Susceptibility to hydrolysis of phenylboronic pinacol esters at physiological pH
Susceptibility to hydrolysis of phenylboronic pinacol esters at physiological pH
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DOI：
10.2478/s11532-012-0159-2
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发表时间：
2013-02-01
影响因子：
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通讯作者：
Minetti, Giampaolo
中科院分区：
文献类型：
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作者：
Achilli, Cesare;Ciana, Annarita;Minetti, Giampaolo
硼酸及其酯被高度考虑用于设计新药物和药物递送装置的化合物，特别是作为适合于中子捕获疗法的硼载体。然而，这些化合物在水中仅略微稳定。本文介绍了几种苯硼酸频哪醇酯的水解反应。动力学依赖于芳环中的取代基。此外，pH强烈影响反应速率，在生理pH下反应速率显著加快。因此，在考虑将这些硼酸频哪醇酯用于药理学目的时必须小心。
Boronic acids and their esters are highly considered compounds for the design of new drugs and drug delivery devices, particularly as boron-carriers suitable for neutron capture therapy. However, these compounds are only marginally stable in water. Hydrolysis of some phenylboronic pinacol esters is described here. The kinetics is dependent on the substituents in the aromatic ring. Also the pH strongly influences the rate of the reaction, which is considerably accelerated at physiological pH. Therefore, care must be taken when considering these boronic pinacol esters for pharmacological purposes.