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

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 analogues, and the pharmacology of these compounds, with emphasis on their interactions with nicotinic receptors. 89 references are...

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Published inNatural product reports Vol. 29; no. 5; pp. 555 - 567
Main Authors Prez, Edwin G, Mndez-Glvez, Carolina, Cassels, Bruce K
Format Journal Article
LanguageEnglish
Published England 01.05.2012
Subjects
Alkaloids - chemical synthesis
Alkaloids - chemistry
Alkaloids - pharmacology
Animals
Azocines - chemical synthesis
Azocines - chemistry
Azocines - pharmacology
Biological Products - pharmacology
Humans
Molecular Structure
Quinolizines - chemical synthesis
Quinolizines - chemistry
Quinolizines - pharmacology
Rats
Receptors, Nicotinic - drug effects
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Summary: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 analogues, and the pharmacology of these compounds, with emphasis on their interactions with nicotinic receptors. 89 references are cited. Cytisine has inspired many synthetic efforts and derivatisations. Its analogues have interesting biological activities, notably in the area of nicotinic pharmacology, discussed in this review with the more recent syntheses.
Bibliography:Bruce Cassels was born in Buenos Aires, Argentina. He received his PhD from the University of Buenos Aires in 1966 and then took up a position at the State Technical University in Santiago, Chile. He was a postdoc at Bonn University (Germany), and spent periods working with Maurice Shamma at Penn State. In 198283 he taught at SUNY-Stony Brook and subsequently worked at the Universities of Paris-XI (with Andr Cav) and Munich (with Meinhart Zenk). In 1988 he accepted a University of Chile professorship and started a program in medicinal chemistry, concentrating on CNS-active compounds and bioactive natural product derivatives.
Carolina Mndez was born and educated in Santiago, Chile, where she graduated with the degree of Licenciado in chemistry from the University of Santiago in 2008. She immediately joined her university's chemistry PhD programme and is now completing her thesis research under the joint supervision of Edwin G. Prez and Bruce Cassels in the latter's laboratory. As part of her doctoral studies she spent a short period working with Julio Seijas, at the University of Santiago de Compostela (Spain). Her current project involves the synthesis of potential nicotinic ligands and their structureactivity relationships.
Edwin G. Prez was born in Corozal, Colombia, and received his MSc in natural products chemistry in 2003 under the supervision of Jairo Sez, from the University of Antioquia (Medelln, Colombia). He was then awarded a DAAD (German Academic Exchange Service) scholarship to undertake PhD studies at the University of Chile with Bruce Cassels, graduating in 2008. His postdoctoral experience includes research visits to the laboratory of Kilian Muiz at the ICIQ in Tarragona (Spain), and he is currently an assistant professor at the Pontificial Catholic University of Chile. His research interests include the synthesis of nicotinic ligands.
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ISSN:0265-0568
1460-4752
DOI:10.1039/c2np00100d