65294-32-8Relevant articles and documents
Cooperative self-assembly and molecular binding behavior of cyclodextrin-crown ether conjugates mediated by alkali metal ions
Liu, Yu,Duan, Zhong-Yu,Chen, Yong,Han, Jian-Rong,Cui, Lv
, p. 2359 - 2364 (2004)
In order to quantitatively investigate their molecular binding ability, a series of cyclodextrin-crown ether conjugates containing β-cyclodextrin (β-CyD) and crown ether units, i.e. N-(benzoaza-15-crown-5) acylaminomethylene tethered 6-diethylenetriamino-6-deoxy-β-CyD (1), N-(benzoaza-15-crown-5)acylaminomethylene tethered 6-triethylenetetraamino-6- deoxy-β-CyD (2) and 4′,5′-dimethylene-benzo-15-crown-5 tethered 6-diethylenetriamino-6-deoxy-β-CyD (3), have been prepared as ditopic molecular receptors. Their inclusion complexation behavior with four representative fluorescent dyes, i.e. ammonium 8-anilino-l-naphthalenesulfonate (ANS), sodium 6-toluidino-2-naphthalenesulfonate (TNS), acridine red (AR) and rhodamine B (RhB), has been comprehensively investigated in aqueous NaH 2PO4/Na2HPO4 or KH 2PO4/K2HPO4 buffer solution (pH 7.20) by means of circular dichroism, fluorescence, and 2D NMR spectra. The results indicate that the self-assembly of crown ether modified β-CyD mediated by potassium ion exhibits a dimeric structure, which significantly enhances the original binding ability and molecular selectivity of parent β-CyD and its derivatives towards guest molecules through the cooperative binding of two hydrophobic CyD cavities with one guest. This cooperative binding mode of K+/CyD-crown ether systems are further confirmed by Job's experiments and 2D NMR investigations. Attributed to the positive contributions from the metal-ligated crown ether cap and K+-mediated dimerization of CyDs, the binding constant (Ks) values of CyD-crown ether conjugates 1-3 toward ANS are 10-83 times higher than that of β-CyD. The increased binding ability and molecular selectivity of CyD-crown ether conjugates are discussed from the viewpoints of size/shape-Fit and multiple recognition mechanism.
Functionalized β-cyclodextrins: Thermodynamic studies and NMR titration of 6-diethylenetriamine derivative
Cucinotta, Vincenzo,D'Alessandro, Franca,Impellizzeri, Giuseppe,Maccarrone, Giuseppe,Rizzarelli, Enrico,Vecchio, Graziella
, p. 1785 - 1788 (1996)
A thermodynamic and spectroscopic investigation has been carried out on the protonation and copper(II) complexation of the 6-diethylenetriamine derivative of β-cyclodextrins. By 13C NMR titration, the order of protonation of the three nitrogen atoms has been ascertained. The unusual entropy changes accompanying the different steps of protonation, as well as the copper(II) complexation, are discussed.
NITRIC OXIDE-RELEASING CYCLODEXTRINS AS BIODEGRADABLE ANTIBACTERIAL SCAFFOLDS AND METHODS PERTAINING THERETO
-
Page/Page column 97-99; 100, (2019/10/01)
Disclosed herein are cyclodextrin molecules covalently modified to store and release nitric oxide, as well as methods of making and uses thereof. The covalently modified cyclodextrin molecules may be tailored, in several embodiments, to release nitric oxide in a controlled manner and are useful for reduction and/or eradication of bacteria and for the treatment of disease.
A oleanolic acid with amine cyclodextrin clathrate
-
Paragraph 0037-0038, (2017/12/02)
The invention discloses a clathrate compound of pentacyclic triterpene oleanolic acid and amine cyclodextrin, the amine cyclodextrin is amino-substituted beta-cyclodextrin, The clathrate compound is prepared by employing a solvent method or an ultrasonic method; after oleanolic acid and amine cyclodextrin form the clathrate, the solubility of clathrate in water can be greatly increased, stability is increased, and bioavailability is increased. The antitumor in-vitro experiment shows that the clathrate has good antitumor in-vitro activity; the preparation method has the advantages of simple process, easy operation and mild reaction condition, and can be used for development of new oleanolic acid preparation.
Merging supramolecular catalysis and aminocatalysis: Amino-appended β-cyclodextrins (ACDs) as efficient and recyclable supramolecular catalysts for the synthesis of tetraketones
Ren, Yufeng,Yang, Bo,Liao, Xiali
, p. 22034 - 22042 (2016/03/08)
Well-designed amino-appended β-cyclodextrins (ACDs) with an amino side chain of different lengths at the primary face of β-CD were synthesized and employed in the catalytic synthesis of a series of tetraketones as supramolecular catalysts in water for the first time. Yields of 58-97% were obtained with up to 30 examples of substrate. The catalyst could be recycled easily, while a 92% yield and 84% rate of catalyst recovery could be achieved after 8 cycles of catalyst recycling. Moreover, a catalytic mechanism merging supramolecular catalysis and aminocatalysis could be proposed through detailed 1D and 2D NMR, ESI-MS and Job plot analyses. This protocol retained the promising characteristics of ambient temperature, green medium, simple operation, broad substrate scope, excellent yields, superb catalyst recycling performance and unique catalytic mechanism.