Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum
[reaction: see text] Two new neoclerodane diterpenes, salvinicins A (4) and B (5), were isolated from the dried leaves of Salvia divinorum. The structures of these compounds were elucidated by spectroscopic techniques, including (1)H and (13)C NMR, NOESY, HMQC, and HMBC. The absolute stereochemistry...
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| Veröffentlicht in: | Organic letters 2005-07, Vol.7 (14), p.3017-3020 |
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| container_title | Organic letters |
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| creator | Harding, Wayne W Tidgewell, Kevin Schmidt, Matthew Shah, Kushal Dersch, Christina M Snyder, John Parrish, Damon Deschamps, Jeffrey R Rothman, Richard B Prisinzano, Thomas E |
| description | [reaction: see text] Two new neoclerodane diterpenes, salvinicins A (4) and B (5), were isolated from the dried leaves of Salvia divinorum. The structures of these compounds were elucidated by spectroscopic techniques, including (1)H and (13)C NMR, NOESY, HMQC, and HMBC. The absolute stereochemistry of these compounds was assigned on the basis of single-crystal X-ray crystallographic analysis of salvinicin A (4) and a 3,4-dichlorobenzoate derivative of salvinorin B. |
| doi_str_mv | 10.1021/ol0510522 |
| format | Article |
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The structures of these compounds were elucidated by spectroscopic techniques, including (1)H and (13)C NMR, NOESY, HMQC, and HMBC. The absolute stereochemistry of these compounds was assigned on the basis of single-crystal X-ray crystallographic analysis of salvinicin A (4) and a 3,4-dichlorobenzoate derivative of salvinorin B.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol0510522</identifier><identifier>PMID: 15987194</identifier><language>eng</language><publisher>United States</publisher><subject>Crystallography, X-Ray ; Diterpenes ; Diterpenes, Clerodane - chemistry ; Diterpenes, Clerodane - isolation & purification ; Diterpenes, Clerodane - pharmacology ; Molecular Structure ; Narcotic Antagonists ; Nuclear Magnetic Resonance, Biomolecular ; Plant Leaves - chemistry ; Plants, Medicinal - chemistry ; Salvia - chemistry</subject><ispartof>Organic letters, 2005-07, Vol.7 (14), p.3017-3020</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,315,782,786,887,27931,27932</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15987194$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Harding, Wayne W</creatorcontrib><creatorcontrib>Tidgewell, Kevin</creatorcontrib><creatorcontrib>Schmidt, Matthew</creatorcontrib><creatorcontrib>Shah, Kushal</creatorcontrib><creatorcontrib>Dersch, Christina M</creatorcontrib><creatorcontrib>Snyder, John</creatorcontrib><creatorcontrib>Parrish, Damon</creatorcontrib><creatorcontrib>Deschamps, Jeffrey R</creatorcontrib><creatorcontrib>Rothman, Richard B</creatorcontrib><creatorcontrib>Prisinzano, Thomas E</creatorcontrib><title>Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum</title><title>Organic letters</title><addtitle>Org Lett</addtitle><description>[reaction: see text] Two new neoclerodane diterpenes, salvinicins A (4) and B (5), were isolated from the dried leaves of Salvia divinorum. The structures of these compounds were elucidated by spectroscopic techniques, including (1)H and (13)C NMR, NOESY, HMQC, and HMBC. The absolute stereochemistry of these compounds was assigned on the basis of single-crystal X-ray crystallographic analysis of salvinicin A (4) and a 3,4-dichlorobenzoate derivative of salvinorin B.</description><subject>Crystallography, X-Ray</subject><subject>Diterpenes</subject><subject>Diterpenes, Clerodane - chemistry</subject><subject>Diterpenes, Clerodane - isolation & purification</subject><subject>Diterpenes, Clerodane - pharmacology</subject><subject>Molecular Structure</subject><subject>Narcotic Antagonists</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Plant Leaves - chemistry</subject><subject>Plants, Medicinal - chemistry</subject><subject>Salvia - chemistry</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpVUMtKAzEUDaLYWl34AzIrV47mMXlthFqsCgUX6npIk4ymzCQ1man49watReFe7vOcw70AnCJ4iSBGV6GFFEGK8R4YI4pJyXOxv8sZHIGjlFYQotyRh2CEqBQcyWoM5k-q3TjvtPOpmBbKm-LmovD2I3vQrY3BKG8L43ob19bbVDQxdMU3SuV2xoY4dMfgoFFtsifbOAEv89vn2X25eLx7mE0X5Yow2pfWLIVRUGsBCcWcsWy4UcJQIQ3RSEpaCWgMryjlhkFmrBasgUIhhI3UZAKuf3jXw7KzRlvfR9XW6-g6FT_roFz9f-LdW_0aNjWmJFOSTHC-JYjhfbCprzuXtG3bfGUYUs24FKziPC-e_VXaSfy-jnwBbupwKA</recordid><startdate>20050707</startdate><enddate>20050707</enddate><creator>Harding, Wayne W</creator><creator>Tidgewell, Kevin</creator><creator>Schmidt, Matthew</creator><creator>Shah, Kushal</creator><creator>Dersch, Christina M</creator><creator>Snyder, John</creator><creator>Parrish, Damon</creator><creator>Deschamps, Jeffrey R</creator><creator>Rothman, Richard B</creator><creator>Prisinzano, Thomas E</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20050707</creationdate><title>Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum</title><author>Harding, Wayne W ; Tidgewell, Kevin ; Schmidt, Matthew ; Shah, Kushal ; Dersch, Christina M ; Snyder, John ; Parrish, Damon ; Deschamps, Jeffrey R ; Rothman, Richard B ; Prisinzano, Thomas E</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-j365t-edb8da0cc803527667662fa8d589d3c1995480dd74557d606dec86f08a112d9c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Crystallography, X-Ray</topic><topic>Diterpenes</topic><topic>Diterpenes, Clerodane - chemistry</topic><topic>Diterpenes, Clerodane - isolation & purification</topic><topic>Diterpenes, Clerodane - pharmacology</topic><topic>Molecular Structure</topic><topic>Narcotic Antagonists</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Plant Leaves - chemistry</topic><topic>Plants, Medicinal - chemistry</topic><topic>Salvia - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Harding, Wayne W</creatorcontrib><creatorcontrib>Tidgewell, Kevin</creatorcontrib><creatorcontrib>Schmidt, Matthew</creatorcontrib><creatorcontrib>Shah, Kushal</creatorcontrib><creatorcontrib>Dersch, Christina M</creatorcontrib><creatorcontrib>Snyder, John</creatorcontrib><creatorcontrib>Parrish, Damon</creatorcontrib><creatorcontrib>Deschamps, Jeffrey R</creatorcontrib><creatorcontrib>Rothman, Richard B</creatorcontrib><creatorcontrib>Prisinzano, Thomas E</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Harding, Wayne W</au><au>Tidgewell, Kevin</au><au>Schmidt, Matthew</au><au>Shah, Kushal</au><au>Dersch, Christina M</au><au>Snyder, John</au><au>Parrish, Damon</au><au>Deschamps, Jeffrey R</au><au>Rothman, Richard B</au><au>Prisinzano, Thomas E</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum</atitle><jtitle>Organic letters</jtitle><addtitle>Org Lett</addtitle><date>2005-07-07</date><risdate>2005</risdate><volume>7</volume><issue>14</issue><spage>3017</spage><epage>3020</epage><pages>3017-3020</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>[reaction: see text] Two new neoclerodane diterpenes, salvinicins A (4) and B (5), were isolated from the dried leaves of Salvia divinorum. The structures of these compounds were elucidated by spectroscopic techniques, including (1)H and (13)C NMR, NOESY, HMQC, and HMBC. The absolute stereochemistry of these compounds was assigned on the basis of single-crystal X-ray crystallographic analysis of salvinicin A (4) and a 3,4-dichlorobenzoate derivative of salvinorin B.</abstract><cop>United States</cop><pmid>15987194</pmid><doi>10.1021/ol0510522</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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| identifier | ISSN: 1523-7060 |
| ispartof | Organic letters, 2005-07, Vol.7 (14), p.3017-3020 |
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| language | eng |
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| source | MEDLINE; ACS Publications |
| subjects | Crystallography, X-Ray Diterpenes Diterpenes, Clerodane - chemistry Diterpenes, Clerodane - isolation & purification Diterpenes, Clerodane - pharmacology Molecular Structure Narcotic Antagonists Nuclear Magnetic Resonance, Biomolecular Plant Leaves - chemistry Plants, Medicinal - chemistry Salvia - chemistry |
| title | Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum |
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