Literature DB >> 19783443

Synthesis and biological evaluation of flavan-3-ol derivatives as positive modulators of GABAA receptors.

Kenneth N Mewett1, Sebastian P Fernandez, Anmol K Pasricha, Alice Pong, Steven O Devenish, David E Hibbs, Mary Chebib, Graham A R Johnston, Jane R Hanrahan.   

Abstract

We herein describe the synthesis and positive modulatory activities of a small library of flavan-3-ol derivatives on alpha(1)beta(2)gamma(2L) GABA(A) receptors. Structure-activity relationships of various substituents on the A, B and C rings were evaluated in a functional electrophysiological assay. A trans configuration and a 3-acetoxy moiety are essential for activity. Substitution of the B ring appears to be well tolerated, with substituents on the A ring playing a major role in determining activity.

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Year:  2009        PMID: 19783443     DOI: 10.1016/j.bmc.2009.08.062

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  7 in total

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Journal:  J Comb Chem       Date:  2010-10-05

2.  Flavan-3-ol esters: new agents for exploring modulatory sites on GABA(A) receptors.

Authors:  Sebastian P Fernandez; Nasiara Karim; Kenneth N Mewett; Mary Chebib; Graham Ar Johnston; Jane R Hanrahan
Journal:  Br J Pharmacol       Date:  2012-02       Impact factor: 8.739

3.  Catalytic, Enantioselective, Intramolecular Sulfenofunctionalization of Alkenes with Phenols.

Authors:  Scott E Denmark; David J P Kornfilt
Journal:  J Org Chem       Date:  2017-03-03       Impact factor: 4.354

Review 4.  Flavonoid modulation of GABA(A) receptors.

Authors:  Jane R Hanrahan; Mary Chebib; Graham A R Johnston
Journal:  Br J Pharmacol       Date:  2011-05       Impact factor: 8.739

5.  Asymmetric synthesis of flavanols via Cu-catalyzed kinetic resolution of chromenes and their anti-inflammatory activity.

Authors:  Qingjing Yang; Zihao Wang; Catherine Hong Huan Hor; Haitao Xiao; Zhaoxiang Bian; Jun Joelle Wang
Journal:  Sci Adv       Date:  2022-06-03       Impact factor: 14.957

6.  Bis[2-bromo-4-(2-hy-droxy-eth-yl)phenol] monohydrate.

Authors:  Jing Zhu; Wen-Ge Yang; Lu-Lu Wang; Kai Wang; Yong-Hong Hu
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-04-13

Review 7.  Flavonoids as GABAA receptor ligands: the whole story?

Authors:  Cristina Wasowski; Mariel Marder
Journal:  J Exp Pharmacol       Date:  2012-02-23
  7 in total

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