Highly oxidized cuparene-type sesquiterpenes from a mycelial culture of Flammulina velutipes
Cuparene-type sesquiterpenes were isolated from a culture broth of Flammulina velutipes (Curt.:Fr.) Sing. Using spectroscopic methods (HR-MS, 1H and 13C NMR, and 2D NMR, spectroscopy), their structures were determined to be 2,3,4,5-tetrahydro-2,7-dihydroxy-5,8,10,10-tetramethyl-2,5-methano-1-benzoxe...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2000-08, Vol.54 (8), p.777-782 |
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| container_title | Phytochemistry (Oxford) |
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| creator | Ishikawa, Noemia Kazue Yamaji, Keiko Tahara, Satoshi Fukushi, Yukiharu Takahashi, Kunihide |
| description | Cuparene-type sesquiterpenes were isolated from a culture broth of
Flammulina velutipes (Curt.:Fr.) Sing. Using spectroscopic methods (HR-MS,
1H and
13C NMR, and 2D NMR, spectroscopy), their structures were determined to be 2,3,4,5-tetrahydro-2,7-dihydroxy-5,8,10,10-tetramethyl-2,5-methano-1-benzoxepin and 5-methyl-2-(3-oxo-1,2,2-trimethylcyclopentyl)benzoquinone. Both showed antimicrobial activity against
Cladosporium herbarum and
Bacillus subtilis. |
| doi_str_mv | 10.1016/S0031-9422(00)00189-8 |
| format | Article |
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Flammulina velutipes (Curt.:Fr.) Sing. Using spectroscopic methods (HR-MS,
1H and
13C NMR, and 2D NMR, spectroscopy), their structures were determined to be 2,3,4,5-tetrahydro-2,7-dihydroxy-5,8,10,10-tetramethyl-2,5-methano-1-benzoxepin and 5-methyl-2-(3-oxo-1,2,2-trimethylcyclopentyl)benzoquinone. Both showed antimicrobial activity against
Cladosporium herbarum and
Bacillus subtilis.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/S0031-9422(00)00189-8</identifier><identifier>PMID: 11014265</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Anti-Infective Agents - chemistry ; Anti-Infective Agents - isolation & purification ; Anti-Infective Agents - pharmacology ; Antimicrobial activity ; Basidiomycota ; Basidiomycota - chemistry ; Basidiomycota - cytology ; Benzoquinones - chemistry ; Benzoquinones - isolation & purification ; Benzoquinones - pharmacology ; Benzoxepins - chemistry ; Benzoxepins - isolation & purification ; Benzoxepins - pharmacology ; Biological and medical sciences ; Chemical constitution ; Cuparene-type ; Enokipodin A ; Enokipodin B ; Enokitake ; Flammulina velutipes ; Fundamental and applied biological sciences. Psychology ; General pharmacology ; Medical sciences ; Microbial Sensitivity Tests ; Oxidation-Reduction ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant physiology and development ; Sesquiterpenes - chemistry ; Sesquiterpenes - isolation & purification ; Sesquiterpenes - pharmacology ; Sesquiterpenoid ; Spectrum Analysis ; Tricolomataceae</subject><ispartof>Phytochemistry (Oxford), 2000-08, Vol.54 (8), p.777-782</ispartof><rights>2000 Elsevier Science Ltd</rights><rights>2000 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c442t-51b8ea849b3d32fd84ef45a5cd7c7b03e425c31aacf09a966bb09548838e7a0e3</citedby><cites>FETCH-LOGICAL-c442t-51b8ea849b3d32fd84ef45a5cd7c7b03e425c31aacf09a966bb09548838e7a0e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942200001898$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1505554$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11014265$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ishikawa, Noemia Kazue</creatorcontrib><creatorcontrib>Yamaji, Keiko</creatorcontrib><creatorcontrib>Tahara, Satoshi</creatorcontrib><creatorcontrib>Fukushi, Yukiharu</creatorcontrib><creatorcontrib>Takahashi, Kunihide</creatorcontrib><title>Highly oxidized cuparene-type sesquiterpenes from a mycelial culture of Flammulina velutipes</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Cuparene-type sesquiterpenes were isolated from a culture broth of
Flammulina velutipes (Curt.:Fr.) Sing. Using spectroscopic methods (HR-MS,
1H and
13C NMR, and 2D NMR, spectroscopy), their structures were determined to be 2,3,4,5-tetrahydro-2,7-dihydroxy-5,8,10,10-tetramethyl-2,5-methano-1-benzoxepin and 5-methyl-2-(3-oxo-1,2,2-trimethylcyclopentyl)benzoquinone. Both showed antimicrobial activity against
Cladosporium herbarum and
Bacillus subtilis.</description><subject>Anti-Infective Agents - chemistry</subject><subject>Anti-Infective Agents - isolation & purification</subject><subject>Anti-Infective Agents - pharmacology</subject><subject>Antimicrobial activity</subject><subject>Basidiomycota</subject><subject>Basidiomycota - chemistry</subject><subject>Basidiomycota - cytology</subject><subject>Benzoquinones - chemistry</subject><subject>Benzoquinones - isolation & purification</subject><subject>Benzoquinones - pharmacology</subject><subject>Benzoxepins - chemistry</subject><subject>Benzoxepins - isolation & purification</subject><subject>Benzoxepins - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Chemical constitution</subject><subject>Cuparene-type</subject><subject>Enokipodin A</subject><subject>Enokipodin B</subject><subject>Enokitake</subject><subject>Flammulina velutipes</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General pharmacology</subject><subject>Medical sciences</subject><subject>Microbial Sensitivity Tests</subject><subject>Oxidation-Reduction</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant physiology and development</subject><subject>Sesquiterpenes - chemistry</subject><subject>Sesquiterpenes - isolation & purification</subject><subject>Sesquiterpenes - pharmacology</subject><subject>Sesquiterpenoid</subject><subject>Spectrum Analysis</subject><subject>Tricolomataceae</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkF1rFTEQhkNR2mPtT2jJhYherE42yW72qkixVih4ob0rhNnsrKZkP5rsFo-_3rTnYC-9Ghie953hYexUwAcBovr4HUCKolFl-Q7gPYAwTWEO2EaYWhayBnjBNv-QI_YqpTsA0LqqDtmRyBWqrPSG3V75n7_Clk-_fef_UMfdOmOkkYplOxNPlO5Xv1Cc8yrxPk4DRz5sHQWPIcNhWSPxqeeXAYdhDX5E_kBhXfxM6TV72WNIdLKfx-zm8vOPi6vi-tuXrxefrgunVLkUWrSG0KimlZ0s-84o6pVG7bra1S1IUqV2UiC6HhpsqqptodHKGGmoRiB5zN7ueuc43a-UFjv4lF8MONK0JluXZWO0ggzqHejilFKk3s7RDxi3VoB91GqftNpHZxbAPmm1JufO9gfWdqDuObX3mIE3ewCTw9BHHJ1Pz5zO5rXK2PkOo2zjwVO0yXkaHXU-kltsN_n_fPIXf8eVew</recordid><startdate>20000801</startdate><enddate>20000801</enddate><creator>Ishikawa, Noemia Kazue</creator><creator>Yamaji, Keiko</creator><creator>Tahara, Satoshi</creator><creator>Fukushi, Yukiharu</creator><creator>Takahashi, Kunihide</creator><general>Elsevier Ltd</general><general>Elsevier</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>7X8</scope></search><sort><creationdate>20000801</creationdate><title>Highly oxidized cuparene-type sesquiterpenes from a mycelial culture of Flammulina velutipes</title><author>Ishikawa, Noemia Kazue ; Yamaji, Keiko ; Tahara, Satoshi ; Fukushi, Yukiharu ; Takahashi, Kunihide</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c442t-51b8ea849b3d32fd84ef45a5cd7c7b03e425c31aacf09a966bb09548838e7a0e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>Anti-Infective Agents - chemistry</topic><topic>Anti-Infective Agents - isolation & purification</topic><topic>Anti-Infective Agents - pharmacology</topic><topic>Antimicrobial activity</topic><topic>Basidiomycota</topic><topic>Basidiomycota - chemistry</topic><topic>Basidiomycota - cytology</topic><topic>Benzoquinones - chemistry</topic><topic>Benzoquinones - isolation & purification</topic><topic>Benzoquinones - pharmacology</topic><topic>Benzoxepins - chemistry</topic><topic>Benzoxepins - isolation & purification</topic><topic>Benzoxepins - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Chemical constitution</topic><topic>Cuparene-type</topic><topic>Enokipodin A</topic><topic>Enokipodin B</topic><topic>Enokitake</topic><topic>Flammulina velutipes</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General pharmacology</topic><topic>Medical sciences</topic><topic>Microbial Sensitivity Tests</topic><topic>Oxidation-Reduction</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant physiology and development</topic><topic>Sesquiterpenes - chemistry</topic><topic>Sesquiterpenes - isolation & purification</topic><topic>Sesquiterpenes - pharmacology</topic><topic>Sesquiterpenoid</topic><topic>Spectrum Analysis</topic><topic>Tricolomataceae</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ishikawa, Noemia Kazue</creatorcontrib><creatorcontrib>Yamaji, Keiko</creatorcontrib><creatorcontrib>Tahara, Satoshi</creatorcontrib><creatorcontrib>Fukushi, Yukiharu</creatorcontrib><creatorcontrib>Takahashi, Kunihide</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>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ishikawa, Noemia Kazue</au><au>Yamaji, Keiko</au><au>Tahara, Satoshi</au><au>Fukushi, Yukiharu</au><au>Takahashi, Kunihide</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Highly oxidized cuparene-type sesquiterpenes from a mycelial culture of Flammulina velutipes</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2000-08-01</date><risdate>2000</risdate><volume>54</volume><issue>8</issue><spage>777</spage><epage>782</epage><pages>777-782</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Cuparene-type sesquiterpenes were isolated from a culture broth of
Flammulina velutipes (Curt.:Fr.) Sing. Using spectroscopic methods (HR-MS,
1H and
13C NMR, and 2D NMR, spectroscopy), their structures were determined to be 2,3,4,5-tetrahydro-2,7-dihydroxy-5,8,10,10-tetramethyl-2,5-methano-1-benzoxepin and 5-methyl-2-(3-oxo-1,2,2-trimethylcyclopentyl)benzoquinone. Both showed antimicrobial activity against
Cladosporium herbarum and
Bacillus subtilis.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>11014265</pmid><doi>10.1016/S0031-9422(00)00189-8</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
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| subjects | Anti-Infective Agents - chemistry Anti-Infective Agents - isolation & purification Anti-Infective Agents - pharmacology Antimicrobial activity Basidiomycota Basidiomycota - chemistry Basidiomycota - cytology Benzoquinones - chemistry Benzoquinones - isolation & purification Benzoquinones - pharmacology Benzoxepins - chemistry Benzoxepins - isolation & purification Benzoxepins - pharmacology Biological and medical sciences Chemical constitution Cuparene-type Enokipodin A Enokipodin B Enokitake Flammulina velutipes Fundamental and applied biological sciences. Psychology General pharmacology Medical sciences Microbial Sensitivity Tests Oxidation-Reduction Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant physiology and development Sesquiterpenes - chemistry Sesquiterpenes - isolation & purification Sesquiterpenes - pharmacology Sesquiterpenoid Spectrum Analysis Tricolomataceae |
| title | Highly oxidized cuparene-type sesquiterpenes from a mycelial culture of Flammulina velutipes |
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