F Ivy Carroll1. 1. Organic and Medicinal Chemistry, Research Triangle Institute, Research Triangle Park, NC 27709, USA.
Abstract
In 1992 Daly and co-workers reported the isolation of a new natural product, epibatidine. Future studies showed that epibatidine was an nAChR ligand with analgesic potency 200-400 times greater than that of morphine. However, its potential as a new drug was limited by its toxic side effects, probably resulting from its activity at a number of nAChR subtypes. Epibatidine's unique structure and potent activity made it an ideal lead structure for the development of nAChR ligands with reduced side effects and better nAChR subtype selectivity. This review presents the synthetic methods we have used to synthesize a number of epibatidine agonists, antagonists, and mixed agonists/antagonists to better characterize the α4β2 nAChR pharmacophore and hopefully provide compounds that have potential for treating nicotine addiction.
In 1992 Daly and co-workers reported the isolation of a new natural product, epibatidine. Future studies showed that n class="Chemical">epibatidine was an nAChR ligand with analgesic potency 200-400 times greater than that of morphine. However, its potential as a new drug was limited by its toxic side effects, probably resulting from its activity at a number of nAChR subtypes. Epibatidine's unique structure and potent activity made it an ideal lead structure for the development of nAChR ligands with reduced side effects and better nAChR subtype selectivity. This review presents the synthetic methods we have used to synthesize a number of epibatidine agonists, antagonists, and mixed agonists/antagonists to better characterize the α4β2 nAChR pharmacophore and hopefully provide compounds that have potential for treating nicotine addiction.
Authors: Y S Ding; S J Gatley; J S Fowler; N D Volkow; D Aggarwal; J Logan; S L Dewey; F Liang; F I Carroll; M J Kuhar Journal: Synapse Date: 1996-12 Impact factor: 2.562
Authors: F Ivy Carroll; Wei Ma; Yasuno Yokota; Jeffrey R Lee; Lawrence E Brieaddy; Hernán A Navarro; M I Damaj; Billy R Martin Journal: J Med Chem Date: 2005-02-24 Impact factor: 7.446
Authors: P E Molina; Y S Ding; F I Carroll; F Liang; N D Volkow; N Pappas; M Kuhar; N Abumrad; S J Gatley; J S Fowler Journal: Nucl Med Biol Date: 1997-11 Impact factor: 2.408
Authors: F Ivy Carroll; T Philip Robinson; Lawrence E Brieaddy; Robert N Atkinson; S Wayne Mascarella; M Imad Damaj; Billy R Martin; Hernán A Navarro Journal: J Med Chem Date: 2007-11-10 Impact factor: 7.446
Authors: F Ivy Carroll; Jeffrey R Lee; Hernán A Navarro; Wei Ma; Lawrence E Brieaddy; Philip Abraham; M I Damaj; Billy R Martin Journal: J Med Chem Date: 2002-10-10 Impact factor: 7.446
Authors: Yafei Jin; Xiaoqin Huang; Roger L Papke; Emily M Jutkiewicz; Hollis D Showalter; Chang-Guo Zhan Journal: Bioorg Med Chem Lett Date: 2017-08-14 Impact factor: 2.823
Authors: Pauline W Ondachi; Ana H Castro; Jakub M Bartkowiak; Charles W Luetje; M Imad Damaj; S Wayne Mascarella; Hernán A Navarro; F Ivy Carroll Journal: J Med Chem Date: 2014-01-28 Impact factor: 7.446
Authors: Giovanna Li Petri; Maria Valeria Raimondi; Virginia Spanò; Ralph Holl; Paola Barraja; Alessandra Montalbano Journal: Top Curr Chem (Cham) Date: 2021-08-10