Anti-cancer and Antibacterial Trioxacarcins with High Anti-malaria Activity from a Marine Streptomycete and their Absolute Stereochemistry
The ethyl acetate extract from the Streptomyces sp. isolate B8652 delivered the trioxacarcins A-C (2a-2c) and additionally three new derivatives designated as trioxacarcins D-F (2d-2f). All trioxacarcins showed high anti-bacterial and some of them high anti-tumor and anti-malaria activity. The struc...
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| Veröffentlicht in: | Journal of antibiotics 2004/12/25, Vol.57(12), pp.771-779 |
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| container_end_page | 779 |
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| container_issue | 12 |
| container_start_page | 771 |
| container_title | Journal of antibiotics |
| container_volume | 57 |
| creator | MASKEY, RAJENDRA P. HELMKE, ELISABETH KAYSER, OLIVER FIEBIG, HEINZ H. MAIER, ARMIN BUSCHE, ANDREAS LAATSCH, HARTMUT |
| description | The ethyl acetate extract from the Streptomyces sp. isolate B8652 delivered the trioxacarcins A-C (2a-2c) and additionally three new derivatives designated as trioxacarcins D-F (2d-2f). All trioxacarcins showed high anti-bacterial and some of them high anti-tumor and anti-malaria activity. The structures of the new antibiotics were derived from mass, 1D and 2D NMR spectra and confirmed by comparison of the NMR data with those of known derivatives. The absolute configuration of the trioxacarcins is deduced from the X-ray analysis of gutingimycin (2g) and from the known stereochemistry of the L-trioxacarcinoses A and B. |
| doi_str_mv | 10.7164/antibiotics.57.771 |
| format | Article |
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All trioxacarcins showed high anti-bacterial and some of them high anti-tumor and anti-malaria activity. The structures of the new antibiotics were derived from mass, 1D and 2D NMR spectra and confirmed by comparison of the NMR data with those of known derivatives. 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Antibiot.</addtitle><description>The ethyl acetate extract from the Streptomyces sp. isolate B8652 delivered the trioxacarcins A-C (2a-2c) and additionally three new derivatives designated as trioxacarcins D-F (2d-2f). All trioxacarcins showed high anti-bacterial and some of them high anti-tumor and anti-malaria activity. The structures of the new antibiotics were derived from mass, 1D and 2D NMR spectra and confirmed by comparison of the NMR data with those of known derivatives. The absolute configuration of the trioxacarcins is deduced from the X-ray analysis of gutingimycin (2g) and from the known stereochemistry of the L-trioxacarcinoses A and B.</description><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - isolation & purification</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antimalarials - chemistry</subject><subject>Antimalarials - isolation & purification</subject><subject>Antimalarials - pharmacology</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - isolation & purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Fermentation</subject><subject>Humans</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Marine Biology</subject><subject>Microbial Sensitivity Tests</subject><subject>Stereoisomerism</subject><subject>Streptomyces - chemistry</subject><issn>0021-8820</issn><issn>1881-1469</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpNkc9u1DAQhy0EotvCC3BAPnHL4r-xc1xVQJFacaCcLduZNK6SeLG9lH0Fnhpvd9X24pFH33wjzQ-hD5SsFW3FZ7uU4EIswee1VGul6Cu0olrThoq2e41WhDDaaM3IGTrP-Z4QrrjSb9EZlUpISukK_dtUSePt4iFhu_T48HfWF0jBTvg2hfjXept8WDJ-CGXEV-FufKSa2U62UnjjS_gTyh4PKc7Y4pvaXQD_LAm2Jc57DwUe3WWEkPDG5TjtygGABNGPMIdc0v4dejPYKcP7U71Av75-ub28aq5_fPt-ubluvCSyNJzynlAYnJCsHyQTQnFNBgZcCS15L1zXe6_V4EBLwhiQ1nfdAMqD08oxfoE-Hb3bFH_vIBdT93uYJrtA3GXTKtZSQdsKsiPoU8w5wWC2Kcw27Q0l5pCAeZGAkcrUBOrQx5N952bon0dOJ6_AzRG4z8XewRNgU9VM8NJJu1YfvJSd3rrgifOjTQYW_h9PaaP7</recordid><startdate>20041201</startdate><enddate>20041201</enddate><creator>MASKEY, RAJENDRA P.</creator><creator>HELMKE, ELISABETH</creator><creator>KAYSER, OLIVER</creator><creator>FIEBIG, HEINZ H.</creator><creator>MAIER, ARMIN</creator><creator>BUSCHE, ANDREAS</creator><creator>LAATSCH, HARTMUT</creator><general>JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</general><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>20041201</creationdate><title>Anti-cancer and Antibacterial Trioxacarcins with High Anti-malaria Activity from a Marine Streptomycete and their Absolute Stereochemistry</title><author>MASKEY, RAJENDRA P. ; HELMKE, ELISABETH ; KAYSER, OLIVER ; FIEBIG, HEINZ H. ; MAIER, ARMIN ; BUSCHE, ANDREAS ; LAATSCH, HARTMUT</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c505t-313d01efb452df52447380f2e374853d4b9dcc87fbe85022e06c99fe7ceb87b23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - isolation & purification</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antimalarials - chemistry</topic><topic>Antimalarials - isolation & purification</topic><topic>Antimalarials - pharmacology</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - isolation & purification</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Fermentation</topic><topic>Humans</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Marine Biology</topic><topic>Microbial Sensitivity Tests</topic><topic>Stereoisomerism</topic><topic>Streptomyces - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>MASKEY, RAJENDRA P.</creatorcontrib><creatorcontrib>HELMKE, ELISABETH</creatorcontrib><creatorcontrib>KAYSER, OLIVER</creatorcontrib><creatorcontrib>FIEBIG, HEINZ H.</creatorcontrib><creatorcontrib>MAIER, ARMIN</creatorcontrib><creatorcontrib>BUSCHE, ANDREAS</creatorcontrib><creatorcontrib>LAATSCH, HARTMUT</creatorcontrib><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>MASKEY, RAJENDRA P.</au><au>HELMKE, ELISABETH</au><au>KAYSER, OLIVER</au><au>FIEBIG, HEINZ H.</au><au>MAIER, ARMIN</au><au>BUSCHE, ANDREAS</au><au>LAATSCH, HARTMUT</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anti-cancer and Antibacterial Trioxacarcins with High Anti-malaria Activity from a Marine Streptomycete and their Absolute Stereochemistry</atitle><jtitle>Journal of antibiotics</jtitle><addtitle>J. Antibiot.</addtitle><date>2004-12-01</date><risdate>2004</risdate><volume>57</volume><issue>12</issue><spage>771</spage><epage>779</epage><pages>771-779</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><abstract>The ethyl acetate extract from the Streptomyces sp. isolate B8652 delivered the trioxacarcins A-C (2a-2c) and additionally three new derivatives designated as trioxacarcins D-F (2d-2f). All trioxacarcins showed high anti-bacterial and some of them high anti-tumor and anti-malaria activity. The structures of the new antibiotics were derived from mass, 1D and 2D NMR spectra and confirmed by comparison of the NMR data with those of known derivatives. 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| ispartof | The Journal of Antibiotics, 2004/12/25, Vol.57(12), pp.771-779 |
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| language | eng |
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| subjects | Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - isolation & purification Anti-Bacterial Agents - pharmacology Antimalarials - chemistry Antimalarials - isolation & purification Antimalarials - pharmacology Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Drug Screening Assays, Antitumor Fermentation Humans Magnetic Resonance Spectroscopy Marine Biology Microbial Sensitivity Tests Stereoisomerism Streptomyces - chemistry |
| title | Anti-cancer and Antibacterial Trioxacarcins with High Anti-malaria Activity from a Marine Streptomycete and their Absolute Stereochemistry |
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