Literature DB >> 11229744

Synthesis and biological evaluation of novel amides of polyunsaturated fatty acids with dopamine.

V Bezuglov1, M Bobrov, N Gretskaya, A Gonchar, G Zinchenko, D Melck, T Bisogno, V Di Marzo, D Kuklev, J C Rossi, J P Vidal, T Durand.   

Abstract

New amides of different fatty acids from the C18, C20, and C22 series with dopamine were synthesized. Pharmacological characterization in binding assays with rat brain membrane preparations and in the 'tetrad' of cannabinoid behavioral tests showed that, for these compounds, cannabinoid-like activity was dependent on the fatty acid moiety. Our data demonstrate that polyenoic fatty acid amides with dopamine comprise a new family of synthetic cannabimimetics.

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Year:  2001        PMID： 11229744     DOI： 10.1016/s0960-894x(00)00689-2

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  18 in total

Review 1.  N-acyl amino acids and N-acyl neurotransmitter conjugates: neuromodulators and probes for new drug targets.

Authors:  Mark Connor; Chris W Vaughan; Robert J Vandenberg
Journal:  Br J Pharmacol       Date:  2010-08       Impact factor: 8.739

2.  Effect of derivatives of docosahexaenoic acid on AMPA receptors in Purkinje neurons.

Authors:  I V Serkov; V V Grigor'ev; T A Ivanova; N M Gretskaya; V V Bezuglov; S O Bachurin
Journal:  Dokl Biol Sci       Date:  2006 Nov-Dec

3.  N-Arachidonoyl Dopamine Modulates Acute Systemic Inflammation via Nonhematopoietic TRPV1.

Authors:  Samira K Lawton; Fengyun Xu; Alphonso Tran; Erika Wong; Arun Prakash; Mark Schumacher; Judith Hellman; Kevin Wilhelmsen
Journal:  J Immunol       Date:  2017-07-12       Impact factor: 5.422

4.  Acetonide Protection of Dopamine for the Synthesis of Highly Pure N-docosahexaenoyldopamine.

Authors:  Zhongqiang Liu; Bi-Huang Hu; Phillip B Messersmith
Journal:  Tetrahedron Lett       Date:  2010-05-01       Impact factor: 2.415

5.  Discovery of endogenous inverse agonists for G protein-coupled receptor 6.

Authors:  Sarah H Shrader; Zhao-Hui Song
Journal:  Biochem Biophys Res Commun       Date:  2019-12-07       Impact factor: 3.575

6.  Microsomal omega-hydroxylated metabolites of N-arachidonoyl dopamine are active at recombinant human TRPV1 receptors.

Authors:  N Rimmerman; H B Bradshaw; A Basnet; B Tan; Theodore S Widlanski; J M Walker
Journal:  Prostaglandins Other Lipid Mediat       Date:  2008-09-02       Impact factor: 3.072

7.  Inhibitory effect of N-Acyl dopamines on IgE-mediated allergic response in RBL-2H3 cells.

Authors:  Jae-Myung Yoo; Eun Seok Park; Mee Ree Kim; Dai-Eun Sok
Journal:  Lipids       Date:  2013-02-02       Impact factor: 1.880

8.  The biosynthesis of N-arachidonoyl dopamine (NADA), a putative endocannabinoid and endovanilloid, via conjugation of arachidonic acid with dopamine.

Authors:  Sherry Shu-Jung Hu; Heather B Bradshaw; Valery M Benton; Jay Shih-Chieh Chen; Susan M Huang; Alberto Minassi; Tiziana Bisogno; Kim Masuda; Bo Tan; Robert Roskoski; Benjamin F Cravatt; Vincenzo Di Marzo; J Michael Walker
Journal:  Prostaglandins Leukot Essent Fatty Acids       Date:  2009-06-30       Impact factor: 4.006

9.  Extracellular loops 2 and 4 of GLYT2 are required for N-arachidonylglycine inhibition of glycine transport.

Authors:  Amelia R Edington; Audra A McKinzie; Aaron J Reynolds; Michael Kassiou; Renae M Ryan; Robert J Vandenberg
Journal:  J Biol Chem       Date:  2009-10-29       Impact factor: 5.157

10.  Enzymatic synthesis of N-Acylethanolamines: Direct method for the aminolysis of esters.

Authors:  Kyle M Whitten; Alexandros Makriyannis; Subramanian K Vadivel
Journal:  Tetrahedron Lett       Date:  2012-08-18       Impact factor: 2.415
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