CO2 utilization for determining solubility of teriflunomide (immunomodulatory agent) in supercritical carbon dioxide: Experimental investigation and thermodynamic modeling

Sodeifian, Gholamhossein; Nasri, Loubna; Razmimanesh, Fariba; Abadian, Mohammadamin

doi:10.1016/j.jcou.2022.101931

Cited by 45 publications

(8 citation statements)

References 107 publications

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“…If the density effect was predominant, the solubility of the TPC in the supercritical phase would have decreased at higher temperatures. In the case that the vapor pressure is overwhelming, the solubility of the TPC would increase with the increase in the vapor pressure . The enhanced extractability of phenolic compounds in the grapefruit peel might be associated with the predominance of the vapor pressure effect over the density.…”

Section: Resultsmentioning

confidence: 99%

“…In the case that the vapor pressure is overwhelming, the solubility of the TPC would increase with the increase in the vapor pressure. 35 The enhanced extractability of phenolic compounds in the grapefruit peel might be associated with the predominance of the vapor pressure effect over the density. In regards to free radical scavenging capabilities, E1 yielded an RSA value of 44.37%, whereas this value was doubled for E2 (84.85%).…”

Section: Resultsmentioning

confidence: 99%

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Essential Oil and Supercritical Carbon Dioxide Extract of Grapefruit Peels Formulated for Candida albicans Infections: Evaluation by an in Vitro Model to Study Fungal–Host Interactions

et al. 2022

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Resistance to currently available antifungal agents raises the need to develop alternative remedies. Candida albicans is the most common opportunistic pathogenic fungus of humans, colonizing in the genital and intestinal mucosa, skin, and oral-nasal cavity and reducing quality of life. Herein, essential oil from grapefruit (Citrus paradise) peels was obtained by hydrodistillation, and the remaining plant material was sequentially subjected to supercritical carbon dioxide (SC-CO2) extraction to determine the conditions for maximizing phenolic compounds. A statistical design was used to evaluate the effect of temperature (30, 50, 70 °C), pressure (80, 150, 220 bar), and ethanol as a cosolvent (0%, 10%, and 20% v/v). Essential oil and SC-CO2 extracts were mixed at various ratios to develop an effective antifungal formulation. Subsequently, fungal infection was modeled by coculturing C. albicans with human skin keratinocytes (HaCaT) to mimic dermal mycoses, endothelial cells (HUVEC) to evaluate vascular fate, and cervical adenocarcinoma (HeLa) cells to represent additional genital mycoses. Treatment with essential oil and extract (25:75%) formulation for 8 h exhibited slight cytotoxicity toward HeLa cells, no toxicity toward HaCaT and HUVECs, whereas inhibition of C. albicans. Considering the clinical significance, such in vitro models are essential to screen potential compounds for the treatment of opportunistic fungal infections.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Essential Oil and Supercritical Carbon Dioxide Extract of Grapefruit Peels Formulated for Candida albicans Infections: Evaluation by an in Vitro Model to Study Fungal–Host Interactions

et al. 2022

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“…Reliability of the experimental apparatus and procedure was previously examined by measuring the solubility of two well-known substances, namely Alpha-tocopherol and naphthalene at different operational conditions and comparing the obtained results with the data reported in the literature 35 . In recent years, Sodeifian and coworkers utilized the apparatus frequently for various research purposes related to supercritical fluids processes, so more detailed experimental procedures are available in their published papers 23,[36][37][38][39] .…”

Section: Methodsmentioning

confidence: 99%

Solubility of palbociclib in supercritical carbon dioxide from experimental measurement and Peng–Robinson equation of state

Sodeifian

Hsieh

Tabibzadeh

et al. 2023

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Palbociclib is a poorly water-soluble medicine which acts against metastatic breast cancer cells. Among various techniques to improve the solubility of this medicine, applying supercritical technologies to produce micro- and nano-sized particles is a possible option. For this purpose, extraction of solubility data is required. In this research, the solubility of palbociclib in supercritical carbon dioxide (ScCO2) at different equilibrium conditions was measured at temperatures between 308 and 338 K and pressures within 12–27 MPa, for the first time. The minimum and maximum solubility data were found to be 8.1 × 10–7 (at 338 K and 12 MPa) and 2.03 × 10–5 (at 338 K and 27 MPa), respectively. Thereafter, two sets of models, including ten semi-empirical equations and three Peng–Robinson (PR) based integrated models were used to correlate the experimental solubility data. Bian’s model and PR equation of state using van der Waals mixing rules (PR + vdW) showed better accuracy among the examined semi-empirical and integrated models, respectively. Furthermore, the self-consistency of the obtained data was confirmed using two distinct semi-empirical models. At last, the total and vaporization enthalpies of palbociclib solubility in ScCO2 were calculated from correlation results of semi-empirical equations and estimated to be 40.41 and 52.67 kJ/mol, respectively.

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“…The major applications are in drug particle micronization, food processing, textile dyeing, ceramic coating, extraction and many more 4 , 6 – 12 . Although, several supercritical fluids are utilized as solvent in process industry, ScCO 2 is the most desirable solvent 8 , 13 – 17 . In general, phase equilibrium information is necessary to implement supercritical fluid technology (SFT) 6 , 7 , 9 .…”

Section: Introductionmentioning

confidence: 99%

Experimental solubility and thermodynamic modeling of empagliflozin in supercritical carbon dioxide

Sodeifian

Garlapati

Razmimanesh

et al. 2022

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The solubility of empagliflozin in supercritical carbon dioxide was measured at temperatures (308 to 338 K) and pressures (12 to 27 MPa), for the first time. The measured solubility in terms of mole faction ranged from 5.14 × 10–6 to 25.9 × 10–6. The cross over region was observed at 16.5 MPa. A new solubility model was derived to correlate the solubility data using solid–liquid equilibrium criteria combined with Wilson activity coefficient model at infinite dilution for the activity coefficient. The proposed model correlated the data with average absolute relative deviation (AARD) and Akaike’s information criterion (AICc), 7.22% and − 637.24, respectively. Further, the measured data was also correlated with 11 existing (three, five and six parameters empirical and semi-empirical) models and also with Redlich-Kwong equation of state (RKEoS) along with Kwak-Mansoori mixing rules (KMmr) model. Among density-based models, Bian et al., model was the best and corresponding AARD% was calculated 5.1. The RKEoS + KMmr was observed to correlate the data with 8.07% (correspond AICc is − 635.79). Finally, total, sublimation and solvation enthalpies of empagliflozin were calculated.

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CO2 utilization for determining solubility of teriflunomide (immunomodulatory agent) in supercritical carbon dioxide: Experimental investigation and thermodynamic modeling

Cited by 45 publications

References 107 publications

Essential Oil and Supercritical Carbon Dioxide Extract of Grapefruit Peels Formulated for Candida albicans Infections: Evaluation by an in Vitro Model to Study Fungal–Host Interactions

Essential Oil and Supercritical Carbon Dioxide Extract of Grapefruit Peels Formulated for Candida albicans Infections: Evaluation by an in Vitro Model to Study Fungal–Host Interactions

Solubility of palbociclib in supercritical carbon dioxide from experimental measurement and Peng–Robinson equation of state

Experimental solubility and thermodynamic modeling of empagliflozin in supercritical carbon dioxide

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