Paper
Intercalation of Benzoxaborolate Anions in Layered Double Hydroxides: Toward Hybrid Formulations for Benzoxaborole Drugs
Published Feb 5, 2015 · S. Sene, S. Bégu, C. Gervais
Chemistry of Materials
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Abstract
Benzoxaboroles are a family of cyclic derivatives of boronic acids, whose reactivity makes them interesting candidates for the development of novel drugs. In this study, we describe the preparation of the first hybrid organic–inorganic materials involving benzoxaboroles, as a first step toward their use as new formulations for such drugs. The materials were prepared by intercalation of the simplest benzoxaborole (C7H6BO(OH), BBzx) or of its fluorinated analogue (C7H5FBO(OH), AN2690, a recently developed antifungal drug), both taken under their anionic form (benzoxaborolate), into a biodegradable inorganic matrix (a Mg–Al layered double hydroxide). Extensive characterization was carried out on the materials, notably by powder X-ray diffraction and multinuclear (11B, 27Al, 13C, 19F, 25Mg, and 1H) solid state NMR, in order to describe their structure, particularly in the vicinity of the organoboron species. Three crystalline phases involving benzoxaborolate anions in association with Ca2+ or Mg2+ cations wer...
Hybrid organic-inorganic materials involving benzoxaboroles show potential for novel drug formulations, with potential for use in antifungal, antibacterial, and antiviral drugs.
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