Effect of 2-hydroxypropyl-β-cyclodextrin on solubility of sparingly soluble drug derivatives of anthranilic acid

Guest-host complex formation of three drug derivatives of anthranilic acid, mefenamic acid, niflumic acid, and flufenamic acid with 2-hydroxypropyl-β-cyclodextrin (2HP-β-CD) in aqueous solutions was investigated using "Phase solubility study" with UV-vis spectrophotometry. Solubility of sp...

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Bibliographic Details
Published in:International journal of molecular sciences 2011-04, Vol.12 (4), p.2383-2394
Main Authors: Domańska, Urszula, Pelczarska, Aleksandra, Pobudkowska, Aneta
Format: Article
Language:English
Subjects:
2-Hydroxypropyl-beta-cyclodextrin
2-hydroxypropyl-β-cyclodextrin
beta-Cyclodextrins - chemistry
experimental solubility
Flufenamic Acid - chemistry
Mefenamic Acid - chemistry
Niflumic Acid - chemistry
ortho-Aminobenzoates - chemistry
Solubility
solubility enhancement
Spectrophotometry, Ultraviolet
Temperature
Thermodynamics
thermodynamics of complex formation
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Summary:Guest-host complex formation of three drug derivatives of anthranilic acid, mefenamic acid, niflumic acid, and flufenamic acid with 2-hydroxypropyl-β-cyclodextrin (2HP-β-CD) in aqueous solutions was investigated using "Phase solubility study" with UV-vis spectrophotometry. Solubility of sparingly soluble drugs has been improved by addition of 2HP-β-CD at two temperatures 298.15 K and 310.15 K and two pH values 2 and 7. The influence of different 2HP-β-CD concentration on solubility of drugs at different pH and temperatures has been investigated. The 2HP-β-CD-drug complex stability constants (K(s)), and dissociations constants (K(d)), as well as the thermodynamic parameters of reaction, i.e., the free energy change (ΔG), the enthalpy change (ΔH) and the entropy change (ΔS), were determined. The experimental data indicated formation of 1:1 inclusion complexes, which were found effective binders increasing the solubility of drugs.
ISSN:1422-0067
1422-0067
DOI:10.3390/ijms12042383