Preparation of β-cyclodextrin-based dimers with selectively methylated rims and their use for solubilization of tetracene.

Autor: Lebedinskiy K; Department of Organic Chemistry, Faculty of Science, Charles University, Hlavova 8, 128 43 Prague, Czech Republic., Lobaz V; Institute of Macromolecular Chemistry, Department of Supramolecular Systems and Self-Assembling Processes, Heyrovského nám. 2, 162 06 Prague, Czech Republic., Jindřich J; Department of Organic Chemistry, Faculty of Science, Charles University, Hlavova 8, 128 43 Prague, Czech Republic.
Jazyk: angličtina
Zdroj: Beilstein journal of organic chemistry [Beilstein J Org Chem] 2022 Nov 25; Vol. 18, pp. 1596-1606. Date of Electronic Publication: 2022 Nov 25 (Print Publication: 2022).
DOI: 10.3762/bjoc.18.170
Abstrakt: A series of β-cyclodextrin dimers selectively permethylated on the primary or secondary rim with two different types of spacers have been synthesized effectively utilizing conventional and newly developed methods. Their structure analyses by 1 H NMR and NOESY NMR imply the dependence of molecular symmetry on the type of spacer. The ability of synthesized dimers to increase the solubility of tetracene in DMSO was evaluated and compared to native cyclodextrins and their methylated derivatives. The newly synthesized compounds expressed better effectiveness than other tested supramolecular hosts.
(Copyright © 2022, Lebedinskiy et al.)
Databáze: MEDLINE