(−)-Cytisine and derivatives: synthesis, reactivity, and applications

J Rouden, MC Lasne, J Blanchet, J Baudoux - Chemical reviews, 2014 - ACS Publications
(−)-Cytisine (−)-1,[(1R, 5S)-1, 2, 3, 4, 5, 6-hexahydro-1, 5-methano-8H-pyrido [1, 2a][1, 5]
diazocin-8-one (Figure 1), is an alkaloid extracted from various plants belonging to the …

A readily-accessible (+)-sparteine surrogate

MJ Dearden, CR Firkin, JPR Hermet… - Journal of the American …, 2002 - ACS Publications
A Readily-Accessible (+)-Sparteine Surrogate | Journal of the American Chemical Society
ACS ACS Publications C&EN CAS Find my institution Log In Journal of the American …

Cytisine: a natural product lead for the development of drugs acting at nicotinic acetylcholine receptors

EG Pérez, C Méndez-Gálvez, BK Cassels - Natural product reports, 2012 - pubs.rsc.org
Covering: up to the end of 2011 This review covers classical and modern structural
modifications of the alkaloid, the more recent (since 2007) syntheses of cytisine and …

Cytisine derivatives as ligands for neuronal nicotine receptors and with various pharmacological activities

CC Boido, B Tasso, V Boido, F Sparatore - Il Farmaco, 2003 - Elsevier
Neuronal nicotinic acetylcholine receptors (nAChRs) form a family of ACh-gated cation
channels made up of different subtypes. They are widely distributed in peripheral and …

Halogenated and isosteric cytisine derivatives with increased affinity and functional activity at nicotinic acetylcholine receptors

RW Fitch, Y Kaneko, P Klaperski, JW Daly… - Bioorganic & medicinal …, 2005 - Elsevier
A series of pyridone ring-modified derivatives of (7R, 9S)-(−)-cytisine were evaluated for
affinity and functional activity at neuromuscular α1β1γδ, ganglionic α3β4, and central …

Basic instinct: design, synthesis and evaluation of (+)-sparteine surrogates for asymmetric synthesis

P O'Brien - Chemical communications, 2008 - pubs.rsc.org
(–)-Sparteine, a naturally occurring lupin alkaloid, is widely used as a chiral ligand for
asymmetric synthesis. To address the limitation that sparteine is only available as its (–) …

Halogenated cytisine derivatives as agonists at human neuronal nicotinic acetylcholine receptor subtypes

YE Slater, LM Houlihan, PD Maskell, R Exley… - …, 2003 - Elsevier
Cytisine (cy) is a potent and competitive partial agonist at α4 subunit-containing nicotinic
acetylcholine (nACh) receptors while at homomeric α7-nACh receptors it behaves as a full …

Activity of cytisine and its brominated isosteres on recombinant human α7, α4β2 and α4β4 nicotinic acetylcholine receptors

LM Houlihan, Y Slater, DL Guerra… - Journal of …, 2001 - Wiley Online Library
Effects of cytisine (cy), 3‐bromocytisine (3‐Br‐cy), 5‐bromocytisine (5‐Br‐cy) and 3, 5‐
dibromocytisine (3, 5‐diBr‐cy) on human (h) α7‐, α4β2‐and α4β4 nicotinic acetylcholine …

[引用][C] Synthesis of (+)‐(1R,2S,9S)‐11‐Methyl‐7,11‐Diazatricyclo[7.3.1.02,7]Tridecane, A (+)‐Sparteine Surrogate

AJ Dixon, MJ McGrath, P O'Brien - Organic Syntheses, 2003 - Wiley Online Library
Cytisine (−)‐Methyl (1R, 9R)‐6‐Oxo‐7, 11‐diazatricyclo [7.3. 1.02, 7] trideca‐2, 4‐diene‐11‐
carboxylic acid (+)‐(1R, 2S, 9S)‐11‐Methyl‐7, 11‐diazatricyclo [7.3. 1.02, 7] tridecane

Synthesis and pharmacological evaluation of novel 9-and 10-substituted cytisine derivatives. Nicotinic ligands of enhanced subtype selectivity

SK Chellappan, Y Xiao, W Tueckmantel… - Journal of medicinal …, 2006 - ACS Publications
We report the synthesis and pharmacological properties of several cytisine derivatives.
Among them, two 10-substituted derivatives showed much higher selectivities for the α4β2 …