Alkaline oxidation of diastereoisomeric 4a,10a-dihydrofusarubins to norjavanicin, fusarubin, and a new antibiotic isofusarubin: nonenzymic formation of products in Fusarium solani cultures

Conversion of two diastereoisomeric 4a,10a-dihydrofusarubins, produced by Fusariumsolani, to fusarubin, norjavanicin, and a new compound, isofusarubin ((E)-6,7-dihydro-5,8-dihydroxy-2-methoxy-6-methylene-7-(2-oxopropylidene)-1,4-naphthalenedione), has been studied under a variety of culture conditio...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Canadian journal of chemistry 1982-12, Vol.60 (23), p.2943-2949
Hauptverfasser: McCulloch, Archibald W., McInnes, A. Gavin, Smith, Donald G., Kurobane, Itsuo, Vining, Leo C.
Format: Artikel
Sprache:eng ; fre
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 2949
container_issue 23
container_start_page 2943
container_title Canadian journal of chemistry
container_volume 60
creator McCulloch, Archibald W.
McInnes, A. Gavin
Smith, Donald G.
Kurobane, Itsuo
Vining, Leo C.
description Conversion of two diastereoisomeric 4a,10a-dihydrofusarubins, produced by Fusariumsolani, to fusarubin, norjavanicin, and a new compound, isofusarubin ((E)-6,7-dihydro-5,8-dihydroxy-2-methoxy-6-methylene-7-(2-oxopropylidene)-1,4-naphthalenedione), has been studied under a variety of culture conditions and in alkaline solution. Antibiotic and phototoxic activities of these compounds were determined and the structures of isofusarubin and of anhydroisofusarubin mono- and diacetates were elucidated by 1 H and 13 C nmr.
doi_str_mv 10.1139/v82-422
format Article
fullrecord <record><control><sourceid>crossref</sourceid><recordid>TN_cdi_crossref_primary_10_1139_v82_422</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1139_v82_422</sourcerecordid><originalsourceid>FETCH-LOGICAL-c138t-c70ae490380eaf66715ca315fea6b09b088747be7a0cabb1879c21aff87f5c523</originalsourceid><addsrcrecordid>eNo9kMFKAzEQhoMoWKv4Crl5aTTJ7jZZb6VYFQpe9LzMZhNM3U1Kkq3WZ_PhTFF6mhn-f74ZfoSuGb1lrKjvdpKTkvMTNGGlpKTgNTtFE0qpJCUt-Tm6iHGTR0F5NUE_i_4Deus09l-2g2S9w97gzkJMOmhvox90sAqXMGMUSGff913wZowQxta6iJPHzocN7MBZZd0MH7UZBtdhwE5_5i7Z1vqUSRl5tNznXafd937IgvFhOH6wDb4bVYrYOrw62O044Oj7fAWrsU9j0PESnRnoo776r1P0tnp4XT6R9cvj83KxJooVMhElKOiypoWkGsx8LliloGCV0TBvad1SKUUpWi2AKmhbJkWtOANjpDCVqngxRTd_XBV8jEGbZhvsAGHfMNocQm9y6E0OvfgFqDN6hw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Alkaline oxidation of diastereoisomeric 4a,10a-dihydrofusarubins to norjavanicin, fusarubin, and a new antibiotic isofusarubin: nonenzymic formation of products in Fusarium solani cultures</title><source>Full-Text Journals in Chemistry (Open access)</source><source>EZB Electronic Journals Library</source><source>Canadian Science Publishing</source><creator>McCulloch, Archibald W. ; McInnes, A. Gavin ; Smith, Donald G. ; Kurobane, Itsuo ; Vining, Leo C.</creator><creatorcontrib>McCulloch, Archibald W. ; McInnes, A. Gavin ; Smith, Donald G. ; Kurobane, Itsuo ; Vining, Leo C.</creatorcontrib><description>Conversion of two diastereoisomeric 4a,10a-dihydrofusarubins, produced by Fusariumsolani, to fusarubin, norjavanicin, and a new compound, isofusarubin ((E)-6,7-dihydro-5,8-dihydroxy-2-methoxy-6-methylene-7-(2-oxopropylidene)-1,4-naphthalenedione), has been studied under a variety of culture conditions and in alkaline solution. Antibiotic and phototoxic activities of these compounds were determined and the structures of isofusarubin and of anhydroisofusarubin mono- and diacetates were elucidated by 1 H and 13 C nmr.</description><identifier>ISSN: 0008-4042</identifier><identifier>EISSN: 1480-3291</identifier><identifier>DOI: 10.1139/v82-422</identifier><language>eng ; fre</language><ispartof>Canadian journal of chemistry, 1982-12, Vol.60 (23), p.2943-2949</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c138t-c70ae490380eaf66715ca315fea6b09b088747be7a0cabb1879c21aff87f5c523</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids></links><search><creatorcontrib>McCulloch, Archibald W.</creatorcontrib><creatorcontrib>McInnes, A. Gavin</creatorcontrib><creatorcontrib>Smith, Donald G.</creatorcontrib><creatorcontrib>Kurobane, Itsuo</creatorcontrib><creatorcontrib>Vining, Leo C.</creatorcontrib><title>Alkaline oxidation of diastereoisomeric 4a,10a-dihydrofusarubins to norjavanicin, fusarubin, and a new antibiotic isofusarubin: nonenzymic formation of products in Fusarium solani cultures</title><title>Canadian journal of chemistry</title><description>Conversion of two diastereoisomeric 4a,10a-dihydrofusarubins, produced by Fusariumsolani, to fusarubin, norjavanicin, and a new compound, isofusarubin ((E)-6,7-dihydro-5,8-dihydroxy-2-methoxy-6-methylene-7-(2-oxopropylidene)-1,4-naphthalenedione), has been studied under a variety of culture conditions and in alkaline solution. Antibiotic and phototoxic activities of these compounds were determined and the structures of isofusarubin and of anhydroisofusarubin mono- and diacetates were elucidated by 1 H and 13 C nmr.</description><issn>0008-4042</issn><issn>1480-3291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1982</creationdate><recordtype>article</recordtype><recordid>eNo9kMFKAzEQhoMoWKv4Crl5aTTJ7jZZb6VYFQpe9LzMZhNM3U1Kkq3WZ_PhTFF6mhn-f74ZfoSuGb1lrKjvdpKTkvMTNGGlpKTgNTtFE0qpJCUt-Tm6iHGTR0F5NUE_i_4Deus09l-2g2S9w97gzkJMOmhvox90sAqXMGMUSGff913wZowQxta6iJPHzocN7MBZZd0MH7UZBtdhwE5_5i7Z1vqUSRl5tNznXafd937IgvFhOH6wDb4bVYrYOrw62O044Oj7fAWrsU9j0PESnRnoo776r1P0tnp4XT6R9cvj83KxJooVMhElKOiypoWkGsx8LliloGCV0TBvad1SKUUpWi2AKmhbJkWtOANjpDCVqngxRTd_XBV8jEGbZhvsAGHfMNocQm9y6E0OvfgFqDN6hw</recordid><startdate>19821201</startdate><enddate>19821201</enddate><creator>McCulloch, Archibald W.</creator><creator>McInnes, A. Gavin</creator><creator>Smith, Donald G.</creator><creator>Kurobane, Itsuo</creator><creator>Vining, Leo C.</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19821201</creationdate><title>Alkaline oxidation of diastereoisomeric 4a,10a-dihydrofusarubins to norjavanicin, fusarubin, and a new antibiotic isofusarubin: nonenzymic formation of products in Fusarium solani cultures</title><author>McCulloch, Archibald W. ; McInnes, A. Gavin ; Smith, Donald G. ; Kurobane, Itsuo ; Vining, Leo C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c138t-c70ae490380eaf66715ca315fea6b09b088747be7a0cabb1879c21aff87f5c523</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng ; fre</language><creationdate>1982</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>McCulloch, Archibald W.</creatorcontrib><creatorcontrib>McInnes, A. Gavin</creatorcontrib><creatorcontrib>Smith, Donald G.</creatorcontrib><creatorcontrib>Kurobane, Itsuo</creatorcontrib><creatorcontrib>Vining, Leo C.</creatorcontrib><collection>CrossRef</collection><jtitle>Canadian journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>McCulloch, Archibald W.</au><au>McInnes, A. Gavin</au><au>Smith, Donald G.</au><au>Kurobane, Itsuo</au><au>Vining, Leo C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Alkaline oxidation of diastereoisomeric 4a,10a-dihydrofusarubins to norjavanicin, fusarubin, and a new antibiotic isofusarubin: nonenzymic formation of products in Fusarium solani cultures</atitle><jtitle>Canadian journal of chemistry</jtitle><date>1982-12-01</date><risdate>1982</risdate><volume>60</volume><issue>23</issue><spage>2943</spage><epage>2949</epage><pages>2943-2949</pages><issn>0008-4042</issn><eissn>1480-3291</eissn><abstract>Conversion of two diastereoisomeric 4a,10a-dihydrofusarubins, produced by Fusariumsolani, to fusarubin, norjavanicin, and a new compound, isofusarubin ((E)-6,7-dihydro-5,8-dihydroxy-2-methoxy-6-methylene-7-(2-oxopropylidene)-1,4-naphthalenedione), has been studied under a variety of culture conditions and in alkaline solution. Antibiotic and phototoxic activities of these compounds were determined and the structures of isofusarubin and of anhydroisofusarubin mono- and diacetates were elucidated by 1 H and 13 C nmr.</abstract><doi>10.1139/v82-422</doi><tpages>7</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0008-4042
ispartof Canadian journal of chemistry, 1982-12, Vol.60 (23), p.2943-2949
issn 0008-4042
1480-3291
language eng ; fre
recordid cdi_crossref_primary_10_1139_v82_422
source Full-Text Journals in Chemistry (Open access); EZB Electronic Journals Library; Canadian Science Publishing
title Alkaline oxidation of diastereoisomeric 4a,10a-dihydrofusarubins to norjavanicin, fusarubin, and a new antibiotic isofusarubin: nonenzymic formation of products in Fusarium solani cultures
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-17T16%3A31%3A26IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-crossref&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Alkaline%20oxidation%20of%20diastereoisomeric%204a,10a-dihydrofusarubins%20to%20norjavanicin,%20fusarubin,%20and%20a%20new%20antibiotic%20isofusarubin:%20nonenzymic%20formation%20of%20products%20in%20Fusarium%20solani%20cultures&rft.jtitle=Canadian%20journal%20of%20chemistry&rft.au=McCulloch,%20Archibald%20W.&rft.date=1982-12-01&rft.volume=60&rft.issue=23&rft.spage=2943&rft.epage=2949&rft.pages=2943-2949&rft.issn=0008-4042&rft.eissn=1480-3291&rft_id=info:doi/10.1139/v82-422&rft_dat=%3Ccrossref%3E10_1139_v82_422%3C/crossref%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true