Comparison of pharmacological activities of three distinct kappa ligands (Salvinorin A, TRK-820 and 3FLB) on kappa opioid receptors in vitro and their antipruritic and antinociceptive activities in vivo

The Journal of Pharmacology and Experimental Therapeutics
Yulin WangLee-Yuan Liu-Chen

Abstract

Salvinorin A, TRK-820 (17-cyclopropylmethyl-3,14beta-dihydroxy-4,5alpha-epoxy-6beta-[N-methyl-trans-3-(3-furyl) acrylamido]morphinan hydrochloride), and 3FLB (diethyl 2,4-di-[3-fluorophenyl]-3,7-dimethyl-3,7-diazabicyclo[3.3.1]nonane-9-one-1,5-dicarboxylate) are structurally distinctly different from U50,488H [(trans)-3,4-dichloro-N-methyl-N-[2-(1-pyrrolidinyl)-cyclohexyl]benzeneacetamide methanesulfonate], the prototypic selective kappa agonist. Here, we investigated their in vitro pharmacological activities on receptors expressed in Chinese hamster ovary cells and in vivo antiscratch and antinociceptive activities in mice. All three compounds showed high selectivity for the kappa opioid receptor (KOR) over the mu opioid receptor (MOR) and delta opioid receptor (DOR) and nociceptin or orphanin FQ receptors. In the guanosine 5'-O-(3-[(35)S]thio)triphosphate ([(35)S]GTPgammaS) binding assay, all three were full agonists on the KOR. The rank order of affinity and potency for the KOR was TRK-820 > U50,488H approximately salvinorin A > 3FLB. TRK-820 acted as a partial agonist on MOR and DOR, whereas salvinorin A and 3FLB showed no activities on these receptors. Salvinorin A, TRK-820, and 3FLB caused internalization of the human KOR...Continue Reading

References

Jan 1, 1991·Psychopharmacology·H Wheeler-Aceto, A Cowan
Jul 1, 1988·Trends in Neurosciences·A MansourS J Watson
Jan 1, 1988·Annals of the New York Academy of Sciences·D E Gmerek, A Cowan
Aug 15, 1986·Science·A PfeifferH M Emrich
Jun 1, 1994·Journal of Ethnopharmacology·D J Siebert
Mar 14, 1995·European Journal of Pharmacology·Y KuraishiM Satoh
Jul 28, 1995·The Journal of Biological Chemistry·C ChenL Y Liu-Chen
Apr 1, 1995·FASEB Journal : Official Publication of the Federation of American Societies for Experimental Biology·R J KnappH I Yamamura
Feb 20, 1995·FEBS Letters·H W LaiY H Wong
May 12, 1997·European Journal of Pharmacology·R M QuockH I Yamamura
Mar 21, 1998·Chemical & Pharmaceutical Bulletin·H NagaseT Endo
Jan 29, 2000·European Journal of Pharmacology·T EndohH Nagase
Jun 3, 2000·Annual Review of Pharmacology and Toxicology·P Y LawH H Loh
Nov 16, 2001·Toxicology and Applied Pharmacology·M TomizawaJ E Casida
Feb 1, 2002·European Journal of Pharmacology·Yuko TogashiHiroshi Nagase
Aug 23, 2002·Proceedings of the National Academy of Sciences of the United States of America·Bryan L RothRichard B Rothman
Feb 6, 2003·European Journal of Pharmacology·Hirokazu MizoguchiLeon F Tseng
Mar 12, 2003·Trends in Pharmacological Sciences·Douglas J Sheffler, Bryan L Roth
Mar 22, 2003·The Journal of Pharmacology and Experimental Therapeutics·M C Holden KoNorah N Naughton
Apr 4, 2003·The Journal of Biological Chemistry·Nicolas MarieStéphane Allouche

❮ Previous
Next ❯

Citations

Apr 20, 2010·Psychopharmacology·Michael R Bruchas, Charles Chavkin
Nov 9, 2012·Psychopharmacology·Katherine A MacLeanRoland R Griffiths
Jan 10, 2009·Molecular Imaging and Biology : MIB : the Official Publication of the Academy of Molecular Imaging·Jacob M HookerWynne K Schiffer
Nov 10, 2013·European Journal of Pharmacology·Aashish S MoraniBronwyn M Kivell
Feb 8, 2014·Neuroscience Letters·K M DimattioL Y Liu-Chen
Apr 3, 2008·Journal of Medicinal Chemistry·Kevin TidgewellThomas E Prisinzano
Jul 1, 2005·Organic Letters·Wayne W HardingThomas E Prisinzano
Aug 24, 2010·Acta Pharmacologica Sinica·Yu-hua WangJing-gen Liu
Aug 27, 2009·Organic & Biomolecular Chemistry·Denise S SimpsonThomas E Prisinzano
May 2, 2006·The Journal of Biological Chemistry·Michael R BruchasCharles Chavkin
Dec 20, 2007·The Journal of Pharmacology and Experimental Therapeutics·Yulin WangLee-Yuan Liu-Chen
Oct 10, 2008·The Journal of Pharmacology and Experimental Therapeutics·Mei-Chuan Ko, Stephen M Husbands
Nov 13, 2008·The Journal of Pharmacology and Experimental Therapeutics·Eduardo R ButelmanMary Jeanne Kreek
Mar 22, 2012·The Journal of Pharmacology and Experimental Therapeutics·Eduardo R ButelmanThomas E Prisinzano
Mar 30, 2011·Pharmacological Reviews·Christopher W CunninghamThomas E Prisinzano
Jan 11, 2007·Beilstein Journal of Organic Chemistry·Thomas A MunroBruce M Cohen
Dec 16, 2005·The AAPS Journal·Thomas E PrisinzanoWayne W Harding
May 11, 2010·The Journal of Veterinary Medical Science·Yohei MiyamotoKiyoshi Okano
Jun 20, 2008·The Journal of Neuroscience : the Official Journal of the Society for Neuroscience·Arati KreibichRita J Valentino
Apr 1, 2008·Expert Opinion on Drug Discovery·Annette Gilchrist
Jul 3, 2013·Expert Opinion on Investigational Drugs·Heike BeneckeSonja Ständer
Feb 10, 2016·Pharmacological Research : the Official Journal of the Italian Pharmacological Society·Antonietta RossiRaffaele Capasso
Dec 24, 2005·Neurogastroenterology and Motility : the Official Journal of the European Gastrointestinal Motility Society·R CapassoA A Izzo
May 11, 2016·Proceedings of the National Academy of Sciences of the United States of America·Achla GuptaLakshmi A Devi
Feb 24, 2007·Life Sciences·Yong ChenLee-Yuan Liu-Chen
Aug 8, 2015·Materials Science & Engineering. C, Materials for Biological Applications·R EmmanuelFahad M A Al-Hemaid
Jun 17, 2006·Bioorganic & Medicinal Chemistry Letters·Cécile BéguinBruce M Cohen
Oct 11, 2005·Life Sciences·Thomas E Prisinzano
Sep 16, 2006·Peptides·Richard J Bodnar, Gad E Klein
Jan 26, 2006·Pharmacology, Biochemistry, and Behavior·Christopher R McCurdyMarcelo J Nieto
Jul 5, 2005·Bioorganic & Medicinal Chemistry Letters·David Y W LeeBruce Cohen
Jul 20, 2016·Natural Product Reports·Rongtao LiKuo-Hsiung Lee
Oct 31, 2014·Journal of Neuroscience Research·Ying ZhangNae J Dun
Aug 28, 2007·Anesthesiology·Heeseung LeeMei-Chuan Ko

❮ Previous
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