2,4-Substituted bispidines as rigid hosts for versatile applications: from κ-opioid receptor to metal coordination.

Date publication

novembre 2019

Journal

Dalton transactions (Cambridge, England : 2003)

Auteurs

Membres identifiés du Cancéropôle Est :
Dr CHARBONNIERE Loïc

Tous les auteurs :
Nonat AM, Roux A, Sy M, Charbonnière LJ

Lien Pubmed

https://www.ncbi.nlm.nih.gov/pubmed/31599913

Résumé

Bispidones (3,7-diazabicyclo[3.3.1]nonan-9-one) are bicyclic analogues of the natural antiarrhythmic agent, spartein. They can straightforwardly be obtained from two successive Mannich reactions. Reduction of the ketone gives the corresponding bispidol. Substituted bispidones and bispidols offer a large playground by varying the substituents, the configuration of the carbon atoms in position 2 and 4 as well as the conformation of the bicycle. While chair-boat conformers display a strong affinity for κ-opioid receptors, chair-chair bispidines provide adaptable coordination spheres for transition metal and rare-earth ions. Because of their very rich coordination chemistry, substituted bispidines have emerged in various applications of coordination chemistry, such as catalysis, magnetism and medical imaging.

Mots clés

Animals, Bridged Bicyclo Compounds, Heterocyclic, chemistry, Coordination Complexes, chemistry, Humans, Metals, Rare Earth, chemistry, Molecular Conformation, Radiotherapy, methods, Receptors, Opioid, kappa, chemistry, Transition Elements, chemistry

Référence

Dalton Trans. 2019 Nov 12;48(44):16476-16492