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The synthesis and evaluation of fluoro-, trifluoromethyl, and iodomuscimols as GABA agonists

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Author(s)

Mohd Abdul Fatah Abdul Manan, David Cordes, Alexandra Slawin, Michael Buehl, Vivian Liao, Han Chua, Mary Chebib, David O'Hagan

School/Research organisations

Abstract

Halogenated analogues of the neurotoxic alkaloid muscimol were prepared with fluorine, iodine or trifluoromethyl at the 4 position of the isoxazole ring system. These compounds were investigated as agonists for GABAA receptors. Only the C-4 fluorine containing analogue proved to be an active compound in these assays. The fluoro analogue was less active than muscimol, however it showed differential activity between synaptic (α1β2γ2) and extrasynaptic (α4β2γ) GABAA receptors, having a similar potency to the neurotransmitter GABA for the extrasynaptic (α4β2γ) receptor.
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Original languageEnglish
Pages (from-to)10848-10852
Number of pages5
JournalChemistry - A European Journal
Volume23
Issue number45
Early online date24 Jul 2017
DOIs
StatePublished - 10 Aug 2017

    Research areas

  • Muscimol, GABA agonists, GABA receptors, Fluorination, Trifluoromethyl, Iodination

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