New Acetylenic Enol Ethers of Glycerol from the Sponge Petrosia sp
Ten acetylenic enol ethers of glycerols, including six new compounds (1−6) and a linear acetylenic alcohol (7), have been isolated from a sponge of the genus Petrosia. The structures of the novel compounds were elucidated by spectroscopic methods. The absolute stereochemistry of 1−7 was determined b...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 1999-01, Vol.62 (1), p.122-126 |
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| container_title | Journal of natural products (Washington, D.C.) |
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| creator | Seo, Youngwan Cho, Ki Woong Lee, Hyi-Seung Rho, Jung-Rae Shin, Jongheon |
| description | Ten acetylenic enol ethers of glycerols, including six new compounds (1−6) and a linear acetylenic alcohol (7), have been isolated from a sponge of the genus Petrosia. The structures of the novel compounds were elucidated by spectroscopic methods. The absolute stereochemistry of 1−7 was determined by chemical transformations and the Mosher method. Some of these compounds exhibited weak cytotoxicity against a human leukemia cell-line (K-562). |
| doi_str_mv | 10.1021/np9803575 |
| format | Article |
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The structures of the novel compounds were elucidated by spectroscopic methods. The absolute stereochemistry of 1−7 was determined by chemical transformations and the Mosher method. Some of these compounds exhibited weak cytotoxicity against a human leukemia cell-line (K-562).</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np9803575</identifier><identifier>PMID: 9917297</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Acetylene - chemistry ; ALKYNES ; Animals ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - isolation & purification ; Antineoplastic Agents - pharmacology ; Biological and medical sciences ; CHEMICAL COMPOSITION ; CHEMICAL STRUCTURE ; COMPOSICION QUIMICA ; COMPOSITION CHIMIQUE ; Drug Screening Assays, Antitumor ; ESPECTROMETRIA ; ESTRUCTURA QUIMICA ; ETERES ; ETHER ; ETHERS ; General pharmacology ; GLICEROL ; GLYCEROL ; Glycerol - chemistry ; Glycerol - isolation & purification ; Glycerol - pharmacology ; HIDROCARBUROS ; Humans ; HYDROCARBONS ; HYDROCARBURE ; K562 Cells ; KOREA DEMOCRATIC PEOPLE'S REPUBLIC ; KOREA REPUBLIC ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Medical sciences ; METABOLITE ; METABOLITES ; METABOLITOS ; Molecular Structure ; PARAZOA ; PETROCORTYNES ; Petrosia ; PETROSIACETYLENES ; PHARMACEUTICAL PRODUCTS ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Porifera - chemistry ; RASPAILYNES ; REPUBLICA DE COREA ; REPUBLICA POPULAR DEM DE COREA ; REPUBLIQUE DE COREE ; REPUBLIQUE DEM ET POP DE COREE ; SPECTRAL ANALYSIS ; SPECTROMETRIE ; SPECTROMETRY ; Stereoisomerism ; STRUCTURE CHIMIQUE</subject><ispartof>Journal of natural products (Washington, D.C.), 1999-01, Vol.62 (1), p.122-126</ispartof><rights>Copyright © 1999 American Chemical Society and American Society of Pharmacognosy</rights><rights>1999 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a496t-bd21c2ebabe8fdb87b6cf5e8004a9d14a129e87fa1c129634d409e25fae6b5b43</citedby><cites>FETCH-LOGICAL-a496t-bd21c2ebabe8fdb87b6cf5e8004a9d14a129e87fa1c129634d409e25fae6b5b43</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/np9803575$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/np9803575$$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=1690565$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/9917297$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Seo, Youngwan</creatorcontrib><creatorcontrib>Cho, Ki Woong</creatorcontrib><creatorcontrib>Lee, Hyi-Seung</creatorcontrib><creatorcontrib>Rho, Jung-Rae</creatorcontrib><creatorcontrib>Shin, Jongheon</creatorcontrib><title>New Acetylenic Enol Ethers of Glycerol from the Sponge Petrosia sp</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Ten acetylenic enol ethers of glycerols, including six new compounds (1−6) and a linear acetylenic alcohol (7), have been isolated from a sponge of the genus Petrosia. The structures of the novel compounds were elucidated by spectroscopic methods. The absolute stereochemistry of 1−7 was determined by chemical transformations and the Mosher method. Some of these compounds exhibited weak cytotoxicity against a human leukemia cell-line (K-562).</description><subject>Acetylene - chemistry</subject><subject>ALKYNES</subject><subject>Animals</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - isolation & purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>CHEMICAL COMPOSITION</subject><subject>CHEMICAL STRUCTURE</subject><subject>COMPOSICION QUIMICA</subject><subject>COMPOSITION CHIMIQUE</subject><subject>Drug Screening Assays, Antitumor</subject><subject>ESPECTROMETRIA</subject><subject>ESTRUCTURA QUIMICA</subject><subject>ETERES</subject><subject>ETHER</subject><subject>ETHERS</subject><subject>General pharmacology</subject><subject>GLICEROL</subject><subject>GLYCEROL</subject><subject>Glycerol - chemistry</subject><subject>Glycerol - isolation & purification</subject><subject>Glycerol - pharmacology</subject><subject>HIDROCARBUROS</subject><subject>Humans</subject><subject>HYDROCARBONS</subject><subject>HYDROCARBURE</subject><subject>K562 Cells</subject><subject>KOREA DEMOCRATIC PEOPLE'S REPUBLIC</subject><subject>KOREA REPUBLIC</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mass Spectrometry</subject><subject>Medical sciences</subject><subject>METABOLITE</subject><subject>METABOLITES</subject><subject>METABOLITOS</subject><subject>Molecular Structure</subject><subject>PARAZOA</subject><subject>PETROCORTYNES</subject><subject>Petrosia</subject><subject>PETROSIACETYLENES</subject><subject>PHARMACEUTICAL PRODUCTS</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Porifera - chemistry</subject><subject>RASPAILYNES</subject><subject>REPUBLICA DE COREA</subject><subject>REPUBLICA POPULAR DEM DE COREA</subject><subject>REPUBLIQUE DE COREE</subject><subject>REPUBLIQUE DEM ET POP DE COREE</subject><subject>SPECTRAL ANALYSIS</subject><subject>SPECTROMETRIE</subject><subject>SPECTROMETRY</subject><subject>Stereoisomerism</subject><subject>STRUCTURE CHIMIQUE</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU9v0zAYhy0EGt3gwAdA8gGQOARsJ7bj45i68qfApG5C4mK9cV6PjDQOdirot8dVq-6CxMmWf48e-_2ZkGecveFM8LfDaGpWSi0fkBmXghWKCfmQzBhXZVHWqnpMTlO6Y4yVzMgTcmIM18LoGXn3BX_Tc4fTtsehc3Q-hJ7Opx8YEw2eLvqtw5iPfAxrmo_pagzDLdIrnGJIHdA0PiGPPPQJnx7WM3JzOb--eF8svy4-XJwvC6iMmoqmFdwJbKDB2rdNrRvlvMSasQpMyyvgwmCtPXCXd6qs2ooZFNIDqkY2VXlGXu29Ywy_Npgmu-6Sw76HAcMmWWWk0hUX_wXz6FJneQZf70GXZ0kRvR1jt4a4tZzZXbH2WGxmnx-km2aN7ZE8NJnzF4cckoPeRxhcl-6FyjCpdppij3Vpwj_HGOJPq3Sppb2-WtlPi4_fPpffmV3eX-shWLiNWXmz4saYXBsXu1Je7nNwyd6FTRzyF_zj-X8BnkiidA</recordid><startdate>19990101</startdate><enddate>19990101</enddate><creator>Seo, Youngwan</creator><creator>Cho, Ki Woong</creator><creator>Lee, Hyi-Seung</creator><creator>Rho, Jung-Rae</creator><creator>Shin, Jongheon</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>8FD</scope><scope>F1W</scope><scope>FR3</scope><scope>H95</scope><scope>H99</scope><scope>L.F</scope><scope>L.G</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>19990101</creationdate><title>New Acetylenic Enol Ethers of Glycerol from the Sponge Petrosia sp</title><author>Seo, Youngwan ; Cho, Ki Woong ; Lee, Hyi-Seung ; Rho, Jung-Rae ; Shin, Jongheon</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a496t-bd21c2ebabe8fdb87b6cf5e8004a9d14a129e87fa1c129634d409e25fae6b5b43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><topic>Acetylene - chemistry</topic><topic>ALKYNES</topic><topic>Animals</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - isolation & purification</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>CHEMICAL COMPOSITION</topic><topic>CHEMICAL STRUCTURE</topic><topic>COMPOSICION QUIMICA</topic><topic>COMPOSITION CHIMIQUE</topic><topic>Drug Screening Assays, Antitumor</topic><topic>ESPECTROMETRIA</topic><topic>ESTRUCTURA QUIMICA</topic><topic>ETERES</topic><topic>ETHER</topic><topic>ETHERS</topic><topic>General pharmacology</topic><topic>GLICEROL</topic><topic>GLYCEROL</topic><topic>Glycerol - chemistry</topic><topic>Glycerol - isolation & purification</topic><topic>Glycerol - pharmacology</topic><topic>HIDROCARBUROS</topic><topic>Humans</topic><topic>HYDROCARBONS</topic><topic>HYDROCARBURE</topic><topic>K562 Cells</topic><topic>KOREA DEMOCRATIC PEOPLE'S REPUBLIC</topic><topic>KOREA REPUBLIC</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mass Spectrometry</topic><topic>Medical sciences</topic><topic>METABOLITE</topic><topic>METABOLITES</topic><topic>METABOLITOS</topic><topic>Molecular Structure</topic><topic>PARAZOA</topic><topic>PETROCORTYNES</topic><topic>Petrosia</topic><topic>PETROSIACETYLENES</topic><topic>PHARMACEUTICAL PRODUCTS</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Porifera - chemistry</topic><topic>RASPAILYNES</topic><topic>REPUBLICA DE COREA</topic><topic>REPUBLICA POPULAR DEM DE COREA</topic><topic>REPUBLIQUE DE COREE</topic><topic>REPUBLIQUE DEM ET POP DE COREE</topic><topic>SPECTRAL ANALYSIS</topic><topic>SPECTROMETRIE</topic><topic>SPECTROMETRY</topic><topic>Stereoisomerism</topic><topic>STRUCTURE CHIMIQUE</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Seo, Youngwan</creatorcontrib><creatorcontrib>Cho, Ki Woong</creatorcontrib><creatorcontrib>Lee, Hyi-Seung</creatorcontrib><creatorcontrib>Rho, Jung-Rae</creatorcontrib><creatorcontrib>Shin, Jongheon</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>Technology Research Database</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>Engineering Research Database</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 1: Biological Sciences & Living Resources</collection><collection>ASFA: Marine Biotechnology Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Marine Biotechnology Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</collection><collection>Biotechnology and BioEngineering Abstracts</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>Seo, Youngwan</au><au>Cho, Ki Woong</au><au>Lee, Hyi-Seung</au><au>Rho, Jung-Rae</au><au>Shin, Jongheon</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New Acetylenic Enol Ethers of Glycerol from the Sponge Petrosia sp</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>1999-01-01</date><risdate>1999</risdate><volume>62</volume><issue>1</issue><spage>122</spage><epage>126</epage><pages>122-126</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Ten acetylenic enol ethers of glycerols, including six new compounds (1−6) and a linear acetylenic alcohol (7), have been isolated from a sponge of the genus Petrosia. The structures of the novel compounds were elucidated by spectroscopic methods. The absolute stereochemistry of 1−7 was determined by chemical transformations and the Mosher method. Some of these compounds exhibited weak cytotoxicity against a human leukemia cell-line (K-562).</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>9917297</pmid><doi>10.1021/np9803575</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0163-3864 |
| ispartof | Journal of natural products (Washington, D.C.), 1999-01, Vol.62 (1), p.122-126 |
| issn | 0163-3864 1520-6025 |
| language | eng |
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| source | MEDLINE; American Chemical Society Journals |
| subjects | Acetylene - chemistry ALKYNES Animals Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Biological and medical sciences CHEMICAL COMPOSITION CHEMICAL STRUCTURE COMPOSICION QUIMICA COMPOSITION CHIMIQUE Drug Screening Assays, Antitumor ESPECTROMETRIA ESTRUCTURA QUIMICA ETERES ETHER ETHERS General pharmacology GLICEROL GLYCEROL Glycerol - chemistry Glycerol - isolation & purification Glycerol - pharmacology HIDROCARBUROS Humans HYDROCARBONS HYDROCARBURE K562 Cells KOREA DEMOCRATIC PEOPLE'S REPUBLIC KOREA REPUBLIC Magnetic Resonance Spectroscopy Mass Spectrometry Medical sciences METABOLITE METABOLITES METABOLITOS Molecular Structure PARAZOA PETROCORTYNES Petrosia PETROSIACETYLENES PHARMACEUTICAL PRODUCTS Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Porifera - chemistry RASPAILYNES REPUBLICA DE COREA REPUBLICA POPULAR DEM DE COREA REPUBLIQUE DE COREE REPUBLIQUE DEM ET POP DE COREE SPECTRAL ANALYSIS SPECTROMETRIE SPECTROMETRY Stereoisomerism STRUCTURE CHIMIQUE |
| title | New Acetylenic Enol Ethers of Glycerol from the Sponge Petrosia sp |
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