SB-253514 and Analogues; Novel Inhibitors of Lipoprotein-Associated Phospholipase A2 Produced by Pseudomonas fluorescens DSM 11579: I. Fermentation of Producing Strain, Isolation and Biological Activity
Two new classes of inhibitors of LpPLA2 have been identified in fermentations of Pseudomonas fluorescens. The two structurally isomeric series differ in the geometry of closure of the bicyclic carbamate and comprise a range of compounds varying only in length of their lipophilic sidechain. The most...
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| Veröffentlicht in: | Journal of antibiotics 2000/07/25, Vol.53(7), pp.664-669 |
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| container_title | Journal of antibiotics |
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| creator | THIRKETTLE, JAN ALVAREZ, EMILIO BOYD, HELEN BROWN, MURRAY DIEZ, EMILIO HUESO, JUAN ELSON, STEVE FULSTON, MARK GERSHATER, CRAIG MORATA, MARIA LUISA PEREZ, PALOMA READY, SARAH SANCHEZ-PUELLES, JOSE MARIA SHERIDAN, ROSE STEFANSKAC, ANNA WARR, STEPHEN |
| description | Two new classes of inhibitors of LpPLA2 have been identified in fermentations of Pseudomonas fluorescens. The two structurally isomeric series differ in the geometry of closure of the bicyclic carbamate and comprise a range of compounds varying only in length of their lipophilic sidechain. The most abundant species were extracted from the cells and purified by silica and C18 chromatography. Members of the more stable class were shown to be potent and selective competitive inhibitors of LpPLA2. |
| doi_str_mv | 10.7164/antibiotics.53.664 |
| format | Article |
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Fermentation of Producing Strain, Isolation and Biological Activity</title><source>J-STAGE Free</source><source>MEDLINE</source><creator>THIRKETTLE, JAN ; ALVAREZ, EMILIO ; BOYD, HELEN ; BROWN, MURRAY ; DIEZ, EMILIO ; HUESO, JUAN ; ELSON, STEVE ; FULSTON, MARK ; GERSHATER, CRAIG ; MORATA, MARIA LUISA ; PEREZ, PALOMA ; READY, SARAH ; SANCHEZ-PUELLES, JOSE MARIA ; SHERIDAN, ROSE ; STEFANSKAC, ANNA ; WARR, STEPHEN</creator><creatorcontrib>THIRKETTLE, JAN ; ALVAREZ, EMILIO ; BOYD, HELEN ; BROWN, MURRAY ; DIEZ, EMILIO ; HUESO, JUAN ; ELSON, STEVE ; FULSTON, MARK ; GERSHATER, CRAIG ; MORATA, MARIA LUISA ; PEREZ, PALOMA ; READY, SARAH ; SANCHEZ-PUELLES, JOSE MARIA ; SHERIDAN, ROSE ; STEFANSKAC, ANNA ; WARR, STEPHEN</creatorcontrib><description>Two new classes of inhibitors of LpPLA2 have been identified in fermentations of Pseudomonas fluorescens. The two structurally isomeric series differ in the geometry of closure of the bicyclic carbamate and comprise a range of compounds varying only in length of their lipophilic sidechain. The most abundant species were extracted from the cells and purified by silica and C18 chromatography. Members of the more stable class were shown to be potent and selective competitive inhibitors of LpPLA2.</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.7164/antibiotics.53.664</identifier><identifier>PMID: 10994807</identifier><identifier>CODEN: JANTAJ</identifier><language>eng</language><publisher>Tokyo: JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</publisher><subject>1-Alkyl-2-acetylglycerophosphocholine Esterase ; Animals ; Antibiotics (antibacterial agents, antifungal agents) ; Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents ; Applied microbiology ; Biological and medical sciences ; Bridged Bicyclo Compounds, Heterocyclic - isolation & purification ; Bridged Bicyclo Compounds, Heterocyclic - metabolism ; Bridged Bicyclo Compounds, Heterocyclic - pharmacology ; Drug Evaluation, Preclinical - methods ; Enzyme Inhibitors - isolation & purification ; Enzyme Inhibitors - metabolism ; Enzyme Inhibitors - pharmacology ; Fermentation ; Fundamental and applied biological sciences. Psychology ; Humans ; Microbiology ; Phospholipases A - antagonists & inhibitors ; Phospholipases A2 ; Pseudomonas fluorescens - metabolism ; Pyrans - isolation & purification ; Pyrans - metabolism ; Pyrans - pharmacology ; Rabbits</subject><ispartof>The Journal of Antibiotics, 2000/07/25, Vol.53(7), pp.664-669</ispartof><rights>Japan Antibiotics Research Association</rights><rights>2000 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4214-ccaa541d069aac178f14b14543a98cba841d02f8fcb66a7fed51c822336f429f3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1883,4024,27923,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1483390$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/10994807$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>THIRKETTLE, JAN</creatorcontrib><creatorcontrib>ALVAREZ, EMILIO</creatorcontrib><creatorcontrib>BOYD, HELEN</creatorcontrib><creatorcontrib>BROWN, MURRAY</creatorcontrib><creatorcontrib>DIEZ, EMILIO</creatorcontrib><creatorcontrib>HUESO, JUAN</creatorcontrib><creatorcontrib>ELSON, STEVE</creatorcontrib><creatorcontrib>FULSTON, MARK</creatorcontrib><creatorcontrib>GERSHATER, CRAIG</creatorcontrib><creatorcontrib>MORATA, MARIA LUISA</creatorcontrib><creatorcontrib>PEREZ, PALOMA</creatorcontrib><creatorcontrib>READY, SARAH</creatorcontrib><creatorcontrib>SANCHEZ-PUELLES, JOSE MARIA</creatorcontrib><creatorcontrib>SHERIDAN, ROSE</creatorcontrib><creatorcontrib>STEFANSKAC, ANNA</creatorcontrib><creatorcontrib>WARR, STEPHEN</creatorcontrib><title>SB-253514 and Analogues; Novel Inhibitors of Lipoprotein-Associated Phospholipase A2 Produced by Pseudomonas fluorescens DSM 11579: I. Fermentation of Producing Strain, Isolation and Biological Activity</title><title>Journal of antibiotics</title><addtitle>J. Antibiot.</addtitle><description>Two new classes of inhibitors of LpPLA2 have been identified in fermentations of Pseudomonas fluorescens. The two structurally isomeric series differ in the geometry of closure of the bicyclic carbamate and comprise a range of compounds varying only in length of their lipophilic sidechain. The most abundant species were extracted from the cells and purified by silica and C18 chromatography. Members of the more stable class were shown to be potent and selective competitive inhibitors of LpPLA2.</description><subject>1-Alkyl-2-acetylglycerophosphocholine Esterase</subject><subject>Animals</subject><subject>Antibiotics (antibacterial agents, antifungal agents)</subject><subject>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</subject><subject>Applied microbiology</subject><subject>Biological and medical sciences</subject><subject>Bridged Bicyclo Compounds, Heterocyclic - isolation & purification</subject><subject>Bridged Bicyclo Compounds, Heterocyclic - metabolism</subject><subject>Bridged Bicyclo Compounds, Heterocyclic - pharmacology</subject><subject>Drug Evaluation, Preclinical - methods</subject><subject>Enzyme Inhibitors - isolation & purification</subject><subject>Enzyme Inhibitors - metabolism</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>Fermentation</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Humans</subject><subject>Microbiology</subject><subject>Phospholipases A - antagonists & inhibitors</subject><subject>Phospholipases A2</subject><subject>Pseudomonas fluorescens - metabolism</subject><subject>Pyrans - isolation & purification</subject><subject>Pyrans - metabolism</subject><subject>Pyrans - pharmacology</subject><subject>Rabbits</subject><issn>0021-8820</issn><issn>1881-1469</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpNkE2P0zAQhi0EYsvCH-CAfEDcUvwV2xGnsnytKFBp4RxNHHvrVWpn7QRpr_xyXKWCXmYO7zPzzrwIvaRkragUbyFMvvNx8iava76WUjxCK6o1raiQzWO0IoTRSmtGLtCznO8I4Yor_RRdUNI0QhO1Qn9u3les5jUVGEKPNwGGeDvb_A5_j7_tgK_DvnhMMWUcHd76MY4pTtaHapNzNB4m2-PdPuZxHwc_QrZ4w_AuxX42Reke8C7buY-HGCBjN8wx2WxsyPjDzTdMaa2a5-iJgyHbF6d-iX59-vjz6ku1_fH5-mqzrYxgVFTGANSC9kQ2AIYq7ajoqKgFh0abDvRRY04700kJytm-pkYzxrl0gjWOX6I3y97ywX15cWoPvpwyDBBsnHOrGFOCalpAtoAmxZyTde2Y_AHSQ0tJe0y-PUu-rXlbki9Dr07b5-5g-7ORJeoCvD4BkA0MLkEwPv_nhOa8IQX7umB3eYJb-0-HVNwGe25NG6mP9mop8njYiTJ7SK0N_C-OqaoK</recordid><startdate>2000</startdate><enddate>2000</enddate><creator>THIRKETTLE, JAN</creator><creator>ALVAREZ, EMILIO</creator><creator>BOYD, HELEN</creator><creator>BROWN, MURRAY</creator><creator>DIEZ, EMILIO</creator><creator>HUESO, JUAN</creator><creator>ELSON, STEVE</creator><creator>FULSTON, MARK</creator><creator>GERSHATER, CRAIG</creator><creator>MORATA, MARIA LUISA</creator><creator>PEREZ, PALOMA</creator><creator>READY, SARAH</creator><creator>SANCHEZ-PUELLES, JOSE MARIA</creator><creator>SHERIDAN, ROSE</creator><creator>STEFANSKAC, ANNA</creator><creator>WARR, STEPHEN</creator><general>JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</general><general>Japan Antibiotics Research Association</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></search><sort><creationdate>2000</creationdate><title>SB-253514 and Analogues; Novel Inhibitors of Lipoprotein-Associated Phospholipase A2 Produced by Pseudomonas fluorescens DSM 11579</title><author>THIRKETTLE, JAN ; ALVAREZ, EMILIO ; BOYD, HELEN ; BROWN, MURRAY ; DIEZ, EMILIO ; HUESO, JUAN ; ELSON, STEVE ; FULSTON, MARK ; GERSHATER, CRAIG ; MORATA, MARIA LUISA ; PEREZ, PALOMA ; READY, SARAH ; SANCHEZ-PUELLES, JOSE MARIA ; SHERIDAN, ROSE ; STEFANSKAC, ANNA ; WARR, STEPHEN</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4214-ccaa541d069aac178f14b14543a98cba841d02f8fcb66a7fed51c822336f429f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>1-Alkyl-2-acetylglycerophosphocholine Esterase</topic><topic>Animals</topic><topic>Antibiotics (antibacterial agents, antifungal agents)</topic><topic>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</topic><topic>Applied microbiology</topic><topic>Biological and medical sciences</topic><topic>Bridged Bicyclo Compounds, Heterocyclic - isolation & purification</topic><topic>Bridged Bicyclo Compounds, Heterocyclic - metabolism</topic><topic>Bridged Bicyclo Compounds, Heterocyclic - pharmacology</topic><topic>Drug Evaluation, Preclinical - methods</topic><topic>Enzyme Inhibitors - isolation & purification</topic><topic>Enzyme Inhibitors - metabolism</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>Fermentation</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Humans</topic><topic>Microbiology</topic><topic>Phospholipases A - antagonists & inhibitors</topic><topic>Phospholipases A2</topic><topic>Pseudomonas fluorescens - metabolism</topic><topic>Pyrans - isolation & purification</topic><topic>Pyrans - metabolism</topic><topic>Pyrans - pharmacology</topic><topic>Rabbits</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>THIRKETTLE, JAN</creatorcontrib><creatorcontrib>ALVAREZ, EMILIO</creatorcontrib><creatorcontrib>BOYD, HELEN</creatorcontrib><creatorcontrib>BROWN, MURRAY</creatorcontrib><creatorcontrib>DIEZ, EMILIO</creatorcontrib><creatorcontrib>HUESO, JUAN</creatorcontrib><creatorcontrib>ELSON, STEVE</creatorcontrib><creatorcontrib>FULSTON, MARK</creatorcontrib><creatorcontrib>GERSHATER, CRAIG</creatorcontrib><creatorcontrib>MORATA, MARIA LUISA</creatorcontrib><creatorcontrib>PEREZ, PALOMA</creatorcontrib><creatorcontrib>READY, SARAH</creatorcontrib><creatorcontrib>SANCHEZ-PUELLES, JOSE MARIA</creatorcontrib><creatorcontrib>SHERIDAN, ROSE</creatorcontrib><creatorcontrib>STEFANSKAC, ANNA</creatorcontrib><creatorcontrib>WARR, STEPHEN</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><jtitle>Journal of antibiotics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>THIRKETTLE, JAN</au><au>ALVAREZ, EMILIO</au><au>BOYD, HELEN</au><au>BROWN, MURRAY</au><au>DIEZ, EMILIO</au><au>HUESO, JUAN</au><au>ELSON, STEVE</au><au>FULSTON, MARK</au><au>GERSHATER, CRAIG</au><au>MORATA, MARIA LUISA</au><au>PEREZ, PALOMA</au><au>READY, SARAH</au><au>SANCHEZ-PUELLES, JOSE MARIA</au><au>SHERIDAN, ROSE</au><au>STEFANSKAC, ANNA</au><au>WARR, STEPHEN</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>SB-253514 and Analogues; Novel Inhibitors of Lipoprotein-Associated Phospholipase A2 Produced by Pseudomonas fluorescens DSM 11579: I. Fermentation of Producing Strain, Isolation and Biological Activity</atitle><jtitle>Journal of antibiotics</jtitle><addtitle>J. Antibiot.</addtitle><date>2000</date><risdate>2000</risdate><volume>53</volume><issue>7</issue><spage>664</spage><epage>669</epage><pages>664-669</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><coden>JANTAJ</coden><abstract>Two new classes of inhibitors of LpPLA2 have been identified in fermentations of Pseudomonas fluorescens. The two structurally isomeric series differ in the geometry of closure of the bicyclic carbamate and comprise a range of compounds varying only in length of their lipophilic sidechain. The most abundant species were extracted from the cells and purified by silica and C18 chromatography. Members of the more stable class were shown to be potent and selective competitive inhibitors of LpPLA2.</abstract><cop>Tokyo</cop><pub>JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</pub><pmid>10994807</pmid><doi>10.7164/antibiotics.53.664</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0021-8820 |
| ispartof | The Journal of Antibiotics, 2000/07/25, Vol.53(7), pp.664-669 |
| issn | 0021-8820 1881-1469 |
| language | eng |
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| source | J-STAGE Free; MEDLINE |
| subjects | 1-Alkyl-2-acetylglycerophosphocholine Esterase Animals Antibiotics (antibacterial agents, antifungal agents) Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents Applied microbiology Biological and medical sciences Bridged Bicyclo Compounds, Heterocyclic - isolation & purification Bridged Bicyclo Compounds, Heterocyclic - metabolism Bridged Bicyclo Compounds, Heterocyclic - pharmacology Drug Evaluation, Preclinical - methods Enzyme Inhibitors - isolation & purification Enzyme Inhibitors - metabolism Enzyme Inhibitors - pharmacology Fermentation Fundamental and applied biological sciences. Psychology Humans Microbiology Phospholipases A - antagonists & inhibitors Phospholipases A2 Pseudomonas fluorescens - metabolism Pyrans - isolation & purification Pyrans - metabolism Pyrans - pharmacology Rabbits |
| title | SB-253514 and Analogues; Novel Inhibitors of Lipoprotein-Associated Phospholipase A2 Produced by Pseudomonas fluorescens DSM 11579: I. Fermentation of Producing Strain, Isolation and Biological Activity |
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