Literature DB >> 18665199

Revised structure of deacetyl-1,10-didehydrosalvinorin G.

Zhongze Ma1, David Y W Lee.   

Abstract

In comparison with the NMR data of salvinorin A and its 8-epimer, the published structure of deacetyl-1,10-didehydrosalvinorin G was revised to its 8-epimer. The stereochemistry of 8-epi-deacetyl-1,10-didehydrosalvinorin G was further confirmed by NOESY and chemical synthesis.

Entities:  

Year:  2007        PMID: 18665199      PMCID: PMC2390872          DOI: 10.1016/j.tetlet.2007.05.179

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  20 in total

1.  Synthesis and in vitro pharmacological studies of new C(4)-modified salvinorin A analogues.

Authors:  David Y W Lee; Minsheng He; Lee-Yuan Liu-Chen; Yulin Wang; Jian-Guo Li; Wei Xu; Zhongze Ma; William A Carlezon; Bruce Cohen
Journal:  Bioorg Med Chem Lett       Date:  2006-08-30       Impact factor: 2.823

2.  Synthesis of salvinorin A analogues as opioid receptor probes.

Authors:  Kevin Tidgewell; Wayne W Harding; Anthony Lozama; Howard Cobb; Kushal Shah; Pavitra Kannan; Christina M Dersch; Damon Parrish; Jeffrey R Deschamps; Richard B Rothman; Thomas E Prisinzano
Journal:  J Nat Prod       Date:  2006-06       Impact factor: 4.050

3.  Autoxidation of salvinorin A under basic conditions.

Authors:  Thomas A Munro; Glenn W Goetchius; Bryan L Roth; Timothy A Vortherms; Mark A Rizzacasa
Journal:  J Org Chem       Date:  2005-11-25       Impact factor: 4.354

4.  New neoclerodane diterpenoids isolated from the leaves of Salvia divinorum and their binding affinities for human kappa opioid receptors.

Authors:  David Y W Lee; Zhongze Ma; Lee-Yuan Liu-Chen; Yulin Wang; Yong Chen; William A Carlezon; Bruce Cohen
Journal:  Bioorg Med Chem       Date:  2005-10-01       Impact factor: 3.641

5.  Studies toward the pharmacophore of salvinorin A, a potent kappa opioid receptor agonist.

Authors:  Thomas A Munro; Mark A Rizzacasa; Bryan L Roth; Beth A Toth; Feng Yan
Journal:  J Med Chem       Date:  2005-01-27       Impact factor: 7.446

6.  Salvinorin C, a new neoclerodane diterpene from a bioactive fraction of the hallucinogenic Mexican mint Salvia divinorum.

Authors:  L J Valdés; H M Chang; D C Visger; M Koreeda
Journal:  Org Lett       Date:  2001-11-29       Impact factor: 6.005

7.  Synthesis and in vitro pharmacological studies of C(4) modified salvinorin A analogues.

Authors:  David Y W Lee; Minsheng He; Leelakrishna Kondaveti; Lee-Yuan Liu-Chen; Zhongze Ma; Yulin Wang; Yong Chen; Jian-Guo Li; Cecile Beguin; William A Carlezon; Bruce Cohen
Journal:  Bioorg Med Chem Lett       Date:  2005-10-01       Impact factor: 2.823

8.  Neoclerodane diterpenes as a novel scaffold for mu opioid receptor ligands.

Authors:  Wayne W Harding; Kevin Tidgewell; Nathan Byrd; Howard Cobb; Christina M Dersch; Eduardo R Butelman; Richard B Rothman; Thomas E Prisinzano
Journal:  J Med Chem       Date:  2005-07-28       Impact factor: 7.446

9.  Salvinorins D-F, new neoclerodane diterpenoids from Salvia divinorum, and an improved method for the isolation of salvinorin A.

Authors:  Thomas A Munro; Mark A Rizzacasa
Journal:  J Nat Prod       Date:  2003-05       Impact factor: 4.050

10.  Salvinorin A, an active component of the hallucinogenic sage salvia divinorum is a highly efficacious kappa-opioid receptor agonist: structural and functional considerations.

Authors:  Charles Chavkin; Sumit Sud; Wenzhen Jin; Jeremy Stewart; Jordan K Zjawiony; Daniel J Siebert; Beth Ann Toth; Sandra J Hufeisen; Bryan L Roth
Journal:  J Pharmacol Exp Ther       Date:  2004-01-08       Impact factor: 4.030

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  8 in total

Review 1.  Clerodane diterpenes: sources, structures, and biological activities.

Authors:  Rongtao Li; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Nat Prod Rep       Date:  2016-07-18       Impact factor: 13.423

Review 2.  Salvinorin A analogs as probes in opioid pharmacology.

Authors:  Thomas E Prisinzano; Richard B Rothman
Journal:  Chem Rev       Date:  2008-05       Impact factor: 60.622

Review 3.  Neoclerodanes as atypical opioid receptor ligands.

Authors:  Thomas E Prisinzano
Journal:  J Med Chem       Date:  2013-04-18       Impact factor: 7.446

Review 4.  Neuropharmacology of the naturally occurring kappa-opioid hallucinogen salvinorin A.

Authors:  Christopher W Cunningham; Richard B Rothman; Thomas E Prisinzano
Journal:  Pharmacol Rev       Date:  2011-03-28       Impact factor: 25.468

5.  Novel neoclerodane diterpene derivatives from the smoke of salvinorin A.

Authors:  Zhongze Ma; Gang Deng; David Y W Lee
Journal:  Tetrahedron Lett       Date:  2010-09-29       Impact factor: 2.415

6.  Synthesis of deacetyl-1,10-didehydrosalvinorin G.

Authors:  Zhongze Ma; David Y W Lee
Journal:  Tetrahedron Lett       Date:  2008-03-10       Impact factor: 2.415

Review 7.  Natural products as tools for neuroscience: discovery and development of novel agents to treat drug abuse.

Authors:  Thomas E Prisinzano
Journal:  J Nat Prod       Date:  2009-03-27       Impact factor: 4.050

Review 8.  Natural Products for the Treatment of Pain: Chemistry and Pharmacology of Salvinorin A, Mitragynine, and Collybolide.

Authors:  Soumen Chakraborty; Susruta Majumdar
Journal:  Biochemistry       Date:  2020-09-22       Impact factor: 3.162

  8 in total

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