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Solubility of olive oil phenolic compounds in green solvents

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Resumo:The production of olive oil generates various by-products that are rich in phenyl alcohols, secoiridoids, phenolic acids and aldehydes, flavonoids, and other bioactive compounds. Due to their diverse biological activities, these compounds have promising potential as functional additives in the food, pharmaceutical, and cosmetics industries.1 However, data on their solubility in water and common volatile organic solvents, as well as partitioning behavior—critical for optimizing extraction, purification, and formulation processes—remains very limited. In this study, the solubility of tyrosol (a phenyl alcohol) was experimentally determined in ten pure solvents and five aqueous binary solvent mixtures, using acetone, ethanol, 2-propanol, 1,3-butanediol, and 1,3-propanediol as co-solvents. Measurements were performed at 298 K using the analytical isothermal shake flask method. Additionally, the COnductor-like Screening MOdel for Real Solvents (COSMO-RS)3 using the default conformer distribution was employed to predict the solubility of tyrosol, hydroxytyrosol, and oleuropein in a wide range of pure organic solvents varying in polarity and functional groups, as well as in aqueous binary solvent mixtures. For tyrosol, the influence of solvent conformers and their apolar, hydrogen bond donor, and acceptor characteristics on COSMO-RS predictions was analyzed, as illustrated in Figure 1 for water–ethanol mixtures. Overall, the model effectively captures general solubility trends, though with reduced quantitative accuracy in polar aprotic solvents, indicating its utility for preliminary solvent selection.
Autores principais:Vale, Mariana Ribeiro de Paula
Outros Autores:Zambom, Aline; Krüger, Felipe; Martins, Mónia A. R.; Coutinho, João A.P.; Pinho, Simão; Peres, António M.; Ferreira, Olga
Assunto:Olive oil Olives
Ano:2025
País:Portugal
Tipo de documento:documento de conferência
Tipo de acesso:acesso aberto
Instituição associada:Instituto Politécnico de Bragança
Idioma:inglês
Origem:Biblioteca Digital do IPB

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