Isolation of (-)-14-O-malonylindolactam-V as a possible precursor of (-)-indolactam-V and (-)-14-O-acetylindolactam-V from Streptomyces blastmyceticum
(-)-Indolactam-V (1) has the fundamental structure of potent tumor-promoting teleocidins. A new teleocidin-related metabolite, (-)-14-O-malonylindolactam-V (2), was isolated from the culture broth of Streptomyces blastmyceticum NA34-17 which produced a large quantity of 1 along with a small amount o...
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| Veröffentlicht in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 1999, Vol.63 (9), p.1669-1670 |
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| container_title | Bioscience, biotechnology, and biochemistry |
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| creator | Irie, K. (Kyoto Univ. (Japan)) Tomimatsu, S Nakagawa, Y Ohigashi, H Hayashi, H |
| description | (-)-Indolactam-V (1) has the fundamental structure of potent tumor-promoting teleocidins. A new teleocidin-related metabolite, (-)-14-O-malonylindolactam-V (2), was isolated from the culture broth of Streptomyces blastmyceticum NA34-17 which produced a large quantity of 1 along with a small amount of (-)-14-O-acetylindolactam-V (3). Heat treatment of 2 in methanol readily produced 1 and 3, suggesting that S. blastmyceticum NA34-17 excreted 1 as a malonic acid conjugate to accumulate 1 and 3 in |
| doi_str_mv | 10.1271/bbb.63.1669 |
| format | Article |
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(Kyoto Univ. (Japan)) ; Tomimatsu, S ; Nakagawa, Y ; Ohigashi, H ; Hayashi, H</creator><creatorcontrib>Irie, K. (Kyoto Univ. (Japan)) ; Tomimatsu, S ; Nakagawa, Y ; Ohigashi, H ; Hayashi, H</creatorcontrib><description>(-)-Indolactam-V (1) has the fundamental structure of potent tumor-promoting teleocidins. A new teleocidin-related metabolite, (-)-14-O-malonylindolactam-V (2), was isolated from the culture broth of Streptomyces blastmyceticum NA34-17 which produced a large quantity of 1 along with a small amount of (-)-14-O-acetylindolactam-V (3). Heat treatment of 2 in methanol readily produced 1 and 3, suggesting that S. blastmyceticum NA34-17 excreted 1 as a malonic acid conjugate to accumulate 1 and 3 in</description><identifier>ISSN: 0916-8451</identifier><identifier>EISSN: 1347-6947</identifier><identifier>DOI: 10.1271/bbb.63.1669</identifier><identifier>PMID: 27389654</identifier><language>eng</language><publisher>Tokyo: Japan Society for Bioscience, Biotechnology, and Agrochemistry</publisher><subject>(-)-indolactam-V ; Acetylindolactam-V ; ANALYTICAL METHODS ; Biological and medical sciences ; Carcinogenesis, carcinogens and anticarcinogens ; Chemical agents ; COMPOSE HETEROCYCLIQUE ; COMPUESTOS HETEROCICLICOS ; HETEROCYCLIC COMPOUNDS ; malonic acid conjugate ; Malonylindolactam-V ; Medical sciences ; NEOPLASMAS ; NEOPLASME ; NEOPLASMS ; STREPTOMYCES ; Streptomyces blastmyceticum ; TECHNIQUE ANALYTIQUE ; TECNICAS ANALITICAS ; teleocidin ; tumor promoter ; Tumors</subject><ispartof>Bioscience, biotechnology, and biochemistry, 1999, Vol.63 (9), p.1669-1670</ispartof><rights>1999 by Japan Society for Bioscience, Biotechnology, and Agrochemistry 1999</rights><rights>2000 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 1999</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c477t-c55f9cb9b113335760178e734f6715ea9af9946fb7282eebb5026c80269693933</citedby><cites>FETCH-LOGICAL-c477t-c55f9cb9b113335760178e734f6715ea9af9946fb7282eebb5026c80269693933</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=1232100$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27389654$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Irie, K. (Kyoto Univ. (Japan))</creatorcontrib><creatorcontrib>Tomimatsu, S</creatorcontrib><creatorcontrib>Nakagawa, Y</creatorcontrib><creatorcontrib>Ohigashi, H</creatorcontrib><creatorcontrib>Hayashi, H</creatorcontrib><title>Isolation of (-)-14-O-malonylindolactam-V as a possible precursor of (-)-indolactam-V and (-)-14-O-acetylindolactam-V from Streptomyces blastmyceticum</title><title>Bioscience, biotechnology, and biochemistry</title><addtitle>Biosci Biotechnol Biochem</addtitle><description>(-)-Indolactam-V (1) has the fundamental structure of potent tumor-promoting teleocidins. A new teleocidin-related metabolite, (-)-14-O-malonylindolactam-V (2), was isolated from the culture broth of Streptomyces blastmyceticum NA34-17 which produced a large quantity of 1 along with a small amount of (-)-14-O-acetylindolactam-V (3). Heat treatment of 2 in methanol readily produced 1 and 3, suggesting that S. blastmyceticum NA34-17 excreted 1 as a malonic acid conjugate to accumulate 1 and 3 in</description><subject>(-)-indolactam-V</subject><subject>Acetylindolactam-V</subject><subject>ANALYTICAL METHODS</subject><subject>Biological and medical sciences</subject><subject>Carcinogenesis, carcinogens and anticarcinogens</subject><subject>Chemical agents</subject><subject>COMPOSE HETEROCYCLIQUE</subject><subject>COMPUESTOS HETEROCICLICOS</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>malonic acid conjugate</subject><subject>Malonylindolactam-V</subject><subject>Medical sciences</subject><subject>NEOPLASMAS</subject><subject>NEOPLASME</subject><subject>NEOPLASMS</subject><subject>STREPTOMYCES</subject><subject>Streptomyces blastmyceticum</subject><subject>TECHNIQUE ANALYTIQUE</subject><subject>TECNICAS ANALITICAS</subject><subject>teleocidin</subject><subject>tumor promoter</subject><subject>Tumors</subject><issn>0916-8451</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><recordid>eNp90V2LFSEYB3CJoj1tXXVdDBSxEZ58d7yMpZeNhQ16uRX1aMzijJM6xPkifd48nHNaWqK5cER_zx_1AeAxRmtMJH5trV0LusZCqDtghSmTUCgm74IVUljAnnF8Ah6Uco1QW-D4PjghkvZKcLYCvy5KiqYOaepS6M7gS4gZvIKjiWnaxmHatF1XzQi_daZ0pptTKYONvpuzd0suKR_r_rbT5ibMOF9vZYWcxu5zzX6uadw6XzobTam7aR3cMj4E94KJxT86_E_B13dvv5x_gJdX7y_O31xCx6Ss0HEelLPKYkwp5VIgLHsvKQtCYu6NMkEpJoKVpCfeW8sREa5vgxKKKkpPwdk-d87px-JL1eNQnI_RTD4tReMeUcZ4j1ijL_5PJZOM9qLBZ7fgdVry1K6hMWOKUU44burVXrncnjT7oOc8jCZvNUZ611fd-qoF1bu-Nv30kLnY0W_-2GMjG3h-AKY4E0M2kxvKTSahBCPUmNizYQopj-ZnynGjq9nGlI819N8HeLIvDCZp8z039_ETQbuPSEnpbyu3wyQ</recordid><startdate>1999</startdate><enddate>1999</enddate><creator>Irie, K. (Kyoto Univ. (Japan))</creator><creator>Tomimatsu, S</creator><creator>Nakagawa, Y</creator><creator>Ohigashi, H</creator><creator>Hayashi, H</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>FBQ</scope><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>C1K</scope><scope>7X8</scope></search><sort><creationdate>1999</creationdate><title>Isolation of (-)-14-O-malonylindolactam-V as a possible precursor of (-)-indolactam-V and (-)-14-O-acetylindolactam-V from Streptomyces blastmyceticum</title><author>Irie, K. (Kyoto Univ. (Japan)) ; Tomimatsu, S ; Nakagawa, Y ; Ohigashi, H ; Hayashi, H</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c477t-c55f9cb9b113335760178e734f6715ea9af9946fb7282eebb5026c80269693933</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><topic>(-)-indolactam-V</topic><topic>Acetylindolactam-V</topic><topic>ANALYTICAL METHODS</topic><topic>Biological and medical sciences</topic><topic>Carcinogenesis, carcinogens and anticarcinogens</topic><topic>Chemical agents</topic><topic>COMPOSE HETEROCYCLIQUE</topic><topic>COMPUESTOS HETEROCICLICOS</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>malonic acid conjugate</topic><topic>Malonylindolactam-V</topic><topic>Medical sciences</topic><topic>NEOPLASMAS</topic><topic>NEOPLASME</topic><topic>NEOPLASMS</topic><topic>STREPTOMYCES</topic><topic>Streptomyces blastmyceticum</topic><topic>TECHNIQUE ANALYTIQUE</topic><topic>TECNICAS ANALITICAS</topic><topic>teleocidin</topic><topic>tumor promoter</topic><topic>Tumors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Irie, K. (Kyoto Univ. (Japan))</creatorcontrib><creatorcontrib>Tomimatsu, S</creatorcontrib><creatorcontrib>Nakagawa, Y</creatorcontrib><creatorcontrib>Ohigashi, H</creatorcontrib><creatorcontrib>Hayashi, H</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Environmental Sciences and Pollution Management</collection><collection>MEDLINE - Academic</collection><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Irie, K. (Kyoto Univ. (Japan))</au><au>Tomimatsu, S</au><au>Nakagawa, Y</au><au>Ohigashi, H</au><au>Hayashi, H</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isolation of (-)-14-O-malonylindolactam-V as a possible precursor of (-)-indolactam-V and (-)-14-O-acetylindolactam-V from Streptomyces blastmyceticum</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><addtitle>Biosci Biotechnol Biochem</addtitle><date>1999</date><risdate>1999</risdate><volume>63</volume><issue>9</issue><spage>1669</spage><epage>1670</epage><pages>1669-1670</pages><issn>0916-8451</issn><eissn>1347-6947</eissn><abstract>(-)-Indolactam-V (1) has the fundamental structure of potent tumor-promoting teleocidins. A new teleocidin-related metabolite, (-)-14-O-malonylindolactam-V (2), was isolated from the culture broth of Streptomyces blastmyceticum NA34-17 which produced a large quantity of 1 along with a small amount of (-)-14-O-acetylindolactam-V (3). Heat treatment of 2 in methanol readily produced 1 and 3, suggesting that S. blastmyceticum NA34-17 excreted 1 as a malonic acid conjugate to accumulate 1 and 3 in</abstract><cop>Tokyo</cop><pub>Japan Society for Bioscience, Biotechnology, and Agrochemistry</pub><pmid>27389654</pmid><doi>10.1271/bbb.63.1669</doi><tpages>2</tpages></addata></record> |
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| ispartof | Bioscience, biotechnology, and biochemistry, 1999, Vol.63 (9), p.1669-1670 |
| issn | 0916-8451 1347-6947 |
| language | eng |
| recordid | cdi_pascalfrancis_primary_1232100 |
| source | Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Oxford University Press Journals All Titles (1996-Current); J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; Open Access Titles of Japan; Free Full-Text Journals in Chemistry |
| subjects | (-)-indolactam-V Acetylindolactam-V ANALYTICAL METHODS Biological and medical sciences Carcinogenesis, carcinogens and anticarcinogens Chemical agents COMPOSE HETEROCYCLIQUE COMPUESTOS HETEROCICLICOS HETEROCYCLIC COMPOUNDS malonic acid conjugate Malonylindolactam-V Medical sciences NEOPLASMAS NEOPLASME NEOPLASMS STREPTOMYCES Streptomyces blastmyceticum TECHNIQUE ANALYTIQUE TECNICAS ANALITICAS teleocidin tumor promoter Tumors |
| title | Isolation of (-)-14-O-malonylindolactam-V as a possible precursor of (-)-indolactam-V and (-)-14-O-acetylindolactam-V from Streptomyces blastmyceticum |
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