</recordid><startdate>20110722</startdate><enddate>20110722</enddate><creator>Tsukada, Mariko</creator><creator>Fukai, Miyuki</creator><creator>Miki, Kazuhiko</creator><creator>Shiraishi, Takeshi</creator><creator>Suzuki, Toshihiro</creator><creator>Nishio, Kazuto</creator><creator>Sugita, Takashi</creator><creator>Ishino, Masahiro</creator><creator>Kinoshita, Kaoru</creator><creator>Takahashi, Kunio</creator><creator>Shiro, Motoo</creator><creator>Koyama, Kiyotaka</creator><general>American Chemical Society and American Society of Pharmacognosy</general><general>American Society of Pharmacognosy</general><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><scope>7TN</scope><scope>F1W</scope><scope>H95</scope><scope>L.G</scope><scope>M7N</scope></search><sort><creationdate>20110722</creationdate><title>Chemical Constituents of a Marine Fungus, Arthrinium sacchari</title><author>Tsukada, Mariko ; Fukai, Miyuki ; Miki, Kazuhiko ; Shiraishi, Takeshi ; Suzuki, Toshihiro ; Nishio, Kazuto ; Sugita, Takashi ; Ishino, Masahiro ; Kinoshita, Kaoru ; Takahashi, Kunio ; Shiro, Motoo ; Koyama, Kiyotaka</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a408t-e54944e787470c7b7514b3cb0e6db3d366cd76410b9ec15bb87a42b4c3e7dda73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Angiogenesis Inhibitors - chemistry</topic><topic>Angiogenesis Inhibitors - isolation & purification</topic><topic>Angiogenesis Inhibitors - pharmacology</topic><topic>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</topic><topic>Applied microbiology</topic><topic>Arthrinium sacchari</topic><topic>Ascomycota - chemistry</topic><topic>Biological and medical sciences</topic><topic>Chemotherapic agents</topic><topic>Crystallography, X-Ray</topic><topic>Diterpenes - chemistry</topic><topic>Diterpenes - isolation & purification</topic><topic>Diterpenes - pharmacology</topic><topic>Endothelial Cells - drug effects</topic><topic>Fundamental and applied biological sciences. 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Nat. Prod</addtitle><date>2011-07-22</date><risdate>2011</risdate><volume>74</volume><issue>7</issue><spage>1645</spage><epage>1649</epage><pages>1645-1649</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Three new diterpenes, myrocin D (1), libertellenone E (2), and libertellenone F (3), and a new isocoumarin, decarboxyhydroxycitrinone (4), were isolated from the marine fungus Arthrinium sacchari, together with three known compounds (5–7). The structures of 1–4 were elucidated from spectroscopic data (NMR, MS, IR), and the absolute configurations of 1–3 were determined by X-ray diffraction analysis. The antiangiogenic activity of these compounds was evaluated by measuring their antiproliferation effects on human umbilical vein endothelial cells (HUVECs) and human umbilical artery endothelial cells (HUAECs). Compounds 4–7 showed inhibitory activity.</abstract><cop>Northbrook, IL</cop><pub>American Chemical Society and American Society of Pharmacognosy</pub><pmid>21718054</pmid><doi>10.1021/np200108h</doi><tpages>5</tpages></addata></record> |
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| identifier | ISSN: 0163-3864 |
| ispartof | Journal of natural products (Washington, D.C.), 2011-07, Vol.74 (7), p.1645-1649 |
| issn | 0163-3864 1520-6025 |
| language | eng |
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| source | MEDLINE; American Chemical Society Journals |
| subjects | Angiogenesis Inhibitors - chemistry Angiogenesis Inhibitors - isolation & purification Angiogenesis Inhibitors - pharmacology Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents Applied microbiology Arthrinium sacchari Ascomycota - chemistry Biological and medical sciences Chemotherapic agents Crystallography, X-Ray Diterpenes - chemistry Diterpenes - isolation & purification Diterpenes - pharmacology Endothelial Cells - drug effects Fundamental and applied biological sciences. Psychology Humans Isocoumarins - chemistry Isocoumarins - isolation & purification Isocoumarins - pharmacology Marine Biology Microbiology Molecular Structure Nuclear Magnetic Resonance, Biomolecular Umbilical Cord - cytology Umbilical Cord - drug effects |
| title | Chemical Constituents of a Marine Fungus, Arthrinium sacchari |
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