Biopharmaceutical characterization of praziquantel cocrystals and cyclodextrin complexes prepared by grinding

Cugovčan, Martina; Jablan, Jasna; Lovrić, Jasmina; Cinčić, Dominik; Galić, Nives; Jug, Mario

doi:10.1016/j.jpba.2017.01.025

Cited by 59 publications

(49 citation statements)

References 75 publications

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“…The general approach is to compare thermal, spectral and morphological properties of the putative complex prepared by grinding to that of the drug-CD physical mixture and that of the pure compounds [16]. In many cases, RDC assessed as the ratio between the melting enthalpy of the drug in the co-ground sample (normalized to the drug content) and that of the pure drug, is used as an indicator of the solid-state drug-CD interaction in the different samples [24,25,31,32,36,47,73]. However, the drug RDC determination by DSC is only semiquantitative, and its accuracy and limits of detections (usually around 5%) can be significantly impaired by thermally induced interactions during the analysis [82].…”

Section: Challenges In the Analytical Characterization Of Cyclodexmentioning

confidence: 99%

“…However, such a method often results in only partial drug/CD complexation [14]. Methods in the solid state , where CD complexation is achieved by microwave irradiation (MWI) [33] or by gentle heating at temperatures below the fusion point of the compounds in a sealed container, eventually in the presence of a minimum water amount, according to the so-called “sealed-heating” method (SH) [34,35] or by mechanochemical activation through grinding (GR) with different types of mills [36,37] of the drug/cyclodextrin physical mixture. The drawback of both MW and SH technologies is in the possibility of drug degradation during microwave irradiation or heating [38].…”

Section: Introductionmentioning

confidence: 99%

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Grinding as Solvent-Free Green Chemistry Approach for Cyclodextrin Inclusion Complex Preparation in the Solid State

Jug

Mura

2018

Pharmaceutics

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Among the different techniques proposed for preparing cyclodextrin inclusion complex in the solid state, mechanochemical activation by grinding appears as a fast, highly efficient, convenient, versatile, sustainable, and eco-friendly solvent-free method. This review is intended to give a systematic overview of the currently available data in this field, highlighting both the advantages as well as the shortcomings of such an approach. The possible mechanisms involved in the inclusion complex formation in the solid state, by grinding, have been illustrated. For each type of applied milling device, the respective process variables have been examined and discussed, together with the characteristics of the obtained products, also in relation with the physicochemical characteristics of both the drug and cyclodextrin subjected to grinding. The critical process parameters were evidenced in order to provide a useful guide for a rational selection of the most suitable conditions for an efficient inclusion complex preparation by grinding, with the final purpose of promoting a wider use of this effective solvent-free cyclodextrin inclusion complex preparation method in the solid state.

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Section: Challenges In the Analytical Characterization Of Cyclodexmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Grinding as Solvent-Free Green Chemistry Approach for Cyclodextrin Inclusion Complex Preparation in the Solid State

Jug

Mura

2018

Pharmaceutics

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“…The functional group’s broadband at 3200–3750 cm −1 region also may involve –NH and NH–O stretching. Meanwhile, 1600-1750 cm −1 included –NH bend and –C=O stretching of carboxylic from both starting materials of the intermolecular bond [ 21 , 26 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 ].…”

Section: Resultsmentioning

confidence: 99%

Salt Cocrystal of Diclofenac Sodium-L-Proline: Structural, Pseudopolymorphism, and Pharmaceutics Performance Study

et al. 2020

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Previously, we have reported on a zwitterionic cocrystal of diclofenac acid and L-proline. However, the solubility of this multicomponent crystal was still lower than that of diclofenac sodium salt. Therefore, this study aimed to observe whether a multicomponent crystal could be produced from diclofenac sodium hydrate with the same coformer, L-proline, which was expected to improve the pharmaceutics performance. Methods involved screening, solid phase characterization, structure determination, stability, and in vitro pharmaceutical performance tests. First, a phase diagram screen was carried out to identify the molar ratio of the multicomponent crystal formation. Next, the single crystals were prepared by slow evaporation under two conditions, which yielded two forms: one was a rod-shape and the second was a flat-square form. The characterization by infrared spectroscopy, thermal analysis, and diffractometry confirmed the formation of the new phases. Finally, structural determination using single crystal X-ray diffraction analysis solved the new salt cocrystals as a stable diclofenac–sodium–proline–water (1:1:1:4) named NDPT (natrium diclofenac proline tetrahydrate), and unstable diclofenac–sodium–proline–water (1:1:1:1), named NDPM (natrium diclofenac proline monohydrate). The solubility and dissolution rate of these multicomponent crystals were superior to those of diclofenac sodium alone. The experimental results that this salt cocrystal is suitable for further development.

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“…MAL diketahui mampu membentuk garam dengan efedrin (Wu et al, 2012) dan baklofen (Córdova-villanueva et al, 2018). Selain dapat membentuk garam, MAL juga diketahui dapat membentuk ko-kristal dengan sulfametoksazol (Imchalee & Charoenchaitrakool, 2015), kafein (Leyssens et al, 2014), prazikuantel (Cugovčan et al, 2017), dan temozolomid (Babu et al, 2012).…”

Section: Pendahuluanunclassified

Perbaikan Kelarutan Albendazol Melalui Pembentukan Kristal Multikomponen dengan Asam Malat

Alatas¹,

Azizsidiq

Sutarna

et al. 2020

JFG

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An effort to improve the solubility of albendazole (ABZ), an anthelmintic drug has been successfully carried out through the formation of multicomponent crystal with dl-malic acid (MAL). Construction of phase solubility curve of ABZ in MAL solution and crystal morphological observations after recrystallization in the acetone-ethanol (9:1) mixture were performed for initial prediction of multicomponent crystal formation. ABZ-MAL multicomponent crystal was prepared by wet grinding or also known as solvent-drop grinding (SDG) with acetone-ethanol (9:1) mixture as a solvent followed by characterization of the multicomponent crystal formation by powder X-ray diffraction and Fourier transform infrared (FTIR) methods. The solubility of ABZ-MAL multicomponent crystal was tested in water at ambient temperature and in pH 1.2, 4.5 and 6.8 of buffered solutions at 37°C. The phase solubility curve of the ABZ in the MAL solution showed type Bs. The ABZ-MAL mixture has a different crystalline morphology than pure ABZ and MAL after recrystallization in the acetone-ethanol mixture (9:1). The powder X-ray diffraction pattern and the FTIR spectrum of ABZ-MAL from SDG different from intact ABZ and MAL powder X-ray diffraction patterns and these results can indicate the ABZ-MAL multicomponent crystal formation. The ABZ-MAL multicomponent crystal has better solubility than pure ABZ in all media used. These results can be concluded that ABZ-MAL multicomponent crystal can be prepared by solvent-drop grinding method with acetone-ethanol (9:1) mixture as a solvent and can increase the solubility of albendazole.

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Biopharmaceutical characterization of praziquantel cocrystals and cyclodextrin complexes prepared by grinding

Cited by 59 publications

References 75 publications

Grinding as Solvent-Free Green Chemistry Approach for Cyclodextrin Inclusion Complex Preparation in the Solid State

Grinding as Solvent-Free Green Chemistry Approach for Cyclodextrin Inclusion Complex Preparation in the Solid State

Salt Cocrystal of Diclofenac Sodium-L-Proline: Structural, Pseudopolymorphism, and Pharmaceutics Performance Study

Perbaikan Kelarutan Albendazol Melalui Pembentukan Kristal Multikomponen dengan Asam Malat

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