6266-40-6Relevant articles and documents
Kinetic control of threading of cyclodextrins onto axle molecules
Oshikiri, Tomoya,Takashima, Yoshinori,Yamaguchi, Hiroyasu,Harada, Akira
, p. 12186 - 12187 (2005)
We report here, for the first time, kinetic control of the face-direction of cyclodextrin (CD) in the construction of a pseudo-rotaxane with an alkyl chain bearing pyridyl end caps. The yields of complexes of CDs with guest alkyl derivatives were controlled by the simple change of the position and the number of methyl groups bound to the pyridyl moiety. Single-substituted pyridyl groups attached to the ends of the alkyl chain regulated the rate for CDs passing them. Two methyl substituents could clearly govern the degree of complex formation of CD with guest molecules and resulted in the distinction of face-direction of CD molecules entering the gates at guest ends. Copyright
Supramolecular hydrogels formed from poly(viologen) cross-linked with cyclodextrin dimers and their physical properties
Takashima, Yoshinori,Yuting, Yang,Otsubo, Miyuki,Yamaguchi, Hiroyasu,Harada, Akira
, p. 1594 - 1600,7 (2012)
Supramolecular materials with noncovalent bonds have attracted much attention due to their exclusive properties differentiating them from materials formed solely by covalent bonds. Especially interesting are rotor molecules of topological complexes that s
Development of small bisquaternary cholinesterase inhibitors as drugs for pre-treatment of nerve agent poisonings
Kuca, Kamil,Karasova, Jana Zdarova,Soukup, Ondrej,Kassa, Jiri,Novotna, Eva,Sepsova, Vendula,Horova, Anna,Pejchal, Jaroslav,Hrabinova, Martina,Vodakova, Eva,Jun, Daniel,Nepovimova, Eugenie,Valis, Martin,Musilek, Kamil
, p. 505 - 512 (2018)
Background: Intoxication by nerve agents could be prevented by using small acetylcholinesterase inhibitors (eg, pyridostigmine) for potentially exposed personnel. However, the serious side effects of currently used drugs led to research of novel potent molecules for prophylaxis of organophosphorus intoxication. Methods: The molecular design, molecular docking, chemical synthesis, in vitro methods (enzyme inhibition, cytotoxicity, and nicotinic receptors modulation), and in vivo methods (acute toxicity and prophylactic effect) were used to study bispyridinium, bisquinolinium, bisisoqui-nolinium, and pyridinium-quinolinium/isoquinolinium molecules presented in this study. Results: The studied molecules showed non-competitive inhibitory ability towards human acetylcholinesterase in vitro that was further confirmed by molecular modelling studies. Several compounds were selected for further studies. First, their cytotoxicity, nicotinic receptors modulation, and acute toxicity (lethal dose for 50% of laboratory animals [LD50]; mice and rats) were tested to evaluate their safety with promising results. Furthermore, their blood levels were measured to select the appropriate time for prophylactic administration. Finally, the protective ratio of selected compounds against soman-induced toxicity was determined when selected compounds were found similarly potent or only slightly better to standard pyridostigmine. Conclusion: The presented small bisquaternary molecules did not show overall benefit in prophylaxis of soman-induced in vivo toxicity.
Photoresponsive formation of pseudo[2]rotaxane with cyclodextrin derivatives
Wang, Zhibin,Takashima, Yoshinori,Yamaguchi, Hiroyasu,Harada, Akira
supporting information; experimental part, p. 4356 - 4359 (2011/10/18)
The two isomers of 6-stilbene-amide-α-CD (6-StiNH-α-CD) exhibit different inclusion behaviors upon complexation with an alkyl chain bearing pyridinium end caps. Photoisomerization of the stilbene moiety of the CD derivative affects threading due to comple