Susceptibility to hydrolysis of phenylboronic pinacol esters at physiological pH

• Authors: Cesare Achilli , Annarita Ciana , Maurizio Fagnoni , Cesare Balduini , Giampaolo Minetti
• Languages of publication: EN

Abstracts

EN

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. [...]

Keywords

EN

Phenylboronic acid esters; Hydrolysis; Boron-carriers; Boron neutron capture therapy

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2013
• Volume: 11
• Issue: 2
• Pages: 137-139

Dates

published

1 - 2 - 2013

online

29 - 11 - 2012

Contributors

author

Cesare Achilli

• Laboratories of Biochemistry, Department of Biology and Biotechnology “Lazzaro Spallanzani”, University of Pavia, 21-27100, Pavia, Italy

author

Annarita Ciana

• Laboratories of Biochemistry, Department of Biology and Biotechnology “Lazzaro Spallanzani”, University of Pavia, 21-27100, Pavia, Italy

author

Maurizio Fagnoni

• Department of Chemistry, University of Pavia, 12-27100, Pavia, Italy

author

Cesare Balduini

• Laboratories of Biochemistry, Department of Biology and Biotechnology “Lazzaro Spallanzani”, University of Pavia, 21-27100, Pavia, Italy

author

Giampaolo Minetti

• Laboratories of Biochemistry, Department of Biology and Biotechnology “Lazzaro Spallanzani”, University of Pavia, 21-27100, Pavia, Italy

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Identifiers

DOI

10.2478/s11532-012-0159-2