Glycine Betaine-Functionalized Ionic Liquids: Design of Versatile Bioplatform for Incorporating Biologically Active Moieties into Cations

IF 4 3区 医学 Q2 CHEMISTRY, MEDICINAL
Witold Stachowiak, Marcin Wysocki, Lorenzo Guazzelli and Michał Niemczak*, 
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引用次数: 0

Abstract

We report a novel series of ILs formed by coupling glycine betaine with the biologically active herbicide MCPA via an ester bond. ILs were synthesized through a 2-step O-alkylation process, followed by product isolation using flash chromatography. The alkyl chain length between the carboxylic groups determines solubility and octanol–water partition coefficient, whereas the rate of their hydrolysis is highly influenced by the pH of aqueous solution. All compounds retained the biological activity of the incorporated herbicide.

甘氨酸甜菜碱功能化离子液体:将生物活性组分纳入阳离子的多功能生物平台的设计
我们报道了一系列由甘氨酸甜菜碱与生物活性除草剂MCPA通过酯键偶联而形成的新的il。通过两步o -烷基化法合成il,然后用闪蒸色谱法分离产物。羧基之间的烷基链长决定了其溶解度和辛醇-水分配系数,而其水解速率受水溶液pH值的影响较大。所有化合物都保留了掺入除草剂的生物活性。
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来源期刊
ACS Medicinal Chemistry Letters
ACS Medicinal Chemistry Letters CHEMISTRY, MEDICINAL-
CiteScore
7.30
自引率
2.40%
发文量
328
审稿时长
1 months
期刊介绍: ACS Medicinal Chemistry Letters is interested in receiving manuscripts that discuss various aspects of medicinal chemistry. The journal will publish studies that pertain to a broad range of subject matter, including compound design and optimization, biological evaluation, drug delivery, imaging agents, and pharmacology of both small and large bioactive molecules. Specific areas include but are not limited to: Identification, synthesis, and optimization of lead biologically active molecules and drugs (small molecules and biologics) Biological characterization of new molecular entities in the context of drug discovery Computational, cheminformatics, and structural studies for the identification or SAR analysis of bioactive molecules, ligands and their targets, etc. Novel and improved methodologies, including radiation biochemistry, with broad application to medicinal chemistry Discovery technologies for biologically active molecules from both synthetic and natural (plant and other) sources Pharmacokinetic/pharmacodynamic studies that address mechanisms underlying drug disposition and response Pharmacogenetic and pharmacogenomic studies used to enhance drug design and the translation of medicinal chemistry into the clinic Mechanistic drug metabolism and regulation of metabolic enzyme gene expression Chemistry patents relevant to the medicinal chemistry field.
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