(−)-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 …

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 …

Fluorescence activation mechanism and imaging of drug permeation with new sensors for smoking-cessation ligands

AL Nichols, Z Blumenfeld, C Fan, L Luebbert… - Elife, 2022 - elifesciences.org
Nicotinic partial agonists provide an accepted aid for smoking cessation and thus contribute
to decreasing tobacco-related disease. Improved drugs constitute a continued area of study …

Evaluation of (+)-sparteine-like diamines for asymmetric synthesis

MJ Dearden, MJ McGrath, P O'Brien - The Journal of Organic …, 2004 - ACS Publications
Three new (+)-sparteine-like diamines were prepared from (−)-cytisine and evaluated as
sparteine surrogates in the α-lithiation rearrangement of cyclooctene oxide and the …

Probing binding interactions of cytisine derivatives to the α4β2 nicotinic acetylcholine receptor

AEM Blom, HR Campello, HA Lester… - Journal of the …, 2019 - ACS Publications
Nicotinic acetylcholine receptors (nAChRs) are crucial for communication between
synapses in the central nervous system. As such, they are also implicated in several …

Procedure-controlled selective synthesis of 5-acyl-2-iminothiazolines and their selenium and tellurium derivatives by convergent tandem annulation.

Y Wang, WX Zhang, Z Wang, Z Xi - … Chemie (International ed. in …, 2011 - europepmc.org
Concise and selective: the procedure-controlled synthesis of the title compounds has been
achieved for the first time by an organolithium-promoted convergent tandem annulation …

Antiviral activity of amides and carboxamides of quinolizidine alkaloid (−)-cytisine against human influenza virus A (H1N1) and parainfluenza virus type 3

VA Fedorova, RA Kadyrova, AV Slita… - Natural product …, 2021 - Taylor & Francis
Novel derivatives of quinolizidine alkaloid (−)-cytisine were synthesised. ADME properties,
cytotoxicity against HEK293 cells and activity against viruses of influenza A/California/07/09 …

Synthesis of sparteine-like chiral diamines and evaluation in the enantioselective lithiation–substitution of N-(tert-butoxycarbonyl) pyrrolidine

JPR Hermet, DW Porter, MJ Dearden… - Organic & …, 2003 - pubs.rsc.org
Three chiral diamines were synthesised and evaluated as sparteine surrogates in the
lithiation–substitution of N-(tert-butoxycarbonyl) pyrrolidine. The synthesis and attempted …

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 …

New chiral amine ligands in the desymmetrization of prochiral phosphine boranes

MJ Johansson, L Schwartz, M Amedjkouh… - Tetrahedron: Asymmetry, 2004 - Elsevier
P-chirogenic phosphine ligands can be prepared via desymmetrization of prochiral
phosphine boranes using s-BuLi·(−)-sparteine complexes. One limitation of this method …