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New Dihydroquinolinone Toxic to Artemia salina Produced by Penicillium sp. NTC-47
Penicillium sp. NTC-47, which had been isolated from a soil sample, produced novel dihydroquinolinones when cultured with okara (the insoluble residue of whole soybean). These metabolites, 1 and 2, were crystalline products with molecular formulas of C 17 H 17 NO 5 and C 17 H 17 NO 4 , respectively....
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| Published in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 1997, Vol.61 (5), p.914-916 |
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| Main Authors: | , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c520t-8754fd2eec727181b8f91bd783aef105ffc37cf110e68533cb19a066fcf48ce23 |
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| cites | cdi_FETCH-LOGICAL-c520t-8754fd2eec727181b8f91bd783aef105ffc37cf110e68533cb19a066fcf48ce23 |
| container_end_page | 916 |
| container_issue | 5 |
| container_start_page | 914 |
| container_title | Bioscience, biotechnology, and biochemistry |
| container_volume | 61 |
| creator | Hayashi, Hideo Nakatani, Tadashi Inoue, Yoshiki Nakayama, Mitsuru Nozaki, Hiroshi |
| description | Penicillium sp. NTC-47, which had been isolated from a soil sample, produced novel dihydroquinolinones when cultured with okara (the insoluble residue of whole soybean). These metabolites, 1 and 2, were crystalline products with molecular formulas of C
17
H
17
NO
5
and C
17
H
17
NO
4
, respectively. The structure of 1 was established to be 3-methoxy-4,5-dihydroxy-4-(4′-methoxyphenyl)-quinolinone by spectroscopic evidence and by an X-ray crystal-lographic analysis. Spectral data indicated the structure of 2 to be 5-deoxy-l. Compound 1 demonstrated toxicity against brine shrimp with an LC
50
value of 20μg/ml, but 2 exhibited no activity at a dose of 100 μg/ml. |
| doi_str_mv | 10.1271/bbb.61.914 |
| format | article |
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17
H
17
NO
5
and C
17
H
17
NO
4
, respectively. The structure of 1 was established to be 3-methoxy-4,5-dihydroxy-4-(4′-methoxyphenyl)-quinolinone by spectroscopic evidence and by an X-ray crystal-lographic analysis. Spectral data indicated the structure of 2 to be 5-deoxy-l. Compound 1 demonstrated toxicity against brine shrimp with an LC
50
value of 20μg/ml, but 2 exhibited no activity at a dose of 100 μg/ml.</description><identifier>ISSN: 0916-8451</identifier><identifier>EISSN: 1347-6947</identifier><identifier>DOI: 10.1271/bbb.61.914</identifier><identifier>PMID: 28862555</identifier><language>eng</language><publisher>Tokyo: Taylor & Francis</publisher><subject>Applied microbiology ; Biological and medical sciences ; brine shrimp ; dihydroquinolinone ; Fundamental and applied biological sciences. Psychology ; Microbiology ; Miscellaneous ; Penicillium ; Penicillium sp ; toxicity</subject><ispartof>Bioscience, biotechnology, and biochemistry, 1997, Vol.61 (5), p.914-916</ispartof><rights>Copyright 1997 Taylor and Francis Group LLC 1997</rights><rights>1997 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 1997</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c520t-8754fd2eec727181b8f91bd783aef105ffc37cf110e68533cb19a066fcf48ce23</citedby><cites>FETCH-LOGICAL-c520t-8754fd2eec727181b8f91bd783aef105ffc37cf110e68533cb19a066fcf48ce23</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=2770286$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28862555$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hayashi, Hideo</creatorcontrib><creatorcontrib>Nakatani, Tadashi</creatorcontrib><creatorcontrib>Inoue, Yoshiki</creatorcontrib><creatorcontrib>Nakayama, Mitsuru</creatorcontrib><creatorcontrib>Nozaki, Hiroshi</creatorcontrib><title>New Dihydroquinolinone Toxic to Artemia salina Produced by Penicillium sp. NTC-47</title><title>Bioscience, biotechnology, and biochemistry</title><addtitle>Biosci Biotechnol Biochem</addtitle><description>Penicillium sp. NTC-47, which had been isolated from a soil sample, produced novel dihydroquinolinones when cultured with okara (the insoluble residue of whole soybean). These metabolites, 1 and 2, were crystalline products with molecular formulas of C
17
H
17
NO
5
and C
17
H
17
NO
4
, respectively. The structure of 1 was established to be 3-methoxy-4,5-dihydroxy-4-(4′-methoxyphenyl)-quinolinone by spectroscopic evidence and by an X-ray crystal-lographic analysis. Spectral data indicated the structure of 2 to be 5-deoxy-l. Compound 1 demonstrated toxicity against brine shrimp with an LC
50
value of 20μg/ml, but 2 exhibited no activity at a dose of 100 μg/ml.</description><subject>Applied microbiology</subject><subject>Biological and medical sciences</subject><subject>brine shrimp</subject><subject>dihydroquinolinone</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Microbiology</subject><subject>Miscellaneous</subject><subject>Penicillium</subject><subject>Penicillium sp</subject><subject>toxicity</subject><issn>0916-8451</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><recordid>eNp90V1rFDEUBuAgit1Wb_wBElBEhFlzJp9zWdb6AaVWWK9DJpNgSmayJjPU_fem7lZBxIsQSJ6cnMOL0DMga2glvO37fi1g3QF7gFZAmWxEx-RDtCIdiEYxDifotJQbQuoBh8fopFVKtJzzFfpy5W7xu_BtP-T0fQlTinVNDm_Tj2DxnPB5nt0YDC6m3hh8ndOwWDfgfo-v3RRsiDEsIy67Nb7abhomn6BH3sTinh73M_T1_cV287G5_Pzh0-b8srG8JXOjJGd-aJ2zss6goFe-g36QihrngXDvLZXWAxAnFKfU9tAZIoS3ninrWnqGXh_q7u46d2XWYyjWxWgml5aioaMCeCcpVPrq_1QQxcgv-OIveJOWPNUxNDBZewOquqreHJTNqZTsvN7lMJq810D0XSK6JqIF6JpIxc-PJZd-dMNveh9BBS-PwBRros9msqH8cVKSVonK-IGFyac8mtuU46Bns48p37-h__j_J-cno3c</recordid><startdate>1997</startdate><enddate>1997</enddate><creator>Hayashi, Hideo</creator><creator>Nakatani, Tadashi</creator><creator>Inoue, Yoshiki</creator><creator>Nakayama, Mitsuru</creator><creator>Nozaki, Hiroshi</creator><general>Taylor & Francis</general><general>Japan Society for Bioscience Biotechnology and Agrochemistry</general><general>Oxford University Press</general><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U7</scope><scope>C1K</scope><scope>M7N</scope><scope>7X8</scope></search><sort><creationdate>1997</creationdate><title>New Dihydroquinolinone Toxic to Artemia salina Produced by Penicillium sp. NTC-47</title><author>Hayashi, Hideo ; Nakatani, Tadashi ; Inoue, Yoshiki ; Nakayama, Mitsuru ; Nozaki, Hiroshi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c520t-8754fd2eec727181b8f91bd783aef105ffc37cf110e68533cb19a066fcf48ce23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>Applied microbiology</topic><topic>Biological and medical sciences</topic><topic>brine shrimp</topic><topic>dihydroquinolinone</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Microbiology</topic><topic>Miscellaneous</topic><topic>Penicillium</topic><topic>Penicillium sp</topic><topic>toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hayashi, Hideo</creatorcontrib><creatorcontrib>Nakatani, Tadashi</creatorcontrib><creatorcontrib>Inoue, Yoshiki</creatorcontrib><creatorcontrib>Nakayama, Mitsuru</creatorcontrib><creatorcontrib>Nozaki, Hiroshi</creatorcontrib><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Toxicology Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>MEDLINE - Academic</collection><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hayashi, Hideo</au><au>Nakatani, Tadashi</au><au>Inoue, Yoshiki</au><au>Nakayama, Mitsuru</au><au>Nozaki, Hiroshi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New Dihydroquinolinone Toxic to Artemia salina Produced by Penicillium sp. NTC-47</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><addtitle>Biosci Biotechnol Biochem</addtitle><date>1997</date><risdate>1997</risdate><volume>61</volume><issue>5</issue><spage>914</spage><epage>916</epage><pages>914-916</pages><issn>0916-8451</issn><eissn>1347-6947</eissn><abstract>Penicillium sp. NTC-47, which had been isolated from a soil sample, produced novel dihydroquinolinones when cultured with okara (the insoluble residue of whole soybean). These metabolites, 1 and 2, were crystalline products with molecular formulas of C
17
H
17
NO
5
and C
17
H
17
NO
4
, respectively. The structure of 1 was established to be 3-methoxy-4,5-dihydroxy-4-(4′-methoxyphenyl)-quinolinone by spectroscopic evidence and by an X-ray crystal-lographic analysis. Spectral data indicated the structure of 2 to be 5-deoxy-l. Compound 1 demonstrated toxicity against brine shrimp with an LC
50
value of 20μg/ml, but 2 exhibited no activity at a dose of 100 μg/ml.</abstract><cop>Tokyo</cop><pub>Taylor & Francis</pub><pmid>28862555</pmid><doi>10.1271/bbb.61.914</doi><tpages>3</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0916-8451 |
| ispartof | Bioscience, biotechnology, and biochemistry, 1997, Vol.61 (5), p.914-916 |
| issn | 0916-8451 1347-6947 |
| language | eng |
| recordid | cdi_proquest_journals_1477831389 |
| source | Free E-Journal (出版社公開部分のみ）; Oxford Journals Online |
| subjects | Applied microbiology Biological and medical sciences brine shrimp dihydroquinolinone Fundamental and applied biological sciences. Psychology Microbiology Miscellaneous Penicillium Penicillium sp toxicity |
| title | New Dihydroquinolinone Toxic to Artemia salina Produced by Penicillium sp. NTC-47 |
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