Multinuclear solid state NMR investigation of two polymorphic forms of ciprofloxacin-saccharinate,

Y. GARRO LINCK; A. K. CHATTAH; R. GRAF; C.B. ROMAÑUK; M.E. OLIVERA; R.H. MANZO; G.A. MONTI; H.W. SPIESS

Angra dos Reis

Encuentro; 13th Nuclear Magnetic Resonance Users Meeting (AUREMN 2011); 2011

Associação de Usuários de Ressonância Magnética Nuclear

Multicomponent crystalline pharmaceutical solids, as for example ionic complexes or salts, are usually developed to improve the pharmaceutical profile of a single organic molecule in terms of solubility, stability, bioavailability and organoleptic properties. On the other hand, the phenomenon of polymorphism and its influence on the chemical and physical properties of molecular crystals is well known. This is especially true for pharmaceutical compounds, where polymorphic changes in the APIs can lead to significant effects on bioavailability. The present multicomponent compound is a new ciprofloxacin saccharinate recently derived. Ciprofloxacin (CIP), is a widely prescribed, broad-spectrum oral fluoroquinolone antibiotic approved for the treatment of several types of infections. nterestingly, ciprofloxacin saccharinate (CIP-SAC) can exist in two different polymorphic forms, CIP-SAC (I) and CIP-SAC (II). 1H NMR spectra under very fast MAS were recorded for the three samples as well as 13C CP-MAS and 15 N CP-MAS spectra to identify polymorphism. 1H-13C HETCOR and 1H-1H DQ-MAS was performed to identify intra and intermolecular interactions.