New neoclerodane diterpenoids isolated from the leaves of Salvia divinorum and their binding affinities for human κ opioid receptors
Three new neoclerodane diterpenoids—divinatorin D, divinatorin E, and salvinorin G, along with 10 known terpenoids, were isolated from the leaves of Salvia divinorum. All these compounds were evaluated for their binding affinities to the human κ opioid receptors. Bioactivity-guided fractionation of...
Gespeichert in:
| Veröffentlicht in: | Bioorganic & medicinal chemistry 2005-10, Vol.13 (19), p.5635-5639 |
|---|---|
| Hauptverfasser: | , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 5639 |
|---|---|
| container_issue | 19 |
| container_start_page | 5635 |
| container_title | Bioorganic & medicinal chemistry |
| container_volume | 13 |
| creator | Lee, David Y.W. Ma, Zhongze Liu-Chen, Lee-Yuan Wang, Yulin Chen, Yong Carlezon, William A. Cohen, Bruce |
| description | Three new neoclerodane diterpenoids—divinatorin D, divinatorin E, and salvinorin G, along with 10 known terpenoids, were isolated from the leaves of
Salvia divinorum. All these compounds were evaluated for their binding affinities to the human κ opioid receptors.
Bioactivity-guided fractionation of the leaves of
Salvia divinorum has resulted in the isolation of three new neoclerodane diterpenoids: divinatorin D (
1), divinatorin E (
2), and salvinorin G (
3), together with 10 known terpenoids, divinatorin C (
4), hardwickiic acid (
5), salvinorin-A (
6), -B (
7), -C (
8), -D (
9), -E (
10), and -F (
11), presqualene alcohol (
12), and (
E)-phytol (
13). The structures of these three new compounds were characterized by spectroscopic methods. All these compounds were evaluated for their binding affinities to the human κ opioid receptors. In comparison with divinatorin D (
1), divinatorin E (
2), and salvinorin G (
3), salvinorin A (
6) is still the most potent κ agonist. |
| doi_str_mv | 10.1016/j.bmc.2005.05.054 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68501014</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0968089605004979</els_id><sourcerecordid>68501014</sourcerecordid><originalsourceid>FETCH-LOGICAL-c351t-b857e99d790b0754e6dca1e53019bba34e011ba9eeb849a442b3db7a553a8983</originalsourceid><addsrcrecordid>eNp9kM1q3DAUhUVpaSZpHyCbolV3nkhj2ZbIKoS0DYR20eyFfq6TO9iSK9kT8gB9qT5En6mazEB3gQN3850D9yPknLM1Z7y92K7t6NYbxpr1S8QbsuKiFVVdK_6WrJhqZcWkak_Iac5bxthGKP6enPCWSdFt5Ir8_g5PNEB0A6ToTQDqcYY0QYjoM8UcBzODp32KI50fgQ5gdpBp7OlPM-zQFH6HIaZlpCb4PYKJWgwewwM1fY8BZyyFPib6uIwm0L9_aJywzNMEDqY5pvyBvOvNkOHj8Z6R-y8399ffqrsfX2-vr-4qVzd8rqxsOlDKd4pZ1jUCWu8Mh6ZmXFlragGMc2sUgJVCGSE2tva2M01TG6lkfUY-H2anFH8tkGc9YnYwDOXvuGTdyoYVsaKA_AC6FHNO0Osp4WjSs-ZM79XrrS7q9V69fsm-8-k4vtgR_P_G0XUBLg8AlA93CElnhxAceCwiZu0jvjL_D7tal7Y</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68501014</pqid></control><display><type>article</type><title>New neoclerodane diterpenoids isolated from the leaves of Salvia divinorum and their binding affinities for human κ opioid receptors</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals Complete</source><creator>Lee, David Y.W. ; Ma, Zhongze ; Liu-Chen, Lee-Yuan ; Wang, Yulin ; Chen, Yong ; Carlezon, William A. ; Cohen, Bruce</creator><creatorcontrib>Lee, David Y.W. ; Ma, Zhongze ; Liu-Chen, Lee-Yuan ; Wang, Yulin ; Chen, Yong ; Carlezon, William A. ; Cohen, Bruce</creatorcontrib><description>Three new neoclerodane diterpenoids—divinatorin D, divinatorin E, and salvinorin G, along with 10 known terpenoids, were isolated from the leaves of
Salvia divinorum. All these compounds were evaluated for their binding affinities to the human κ opioid receptors.
Bioactivity-guided fractionation of the leaves of
Salvia divinorum has resulted in the isolation of three new neoclerodane diterpenoids: divinatorin D (
1), divinatorin E (
2), and salvinorin G (
3), together with 10 known terpenoids, divinatorin C (
4), hardwickiic acid (
5), salvinorin-A (
6), -B (
7), -C (
8), -D (
9), -E (
10), and -F (
11), presqualene alcohol (
12), and (
E)-phytol (
13). The structures of these three new compounds were characterized by spectroscopic methods. All these compounds were evaluated for their binding affinities to the human κ opioid receptors. In comparison with divinatorin D (
1), divinatorin E (
2), and salvinorin G (
3), salvinorin A (
6) is still the most potent κ agonist.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2005.05.054</identifier><identifier>PMID: 16084728</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Binding, Competitive - drug effects ; Diterpenes, Clerodane - chemistry ; Diterpenes, Clerodane - isolation & purification ; Diterpenes, Clerodane - pharmacology ; Diterpenoid ; Humans ; Molecular Conformation ; Plant Extracts - chemistry ; Plant Leaves - chemistry ; Receptors, Opioid, kappa - antagonists & inhibitors ; Salvia - chemistry ; Salvia divinorum ; Salvinorin A ; Structure-Activity Relationship ; κ Opioid receptor</subject><ispartof>Bioorganic & medicinal chemistry, 2005-10, Vol.13 (19), p.5635-5639</ispartof><rights>2005 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c351t-b857e99d790b0754e6dca1e53019bba34e011ba9eeb849a442b3db7a553a8983</citedby><cites>FETCH-LOGICAL-c351t-b857e99d790b0754e6dca1e53019bba34e011ba9eeb849a442b3db7a553a8983</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0968089605004979$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16084728$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lee, David Y.W.</creatorcontrib><creatorcontrib>Ma, Zhongze</creatorcontrib><creatorcontrib>Liu-Chen, Lee-Yuan</creatorcontrib><creatorcontrib>Wang, Yulin</creatorcontrib><creatorcontrib>Chen, Yong</creatorcontrib><creatorcontrib>Carlezon, William A.</creatorcontrib><creatorcontrib>Cohen, Bruce</creatorcontrib><title>New neoclerodane diterpenoids isolated from the leaves of Salvia divinorum and their binding affinities for human κ opioid receptors</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>Three new neoclerodane diterpenoids—divinatorin D, divinatorin E, and salvinorin G, along with 10 known terpenoids, were isolated from the leaves of
Salvia divinorum. All these compounds were evaluated for their binding affinities to the human κ opioid receptors.
Bioactivity-guided fractionation of the leaves of
Salvia divinorum has resulted in the isolation of three new neoclerodane diterpenoids: divinatorin D (
1), divinatorin E (
2), and salvinorin G (
3), together with 10 known terpenoids, divinatorin C (
4), hardwickiic acid (
5), salvinorin-A (
6), -B (
7), -C (
8), -D (
9), -E (
10), and -F (
11), presqualene alcohol (
12), and (
E)-phytol (
13). The structures of these three new compounds were characterized by spectroscopic methods. All these compounds were evaluated for their binding affinities to the human κ opioid receptors. In comparison with divinatorin D (
1), divinatorin E (
2), and salvinorin G (
3), salvinorin A (
6) is still the most potent κ agonist.</description><subject>Binding, Competitive - drug effects</subject><subject>Diterpenes, Clerodane - chemistry</subject><subject>Diterpenes, Clerodane - isolation & purification</subject><subject>Diterpenes, Clerodane - pharmacology</subject><subject>Diterpenoid</subject><subject>Humans</subject><subject>Molecular Conformation</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Leaves - chemistry</subject><subject>Receptors, Opioid, kappa - antagonists & inhibitors</subject><subject>Salvia - chemistry</subject><subject>Salvia divinorum</subject><subject>Salvinorin A</subject><subject>Structure-Activity Relationship</subject><subject>κ Opioid receptor</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kM1q3DAUhUVpaSZpHyCbolV3nkhj2ZbIKoS0DYR20eyFfq6TO9iSK9kT8gB9qT5En6mazEB3gQN3850D9yPknLM1Z7y92K7t6NYbxpr1S8QbsuKiFVVdK_6WrJhqZcWkak_Iac5bxthGKP6enPCWSdFt5Ir8_g5PNEB0A6ToTQDqcYY0QYjoM8UcBzODp32KI50fgQ5gdpBp7OlPM-zQFH6HIaZlpCb4PYKJWgwewwM1fY8BZyyFPib6uIwm0L9_aJywzNMEDqY5pvyBvOvNkOHj8Z6R-y8399ffqrsfX2-vr-4qVzd8rqxsOlDKd4pZ1jUCWu8Mh6ZmXFlragGMc2sUgJVCGSE2tva2M01TG6lkfUY-H2anFH8tkGc9YnYwDOXvuGTdyoYVsaKA_AC6FHNO0Osp4WjSs-ZM79XrrS7q9V69fsm-8-k4vtgR_P_G0XUBLg8AlA93CElnhxAceCwiZu0jvjL_D7tal7Y</recordid><startdate>20051001</startdate><enddate>20051001</enddate><creator>Lee, David Y.W.</creator><creator>Ma, Zhongze</creator><creator>Liu-Chen, Lee-Yuan</creator><creator>Wang, Yulin</creator><creator>Chen, Yong</creator><creator>Carlezon, William A.</creator><creator>Cohen, Bruce</creator><general>Elsevier Ltd</general><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>20051001</creationdate><title>New neoclerodane diterpenoids isolated from the leaves of Salvia divinorum and their binding affinities for human κ opioid receptors</title><author>Lee, David Y.W. ; Ma, Zhongze ; Liu-Chen, Lee-Yuan ; Wang, Yulin ; Chen, Yong ; Carlezon, William A. ; Cohen, Bruce</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c351t-b857e99d790b0754e6dca1e53019bba34e011ba9eeb849a442b3db7a553a8983</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Binding, Competitive - drug effects</topic><topic>Diterpenes, Clerodane - chemistry</topic><topic>Diterpenes, Clerodane - isolation & purification</topic><topic>Diterpenes, Clerodane - pharmacology</topic><topic>Diterpenoid</topic><topic>Humans</topic><topic>Molecular Conformation</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Leaves - chemistry</topic><topic>Receptors, Opioid, kappa - antagonists & inhibitors</topic><topic>Salvia - chemistry</topic><topic>Salvia divinorum</topic><topic>Salvinorin A</topic><topic>Structure-Activity Relationship</topic><topic>κ Opioid receptor</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lee, David Y.W.</creatorcontrib><creatorcontrib>Ma, Zhongze</creatorcontrib><creatorcontrib>Liu-Chen, Lee-Yuan</creatorcontrib><creatorcontrib>Wang, Yulin</creatorcontrib><creatorcontrib>Chen, Yong</creatorcontrib><creatorcontrib>Carlezon, William A.</creatorcontrib><creatorcontrib>Cohen, Bruce</creatorcontrib><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>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lee, David Y.W.</au><au>Ma, Zhongze</au><au>Liu-Chen, Lee-Yuan</au><au>Wang, Yulin</au><au>Chen, Yong</au><au>Carlezon, William A.</au><au>Cohen, Bruce</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New neoclerodane diterpenoids isolated from the leaves of Salvia divinorum and their binding affinities for human κ opioid receptors</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2005-10-01</date><risdate>2005</risdate><volume>13</volume><issue>19</issue><spage>5635</spage><epage>5639</epage><pages>5635-5639</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>Three new neoclerodane diterpenoids—divinatorin D, divinatorin E, and salvinorin G, along with 10 known terpenoids, were isolated from the leaves of
Salvia divinorum. All these compounds were evaluated for their binding affinities to the human κ opioid receptors.
Bioactivity-guided fractionation of the leaves of
Salvia divinorum has resulted in the isolation of three new neoclerodane diterpenoids: divinatorin D (
1), divinatorin E (
2), and salvinorin G (
3), together with 10 known terpenoids, divinatorin C (
4), hardwickiic acid (
5), salvinorin-A (
6), -B (
7), -C (
8), -D (
9), -E (
10), and -F (
11), presqualene alcohol (
12), and (
E)-phytol (
13). The structures of these three new compounds were characterized by spectroscopic methods. All these compounds were evaluated for their binding affinities to the human κ opioid receptors. In comparison with divinatorin D (
1), divinatorin E (
2), and salvinorin G (
3), salvinorin A (
6) is still the most potent κ agonist.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>16084728</pmid><doi>10.1016/j.bmc.2005.05.054</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0968-0896 |
| ispartof | Bioorganic & medicinal chemistry, 2005-10, Vol.13 (19), p.5635-5639 |
| issn | 0968-0896 1464-3391 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_68501014 |
| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | Binding, Competitive - drug effects Diterpenes, Clerodane - chemistry Diterpenes, Clerodane - isolation & purification Diterpenes, Clerodane - pharmacology Diterpenoid Humans Molecular Conformation Plant Extracts - chemistry Plant Leaves - chemistry Receptors, Opioid, kappa - antagonists & inhibitors Salvia - chemistry Salvia divinorum Salvinorin A Structure-Activity Relationship κ Opioid receptor |
| title | New neoclerodane diterpenoids isolated from the leaves of Salvia divinorum and their binding affinities for human κ opioid receptors |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-11T23%3A46%3A49IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=New%20neoclerodane%20diterpenoids%20isolated%20from%20the%20leaves%20of%20Salvia%20divinorum%20and%20their%20binding%20affinities%20for%20human%20%CE%BA%20opioid%20receptors&rft.jtitle=Bioorganic%20&%20medicinal%20chemistry&rft.au=Lee,%20David%20Y.W.&rft.date=2005-10-01&rft.volume=13&rft.issue=19&rft.spage=5635&rft.epage=5639&rft.pages=5635-5639&rft.issn=0968-0896&rft.eissn=1464-3391&rft_id=info:doi/10.1016/j.bmc.2005.05.054&rft_dat=%3Cproquest_cross%3E68501014%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=68501014&rft_id=info:pmid/16084728&rft_els_id=S0968089605004979&rfr_iscdi=true |