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Characterization of Host-Guest Interaction Between Nabumetone and Selected β-cyclodextrins in Aqueous Solutions (CROSBI ID 729117)

Prilog sa skupa u zborniku | sažetak izlaganja sa skupa | domaća recenzija

Klarić, David ; Budimir, Ana ; Galić, Nives Characterization of Host-Guest Interaction Between Nabumetone and Selected β-cyclodextrins in Aqueous Solutions // V. SIMPOZIJ SUPRAMOLEKULSKE KEMIJE, KNJIGA SAŽETAKA / Frkanec, Leo ; Namjesnik, Danijel ; Tomišić, Vladislav (ur.). Zagreb: Institut Ruđer Bošković, 2022. str. 38-38

Podaci o odgovornosti

Klarić, David ; Budimir, Ana ; Galić, Nives

engleski

Characterization of Host-Guest Interaction Between Nabumetone and Selected β-cyclodextrins in Aqueous Solutions

Nabumetone (NAB) is a nonsteroidal anti- inflammatory prodrug that is clinically used for reducing pain and inflammation in the treatment of patients with osteoarthritis or rheumatoid arthritis.1 Since NAB possesses low aqueous solubility, it can be classified as a Class 2 drug substance according to The Biopharmaceutics Classification System.2 Cyclodextrins (CDs) are a group of cyclic oligosaccharides containing six (α-CD), seven (β-CD), or eight (γ-CD) D- glucopyranose units which are α-(1, 4)-linked in a ring formation. Their structure is visualized as a truncated cone with a hydrophilic outer surface and a hydrophobic central cavity. Their ability to form water-soluble inclusion complexes with lipophilic drug molecules has been intensively studied.3 This study aims to evaluate the influence of β-CD and its hydroxypropyl (HPβCD), sulfobutylether (SBEβCD), and randomly methylated (RMβCD) derivatives on intrinsic solubility of NAB in water through phase-solubility analysis according to the existing Higuchi-Connors method.3 To estimate total drug solubility changes in the presence of increasing CD concentration phase- solubility diagrams were constructed. Quantitative determination of NAB was performed by developed and validated UV/Vis spectrophotometric and spectrofluorimetric methods. The complexation of NAB with selected β-CDs in water was studied by fluorescence spectroscopy as well since CD-induced variation of native NAB fluorescence was noticed. Additionally, complexation in water was studied by isothermal titration calorimetry to determine the thermodynamic profile of the inclusion complexes (enthalpy of complex formation (ΔH), the Gibbs energy of complex formation (ΔG) and the entropy of complex formation (ΔS)). Experimental results, i.e. values of binding constants obtained by the above-mentioned techniques were compared. 1 T. Hedner, O. Samulesson, P. Währborg, H. Wadenwik, K.-A. Ung, A. Ekbom, Drugs 2004, 64 2315– 2343. 2 S. M. Kawish, S. Ahmed, A. Gull, M. Aslam, J. Pandit, M. Aqil, Y. Sultana, J. Mol. Liq. 2017, 231 514– 522. 3 P. Jansook, N. Ogawa, T. Loftsson, Int. J. Pharm. 2018, 535 272–284

nabumetone ; cyclodextrin ; inclusion complexes

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Podaci o prilogu

38-38.

2022.

objavljeno

Podaci o matičnoj publikaciji

V. SIMPOZIJ SUPRAMOLEKULSKE KEMIJE, KNJIGA SAŽETAKA

Frkanec, Leo ; Namjesnik, Danijel ; Tomišić, Vladislav

Zagreb: Institut Ruđer Bošković

Podaci o skupu

5. simpozij supramolekulske kemije

poster

08.12.2022-08.12.2022

Zagreb, Hrvatska

Povezanost rada

Kemija