Lanostane-triterpenoids from the fungus Phellinus gilvus
Triterpenoids gilvsins A–D ( 1–4), with oxygenated lanostane skeletons, were isolated from the fruiting body of Phellinus gilvus, together with two known compounds, 24-methylenelanost-8-ene-3β, 22-diol and 5α-ergosta-7,22-diene-3-one. The structures of 1– 4 were deduced from analysis of spectroscopi...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2009-03, Vol.70 (4), p.558-563 |
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| creator | Liu, Hui-Kang Tsai, Tung-Hu Chang, Tun-Tschu Chou, Cheng-Jen Lin, Lie-Chwen |
| description | Triterpenoids gilvsins A–D (
1–4), with oxygenated lanostane skeletons, were isolated from the fruiting body of
Phellinus gilvus, together with two known compounds, 24-methylenelanost-8-ene-3β, 22-diol and 5α-ergosta-7,22-diene-3-one. The structures of
1–
4 were deduced from analysis of spectroscopic data. The absolute configuration at C-22 of
1 was determined by the modified Mosher’s method and the structure of
1 was confirmed by X-ray analysis. The hypoglycemic activities of the crude extract of
P. gilvus and the isolated compounds were also evaluated, but were not promising for further investigation.
Triterpenoids gilvsins A–D (
1–4) were isolated from the fruiting body of
Phellinus gilvus, together with two known compounds. The structures of
1–
4 were deduced from spectroscopic evidence. The absolute configuration at C-22 of
1 was determined by the modified Mosher’s method and the structure of
1 was confirmed by X-ray analysis. |
| doi_str_mv | 10.1016/j.phytochem.2009.01.015 |
| format | Article |
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1–4), with oxygenated lanostane skeletons, were isolated from the fruiting body of
Phellinus gilvus, together with two known compounds, 24-methylenelanost-8-ene-3β, 22-diol and 5α-ergosta-7,22-diene-3-one. The structures of
1–
4 were deduced from analysis of spectroscopic data. The absolute configuration at C-22 of
1 was determined by the modified Mosher’s method and the structure of
1 was confirmed by X-ray analysis. The hypoglycemic activities of the crude extract of
P. gilvus and the isolated compounds were also evaluated, but were not promising for further investigation.
Triterpenoids gilvsins A–D (
1–4) were isolated from the fruiting body of
Phellinus gilvus, together with two known compounds. The structures of
1–
4 were deduced from spectroscopic evidence. The absolute configuration at C-22 of
1 was determined by the modified Mosher’s method and the structure of
1 was confirmed by X-ray analysis.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2009.01.015</identifier><identifier>PMID: 19261312</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Animals ; Basidiomycota - chemistry ; Biological and medical sciences ; Cell Line ; Chemical constituent ; Chemical constitution ; chemical structure ; Complex Mixtures - chemistry ; Complex Mixtures - isolation & purification ; Complex Mixtures - pharmacology ; cultured cells ; Fundamental and applied biological sciences. Psychology ; Gene Expression - drug effects ; gene expression regulation ; gilvsin ; Gilvsins ; glycemic effect ; Hymenochaetaceae ; hypoglycemia ; Hypoglycemic Agents - chemistry ; Hypoglycemic Agents - isolation & purification ; Hypoglycemic Agents - pharmacology ; lanostane triterpenes ; medicinal properties ; Models, Molecular ; Nuclear Magnetic Resonance, Biomolecular ; Oriental traditional medicine ; Phellinus ; Phellinus gilvus ; phosphoenolpyruvate carboxykinase (ATP) ; Phosphoenolpyruvate Carboxykinase (GTP) - genetics ; phytochemicals ; plant pathogenic fungi ; Plant physiology and development ; protein synthesis ; Rats ; spectral analysis ; stereochemistry ; transcription (genetics) ; Triterpenes - chemistry ; Triterpenes - isolation & purification ; Triterpenes - pharmacology ; Triterpenoid ; triterpenoids</subject><ispartof>Phytochemistry (Oxford), 2009-03, Vol.70 (4), p.558-563</ispartof><rights>2009 Elsevier Ltd</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c454t-acd1689fe6212585cb2474942589f91e8f44d99d2269526a37b16a22391a5acf3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.phytochem.2009.01.015$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21415561$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19261312$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liu, Hui-Kang</creatorcontrib><creatorcontrib>Tsai, Tung-Hu</creatorcontrib><creatorcontrib>Chang, Tun-Tschu</creatorcontrib><creatorcontrib>Chou, Cheng-Jen</creatorcontrib><creatorcontrib>Lin, Lie-Chwen</creatorcontrib><title>Lanostane-triterpenoids from the fungus Phellinus gilvus</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Triterpenoids gilvsins A–D (
1–4), with oxygenated lanostane skeletons, were isolated from the fruiting body of
Phellinus gilvus, together with two known compounds, 24-methylenelanost-8-ene-3β, 22-diol and 5α-ergosta-7,22-diene-3-one. The structures of
1–
4 were deduced from analysis of spectroscopic data. The absolute configuration at C-22 of
1 was determined by the modified Mosher’s method and the structure of
1 was confirmed by X-ray analysis. The hypoglycemic activities of the crude extract of
P. gilvus and the isolated compounds were also evaluated, but were not promising for further investigation.
Triterpenoids gilvsins A–D (
1–4) were isolated from the fruiting body of
Phellinus gilvus, together with two known compounds. The structures of
1–
4 were deduced from spectroscopic evidence. The absolute configuration at C-22 of
1 was determined by the modified Mosher’s method and the structure of
1 was confirmed by X-ray analysis.</description><subject>Animals</subject><subject>Basidiomycota - chemistry</subject><subject>Biological and medical sciences</subject><subject>Cell Line</subject><subject>Chemical constituent</subject><subject>Chemical constitution</subject><subject>chemical structure</subject><subject>Complex Mixtures - chemistry</subject><subject>Complex Mixtures - isolation & purification</subject><subject>Complex Mixtures - pharmacology</subject><subject>cultured cells</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gene Expression - drug effects</subject><subject>gene expression regulation</subject><subject>gilvsin</subject><subject>Gilvsins</subject><subject>glycemic effect</subject><subject>Hymenochaetaceae</subject><subject>hypoglycemia</subject><subject>Hypoglycemic Agents - chemistry</subject><subject>Hypoglycemic Agents - isolation & purification</subject><subject>Hypoglycemic Agents - pharmacology</subject><subject>lanostane triterpenes</subject><subject>medicinal properties</subject><subject>Models, Molecular</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Oriental traditional medicine</subject><subject>Phellinus</subject><subject>Phellinus gilvus</subject><subject>phosphoenolpyruvate carboxykinase (ATP)</subject><subject>Phosphoenolpyruvate Carboxykinase (GTP) - genetics</subject><subject>phytochemicals</subject><subject>plant pathogenic fungi</subject><subject>Plant physiology and development</subject><subject>protein synthesis</subject><subject>Rats</subject><subject>spectral analysis</subject><subject>stereochemistry</subject><subject>transcription (genetics)</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - isolation & purification</subject><subject>Triterpenes - pharmacology</subject><subject>Triterpenoid</subject><subject>triterpenoids</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkVFr2zAQx8VoWbNuX6HNS_vm9O5sydZjKe02CGzQ9lkospQo2FYq2YF--ykkdI-FAwnxu7sffzF2jbBAQHG3Xew272MwG9svCEAuAHPxL2yGTV0WZQ1wxmYAJRayIrpg31LaAgDnQnxlFyhJYIk0Y81SDyGNerDFGP1o484Owbdp7mLo5-PGzt00rKc0_7uxXeeHfFv7bj-l7-zc6S7ZH6fzkr0-Pb48_CqWf37-frhfFqbi1Vho06JopLOCkHjDzYqquspOPD9KtI2rqlbKlkhITkKX9QqFJiolaq6NKy_Z7XHuLoa3yaZR9T6Z7JKVw5SUqEEAcfwUJOASpYQM1kfQxJBStE7tou91fFcI6pCu2qqPdNUhXQWYi-fOq9OKadXb9n_fKc4M3JwAnYzuXNSD8emDI6ww_8DB9frIOR2UXsfMvD4TYJm35zFSZOL-SNic7d7bqJLxdjC29dGaUbXBf6r7D2IRpJs</recordid><startdate>20090301</startdate><enddate>20090301</enddate><creator>Liu, Hui-Kang</creator><creator>Tsai, Tung-Hu</creator><creator>Chang, Tun-Tschu</creator><creator>Chou, Cheng-Jen</creator><creator>Lin, Lie-Chwen</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><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>M7N</scope><scope>7X8</scope></search><sort><creationdate>20090301</creationdate><title>Lanostane-triterpenoids from the fungus Phellinus gilvus</title><author>Liu, Hui-Kang ; Tsai, Tung-Hu ; Chang, Tun-Tschu ; Chou, Cheng-Jen ; Lin, Lie-Chwen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c454t-acd1689fe6212585cb2474942589f91e8f44d99d2269526a37b16a22391a5acf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Animals</topic><topic>Basidiomycota - chemistry</topic><topic>Biological and medical sciences</topic><topic>Cell Line</topic><topic>Chemical constituent</topic><topic>Chemical constitution</topic><topic>chemical structure</topic><topic>Complex Mixtures - chemistry</topic><topic>Complex Mixtures - isolation & purification</topic><topic>Complex Mixtures - pharmacology</topic><topic>cultured cells</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gene Expression - drug effects</topic><topic>gene expression regulation</topic><topic>gilvsin</topic><topic>Gilvsins</topic><topic>glycemic effect</topic><topic>Hymenochaetaceae</topic><topic>hypoglycemia</topic><topic>Hypoglycemic Agents - chemistry</topic><topic>Hypoglycemic Agents - isolation & purification</topic><topic>Hypoglycemic Agents - pharmacology</topic><topic>lanostane triterpenes</topic><topic>medicinal properties</topic><topic>Models, Molecular</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Oriental traditional medicine</topic><topic>Phellinus</topic><topic>Phellinus gilvus</topic><topic>phosphoenolpyruvate carboxykinase (ATP)</topic><topic>Phosphoenolpyruvate Carboxykinase (GTP) - genetics</topic><topic>phytochemicals</topic><topic>plant pathogenic fungi</topic><topic>Plant physiology and development</topic><topic>protein synthesis</topic><topic>Rats</topic><topic>spectral analysis</topic><topic>stereochemistry</topic><topic>transcription (genetics)</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - isolation & purification</topic><topic>Triterpenes - pharmacology</topic><topic>Triterpenoid</topic><topic>triterpenoids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Hui-Kang</creatorcontrib><creatorcontrib>Tsai, Tung-Hu</creatorcontrib><creatorcontrib>Chang, Tun-Tschu</creatorcontrib><creatorcontrib>Chou, Cheng-Jen</creatorcontrib><creatorcontrib>Lin, Lie-Chwen</creatorcontrib><collection>AGRIS</collection><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>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Hui-Kang</au><au>Tsai, Tung-Hu</au><au>Chang, Tun-Tschu</au><au>Chou, Cheng-Jen</au><au>Lin, Lie-Chwen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Lanostane-triterpenoids from the fungus Phellinus gilvus</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2009-03-01</date><risdate>2009</risdate><volume>70</volume><issue>4</issue><spage>558</spage><epage>563</epage><pages>558-563</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Triterpenoids gilvsins A–D (
1–4), with oxygenated lanostane skeletons, were isolated from the fruiting body of
Phellinus gilvus, together with two known compounds, 24-methylenelanost-8-ene-3β, 22-diol and 5α-ergosta-7,22-diene-3-one. The structures of
1–
4 were deduced from analysis of spectroscopic data. The absolute configuration at C-22 of
1 was determined by the modified Mosher’s method and the structure of
1 was confirmed by X-ray analysis. The hypoglycemic activities of the crude extract of
P. gilvus and the isolated compounds were also evaluated, but were not promising for further investigation.
Triterpenoids gilvsins A–D (
1–4) were isolated from the fruiting body of
Phellinus gilvus, together with two known compounds. The structures of
1–
4 were deduced from spectroscopic evidence. The absolute configuration at C-22 of
1 was determined by the modified Mosher’s method and the structure of
1 was confirmed by X-ray analysis.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>19261312</pmid><doi>10.1016/j.phytochem.2009.01.015</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0031-9422 |
| ispartof | Phytochemistry (Oxford), 2009-03, Vol.70 (4), p.558-563 |
| issn | 0031-9422 1873-3700 |
| language | eng |
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| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Animals Basidiomycota - chemistry Biological and medical sciences Cell Line Chemical constituent Chemical constitution chemical structure Complex Mixtures - chemistry Complex Mixtures - isolation & purification Complex Mixtures - pharmacology cultured cells Fundamental and applied biological sciences. Psychology Gene Expression - drug effects gene expression regulation gilvsin Gilvsins glycemic effect Hymenochaetaceae hypoglycemia Hypoglycemic Agents - chemistry Hypoglycemic Agents - isolation & purification Hypoglycemic Agents - pharmacology lanostane triterpenes medicinal properties Models, Molecular Nuclear Magnetic Resonance, Biomolecular Oriental traditional medicine Phellinus Phellinus gilvus phosphoenolpyruvate carboxykinase (ATP) Phosphoenolpyruvate Carboxykinase (GTP) - genetics phytochemicals plant pathogenic fungi Plant physiology and development protein synthesis Rats spectral analysis stereochemistry transcription (genetics) Triterpenes - chemistry Triterpenes - isolation & purification Triterpenes - pharmacology Triterpenoid triterpenoids |
| title | Lanostane-triterpenoids from the fungus Phellinus gilvus |
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