Puqiedinone, a Novel 5α-Cevanine Alkaloid from the Bulbs of Fritillaria puqiensis, an Antitussive Traditional Chinese Medicine
A novel 5 alpha-cevanine alkaloid, puqiedinone [1], was isolated from the bulbs of Fritillaria puqiensis, a traditional Chinese medicine used widely for its antitussive and expectorant properties. The structure of 1 was assigned as (20R,22S,25R)-20-deoxy-5 alpha-cevanine-3 beta-ol-6-one based on spe...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 1995-11, Vol.58 (11), p.1662-1667 |
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| container_issue | 11 |
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| container_title | Journal of natural products (Washington, D.C.) |
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| creator | Lin, Ge Ho, Yee-Ping Li, Ping Li, Xiao-Gang |
| description | A novel 5 alpha-cevanine alkaloid, puqiedinone [1], was isolated from the bulbs of Fritillaria puqiensis, a traditional Chinese medicine used widely for its antitussive and expectorant properties. The structure of 1 was assigned as (20R,22S,25R)-20-deoxy-5 alpha-cevanine-3 beta-ol-6-one based on spectral analysis and comparison with the structures of related known compounds. Puqietinone [2] was also identified from the same herbal plant and the structure was revised as (22R,25S)-N-methyl-22,26-epiminocholest-3 beta-ol-6-one based on spectroscopic and X-ray crystallographic methods. |
| doi_str_mv | 10.1021/np50125a003 |
| format | Article |
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The structure of 1 was assigned as (20R,22S,25R)-20-deoxy-5 alpha-cevanine-3 beta-ol-6-one based on spectral analysis and comparison with the structures of related known compounds. Puqietinone [2] was also identified from the same herbal plant and the structure was revised as (22R,25S)-N-methyl-22,26-epiminocholest-3 beta-ol-6-one based on spectroscopic and X-ray crystallographic methods.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np50125a003</identifier><identifier>PMID: 8594143</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Antitussive Agents - chemistry ; Antitussive Agents - isolation & purification ; Antitussive Agents - pharmacology ; Biological and medical sciences ; Cevanes - chemistry ; Cevanes - isolation & purification ; Cevanes - pharmacology ; Crystallography, X-Ray ; Drugs, Chinese Herbal - chemistry ; Drugs, Chinese Herbal - isolation & purification ; Drugs, Chinese Herbal - pharmacology ; General pharmacology ; Magnetic Resonance Spectroscopy ; Medical sciences ; Molecular Conformation ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant Roots - chemistry ; Plants, Medicinal - chemistry</subject><ispartof>Journal of natural products (Washington, D.C.), 1995-11, Vol.58 (11), p.1662-1667</ispartof><rights>1996 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a383t-c40c5acf6563a03c2fac471ec0a3cdf3256acaca09f138f0680bdff9484444d03</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/np50125a003$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/np50125a003$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=2961963$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/8594143$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lin, Ge</creatorcontrib><creatorcontrib>Ho, Yee-Ping</creatorcontrib><creatorcontrib>Li, Ping</creatorcontrib><creatorcontrib>Li, Xiao-Gang</creatorcontrib><title>Puqiedinone, a Novel 5α-Cevanine Alkaloid from the Bulbs of Fritillaria puqiensis, an Antitussive Traditional Chinese Medicine</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>A novel 5 alpha-cevanine alkaloid, puqiedinone [1], was isolated from the bulbs of Fritillaria puqiensis, a traditional Chinese medicine used widely for its antitussive and expectorant properties. The structure of 1 was assigned as (20R,22S,25R)-20-deoxy-5 alpha-cevanine-3 beta-ol-6-one based on spectral analysis and comparison with the structures of related known compounds. Puqietinone [2] was also identified from the same herbal plant and the structure was revised as (22R,25S)-N-methyl-22,26-epiminocholest-3 beta-ol-6-one based on spectroscopic and X-ray crystallographic methods.</description><subject>Antitussive Agents - chemistry</subject><subject>Antitussive Agents - isolation & purification</subject><subject>Antitussive Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Cevanes - chemistry</subject><subject>Cevanes - isolation & purification</subject><subject>Cevanes - pharmacology</subject><subject>Crystallography, X-Ray</subject><subject>Drugs, Chinese Herbal - chemistry</subject><subject>Drugs, Chinese Herbal - isolation & purification</subject><subject>Drugs, Chinese Herbal - pharmacology</subject><subject>General pharmacology</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Molecular Conformation</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Roots - chemistry</subject><subject>Plants, Medicinal - chemistry</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1995</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkMFuEzEURS0EKqGwYo3kBYJFGXgejz0zyzS0tFJbCoQNG-vFY6tuJ3Zqz0R0xTfxI3wTjhJFLLAXtnSPznu6hLxk8J5ByT74lQBWCgTgj8iEiRIKCaV4TCbAJC94I6un5FlKt5AJaMUBOWhEW7GKT8iv6_Hemc754M07ivQqrE1PxZ_fxcys0Ttv6LS_wz64jtoYlnS4MfR47BeJBktPoxtc32N0SFcbkU8uZY2nUz-4YUzJrQ2dR-wyFzz2dHaTlcnQyzxT5-9z8sRin8yL3XtIvp-ezGdnxcXnT-ez6UWBvOFDoSvQArWVQnIErkuLuqqZ0YBcd5aXQqLOF1rLeGNBNrDorG2rpsqnA35I3my9qxjuR5MGtXRJm7y7N2FMqq6bUkLDMni0BXUMKUVj1Sq6JcYHxUBt6lb_1J3pVzvtuFiabs_u-s35612OSWNvI3rt0h4rW8laucGKLebSYH7uY4x3Sta8Fmp-_U19_fjlqpY_QB1n_u2WR53UbRhjrjb9d8G_QECk2Q</recordid><startdate>19951101</startdate><enddate>19951101</enddate><creator>Lin, Ge</creator><creator>Ho, Yee-Ping</creator><creator>Li, Ping</creator><creator>Li, Xiao-Gang</creator><general>American Chemical Society</general><general>American Society of Pharmacognosy</general><scope>BSCLL</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>7X8</scope></search><sort><creationdate>19951101</creationdate><title>Puqiedinone, a Novel 5α-Cevanine Alkaloid from the Bulbs of Fritillaria puqiensis, an Antitussive Traditional Chinese Medicine</title><author>Lin, Ge ; Ho, Yee-Ping ; Li, Ping ; Li, Xiao-Gang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a383t-c40c5acf6563a03c2fac471ec0a3cdf3256acaca09f138f0680bdff9484444d03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1995</creationdate><topic>Antitussive Agents - chemistry</topic><topic>Antitussive Agents - isolation & purification</topic><topic>Antitussive Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Cevanes - chemistry</topic><topic>Cevanes - isolation & purification</topic><topic>Cevanes - pharmacology</topic><topic>Crystallography, X-Ray</topic><topic>Drugs, Chinese Herbal - chemistry</topic><topic>Drugs, Chinese Herbal - isolation & purification</topic><topic>Drugs, Chinese Herbal - pharmacology</topic><topic>General pharmacology</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Molecular Conformation</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Roots - chemistry</topic><topic>Plants, Medicinal - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lin, Ge</creatorcontrib><creatorcontrib>Ho, Yee-Ping</creatorcontrib><creatorcontrib>Li, Ping</creatorcontrib><creatorcontrib>Li, Xiao-Gang</creatorcontrib><collection>Istex</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>MEDLINE - Academic</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lin, Ge</au><au>Ho, Yee-Ping</au><au>Li, Ping</au><au>Li, Xiao-Gang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Puqiedinone, a Novel 5α-Cevanine Alkaloid from the Bulbs of Fritillaria puqiensis, an Antitussive Traditional Chinese Medicine</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>1995-11-01</date><risdate>1995</risdate><volume>58</volume><issue>11</issue><spage>1662</spage><epage>1667</epage><pages>1662-1667</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>A novel 5 alpha-cevanine alkaloid, puqiedinone [1], was isolated from the bulbs of Fritillaria puqiensis, a traditional Chinese medicine used widely for its antitussive and expectorant properties. The structure of 1 was assigned as (20R,22S,25R)-20-deoxy-5 alpha-cevanine-3 beta-ol-6-one based on spectral analysis and comparison with the structures of related known compounds. Puqietinone [2] was also identified from the same herbal plant and the structure was revised as (22R,25S)-N-methyl-22,26-epiminocholest-3 beta-ol-6-one based on spectroscopic and X-ray crystallographic methods.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>8594143</pmid><doi>10.1021/np50125a003</doi><tpages>6</tpages></addata></record> |
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| identifier | ISSN: 0163-3864 |
| ispartof | Journal of natural products (Washington, D.C.), 1995-11, Vol.58 (11), p.1662-1667 |
| issn | 0163-3864 1520-6025 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_77826081 |
| source | ACS Publications; MEDLINE |
| subjects | Antitussive Agents - chemistry Antitussive Agents - isolation & purification Antitussive Agents - pharmacology Biological and medical sciences Cevanes - chemistry Cevanes - isolation & purification Cevanes - pharmacology Crystallography, X-Ray Drugs, Chinese Herbal - chemistry Drugs, Chinese Herbal - isolation & purification Drugs, Chinese Herbal - pharmacology General pharmacology Magnetic Resonance Spectroscopy Medical sciences Molecular Conformation Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Roots - chemistry Plants, Medicinal - chemistry |
| title | Puqiedinone, a Novel 5α-Cevanine Alkaloid from the Bulbs of Fritillaria puqiensis, an Antitussive Traditional Chinese Medicine |
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