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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Pyridine alkaloids with activity in the central nervous system.
TL;DR: This review discusses all pyridine alkaloids with CNS activity, their therapeutic potential, and the interesting array of sources whence they originate.
Journal ArticleDOI
Synthesis of epibatidine homologues: Homoepibatidine and bis-homoepibatidine
TL;DR: In this article, the synthesis of bis-homoepibatidine and bis-homophatidine is described, which are based on the tropane (8-azabicyclo[3.2.1] octane) and homotropane (9-azabo-cyclo[4.2]nonane) ring systems.
Journal ArticleDOI
Structure Simplification of Natural Products as a Lead Generation Approach in Agrochemical Discovery.
Thomas C. Sparks,Stephen O. Duke +1 more
TL;DR: In this paper, a series of examples of natural products mimics are reviewed that demonstrate the structural or synthetic simplification of NPs as a guide for the discovery of future NP-inspired agrochemicals focused on fungicides, herbicides, and insecticides.
Journal ArticleDOI
A study of asymmetric protonation with chiral β-hydroxy sulfoxides. Asymmetric synthesis of (–)-epibatidine
Hiroshi Kosugi,Michiharu Kato +1 more
TL;DR: In this paper, the asymmetric synthesis of cyclohexanone derivative with chiral β-hydroxy sulfoxide sulfoxide was described, employing the key step of asymmetric protonation of the achiral lithum enolate.