869901-52-0Relevant academic research and scientific papers
Glucose-Responsive Supramolecular Vesicles Based on Water-Soluble Pillar[5]arene and Pyridylboronic Acid Derivatives for Controlled Insulin Delivery
Gao, Lei,Wang, Tingting,Jia, Keke,Wu, Xuan,Yao, Chenhao,Shao, Wei,Zhang, Dongmei,Hu, Xiao-Yu,Wang, Leyong
, p. 6605 - 6614 (2017)
The stimuli-responsive behavior of supramolecular nanocarriers is crucial for their potential applications as smart drug delivery systems. We hereby constructed a glucose-responsive supramolecular drug delivery system based on the host–guest interaction between a water-soluble pillar[5]arene (WP5) and a pyridylboronic acid derivative (G) for insulin delivery and controlled release under physiological conditions. The approach represents the ideal treatment of diabetes mellitus. The drug loading and in vitro drug release experiments demonstrated that large molecular weight insulin could be encapsulated into the vesicles with high loading efficiency, which, to our knowledge, is the first example of small-size supramolecular vesicles with excellent encapsulation capacity of a large protein molecule. Moreover, FITC-labeled insulin was used to evaluate the release behavior of insulin, and it was demonstrated that high glucose concentration could facilitate the quick release of insulin, suggesting a smart drug delivery system for potential application in controlled insulin release only under hyperglycemic conditions. Finally, we demonstrated that these supramolecular nanocarriers have good cytocompatibility, which is essential for their further biomedical applications. The present study provides a novel strategy for the construction of glucose-responsive smart supramolecular drug delivery systems, which has potential applications for the treatment of diabetes mellitus.
Assembly of N-hexadecyl-pyridinium-4-boronic acid hexafluorophosphate monolayer films with catechol sensing selectivity
Huang, Yan-Jun,Jiang, Yun-Bao,Fossey, John S.,James, Tony D.,Marken, Frank
, p. 8305 - 8310 (2010)
The highly water insoluble N-hexadecyl-pyridinium-4-boronic acid hexafluorophosphate is synthesised and investigated for sensor applications. This amphiphilic molecule is immobilised by evaporation of an acetonitrile solution at a basal plane pyrolytic graphite (HOPG) electrode surface and is shown to provide a monolayer film. By varying the amount of deposit partial or full coverage can be achieved. The N-hexadecyl-pyridinium-4-boronic acid hexafluorophosphate monolayer acts as an active receptor for 1,2-dihydroxy-benzene (catechol) derivatives in aqueous media. The ability to bind alizarin red S is investigated and the Langmuirian binding constant determined as a function of pH. It is shown that the immobilised boronic acid monolayer acts as sensor film for a wider range of catechols. A comparison of Langmuirian binding constants for alizarin red S (1.4 × 105 mol-1 dm3), catechol (8.4 × 104 mol -1 dm3), caffeic acid (7.5 × 104 mol -1 dm3), dopamine (1.0 × 104 mol -1 dm3), and l-dopa (8 × 103 mol -1 dm3) reveals that a combination of hydrophobicity and electrostatic interaction causes considerable selectivity effects.
Polycyclic pyridone compound as well as pharmaceutical composition and application thereof
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Paragraph 0091; 0092; 0093; 0094, (2019/04/04)
The invention provides a polycyclic pyridone compound as well as pharmaceutical composition and an application thereof. Specifically, the polycyclic pyridone compound is a compound shown as the formula (I) or pharmaceutically acceptable salt, solvate or hydrate of the compound. The compound can be used for preparing drugs for preventing or treating infectious diseases of mammals, and is particularly used for preparing drugs for preventing, treating, relieving and/or treating orthomyxovirus infection such as influenza A virus, influenza B virus and influenza C virus.
Photodynamic self–disinfecting surface using pyridinium phthalocyanine
George, Lijo,Müller, Alexander,R?der, Beate,Santala, Ville,Efimov, Alexander
, p. 334 - 342 (2017/08/29)
We have synthesized novel phthalocyanine with four pyridyl substituents connected to α-phthalo-positions via direct C-C bond. The Zn complex and tetracationic derivatives of phthalocyanine were also synthesized and the dyes were impregnated into filter pa
Diols and anions can control the formation of an exciplex between a pyridinium boronic acid with an aryl group connected via a propylene linker
Huang, Yan-Jun,Jiang, Yun-Bao,Bull, Steven D.,Fossey, John S.,James, Tony D.
supporting information; experimental part, p. 8180 - 8182 (2010/12/20)
The exciplex formation between a pyridinium boronic acid and phenyl group connected via a propylene linker can be monitored using fluorescence. Addition of pinacol affords a cyclic boronate ester with enhanced Lewis acidity that increases the strength of
New boron(III)-catalyzed amide and ester condensation reactions
Maki, Toshikatsu,Ishihara, Kazuaki,Yamamoto, Hisashi
, p. 8645 - 8657 (2008/02/08)
In 1996, we reported that benzeneboronic acids bearing electron-withdrawing groups at the meta- or para-position are highly effective catalysts for the amide condensation reaction in less-polar solvents. In this paper, we report that N-alkyl-4-boronopyridinium halides are more effective catalysts than the previous ones in more polar solvents. N-Alkyl-4-boronopyridinium halides are effective not only for amide condensation between equimolar mixtures of carboxylic acids and amines but also for the esterification of α-hydroxycarboxylic acids in alcohol solvents. Furthermore, perchlorocatecholborane is more effective than areneboronic acids for the amide condensation of sterically demanding carboxylic acids. In addition, Lewis acid-assisted Br?nsted acid (LBA), which is prepared from a 1:2 M mixture of boric acid and tetrachlorocatechol, is effective for the Ritter reaction from alcohols and nitriles to amides.
N-alkyl-4-boronopyridinium salts as thermally stable and reusable amide condensation catalysts
Maki, Toshikatsu,Ishihara, Kazuaki,Yamamoto, Hisashi
, p. 5043 - 5046 (2007/10/03)
(Chemical Equation Presented) N-Alkyl-4-boronopyridinium salts are highly effective and reusable catalysts for the dehydrative amide condensation reaction between equimolar mixtures of carboxylic acids and amines. N- Alkylboronopyridinium salts are thermally stabilized in the order N-alkyl-2-boronopyridinium salt ? N-alkyl-3-boronopyridinium salt N-alkyl-4-boronopyridinium salt. Homogeneous catalysts, such as 4-borono-N-methylpyridinium iodide, are more effective in the presence of ionic liquid and can be recovered by extraction with ionic liquid. In contrast, heterogeneous catalysts, such as polystyrene-bound 4-boronopyridinium salts, are effective even in the absence of ionic liquid and can be recovered by filtration.
