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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Book ChapterDOI
Chapter 3 Epibatidine
TL;DR: Epibatidine proves to be a 200 times more potent analgesic than morphine in the hot-plate and Straub-tail tests and seemed to operate via a nonopioid mechanism, because naloxone, a generally used opioid antagonist, did not reverse its effect.
Journal ArticleDOI
Toward an Asymmetric General Access to Azabicyclo[n.2.1]alkanes According to the CN(R,S) Method
TL;DR: In this paper, a general method for the synthesis of azabicyclo[n.1]alkanes of type 4 was described starting from the 2-cyano-5-oxazolopyrrolidine 5.2.
Journal ArticleDOI
Natural products as tools for studies of ligand-gated ion channels.
TL;DR: In studies of ligand-gated ion channels, natural products have been essential for the understanding of their structure and function.
Book ChapterDOI
Mass Spectrometry in Natural Product Structure Elucidation
TL;DR: This review of mass spectrometry in natural products chemistry shows how new ionization techniques have allowed the handling of involatile compounds and have extended the area of structural research step by step.
Book ChapterDOI
Chapter 2 History of Ion Channels in the Pain Sensory System
J. Szolcsányi,G. Pethö +1 more
TL;DR: The chapter focuses on the early discoveries, which provide the knowledge of different cation channels suitable for triggering nociceptive signals to the central nervous system (CNS).