Journal ArticleDOI
Epibatidine: a novel (chloropyridyl)azabicycloheptane with potent analgesic activity from an ecuadoran poison frog
Thomas F. Spande,H. M. Garraffo,M. W. Edwards,Herman J. C. Yeh,Lewis K. Pannell,John W. Daly +5 more
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TLDR
A potent non-opioid analgesic, epibatidine, has been isolated from skins of the Ecuadoran poison frog, Epipedobates tricolor, and its structure determined by MS, IR, and 1 H NMR analyses as exo-2-(6-chloro-3-pyridyl)-7-azabicyclo[2.2.1]heptane represents a unique new class of alkaloids.Abstract:
A potent non-opioid analgesic, epibatidine, has been isolated from skins of the Ecuadoran poison frog, Epipedobates tricolor, and its structure determined by MS, IR, and 1 H NMR analyses as exo-2-(6-chloro-3-pyridyl)-7-azabicyclo[2.2.1]heptane. It represents a unique new class of alkaloidsread more
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Journal ArticleDOI
Tritium-labelled alkaloids: Synthesis and applications
TL;DR: This review discusses the synthetic methods used to tritiate nonmorphinan alkaloids as well as their applications.
Journal ArticleDOI
Development of novel asymmetric reactions and their application to the synthesis of natural products
TL;DR: Asymmetric Michael addition of zinc enolate to a chiral nitroolefin was improved and the method was applied to the synthesis of (-)-Δ 9(12) -Capnellene [−]-6, (-)-aphanorphine [−)-7], and (-)-eptazocine [(-)-8].
Journal ArticleDOI
Diazaspirocyclic compounds as selective ligands for the α4β2 nicotinic acetylcholine receptor
Jon-Paul Strachan,Jarrett J. Farias,Jenny Z. Zhang,William S. Caldwell,Bhatti Balwinder Singh +4 more
TL;DR: All three target compounds synthesized in this diazaspirocyclic series exhibited high affinity at the human α4β2 nAChR subtype, and very low affinity for the humanα7, α3β4 (ganglion) and α1β1γδ (muscle) subtypes (K(i)>500 nM).
Journal ArticleDOI
Expression of Fos protein in rat brain following administration of a nicotinic acetylcholine receptor agonist epibatidine
TL;DR: It is suggested that epibatidine induced the expression of Fos protein in several regions of rat brain, and that dopamine D1 and D2 receptors and the N-methyl-d-aspartate (NMDA) receptor, and nicotinic acetylcholine (ACh) receptor may play a role in the expression in rat brain.
Book ChapterDOI
Beetle and Plant Arrow Poisons of the San People of Southern Africa
TL;DR: In this article, the authors examined the plant-and animal-based poisons used for hunting by indigenous San (Bushmen) of southern Africa and found that the plant poisons are mainly cardiac glycosides, whereas the animal poisons are commonly cytotoxic and neurotoxic.