Preparation and properties of new co-crystals of ibandronate with gluco- or galactopyranoside derivatives
Abstract
Mixtures of ibandronate monosodium salt with eleven gluco- and/or galacto-pyranoside derivatives as counterions were designed to prepare co-crystals with improved intestinal absorption. In general, gastrointestinal absorption of bisphosphonates after oral administration is approximately 1%.
Co-crystals were generated by means of thermodynamically and/or kinetically controlled crystallization processes. Seventy-seven prepared samples were analyzed by means of FT-NIR, FT-Raman spectrometry and solid state NMR spectroscopy.
New entities of ibandronate monosodium salt with phenyl-beta-D-galactopyranoside were found and characterized. The absorption of these potential new co-crystals was investigated by means of PAMPA experiments.
In the present study the relationships between the chemical structures of the studied compounds required for co-crystal generation are discussed.