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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Acute pain physiology and pharmacological targets: The present and future
TL;DR: A general review of the major physiological components of acute pain as they are understood at present is aimed at the clinician involved in its management, who wishes to gain a better understanding of the scientific rationale for treatment strategies based on pharmacological targets.
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Quaternary ammonium 3-(aminoethoxy)pyridines as antinociceptive agents.
Rahime Şimşek,Jean Chang-Fong,Mase Lee,Malgorzata Dukat,M. Imad Damaj,Billy R. Martin,Richard A. Glennon +6 more
TL;DR: Quaternization via N-methylation of the terminal amines of a series of 3-(dialkylaminoethoxy)pyridines resulted in analogues that displayed up to 50-60-fold enhanced affinity for nicotinic acetylcholinergic (nACh) receptors.
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Synthesis of Fused-Ring Nicotine Derivatives from (S)-Nicotine
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Total Synthesis of (+/-)-Epibatidine Using a Biocatalytic Approach.
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Homoepiboxidines: further potent agonists for nicotinic receptors.
Richard W. Fitch,Xue-Feng Pei,Yumika Kaneko,Tara H. Gupta,Dan Shi,Irina Federova,John W. Daly +6 more
TL;DR: Homoepiboxidine and the corresponding N-methyl (4) and N-benzyl derivatives were prepared from a 6beta-carbomethoxynortropane and had equivalent affinity/activity to epiboxidines at neuromuscular, neuronal alpha4beta2, and most alpha3-containing ganglionic-type nicotinic receptors.