New Methoxytriterpene Dione from the Cuticle of Picea jezoensis var. jezoensis
A novel pentacyclic triterpene dione was isolated from the cuticle of Picea jezoensis var. jezoensis together with the known serrat-14-ene-3,21-dione (1), and the structure of this compound was determined as 21α-methoxyserrat-13-ene-3,15-dione (2). Detailed NOESY experiments revealed that 2 has a ch...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 1997-03, Vol.60 (3), p.319-322 |
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| container_issue | 3 |
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| container_title | Journal of natural products (Washington, D.C.) |
| container_volume | 60 |
| creator | Tanaka, Reiko Tsujimoto, Kazuhiro In, Yasuko Matsunaga, Shunyo Muraoka, Osamu Minematsu, Toshie |
| description | A novel pentacyclic triterpene dione was isolated from the cuticle of Picea jezoensis var. jezoensis together with the known serrat-14-ene-3,21-dione (1), and the structure of this compound was determined as 21α-methoxyserrat-13-ene-3,15-dione (2). Detailed NOESY experiments revealed that 2 has a chair form of ring A and a chairlike conformation of ring C, respectively, in CDCl3 solution. Interestingly, single-crystal X-ray analysis indicates that in the solid state 2 has a deformed boat form of ring A, in which the 3-oxo and the 25-methyl groups are arranged in flag-pole positions, and a chairlike form of ring C. |
| doi_str_mv | 10.1021/np960604+ |
| format | Article |
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(Germany). Forschungszentrum Waldoekosysteme ; Osaka University of Pharmaceutical Sciences, Japan</creatorcontrib><description>A novel pentacyclic triterpene dione was isolated from the cuticle of Picea jezoensis var. jezoensis together with the known serrat-14-ene-3,21-dione (1), and the structure of this compound was determined as 21α-methoxyserrat-13-ene-3,15-dione (2). Detailed NOESY experiments revealed that 2 has a chair form of ring A and a chairlike conformation of ring C, respectively, in CDCl3 solution. Interestingly, single-crystal X-ray analysis indicates that in the solid state 2 has a deformed boat form of ring A, in which the 3-oxo and the 25-methyl groups are arranged in flag-pole positions, and a chairlike form of ring C.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np960604+</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Biological and medical sciences ; chemical composition ; chemical structure ; composicion quimica ; composition chimique ; espectrometria ; estructura quimica ; General pharmacology ; Medical sciences ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; picea jezoensis ; spectrometrie ; spectrometry ; structure chimique ; triterpenoide ; triterpenoidos ; triterpenoids</subject><ispartof>Journal of natural products (Washington, D.C.), 1997-03, Vol.60 (3), p.319-322</ispartof><rights>Copyright © 1997 American Chemical Society and American Society of Pharmacognosy</rights><rights>1997 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a344t-1374adb617d2475f7e6cb3eb8f8356494a49e00c8593f2915aa5ffcb840fe8763</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/np960604+$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/np960604+$$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=2636151$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Tanaka, Reiko</creatorcontrib><creatorcontrib>Tsujimoto, Kazuhiro</creatorcontrib><creatorcontrib>In, Yasuko</creatorcontrib><creatorcontrib>Matsunaga, Shunyo</creatorcontrib><creatorcontrib>Muraoka, Osamu</creatorcontrib><creatorcontrib>Minematsu, Toshie</creatorcontrib><creatorcontrib>Goettingen Univ. (Germany). Forschungszentrum Waldoekosysteme</creatorcontrib><creatorcontrib>Osaka University of Pharmaceutical Sciences, Japan</creatorcontrib><title>New Methoxytriterpene Dione from the Cuticle of Picea jezoensis var. jezoensis</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>A novel pentacyclic triterpene dione was isolated from the cuticle of Picea jezoensis var. jezoensis together with the known serrat-14-ene-3,21-dione (1), and the structure of this compound was determined as 21α-methoxyserrat-13-ene-3,15-dione (2). Detailed NOESY experiments revealed that 2 has a chair form of ring A and a chairlike conformation of ring C, respectively, in CDCl3 solution. Interestingly, single-crystal X-ray analysis indicates that in the solid state 2 has a deformed boat form of ring A, in which the 3-oxo and the 25-methyl groups are arranged in flag-pole positions, and a chairlike form of ring C.</description><subject>Biological and medical sciences</subject><subject>chemical composition</subject><subject>chemical structure</subject><subject>composicion quimica</subject><subject>composition chimique</subject><subject>espectrometria</subject><subject>estructura quimica</subject><subject>General pharmacology</subject><subject>Medical sciences</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>picea jezoensis</subject><subject>spectrometrie</subject><subject>spectrometry</subject><subject>structure chimique</subject><subject>triterpenoide</subject><subject>triterpenoidos</subject><subject>triterpenoids</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><recordid>eNplkE9PwkAQxTdGExE9-AVMDx5MTHG3-6ftUVHUCEgEzpvtMitF6Da7RcFPb00VD15mMplf3nt5CJ0S3CE4IldFmQosMLvcQy3CIxwKHPF91MJE0JAmgh2iI-8XGGOKU95CwyF8BAOo5nazrVxegSuhgOA2t_U0zq6Cag5Bd13legmBNcEo16CCBXxaKHzug3flOn_nMTowaunh5Ge30bR3N-k-hP3n-8fudT9UlLEqJDRmapYJEs8iFnMTg9AZhSwxCeWCpUyxFDDWCU-piVLCleLG6Cxh2EASC9pGF42udtZ7B0aWLl8pt5UEy-8i5G8RNXreoKXyWi2NU4XO_Y6PBBWEkxoLGyz3FWx2b-XepIhpzOVkNJZcvPQ4HdzIp5o_a3ijrFSvrpacjkmaxpjUpiT581Xay4Vdu6Iu5H-8L2PKgB0</recordid><startdate>19970321</startdate><enddate>19970321</enddate><creator>Tanaka, Reiko</creator><creator>Tsujimoto, Kazuhiro</creator><creator>In, Yasuko</creator><creator>Matsunaga, Shunyo</creator><creator>Muraoka, Osamu</creator><creator>Minematsu, Toshie</creator><general>American Chemical Society</general><general>American Society of Pharmacognosy</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19970321</creationdate><title>New Methoxytriterpene Dione from the Cuticle of Picea jezoensis var. jezoensis</title><author>Tanaka, Reiko ; Tsujimoto, Kazuhiro ; In, Yasuko ; Matsunaga, Shunyo ; Muraoka, Osamu ; Minematsu, Toshie</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a344t-1374adb617d2475f7e6cb3eb8f8356494a49e00c8593f2915aa5ffcb840fe8763</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>Biological and medical sciences</topic><topic>chemical composition</topic><topic>chemical structure</topic><topic>composicion quimica</topic><topic>composition chimique</topic><topic>espectrometria</topic><topic>estructura quimica</topic><topic>General pharmacology</topic><topic>Medical sciences</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>picea jezoensis</topic><topic>spectrometrie</topic><topic>spectrometry</topic><topic>structure chimique</topic><topic>triterpenoide</topic><topic>triterpenoidos</topic><topic>triterpenoids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tanaka, Reiko</creatorcontrib><creatorcontrib>Tsujimoto, Kazuhiro</creatorcontrib><creatorcontrib>In, Yasuko</creatorcontrib><creatorcontrib>Matsunaga, Shunyo</creatorcontrib><creatorcontrib>Muraoka, Osamu</creatorcontrib><creatorcontrib>Minematsu, Toshie</creatorcontrib><creatorcontrib>Goettingen Univ. (Germany). Forschungszentrum Waldoekosysteme</creatorcontrib><creatorcontrib>Osaka University of Pharmaceutical Sciences, Japan</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tanaka, Reiko</au><au>Tsujimoto, Kazuhiro</au><au>In, Yasuko</au><au>Matsunaga, Shunyo</au><au>Muraoka, Osamu</au><au>Minematsu, Toshie</au><aucorp>Goettingen Univ. (Germany). Forschungszentrum Waldoekosysteme</aucorp><aucorp>Osaka University of Pharmaceutical Sciences, Japan</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New Methoxytriterpene Dione from the Cuticle of Picea jezoensis var. jezoensis</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>1997-03-21</date><risdate>1997</risdate><volume>60</volume><issue>3</issue><spage>319</spage><epage>322</epage><pages>319-322</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>A novel pentacyclic triterpene dione was isolated from the cuticle of Picea jezoensis var. jezoensis together with the known serrat-14-ene-3,21-dione (1), and the structure of this compound was determined as 21α-methoxyserrat-13-ene-3,15-dione (2). Detailed NOESY experiments revealed that 2 has a chair form of ring A and a chairlike conformation of ring C, respectively, in CDCl3 solution. Interestingly, single-crystal X-ray analysis indicates that in the solid state 2 has a deformed boat form of ring A, in which the 3-oxo and the 25-methyl groups are arranged in flag-pole positions, and a chairlike form of ring C.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><doi>10.1021/np960604+</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0163-3864 |
| ispartof | Journal of natural products (Washington, D.C.), 1997-03, Vol.60 (3), p.319-322 |
| issn | 0163-3864 1520-6025 |
| language | eng |
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| source | ACS Publications |
| subjects | Biological and medical sciences chemical composition chemical structure composicion quimica composition chimique espectrometria estructura quimica General pharmacology Medical sciences Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments picea jezoensis spectrometrie spectrometry structure chimique triterpenoide triterpenoidos triterpenoids |
| title | New Methoxytriterpene Dione from the Cuticle of Picea jezoensis var. jezoensis |
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