Abstract:
:Five picrotoxinin analogues were examined on GABA-gated chloride channels of an identifiable cockroach (Periplaneta americana) motor neurone (Df). Substitution of the bridgehead hydroxyl at the C-6 position of the picrotoxinin molecule by a fluorine atom (fluoropicrotoxinin) had little effect, whereas acetylation of the same functional group (picrotoxinin acetate) substantially reduced the effectiveness of the parent compound. Conversion of the terminal isopropenyl group to an acetyl (alpha-picrotoxinone) or hydration of the double bond (picrotin) also reduced activity. Dendrobine, a naturally-occurring picrotoxinin-like compound had very little effect on GABA-induced responses at concentrations up to 1.0 x 10(-5) M. The present results suggest that the size and the ability of the bridgehead hydroxyl to undergo hydrogen bond formation and the lipophilic nature of the terminal isopropenyl group profoundly affect the inhibitory actions of the picrotoxinin molecule on insect neuronal GABA-gated chloride channels.
journal_name
Neurosci Lettjournal_title
Neuroscience lettersauthors
Anthony NM,Holyoke CW Jr,Sattelle DBdoi
10.1016/0304-3940(94)90606-8subject
Has Abstractpub_date
1994-04-25 00:00:00pages
67-9issue
1-2eissn
0304-3940issn
1872-7972pii
0304-3940(94)90606-8journal_volume
171pub_type
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