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Synthetic Studies of Neoclerodane Diterpenes from Salvia divinorum: Role of the Furan in Affinity for Opioid Receptors

dc.contributor.authorSimpson, Denise S.
dc.contributor.authorLovell, Kimberly M.
dc.contributor.authorLozama, Anthony
dc.contributor.authorHan, Nina
dc.contributor.authorDay, Victor W.
dc.contributor.authorDersch, Christina M.
dc.contributor.authorRothman, Richard B.
dc.contributor.authorPrisinzano, Thomas E.
dc.date.accessioned2017-02-21T18:52:43Z
dc.date.available2017-02-21T18:52:43Z
dc.date.issued2009-09-21
dc.identifier.citationSimpson, D. S., Lovell, K. M., Lozama, A., Han, N., Day, V. W., Dersch, C. M., … Prisinzano, T. E. (2009). Synthetic Studies of Neoclerodane Diterpenes from Salvia divinorum: Role of the Furan in Affinity for Opioid Receptors. Organic & Biomolecular Chemistry, 7(18), 3748–3756. http://doi.org/10.1039/b905148aen_US
dc.identifier.urihttp://hdl.handle.net/1808/23216
dc.description.abstractFurther synthetic modification of the furan ring of salvinorin A (1), the major active component of Salvia divinorum, has resulted in novel neoclerodane diterpenes with opioid receptor affinity and activity. A computational study has predicted 1 to be a reproductive toxicant in mammals and is suggestive that use of 1 may be associated with adverse effects. We report in this study that piperidine 21 and thiomorpholine 23 have been identified as selective partial agonists at kappa opioid receptors. This indicates that additional structural modifications of 1 may provide ligands with good selectivity for opioid receptors but with reduced potential for toxicity.en_US
dc.publisherRoyal Society of Chemistryen_US
dc.rightsThis is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License 3.0 (CC BY-NC-ND 3.0 US), which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.en_US
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/
dc.titleSynthetic Studies of Neoclerodane Diterpenes from Salvia divinorum: Role of the Furan in Affinity for Opioid Receptorsen_US
dc.typeArticleen_US
kusw.kuauthorSimpson, Denise S.
kusw.kuauthorLovell, Kimberly M.
kusw.kuauthorLozama, Anthony
kusw.kuauthorDay, Victor W.
kusw.kuauthorPrisinzano, Thomas E.
kusw.kudepartmentMedicinal Chemistryen_US
kusw.oanotesPer SHERPA/RoMEO 2/21/2017: Author's Pre-print: green tick author can archive pre-print (ie pre-refereeing) Author's Post-print: grey tick subject to Restrictions below, author can archive post-print (ie final draft post-refereeing) Restrictions:

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Pre-prints on non-commercial repositories and arXiv Author's post-print on author's personal website, institutional repository, open access repository, scholarly communications networks that comply with International Association of STM Publishers sharing principles Publisher's version/PDF cannot be used Restrictions on further re-use and further distribution to be noted Publisher will deposit in Chemical Sciences Article Repository if requested NIH authors may have their articles deposited in PubMed Central on their behalf.		en_US
dc.identifier.doi10.1039/b905148aen_US
kusw.oaversionScholarly/refereed, author accepted manuscripten_US
kusw.oapolicyThis item meets KU Open Access policy criteria.en_US
dc.rights.accessrightsopenAccess


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This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License 3.0 (CC BY-NC-ND 3.0 US), which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.
Except where otherwise noted, this item's license is described as: This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License 3.0 (CC BY-NC-ND 3.0 US), which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.