Naslov
Praziquantel/Cyclodextrin Inclusion Complexes

Autori
Galić, Nives

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
SupramolChem2022 / - , 2022, 6-6

Skup
SupramolChem2022

Mjesto i datum
Zagreb, Hrvatska, 8.12.2022

Vrsta sudjelovanja
Pozvano predavanje

Vrsta recenzije
Domaća recenzija

Ključne riječi
Praziquantel ; Cyclodextrins ; Inclusion complexes

Sažetak
Praziquantel (PZQ) is an anthelmintic drug used for therapy and prevention of schistosomiasis.1 The drug is administrated as a racemate, where R- enantiomer is eutomer, while S-enantiomer is responsible for extremely bitter taste of the drug. PZQ has aqueous solubility of 0.04 mg/mL, and is classified as type II drug according to the Biopharmaceutical Classification System (BCS). Bitter taste and limited solubility of the drug can be efficiently solved by inclusion complexation with both natural and chemically modified cyclodextrins (CDs).1, 2 A comprehensive investigation of PZQ complexes with -cyclodextrin (β-CD) and its hydroxypropyl (HPβCD), sulfobutylether (SBEβCD), and randomly methylated (RMβCD) derivatives was conducted by means of UV-Vis spectroscopy, spectrofluorimetry, NMR spectroscopy, LC-HRMS/MS and molecular modelling.2 Among four CDs tested, the RMβCD and the SBEβCD resulted in the highest increase in PZQ solubility (approximately 16-fold). The formation of 1:1 inclusion complexes was confirmed by HRMS, NMR and molecular modelling. The influence of CDs on PZQ stability was investigated in solution (HCl, NaOH, H2O2) and in the solid state (accelerated degradation, photostability) by UPLC- DAD/MS. CD complexation promoted new degradation pathways of the drug. In addition to three already known PZQ degradants, seven new degradation products were identified (m/z 148, 215, 217, 301, 327, 343, 378) and their structures were proposed based on HRMS/MS data.2 Complexes in the solid state were prepared by grinding and analyzed by standard methods (differential scanning calorimetry (DSC), X-ray power diffraction (XRPD), infrared spectroscopy (FT-IR).

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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