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1.
Molecules ; 29(13)2024 Jun 30.
Artigo em Inglês | MEDLINE | ID: mdl-38999075

RESUMO

The aim of the research was to investigate and compare the interaction between flavanones (flavanone, 4-chloro-flavanone) with potential anticancer activity and selected cyclodextrins. Measurements were made using calorimetric (ITC, DSC) and spectrophotometric (UV-Vis spectroscopy, FT-IR, 1H NMR) methods. The increase in the solubility in aqueous medium caused by the complexation process was determined by the Higuchi-Connors method. As a result of the study, the stoichiometry and thermodynamics of the complexation reaction were determined. The formation of stable inclusion complexes at a 1:1 M ratio between flavanone and 4-chloroflavanone and the cyclodextrins selected for research was also confirmed.

2.
Spectrochim Acta A Mol Biomol Spectrosc ; 308: 123715, 2024 Mar 05.
Artigo em Inglês | MEDLINE | ID: mdl-38103355

RESUMO

In this work, we reported the synthesis and spectroscopic characterization of seven novel tricyclic compounds resulting from the reaction of 3-benzylidenechromanone with Cl or Br substituent in different positions and without halogen with methylhydrazine. The structural characterization of compounds was done through different techniques i.e., FTIR,1HNMR,a single and powder X-Ray diffraction. Moreover, fluorescence quantum yield and lifetime assessed their fluorescent properties in the solid state and various solvents. Derivatives with Cl or Br substituent in positions 2 and 4 are isostructural. 4-Cl, 4-Br and 3-Cl compounds exhibit fluorescence with moderate efficiency (quantum yield 0.11-0.26) in solid state due to specific arrangements, so-called π-stack brick stone with head-to-tail self-assembly. Other crystalline compounds (2-Cl, 2-Br and 3-Br) that exhibit negligible fluorescence quantum yield have crossed V-type arrangement. In the solution, the nonhalogenated compound shows the best fluorescence efficiency. In turn, the presence of halogen atoms results in fluorescence decreasing. TD-DFT study revealed that unsubstituted compound higher emissive in solution has a different electron density distribution at HOMO and LUMO levels than less emissive substituted compounds (A3 and A3).

3.
Foods ; 12(24)2023 Dec 14.
Artigo em Inglês | MEDLINE | ID: mdl-38137285

RESUMO

Ice cream is a popular frozen food consumed worldwide throughout the year. However, as a thermally unstable product, it requires proper cold chain management. Thermal fluctuations alter the physicochemical properties of ice cream and reduce its quality. This study was conducted to evaluate the physicochemical and sensory properties of ice cream containing different amounts (0.5; 0.8; 1.0%) of a multimineral preparation from Atlantic red algae. The effect of thermal shock on the quality of ice cream after preparation and 90 days of frozen storage was studied. The addition of a multimineral component slightly increased the freezing and glass transition temperatures of the ice cream. The overrun of the ice cream ranged from 48.55 to 52.78% and decreased with the frozen storage time, but the samples with 0.8 and 1.0% mineral content had the most stable overrun in terms of storage time and thermal fluctuations. Ice cream stored for both 7 and 90 days showed a similar melting behavior, although a shift in the melting curves was observed after long frozen storage. The samples exposed to the thermal treatment had lower melting rates by 39.2-59.9% and 55.2-65.4% for 7-day and 90-day stored ice cream, respectively. The hardness parameters of the ice cream did not change significantly under the conditions applied, so the fragility of the ice cream and its fluffiness did not seem to be affected. The organoleptic evaluation showed that ice cream with a mineral content of 0.8% was the most acceptable in terms of taste, texture, and overall acceptability. The applied mineral and sucrose content ratios did not alter the main physicochemical and organoleptic parameters, but significantly affected the nutrient density of the ice cream.

4.
Int J Mol Sci ; 23(1)2021 Dec 31.
Artigo em Inglês | MEDLINE | ID: mdl-35008881

RESUMO

In the presented studies, the interactions between ezetimibe (EZE) and selected cyclodextrins were investigated. α-Cyclodextrin (αCD), ß-cyclodextrin (ßCD) and its modified derivatives, hydroxypropyl-ß-cyclodextrin (HPßCD) and sulfobutylether-ß-cyclodextrin (SBEßCD), were selected for the research. Measurements were carried out using calorimetric and spectroscopic methods. Additionally, the Hirshfeld surface and biochemical analysis were achieved. As a result of the study, the inclusion complexes with 1:1 stoichiometry were obtained. The most stable are the complexes of ß-cyclodextrin and its derivatives. The comparison of ßCD with its derivatives shows that the modifications have an affect on the formation of more durable and stable complexes.


Assuntos
Ciclodextrinas/química , Ezetimiba/química , Química Farmacêutica/métodos , Termodinâmica
5.
Bioorg Chem ; 99: 103843, 2020 06.
Artigo em Inglês | MEDLINE | ID: mdl-32305692

RESUMO

Gemcitabine, a cytostatic drug from the pyrimidine antimetabolite group, exhibits limited storage stability and numerous side effects during therapy. One of the strategies to improve the effectiveness of therapy with such drugs is the use of supramolecular nano-containers, including dendrimers and macrocyclic compounds. The ability of gemcitabine to attach a proton in an aqueous environment necessitates the search for a carrier that is well-tolerated by an organism and capable of supramolecular binding of a ligand (drug) in a cationic form. In the current study a promising strategy was tested for using cucurbituril Q7 to bind gemcitabine cations for its efficient intracellular delivery on three selected cancer cell lines (MOLT4, THP-1 and U937). Based on physicochemical studies (equilibrium dialysis, UV and 1H NMR titrations, DOSY 1H NMR measurements, DSC calorimetry) and cytotoxicity tests on cells with a free and blocked hENT1 transporter, the conclusion was drawn about the binding and penetration of the cucurbituril-drug complex into cancer cells.


Assuntos
Antineoplásicos/farmacologia , Hidrocarbonetos Aromáticos com Pontes/farmacologia , Desoxicitidina/análogos & derivados , Imidazóis/farmacologia , Antineoplásicos/síntese química , Antineoplásicos/química , Hidrocarbonetos Aromáticos com Pontes/química , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Desoxicitidina/química , Desoxicitidina/farmacologia , Relação Dose-Resposta a Droga , Ensaios de Seleção de Medicamentos Antitumorais , Humanos , Imidazóis/química , Estrutura Molecular , Relação Estrutura-Atividade , Gencitabina
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