Next Article in Journal
Development of Heterogeneous Olympic Medal Metal Nanoparticle Catalysts for Environmentally Benign Molecular Transformations Based on the Surface Properties of Hydrotalcite
Previous Article in Journal
Acanmontanoside, a New Phenylethanoid Diglycoside from Acanthus montanus
Previous Article in Special Issue
Bisbenzamidines as Antifungal Agents. Are Both Amidine Functions Required to Observe an Anti-Pneumocystis carinii Activity?
Molecules 2010, 15(12), 8973-8987; doi:10.3390/molecules15128973
Article

Preparation and Properties of New Co-Crystals of Ibandronate with Gluco- or Galactopyranoside Derivatives

1,2, 3, 1,3, 3, 1, 1, 1, 1, 1, 1,3 and 1,3,*
1 Zentiva k.s., U Kabelovny 130, 102 37 Prague 10, Czech Republic 2 Department of Inorganic and Organic Chemistry, Faculty of Pharmacy in Hradec Kralove, Charles University in Prague, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic 3 Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1/3, 612 42 Brno, Czech Republic
Preliminary results were presented at the Thirteenth Electronic Conference on Synthetic Organic Chemistry (ECSOC-13, http://www.sciforum.net/presentation/201), 1-30 November 2009
* Author to whom correspondence should be addressed.
Received: 22 November 2010 / Revised: 3 December 2010 / Accepted: 7 December 2010 / Published: 8 December 2010
(This article belongs to the Special Issue ECSOC-13)
Download PDF [412 KB, uploaded 18 June 2014]

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-β-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.
Keywords: ibandronate; d-glucopyranosides; d-galactopyranosides; co-crystals; FT-NIR; FT-Raman; CP/MAS NMR; PAMPA ibandronate; d-glucopyranosides; d-galactopyranosides; co-crystals; FT-NIR; FT-Raman; CP/MAS NMR; PAMPA
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
MDPI and ACS Style

Oktabec, Z.; Kos, J.; Mandelova, Z.; Havelkova, L.; Pekarek, T.; Rezacova, A.; Placek, L.; Tkadlecova, M.; Havlicek, J.; Dohnal, J.; Jampílek, J. Preparation and Properties of New Co-Crystals of Ibandronate with Gluco- or Galactopyranoside Derivatives. Molecules 2010, 15, 8973-8987.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert