Myelography Iodinated Contrast Media. 2. Conformational Versatility of lopamidol in the Solid State
| Autor: | Barbara Bellich, Silvia Di Fonzo, Giovanna Giannini, Silvano Geremia, Alessandro Maiocchi, Letizia Tavagnacco, Norberto Masciocchi, Marco Paolantoni, Rita De Zorzi, Attilio Cesàro, Federica Bertolotti, Claudio Masciovecchio, Fulvio Uggeri |
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| Přispěvatelé: | Bellich, Barbara, Di Fonzo, Silvia, Tavagnacco, Letizia, Paolantoni, Marco, Masciovecchio, Claudio, Bertolotti, Federica, Giannini, Giovanna, DE ZORZI, Rita, Geremia, Silvano, Maiocchi, Alessandro, Uggeri, Fulvio, Masciocchi, Norberto, Cesaro, Attilio |
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
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Molecular XRD Molecular Conformation Contrast Media Pharmaceutical Science 02 engineering and technology Spectrum Analysis Raman 010402 general chemistry 01 natural sciences Iopamidol law.invention Crystal symbols.namesake Thermodynamic Conformational versatility IR Raman Thermodynamics Molecular Medicine 3003 Drug Discovery3003 Pharmaceutical Science law Drug Discovery medicine Molecule Solubility Crystallization Myelography Atropisomer Chemistry 021001 nanoscience & nanotechnology 0104 chemical sciences Solutions Crystallography Polymorphism (materials science) symbols 0210 nano-technology Raman spectroscopy medicine.drug |
| Popis: | The phenomenon of polymorphism is of great relevance in pharmaceutics, since different polymorphs have different physicochemical properties, e.g., solubility, hence, bioavailability. Coupling diffractometric and spectroscopic experiments with thermodynamic analysis and computational work opens to a methodological approach which provides information on both structure and dynamics in the solid as well as in solution. The present work reports on the conformational changes in crystalline iopamidol, which is characterized by atropisomerism, a phenomenon that influences both the solution properties and the distinct crystal phases. The conformation of iopamidol is discussed for three different crystal phases. In the anhydrous and monohydrate crystal forms, iopamidol molecules display a syn conformation of the long branches stemming out from the triiodobenzene ring, while in the pentahydrate phase the anti conformation is found. IR and Raman spectroscopic studies carried out on the three crystal forms, jointly with quantum chemical computations, revealed that the markedly different spectral features can be specifically attributed to the different molecular conformations. Our results on the conformational versatility of iopamidol in different crystalline phases, linking structural and spectroscopic evidence for the solution state and the solid forms, provide a definite protocol for grasping the signals that can be taken as conformational markers. This is the first step for understanding the crystallization mechanism occurring in supersaturated solution of iopamidol molecules. |
| Databáze: | OpenAIRE |
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