Blasticidin A as an Inhibitor of Aflatoxin Production by Aspergillus parasiticus
Blasticidin A, an antibiotic, showed strong inhibitory activity toward aflatoxin production by Aspergillus parasiticus. Its structure was characterized by NMR and chemical degradation experiments as 1, which is a tetramic acid derivative with a highly oxygenated long alkyl chain similar to aflastati...
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Veröffentlicht in: | Journal of antibiotics 2000/11/25, Vol.53(11), pp.1265-1271 |
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container_title | Journal of antibiotics |
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creator | SAKUDA, SHOHEI ONO, MAKOTO IKEDA, HIROYUKI NAKAMURA, TAKEFUMI INAGAKI, YASUHITO KAWACHI, RYU NAKAYAMA, JIRO SUZUKI, AKINORI ISOGAI, AKIRA NAGASAWA, HIROMICHI |
description | Blasticidin A, an antibiotic, showed strong inhibitory activity toward aflatoxin production by Aspergillus parasiticus. Its structure was characterized by NMR and chemical degradation experiments as 1, which is a tetramic acid derivative with a highly oxygenated long alkyl chain similar to aflastatin A (2). Absolute configurations of the eight chiral centers at C-4, 6, 31, 32, 33, 34, 35 and 37 of 1 were chemically determined. Blasticidin A almost completely inhibited aflatoxin production at 0.5 μM. |
doi_str_mv | 10.7164/antibiotics.53.1265 |
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Its structure was characterized by NMR and chemical degradation experiments as 1, which is a tetramic acid derivative with a highly oxygenated long alkyl chain similar to aflastatin A (2). Absolute configurations of the eight chiral centers at C-4, 6, 31, 32, 33, 34, 35 and 37 of 1 were chemically determined. Blasticidin A almost completely inhibited aflatoxin production at 0.5 μM.</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.7164/antibiotics.53.1265</identifier><identifier>PMID: 11213287</identifier><identifier>CODEN: JANTAJ</identifier><language>eng</language><publisher>Tokyo: JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</publisher><subject>Aflastatin A ; Aflatoxins - antagonists & inhibitors ; Aflatoxins - biosynthesis ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents ; Applied microbiology ; Aspergillus - drug effects ; Aspergillus - metabolism ; Aspergillus parasiticus ; Biological and medical sciences ; Blasticidin A ; Chemotherapic agents ; Fundamental and applied biological sciences. Psychology ; Microbiology ; Molecular Structure ; Pyrrolidinones - chemistry ; Pyrrolidinones - pharmacology ; Spectrum Analysis</subject><ispartof>The Journal of Antibiotics, 2000/11/25, Vol.53(11), pp.1265-1271</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-c672t-33e1cb653d27ed1eee26f5e3172e7846c998fbd5fd67cbaff4e78d2fd20ffbfc3</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=848455$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11213287$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>SAKUDA, SHOHEI</creatorcontrib><creatorcontrib>ONO, MAKOTO</creatorcontrib><creatorcontrib>IKEDA, HIROYUKI</creatorcontrib><creatorcontrib>NAKAMURA, TAKEFUMI</creatorcontrib><creatorcontrib>INAGAKI, YASUHITO</creatorcontrib><creatorcontrib>KAWACHI, RYU</creatorcontrib><creatorcontrib>NAKAYAMA, JIRO</creatorcontrib><creatorcontrib>SUZUKI, AKINORI</creatorcontrib><creatorcontrib>ISOGAI, AKIRA</creatorcontrib><creatorcontrib>NAGASAWA, HIROMICHI</creatorcontrib><title>Blasticidin A as an Inhibitor of Aflatoxin Production by Aspergillus parasiticus</title><title>Journal of antibiotics</title><addtitle>J. Antibiot.</addtitle><description>Blasticidin A, an antibiotic, showed strong inhibitory activity toward aflatoxin production by Aspergillus parasiticus. Its structure was characterized by NMR and chemical degradation experiments as 1, which is a tetramic acid derivative with a highly oxygenated long alkyl chain similar to aflastatin A (2). Absolute configurations of the eight chiral centers at C-4, 6, 31, 32, 33, 34, 35 and 37 of 1 were chemically determined. Blasticidin A almost completely inhibited aflatoxin production at 0.5 μM.</description><subject>Aflastatin A</subject><subject>Aflatoxins - antagonists & inhibitors</subject><subject>Aflatoxins - biosynthesis</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</subject><subject>Applied microbiology</subject><subject>Aspergillus - drug effects</subject><subject>Aspergillus - metabolism</subject><subject>Aspergillus parasiticus</subject><subject>Biological and medical sciences</subject><subject>Blasticidin A</subject><subject>Chemotherapic agents</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Microbiology</subject><subject>Molecular Structure</subject><subject>Pyrrolidinones - chemistry</subject><subject>Pyrrolidinones - pharmacology</subject><subject>Spectrum Analysis</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>eNpNkF1rHCEUhqU0NNu0v6BQhELvZuvRGXUvt6EfgdDkIrkWx9HE4I5bzww0_75ud9jmRsHznOeVl5APwNYKZPvFjlPsY56iw3Un1sBl94qsQGtooJWb12TFGIdGa87OyVvEJ8aEEkq_IecAHATXakVuvyaLVRGHONIttUjtSK_Gx2qecqE50G1Idsp_6vi25GF2U8wj7Z_pFve-PMSUZqR7WyzGqpnxHTkLNqF_v9wX5P77t7vLn831zY-ry-1146TiUyOEB9fLTgxc-QG891yGzgtQ3CvdSrfZ6NAPXRikcr0Noa3PAw8DZyH0wYkL8vno3Zf8e_Y4mV1E51Oyo88zGlBadMB4BcURdCUjFh_MvsSdLc8GmDkUaV4UaTphDkXWrY-Lfu53fvi_szRXgU8LYNHZFIodXcQTp1vddgfNryP1hJN98KexLTUt-ZfRsJH6Xzws5-EfJ9A92mL8KP4CeFycZA</recordid><startdate>2000</startdate><enddate>2000</enddate><creator>SAKUDA, SHOHEI</creator><creator>ONO, MAKOTO</creator><creator>IKEDA, HIROYUKI</creator><creator>NAKAMURA, TAKEFUMI</creator><creator>INAGAKI, YASUHITO</creator><creator>KAWACHI, RYU</creator><creator>NAKAYAMA, JIRO</creator><creator>SUZUKI, AKINORI</creator><creator>ISOGAI, AKIRA</creator><creator>NAGASAWA, HIROMICHI</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>7T7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>2000</creationdate><title>Blasticidin A as an Inhibitor of Aflatoxin Production by Aspergillus parasiticus</title><author>SAKUDA, SHOHEI ; ONO, MAKOTO ; IKEDA, HIROYUKI ; NAKAMURA, TAKEFUMI ; INAGAKI, YASUHITO ; KAWACHI, RYU ; NAKAYAMA, JIRO ; SUZUKI, AKINORI ; ISOGAI, AKIRA ; NAGASAWA, HIROMICHI</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c672t-33e1cb653d27ed1eee26f5e3172e7846c998fbd5fd67cbaff4e78d2fd20ffbfc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>Aflastatin A</topic><topic>Aflatoxins - antagonists & inhibitors</topic><topic>Aflatoxins - biosynthesis</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</topic><topic>Applied microbiology</topic><topic>Aspergillus - drug effects</topic><topic>Aspergillus - metabolism</topic><topic>Aspergillus parasiticus</topic><topic>Biological and medical sciences</topic><topic>Blasticidin A</topic><topic>Chemotherapic agents</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Microbiology</topic><topic>Molecular Structure</topic><topic>Pyrrolidinones - chemistry</topic><topic>Pyrrolidinones - pharmacology</topic><topic>Spectrum Analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>SAKUDA, SHOHEI</creatorcontrib><creatorcontrib>ONO, MAKOTO</creatorcontrib><creatorcontrib>IKEDA, HIROYUKI</creatorcontrib><creatorcontrib>NAKAMURA, TAKEFUMI</creatorcontrib><creatorcontrib>INAGAKI, YASUHITO</creatorcontrib><creatorcontrib>KAWACHI, RYU</creatorcontrib><creatorcontrib>NAKAYAMA, JIRO</creatorcontrib><creatorcontrib>SUZUKI, AKINORI</creatorcontrib><creatorcontrib>ISOGAI, AKIRA</creatorcontrib><creatorcontrib>NAGASAWA, HIROMICHI</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>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Journal of antibiotics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>SAKUDA, SHOHEI</au><au>ONO, MAKOTO</au><au>IKEDA, HIROYUKI</au><au>NAKAMURA, TAKEFUMI</au><au>INAGAKI, YASUHITO</au><au>KAWACHI, RYU</au><au>NAKAYAMA, JIRO</au><au>SUZUKI, AKINORI</au><au>ISOGAI, AKIRA</au><au>NAGASAWA, HIROMICHI</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Blasticidin A as an Inhibitor of Aflatoxin Production by Aspergillus parasiticus</atitle><jtitle>Journal of antibiotics</jtitle><addtitle>J. Antibiot.</addtitle><date>2000</date><risdate>2000</risdate><volume>53</volume><issue>11</issue><spage>1265</spage><epage>1271</epage><pages>1265-1271</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><coden>JANTAJ</coden><abstract>Blasticidin A, an antibiotic, showed strong inhibitory activity toward aflatoxin production by Aspergillus parasiticus. Its structure was characterized by NMR and chemical degradation experiments as 1, which is a tetramic acid derivative with a highly oxygenated long alkyl chain similar to aflastatin A (2). Absolute configurations of the eight chiral centers at C-4, 6, 31, 32, 33, 34, 35 and 37 of 1 were chemically determined. Blasticidin A almost completely inhibited aflatoxin production at 0.5 μM.</abstract><cop>Tokyo</cop><pub>JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</pub><pmid>11213287</pmid><doi>10.7164/antibiotics.53.1265</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Aflastatin A Aflatoxins - antagonists & inhibitors Aflatoxins - biosynthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents Applied microbiology Aspergillus - drug effects Aspergillus - metabolism Aspergillus parasiticus Biological and medical sciences Blasticidin A Chemotherapic agents Fundamental and applied biological sciences. Psychology Microbiology Molecular Structure Pyrrolidinones - chemistry Pyrrolidinones - pharmacology Spectrum Analysis |
title | Blasticidin A as an Inhibitor of Aflatoxin Production by Aspergillus parasiticus |
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