The presence of deep eutectic solvents of reline and glyceline on interaction and side effect of anti-cancer drug of 5-fluorouracil: Bovine liver catalase as a target

Divsalar, Adeleh; Ghobadi, Roohollah

doi:10.1016/j.molliq.2020.114588

Cited by 11 publications

(2 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Hence, applying ethylene glycol as a replacement for glycerol seems to be promising in terms of increasing the solubility of active pharmaceutical ingredients, although it is hardly considered a green solvent [ 41 ]. However, ethaline [ 47 , 48 , 49 ] and glyceline [ 50 , 51 , 52 ] were quite often used as designed solvents for a variety of purposes.…”

Section: Resultsmentioning

confidence: 99%

Intermolecular Interactions of Edaravone in Aqueous Solutions of Ethaline and Glyceline Inferred from Experiments and Quantum Chemistry Computations

2023

View full text Add to dashboard Cite

Edaravone, acting as a cerebral protective agent, is administered to treat acute brain infarction. Its poor solubility is addressed here by means of optimizing the composition of the aqueous choline chloride (ChCl)-based eutectic solvents prepared with ethylene glycol (EG) or glycerol (GL) in the three different designed solvents compositions. The slurry method was used for spectroscopic solubility determination in temperatures between 298.15 K and 313.15 K. Measurements confirmed that ethaline (ETA = ChCl:EG = 1:2) and glyceline (GLE = ChCl:GL = 1:2) are very effective solvents for edaravone. The solubility at 298.15 K in the optimal compositions was found to be equal xE = 0.158 (cE = 302.96 mg/mL) and xE = 0.105 (cE = 191.06 mg/mL) for glyceline and ethaline, respectively. In addition, it was documented that wetting of neat eutectic mixtures increases edaravone solubility which is a fortunate circumstance not only from the perspective of a solubility advantage but also addresses high hygroscopicity of eutectic mixtures. The aqueous mixture with 0.6 mole fraction of the optimal composition yielded solubility values at 298.15 K equal to xE = 0.193 (cE = 459.69 mg/mL) and xE = 0.145 (cE = 344.22 mg/mL) for glyceline and ethaline, respectively. Since GLE is a pharmaceutically acceptable solvent, it is possible to consider this as a potential new liquid form of this drug with a tunable dosage. In fact, the recommended amount of edaravone administered to patients can be easily achieved using the studied systems. The observed high solubility is interpreted in terms of intermolecular interactions computed using the Conductor-like Screening Model for Real Solvents (COSMO-RS) approach and corrected for accounting of electron correlation, zero-point vibrational energy and basis set superposition errors. Extensive conformational search allowed for identifying the most probable contacts, the thermodynamic and geometric features of which were collected and discussed. It was documented that edaravone can form stable dimers stabilized via stacking interactions between five-membered heterocyclic rings. In addition, edaravone can act as a hydrogen bond acceptor with all components of the studied systems with the highest affinities to ion pairs of ETA and GLE. Finally, the linear regression model was formulated, which can accurately estimate edaravone solubility utilizing molecular descriptors obtained from COSMO-RS computations. This enables the screening of new eutectic solvents for finding greener replacers of designed solvents. The theoretical analysis of tautomeric equilibria confirmed that keto-isomer edaravone is predominant in the bulk liquid phase of all considered deep eutectic solvents (DES).

show abstract

Section: Resultsmentioning

confidence: 99%

Intermolecular Interactions of Edaravone in Aqueous Solutions of Ethaline and Glyceline Inferred from Experiments and Quantum Chemistry Computations

2023

View full text Add to dashboard Cite

show abstract

“…One of the most commonly used anticancer drugs is 5-fluorouracil (5-FU) [17]. 5-FU's mechanism of action has been better understood over the past 20 years, which has led to the development of new ways to enhance its anti-cancer properties.…”

Section: ‫ـــــــــــــــــــــــــــــــــــــــــــــــــــــــــــ...mentioning

confidence: 99%

Assessment of Alpha-fetoprotein levels and the effect of 5- Fluorouracil on Cytotoxicity of HepG2 cell line

Alnakib

Abdel-Hamid

Senduny

et al. 2022

Alfarama Journal of Basic & Applied Sciences

View full text Add to dashboard Cite

Background: Hepatocellular carcinoma (HCC) is one of the leading causes of cancer-related death worldwide nowadays. In Egypt, the cancer is frequently discovered at an advanced stage, at which no therapy, even surgery, is successful. Early detection of the disease is critical because it enables the patients to be treated prior to enlarging or metastasizing to distant organs. A tumor marker is a serological agent whose blood level may indicate the existence of the tumor in the early stages. The gold standard and more reliable biomarkers for HCC is alpha-fetoprotein (AFP). Aim of the study: To determine the cytotoxicity and Selectivity index of 5-Fluorouracil in HepG2 and WI-38 cell lines by the methyl thiazole tetrazolium (MTT) assay and assess alpha-fetoprotein (AFP) levels as a tumor marker in the progression of HCC. Material and Methods: HepG2 and WI-38 cells were incubated with different concentrations of 5-Fluorouracil as a standard chemotherapy drug. The half-maximal inhibitory concentration (IC50) values were determined the methyl thiazole tetrazolium (MTT) for 5-Fluorouracil. Results: IC50 values for HepG2 and WI-38 were found for 5-Fluorouracil (32.533±0.777μM and 63.400±0.624μM ), respectively. Moreover, the selective index value of 5-Fluorouracil was (1.949±0.027μM). The AFP levels in the HepG2 cell line treated with 5-Fluorouracil were measured. We found significant inhibition in AFP levels after treating HepG 2 cell lines by 5-Fluorouracil. Conclusion: The change in AFP levels following chemotherapy with 5-fluorouracil is beneficial for predicting treatment response in the HepG-2 cell line.

show abstract

Insights on choline chloride–based deep eutectic solvent (reline) + primary alcohol mixtures: a molecular dynamics simulation study

2022

View full text Add to dashboard Cite

The presence of deep eutectic solvents of reline and glyceline on interaction and side effect of anti-cancer drug of 5-fluorouracil: Bovine liver catalase as a target

Cited by 11 publications

References 35 publications

Intermolecular Interactions of Edaravone in Aqueous Solutions of Ethaline and Glyceline Inferred from Experiments and Quantum Chemistry Computations

Intermolecular Interactions of Edaravone in Aqueous Solutions of Ethaline and Glyceline Inferred from Experiments and Quantum Chemistry Computations

Assessment of Alpha-fetoprotein levels and the effect of 5- Fluorouracil on Cytotoxicity of HepG2 cell line

Insights on choline chloride–based deep eutectic solvent (reline) + primary alcohol mixtures: a molecular dynamics simulation study

Contact Info

Product

Resources

About