Geraniol:l-menthol eutectic mixtures; thermophysical properties and drug solubility

Esfahani, Mohammadreza Haftbaradaran (Universidad de Zaragoza) ; Bergua, Fernando ; Delso, Ignacio ; Lafuente, Carlos (Universidad de Zaragoza) ; Artal, Manuela (Universidad de Zaragoza)

Resumen: The study of eco-sustainable alternative solvents as the eutectic mixtures (ESs) is a fundamental pillar of the concept of green chemistry. Furthermore, the dissolution of pharmaceutical active
ingredients (APIs) in ESs has shown to be a feasible strategy to improve the bioavailability of poorly soluble APIs in water. Here, three geraniol:l-menthol (GM) mixtures are characterized for
the first time. The structure and thermophysical properties were evaluated and discussed. Furthermore, the ability of GM ES and pure geraniol (G) to dissolve five APIs was determined and compared with that of water and other ESs. No similar studies were found in the literature for this system. From NMR, a more slowly diffusion of the species as the l-menthol ratio increased was observed. All hydrodynamic radii were similar, about 6.8 Å. Also, no strong aggregation was observed. At 298.15 K, the values of density, free volume, and surface tension were about 890 kg/m3, 72 %, and 28.5 mN/m, respectively. The dynamic viscosity ranged from 10 to 19 mPa s. These properties decreased as the G mole ratio increased. Furthermore, a parallel orientation of the adjacent dipoles was observed. Thermodynamic correlations and PC-SAFT equation of state were validated. The lowest solubility was obtained with water as solvent and the highest with pure G. Respectively, the values expressed as mole fraction of API were: 6.12⋅10− 6 and 2.31⋅10− 4 for nitrofurantoin, 4.17⋅10− 6 and 1.69⋅10− 3 for furosemide, 2.56⋅10− 8 and 0.028 for quercetin, 3.08⋅10− 5 and 0.026 for tetracycline, and 7.66⋅10− 7 and 0.042 for carvedilol.

Idioma: Inglés

DOI: 10.1016/j.scp.2025.102070

Año: 2025

Publicado en: Sustainable Chemistry and Pharmacy 46 (2025), 102070 [22 pp.]
ISSN: 2352-5541

Financiación: info:eu-repo/grantAgreement/ES/DGA/E31-23R
Financiación: info:eu-repo/grantAgreement/ES/NextGenerationEU/INVESTIGO-20-22

Tipo y forma: Article (Published version)

Área (Departamento): Área Química Física (Dpto. Química Física)