Feigrisolides A, B, C and D, New Lactones with Antibacterial Activities from Streptomyces griseus
Four new lactone compounds, named feigrisolides A to D (1 to 4), have been isolated from Streptomyces griseus. The chemical structures were determined by detail analysis of their spectroscopic data and chemical transformations. Structurally, the feigrisolides A (1) and B (2) are hepta-lactones, feig...
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| Veröffentlicht in: | Journal of antibiotics 2000/09/25, Vol.53(9), pp.934-943 |
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| creator | TANG, YUAN-QING SATTLER, ISABEL THIERICKE, RALF GRABLEY, SUSANNE FENG, XIAO-ZHANG |
| description | Four new lactone compounds, named feigrisolides A to D (1 to 4), have been isolated from Streptomyces griseus. The chemical structures were determined by detail analysis of their spectroscopic data and chemical transformations. Structurally, the feigrisolides A (1) and B (2) are hepta-lactones, feigrisolide C (3) and D (4) are 16-membered macrodiolides. Biological studies showed that feigrisolide B (2) exhibited strong antibacterial, as well as medium cyctotoxic, and antiviral activities. Feigrisolides A (1), C (3) and D (4) are medium inhibitors of 3α-hydroxysteroid-dehydrogenase (3α-HSD) inhibiting activity. |
| doi_str_mv | 10.7164/antibiotics.53.934 |
| format | Article |
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The chemical structures were determined by detail analysis of their spectroscopic data and chemical transformations. Structurally, the feigrisolides A (1) and B (2) are hepta-lactones, feigrisolide C (3) and D (4) are 16-membered macrodiolides. Biological studies showed that feigrisolide B (2) exhibited strong antibacterial, as well as medium cyctotoxic, and antiviral activities. Feigrisolides A (1), C (3) and D (4) are medium inhibitors of 3α-hydroxysteroid-dehydrogenase (3α-HSD) inhibiting activity.</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.7164/antibiotics.53.934</identifier><identifier>PMID: 11099227</identifier><identifier>CODEN: JANTAJ</identifier><language>eng</language><publisher>Tokyo: JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</publisher><subject><![CDATA[3^a-Hydroxysteroid dehydrogenase ; 3a-Hydroxysteroid dehydrogenase ; Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - isolation & purification ; Anti-Bacterial Agents - pharmacology ; Antibacterial agents ; Antibiotics (antibacterial agents, antifungal agents) ; Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - isolation & purification ; Antineoplastic Agents - pharmacology ; Antiviral Agents - chemical synthesis ; Antiviral Agents - chemistry ; Antiviral Agents - isolation & purification ; Antiviral Agents - pharmacology ; Applied microbiology ; Bacillus subtilis - drug effects ; Bacillus subtilis - enzymology ; Biological and medical sciences ; Drug Screening Assays, Antitumor ; Enterovirus B, Human - drug effects ; feigrisolides ; Fundamental and applied biological sciences. Psychology ; HeLa Cells ; Humans ; Hydroxysteroid Dehydrogenases - antagonists & inhibitors ; K562 Cells ; lactones ; Lactones - chemistry ; Lactones - isolation & purification ; Lactones - pharmacology ; Magnetic Resonance Spectroscopy ; Medical sciences ; Microbial Sensitivity Tests ; Microbiology ; Pharmacology. Drug treatments ; Pseudomonas aeruginosa - drug effects ; Staphylococcus aureus - drug effects ; Staphylococcus aureus - enzymology ; Streptomyces griseus ; Streptomyces griseus - chemistry ; Streptomyces griseus - metabolism ; Xanthine Oxidase - antagonists & inhibitors]]></subject><ispartof>The Journal of Antibiotics, 2000/09/25, Vol.53(9), pp.934-943</ispartof><rights>Japan Antibiotics Research Association</rights><rights>2001 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c565t-2b7582c472a3c80191b6ecc09b39614169b6b67a07b4628564fd60859269971e3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=791219$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11099227$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>TANG, YUAN-QING</creatorcontrib><creatorcontrib>SATTLER, ISABEL</creatorcontrib><creatorcontrib>THIERICKE, RALF</creatorcontrib><creatorcontrib>GRABLEY, SUSANNE</creatorcontrib><creatorcontrib>FENG, XIAO-ZHANG</creatorcontrib><title>Feigrisolides A, B, C and D, New Lactones with Antibacterial Activities from Streptomyces griseus</title><title>Journal of antibiotics</title><addtitle>J. Antibiot.</addtitle><description>Four new lactone compounds, named feigrisolides A to D (1 to 4), have been isolated from Streptomyces griseus. The chemical structures were determined by detail analysis of their spectroscopic data and chemical transformations. Structurally, the feigrisolides A (1) and B (2) are hepta-lactones, feigrisolide C (3) and D (4) are 16-membered macrodiolides. Biological studies showed that feigrisolide B (2) exhibited strong antibacterial, as well as medium cyctotoxic, and antiviral activities. Feigrisolides A (1), C (3) and D (4) are medium inhibitors of 3α-hydroxysteroid-dehydrogenase (3α-HSD) inhibiting activity.</description><subject>3^a-Hydroxysteroid dehydrogenase</subject><subject>3a-Hydroxysteroid dehydrogenase</subject><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - isolation & purification</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antibacterial agents</subject><subject>Antibiotics (antibacterial agents, antifungal agents)</subject><subject>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - isolation & purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Antiviral Agents - chemical synthesis</subject><subject>Antiviral Agents - chemistry</subject><subject>Antiviral Agents - isolation & purification</subject><subject>Antiviral Agents - pharmacology</subject><subject>Applied microbiology</subject><subject>Bacillus subtilis - drug effects</subject><subject>Bacillus subtilis - enzymology</subject><subject>Biological and medical sciences</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Enterovirus B, Human - drug effects</subject><subject>feigrisolides</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>HeLa Cells</subject><subject>Humans</subject><subject>Hydroxysteroid Dehydrogenases - antagonists & inhibitors</subject><subject>K562 Cells</subject><subject>lactones</subject><subject>Lactones - chemistry</subject><subject>Lactones - isolation & purification</subject><subject>Lactones - pharmacology</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Microbial Sensitivity Tests</subject><subject>Microbiology</subject><subject>Pharmacology. Drug treatments</subject><subject>Pseudomonas aeruginosa - drug effects</subject><subject>Staphylococcus aureus - drug effects</subject><subject>Staphylococcus aureus - enzymology</subject><subject>Streptomyces griseus</subject><subject>Streptomyces griseus - chemistry</subject><subject>Streptomyces griseus - metabolism</subject><subject>Xanthine Oxidase - antagonists & inhibitors</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>eNqFkU1vEzEQhi0EoqHwBzggS0icsqnH3vXHMaQUEFE5AGfL68y2rvYj2E6r_nscEoXeuNjSvM_MO5qXkLfAFgpkfeHGHNow5eDTohELI-pnZAZaQwW1NM_JjDEOldacnZFXKd0xJpRQ-iU5A2DGcK5mxF1huIkhTX3YYKLLOf04pyvqxg29nNNrfKBr5_M0Fu0h5Fu63HuWCsbgerr0OdyHHIraxWmgP3LEbZ6GR18q-7G4S6_Ji871Cd8c_3Py6-rTz9WXav3989fVcl35Rja54q1qNPe14k54zcBAK9F7ZlphJNQgTStbqRxTbS25bmTdbSTTjeHSGAUozsmHw9xtnH7vMGU7hOSx792I0y5ZxWvBpTD_BUEpJcqBCsgPoI9TShE7u41hcPHRArP7BOyTBGwjbEmgNL07Tt-1A27-tRxPXoD3R8Al7_ouutGHdOKUAQ57728H6i5ld4Mn2cVi1uNTZzBS_3U_PGWJE-VvXbQ4ij-KIqrp</recordid><startdate>20000901</startdate><enddate>20000901</enddate><creator>TANG, YUAN-QING</creator><creator>SATTLER, ISABEL</creator><creator>THIERICKE, RALF</creator><creator>GRABLEY, SUSANNE</creator><creator>FENG, XIAO-ZHANG</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>7QL</scope><scope>7QO</scope><scope>7T7</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20000901</creationdate><title>Feigrisolides A, B, C and D, New Lactones with Antibacterial Activities from Streptomyces griseus</title><author>TANG, YUAN-QING ; SATTLER, ISABEL ; THIERICKE, RALF ; GRABLEY, SUSANNE ; FENG, XIAO-ZHANG</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c565t-2b7582c472a3c80191b6ecc09b39614169b6b67a07b4628564fd60859269971e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>3^a-Hydroxysteroid dehydrogenase</topic><topic>3a-Hydroxysteroid dehydrogenase</topic><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - isolation & purification</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antibacterial agents</topic><topic>Antibiotics (antibacterial agents, antifungal agents)</topic><topic>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</topic><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - isolation & purification</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Antiviral Agents - chemical synthesis</topic><topic>Antiviral Agents - chemistry</topic><topic>Antiviral Agents - isolation & purification</topic><topic>Antiviral Agents - pharmacology</topic><topic>Applied microbiology</topic><topic>Bacillus subtilis - drug effects</topic><topic>Bacillus subtilis - enzymology</topic><topic>Biological and medical sciences</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Enterovirus B, Human - drug effects</topic><topic>feigrisolides</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>HeLa Cells</topic><topic>Humans</topic><topic>Hydroxysteroid Dehydrogenases - antagonists & inhibitors</topic><topic>K562 Cells</topic><topic>lactones</topic><topic>Lactones - chemistry</topic><topic>Lactones - isolation & purification</topic><topic>Lactones - pharmacology</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Microbial Sensitivity Tests</topic><topic>Microbiology</topic><topic>Pharmacology. Drug treatments</topic><topic>Pseudomonas aeruginosa - drug effects</topic><topic>Staphylococcus aureus - drug effects</topic><topic>Staphylococcus aureus - enzymology</topic><topic>Streptomyces griseus</topic><topic>Streptomyces griseus - chemistry</topic><topic>Streptomyces griseus - metabolism</topic><topic>Xanthine Oxidase - antagonists & inhibitors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>TANG, YUAN-QING</creatorcontrib><creatorcontrib>SATTLER, ISABEL</creatorcontrib><creatorcontrib>THIERICKE, RALF</creatorcontrib><creatorcontrib>GRABLEY, SUSANNE</creatorcontrib><creatorcontrib>FENG, XIAO-ZHANG</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>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of antibiotics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>TANG, YUAN-QING</au><au>SATTLER, ISABEL</au><au>THIERICKE, RALF</au><au>GRABLEY, SUSANNE</au><au>FENG, XIAO-ZHANG</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Feigrisolides A, B, C and D, New Lactones with Antibacterial Activities from Streptomyces griseus</atitle><jtitle>Journal of antibiotics</jtitle><addtitle>J. Antibiot.</addtitle><date>2000-09-01</date><risdate>2000</risdate><volume>53</volume><issue>9</issue><spage>934</spage><epage>943</epage><pages>934-943</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><coden>JANTAJ</coden><abstract>Four new lactone compounds, named feigrisolides A to D (1 to 4), have been isolated from Streptomyces griseus. The chemical structures were determined by detail analysis of their spectroscopic data and chemical transformations. Structurally, the feigrisolides A (1) and B (2) are hepta-lactones, feigrisolide C (3) and D (4) are 16-membered macrodiolides. Biological studies showed that feigrisolide B (2) exhibited strong antibacterial, as well as medium cyctotoxic, and antiviral activities. Feigrisolides A (1), C (3) and D (4) are medium inhibitors of 3α-hydroxysteroid-dehydrogenase (3α-HSD) inhibiting activity.</abstract><cop>Tokyo</cop><pub>JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</pub><pmid>11099227</pmid><doi>10.7164/antibiotics.53.934</doi><tpages>10</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | The Journal of Antibiotics, 2000/09/25, Vol.53(9), pp.934-943 |
| issn | 0021-8820 1881-1469 |
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| source | J-STAGE Free; MEDLINE |
| subjects | 3^a-Hydroxysteroid dehydrogenase 3a-Hydroxysteroid dehydrogenase Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - isolation & purification Anti-Bacterial Agents - pharmacology Antibacterial agents Antibiotics (antibacterial agents, antifungal agents) Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents Antibiotics. Antiinfectious agents. Antiparasitic agents Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Antiviral Agents - chemical synthesis Antiviral Agents - chemistry Antiviral Agents - isolation & purification Antiviral Agents - pharmacology Applied microbiology Bacillus subtilis - drug effects Bacillus subtilis - enzymology Biological and medical sciences Drug Screening Assays, Antitumor Enterovirus B, Human - drug effects feigrisolides Fundamental and applied biological sciences. Psychology HeLa Cells Humans Hydroxysteroid Dehydrogenases - antagonists & inhibitors K562 Cells lactones Lactones - chemistry Lactones - isolation & purification Lactones - pharmacology Magnetic Resonance Spectroscopy Medical sciences Microbial Sensitivity Tests Microbiology Pharmacology. Drug treatments Pseudomonas aeruginosa - drug effects Staphylococcus aureus - drug effects Staphylococcus aureus - enzymology Streptomyces griseus Streptomyces griseus - chemistry Streptomyces griseus - metabolism Xanthine Oxidase - antagonists & inhibitors |
| title | Feigrisolides A, B, C and D, New Lactones with Antibacterial Activities from Streptomyces griseus |
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