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| Description
| - Twenty-eight carbohydrate derivatives were evaluated as formers during crystallization process of monosodium salts of alendronate, ibandronate and risedronate. All prepared samples were screened by FT-NIR and FT-Raman spectroscopy, and some new entities were checked by 31P and 13C CP/MAS NMR spectroscopy, XRPD and DSC. In the present study the relationships between the chemical structures of bisphosphonates and carbohydrates required for crystalline form change are investigated and discussed. It can be concluded that in general carbohydrates can be used as crystallization modifiers, although none of carbohydrates afforded a new solid phase with alendronate. Ibandronate and risedronate generated new solid phases with phenyl-beta-D-galactopyranoside. It is worth to note that both BPs IV and V contain trisubstituted nitrogen in contrast to alendronate (III), which can be an important factor that can cause different interactions. In case of BP IV it can be speculated about co-crystal generation; in case of BP V the new crystal form, polymorph P, is explicitly characterized. In both cases thermodynamically controlled crystallization was successful. The fundamental steric requirements to carbohydrate formers for generation of a new solid phase is beta-orientation of hydroxyl moiety in C(1) in position 2 of the tetrahydropyran ring together with cis-orientation of at least three vicinal hydroxyl moieties and the pyran oxygen. beta-Hydroxyl moiety in C(1) have to be substituted by an aromatic or heteroaromatic ring. It is also important to note that all the used carbohydrates can chelate the sodium cation in monosodium salts of BPs, and thus the sodium cation can contribute to the binding of BPs and carbohydrate with convenient conformation. The sodium cation can make the complex energetically favourable and help to retain the proper topology of the binding phosphates of BPs and the proper orientation of the hydroxyl moieties of a carbohydrate.
- Twenty-eight carbohydrate derivatives were evaluated as formers during crystallization process of monosodium salts of alendronate, ibandronate and risedronate. All prepared samples were screened by FT-NIR and FT-Raman spectroscopy, and some new entities were checked by 31P and 13C CP/MAS NMR spectroscopy, XRPD and DSC. In the present study the relationships between the chemical structures of bisphosphonates and carbohydrates required for crystalline form change are investigated and discussed. It can be concluded that in general carbohydrates can be used as crystallization modifiers, although none of carbohydrates afforded a new solid phase with alendronate. Ibandronate and risedronate generated new solid phases with phenyl-beta-D-galactopyranoside. It is worth to note that both BPs IV and V contain trisubstituted nitrogen in contrast to alendronate (III), which can be an important factor that can cause different interactions. In case of BP IV it can be speculated about co-crystal generation; in case of BP V the new crystal form, polymorph P, is explicitly characterized. In both cases thermodynamically controlled crystallization was successful. The fundamental steric requirements to carbohydrate formers for generation of a new solid phase is beta-orientation of hydroxyl moiety in C(1) in position 2 of the tetrahydropyran ring together with cis-orientation of at least three vicinal hydroxyl moieties and the pyran oxygen. beta-Hydroxyl moiety in C(1) have to be substituted by an aromatic or heteroaromatic ring. It is also important to note that all the used carbohydrates can chelate the sodium cation in monosodium salts of BPs, and thus the sodium cation can contribute to the binding of BPs and carbohydrate with convenient conformation. The sodium cation can make the complex energetically favourable and help to retain the proper topology of the binding phosphates of BPs and the proper orientation of the hydroxyl moieties of a carbohydrate. (en)
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| Title
| - Investigation of Carbohydrates and Their Derivatives as Crystallization Modifiers
- Investigation of Carbohydrates and Their Derivatives as Crystallization Modifiers (en)
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| skos:prefLabel
| - Investigation of Carbohydrates and Their Derivatives as Crystallization Modifiers
- Investigation of Carbohydrates and Their Derivatives as Crystallization Modifiers (en)
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| skos:notation
| - RIV/62157124:16370/12:43871550!RIV13-GA0-16370___
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| http://linked.open...avai/riv/aktivita
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| http://linked.open...avai/riv/aktivity
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| http://linked.open...vai/riv/dodaniDat
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| http://linked.open...aciTvurceVysledku
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| http://linked.open.../riv/druhVysledku
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| http://linked.open...iv/duvernostUdaju
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| http://linked.open...titaPredkladatele
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| http://linked.open...dnocenehoVysledku
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| http://linked.open...ai/riv/idVysledku
| - RIV/62157124:16370/12:43871550
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| http://linked.open...riv/jazykVysledku
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| http://linked.open.../riv/klicovaSlova
| - Polymorphisms, co-crystals, bisphosphonates, carbohydrates, solid-state analytical methods (en)
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| http://linked.open.../riv/klicoveSlovo
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| http://linked.open...ontrolniKodProRIV
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| http://linked.open...i/riv/mistoVydani
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| http://linked.open...vEdiceCisloSvazku
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| http://linked.open...i/riv/nazevZdroje
| - Carbohydrates - Comprehensive Studies on Glycobiology and Glycotechnology
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| http://linked.open...in/vavai/riv/obor
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| http://linked.open...ichTvurcuVysledku
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| http://linked.open...v/pocetStranKnihy
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| http://linked.open...cetTvurcuVysledku
| |
| http://linked.open...vavai/riv/projekt
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| http://linked.open...UplatneniVysledku
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| http://linked.open...iv/tvurceVysledku
| - Dohnal, Jiří
- Jampílek, Josef
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| number of pages
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| http://bibframe.org/vocab/doi
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| http://purl.org/ne...btex#hasPublisher
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| https://schema.org/isbn
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| http://localhost/t...ganizacniJednotka
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