Glycoglycerolipids Isolated from Marine Derived Streptomyces coelescens PK206-15
Glycoglycerolipids were isolated from seaweed-associated marine actinomycete strain PK206-15, which was identified as Streptomyces coelescens based on 16S rDNA sequence analysis. The compounds were isolated by silica gel chromatography and high performance liquid chromatography. The structures were...
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Veröffentlicht in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2012, Vol.76 (9), p.1746-1751 |
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description | Glycoglycerolipids were isolated from seaweed-associated marine actinomycete strain PK206-15, which was identified as Streptomyces coelescens based on 16S rDNA sequence analysis. The compounds were isolated by silica gel chromatography and high performance liquid chromatography. The structures were analyzed by nuclear magnetic resonance, high resolution-electrospray ionization-mass spectrometry, and methanolysis. The compounds were identified as 2R-1,2-di-12-methylhexadecanoic acid-3-O-[β-D-galactopyranosyl-(1''-6')-O-β-D-galactopyranosyl]-glycerol, 2R-1-12-methylhexadecanoic acid-2-hydroxyl-3-O-[β-D-galactopyranosyl-(1''-6')-O-β-D-galactopyranosyl]-gly cerol, 2R-1,2-di-12-methylhexadecanoic acid-3-O-β-D-galactopyranosyl-glycerol, and 2R-1,2-di-14-methylhexadecanoic acid-3-O-β-D-galactopyranosyl-glycerol. These were active against the following fouling organisms: zoospores of Ulva pertusa, the diatom Navicula annexa, the mussel Mytilus edulis, and fouling bacteria with an EC(50) range of 0.005-0.2 µg/mL. |
doi_str_mv | 10.1271/bbb.120354 |
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The compounds were isolated by silica gel chromatography and high performance liquid chromatography. The structures were analyzed by nuclear magnetic resonance, high resolution-electrospray ionization-mass spectrometry, and methanolysis. The compounds were identified as 2R-1,2-di-12-methylhexadecanoic acid-3-O-[β-D-galactopyranosyl-(1''-6')-O-β-D-galactopyranosyl]-glycerol, 2R-1-12-methylhexadecanoic acid-2-hydroxyl-3-O-[β-D-galactopyranosyl-(1''-6')-O-β-D-galactopyranosyl]-gly cerol, 2R-1,2-di-12-methylhexadecanoic acid-3-O-β-D-galactopyranosyl-glycerol, and 2R-1,2-di-14-methylhexadecanoic acid-3-O-β-D-galactopyranosyl-glycerol. These were active against the following fouling organisms: zoospores of Ulva pertusa, the diatom Navicula annexa, the mussel Mytilus edulis, and fouling bacteria with an EC(50) range of 0.005-0.2 µg/mL.</description><identifier>ISSN: 0916-8451</identifier><identifier>EISSN: 1347-6947</identifier><identifier>DOI: 10.1271/bbb.120354</identifier><identifier>PMID: 22972341</identifier><language>eng</language><publisher>Tokyo: Japan Society for Bioscience, Biotechnology, and Agrochemistry</publisher><subject><![CDATA[Actinomycetes ; Animals ; Aquatic Organisms ; Bacteria ; Biochemistry ; Biological and medical sciences ; Biotechnology ; Bivalvia - drug effects ; Bivalvia - growth & development ; Chromatography, Gel ; Chromatography, High Pressure Liquid ; Diatoms - drug effects ; Diatoms - growth & development ; Disinfectants - chemistry ; Disinfectants - isolation & purification ; Disinfectants - pharmacology ; Fouling ; Fundamental and applied biological sciences. Psychology ; glycoglycerolipids ; Glycolipids - chemistry ; Glycolipids - isolation & purification ; Glycolipids - pharmacology ; Inhibitory Concentration 50 ; Magnetic Resonance Spectroscopy ; Marine ; Mussels ; Mytilus edulis ; Navicula annexa ; RNA, Ribosomal, 16S - genetics ; Spectrometry ; Spectrometry, Mass, Electrospray Ionization ; Spores - drug effects ; Spores - growth & development ; Streptomyces - chemistry ; Streptomyces - genetics ; Streptomyces coelescens PK206-15 ; Ulva - drug effects ; Ulva - growth & development ; Ulva pertusa]]></subject><ispartof>Bioscience, biotechnology, and biochemistry, 2012, Vol.76 (9), p.1746-1751</ispartof><rights>2012 by Japan Society for Bioscience, Biotechnology, and Agrochemistry 2012</rights><rights>2014 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 2012</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c618t-84ab2e0c8e8f8df14eb49b6f516bcbb53efd9e80ac3d401a0229fd557f357bd3</citedby><cites>FETCH-LOGICAL-c618t-84ab2e0c8e8f8df14eb49b6f516bcbb53efd9e80ac3d401a0229fd557f357bd3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4024,27923,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=26731471$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22972341$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>CHO, Ji Young</creatorcontrib><title>Glycoglycerolipids Isolated from Marine Derived Streptomyces coelescens PK206-15</title><title>Bioscience, biotechnology, and biochemistry</title><addtitle>Biosci Biotechnol Biochem</addtitle><description>Glycoglycerolipids were isolated from seaweed-associated marine actinomycete strain PK206-15, which was identified as Streptomyces coelescens based on 16S rDNA sequence analysis. The compounds were isolated by silica gel chromatography and high performance liquid chromatography. The structures were analyzed by nuclear magnetic resonance, high resolution-electrospray ionization-mass spectrometry, and methanolysis. The compounds were identified as 2R-1,2-di-12-methylhexadecanoic acid-3-O-[β-D-galactopyranosyl-(1''-6')-O-β-D-galactopyranosyl]-glycerol, 2R-1-12-methylhexadecanoic acid-2-hydroxyl-3-O-[β-D-galactopyranosyl-(1''-6')-O-β-D-galactopyranosyl]-gly cerol, 2R-1,2-di-12-methylhexadecanoic acid-3-O-β-D-galactopyranosyl-glycerol, and 2R-1,2-di-14-methylhexadecanoic acid-3-O-β-D-galactopyranosyl-glycerol. These were active against the following fouling organisms: zoospores of Ulva pertusa, the diatom Navicula annexa, the mussel Mytilus edulis, and fouling bacteria with an EC(50) range of 0.005-0.2 µg/mL.</description><subject>Actinomycetes</subject><subject>Animals</subject><subject>Aquatic Organisms</subject><subject>Bacteria</subject><subject>Biochemistry</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Bivalvia - drug effects</subject><subject>Bivalvia - growth & development</subject><subject>Chromatography, Gel</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Diatoms - drug effects</subject><subject>Diatoms - growth & development</subject><subject>Disinfectants - chemistry</subject><subject>Disinfectants - isolation & purification</subject><subject>Disinfectants - pharmacology</subject><subject>Fouling</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>glycoglycerolipids</subject><subject>Glycolipids - chemistry</subject><subject>Glycolipids - isolation & purification</subject><subject>Glycolipids - pharmacology</subject><subject>Inhibitory Concentration 50</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Marine</subject><subject>Mussels</subject><subject>Mytilus edulis</subject><subject>Navicula annexa</subject><subject>RNA, Ribosomal, 16S - genetics</subject><subject>Spectrometry</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Spores - drug effects</subject><subject>Spores - growth & development</subject><subject>Streptomyces - chemistry</subject><subject>Streptomyces - genetics</subject><subject>Streptomyces coelescens PK206-15</subject><subject>Ulva - drug effects</subject><subject>Ulva - growth & development</subject><subject>Ulva pertusa</subject><issn>0916-8451</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkVtr3DAQhUVpaTZJX_oDiqEEQsCpxrpYfiy5NTShgeTd6DIqDrK1lbwN---jZTctlEBfZobhm8MZDiEfgZ5C08IXY0wZKBP8DVkA420tO96-JQvagawVF7BH9nN-pLQsBLwne03TtQ3jsCB3V2Ft489SMMUwLAeXq-scg57RVT7FsbrVaZiwOsc0_C67-znhco5jOciVjRgwW5xydfe9obIGcUjeeR0yftj1A_JwefFw9q2--XF1ffb1prYS1FxcadMgtQqVV84DR8M7I70AaawxgqF3HSqqLXOcgqbFsndCtJ6J1jh2QI63sssUf60wz_04FCMh6AnjKvcAwBqQTDb_R6miUjDVyYJ-_gd9jKs0lT964LxTgndsI3iypWyKOSf0_TINo07rItVvEulLIv02kQJ_2kmuzIjuD_oSQQGOdoDOVgef9GSH_JeTLQPebjix5YbJxzTqp5iC62e9DjG9HLFXDDwD1ZKkDQ</recordid><startdate>2012</startdate><enddate>2012</enddate><creator>CHO, Ji Young</creator><general>Japan Society for Bioscience, Biotechnology, and Agrochemistry</general><general>Japan Society for Bioscience Biotechnology and Agrochemistry</general><general>Oxford University Press</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>7TB</scope><scope>7U5</scope><scope>8FD</scope><scope>FR3</scope><scope>L7M</scope></search><sort><creationdate>2012</creationdate><title>Glycoglycerolipids Isolated from Marine Derived Streptomyces coelescens PK206-15</title><author>CHO, Ji Young</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c618t-84ab2e0c8e8f8df14eb49b6f516bcbb53efd9e80ac3d401a0229fd557f357bd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Actinomycetes</topic><topic>Animals</topic><topic>Aquatic Organisms</topic><topic>Bacteria</topic><topic>Biochemistry</topic><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>Bivalvia - drug effects</topic><topic>Bivalvia - growth & development</topic><topic>Chromatography, Gel</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Diatoms - drug effects</topic><topic>Diatoms - growth & development</topic><topic>Disinfectants - chemistry</topic><topic>Disinfectants - isolation & purification</topic><topic>Disinfectants - pharmacology</topic><topic>Fouling</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>glycoglycerolipids</topic><topic>Glycolipids - chemistry</topic><topic>Glycolipids - isolation & purification</topic><topic>Glycolipids - pharmacology</topic><topic>Inhibitory Concentration 50</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Marine</topic><topic>Mussels</topic><topic>Mytilus edulis</topic><topic>Navicula annexa</topic><topic>RNA, Ribosomal, 16S - genetics</topic><topic>Spectrometry</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><topic>Spores - drug effects</topic><topic>Spores - growth & development</topic><topic>Streptomyces - chemistry</topic><topic>Streptomyces - genetics</topic><topic>Streptomyces coelescens PK206-15</topic><topic>Ulva - drug effects</topic><topic>Ulva - growth & development</topic><topic>Ulva pertusa</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>CHO, Ji Young</creatorcontrib><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><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>CHO, Ji Young</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Glycoglycerolipids Isolated from Marine Derived Streptomyces coelescens PK206-15</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><addtitle>Biosci Biotechnol Biochem</addtitle><date>2012</date><risdate>2012</risdate><volume>76</volume><issue>9</issue><spage>1746</spage><epage>1751</epage><pages>1746-1751</pages><issn>0916-8451</issn><eissn>1347-6947</eissn><abstract>Glycoglycerolipids were isolated from seaweed-associated marine actinomycete strain PK206-15, which was identified as Streptomyces coelescens based on 16S rDNA sequence analysis. The compounds were isolated by silica gel chromatography and high performance liquid chromatography. The structures were analyzed by nuclear magnetic resonance, high resolution-electrospray ionization-mass spectrometry, and methanolysis. The compounds were identified as 2R-1,2-di-12-methylhexadecanoic acid-3-O-[β-D-galactopyranosyl-(1''-6')-O-β-D-galactopyranosyl]-glycerol, 2R-1-12-methylhexadecanoic acid-2-hydroxyl-3-O-[β-D-galactopyranosyl-(1''-6')-O-β-D-galactopyranosyl]-gly cerol, 2R-1,2-di-12-methylhexadecanoic acid-3-O-β-D-galactopyranosyl-glycerol, and 2R-1,2-di-14-methylhexadecanoic acid-3-O-β-D-galactopyranosyl-glycerol. These were active against the following fouling organisms: zoospores of Ulva pertusa, the diatom Navicula annexa, the mussel Mytilus edulis, and fouling bacteria with an EC(50) range of 0.005-0.2 µg/mL.</abstract><cop>Tokyo</cop><pub>Japan Society for Bioscience, Biotechnology, and Agrochemistry</pub><pmid>22972341</pmid><doi>10.1271/bbb.120354</doi><tpages>6</tpages></addata></record> |
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source | J-STAGE Free; MEDLINE; Oxford University Press Journals All Titles (1996-Current); Freely Accessible Japanese Titles; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
subjects | Actinomycetes Animals Aquatic Organisms Bacteria Biochemistry Biological and medical sciences Biotechnology Bivalvia - drug effects Bivalvia - growth & development Chromatography, Gel Chromatography, High Pressure Liquid Diatoms - drug effects Diatoms - growth & development Disinfectants - chemistry Disinfectants - isolation & purification Disinfectants - pharmacology Fouling Fundamental and applied biological sciences. Psychology glycoglycerolipids Glycolipids - chemistry Glycolipids - isolation & purification Glycolipids - pharmacology Inhibitory Concentration 50 Magnetic Resonance Spectroscopy Marine Mussels Mytilus edulis Navicula annexa RNA, Ribosomal, 16S - genetics Spectrometry Spectrometry, Mass, Electrospray Ionization Spores - drug effects Spores - growth & development Streptomyces - chemistry Streptomyces - genetics Streptomyces coelescens PK206-15 Ulva - drug effects Ulva - growth & development Ulva pertusa |
title | Glycoglycerolipids Isolated from Marine Derived Streptomyces coelescens PK206-15 |
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