Alkaloids as Alternative Probes To Characterize the Relative Hydrophobicity of Aqueous Biphasic Systems

Autor(es)

Pereira, Jorge F. B. ^[1] ; Magri, Agnes ^[1] ; Quental, Maria V. ^[2] ; Gonzalez-Miquel, Maria ^[3] ; Freire, Mara G. ^[2] ; Coutinho, Joao A. P. ^[2]

Afiliação do(s) autor(es)

^[1] UNESP Univ Estadual Paulista, Sch Pharmaceut Sci, Dept Bioproc & Biotechnol, Rodovia Araraquara Jau Km 01, BR-14800903 Araraquara, SP - Brazil

^[2] Univ Aveiro, Dept Chem, CICECO Aveiro Inst Mat, P-3810193 Aveiro - Portugal

^[3] Univ Manchester, Sch Chem Engn & Analyt Sci, Manchester M13 9PL, Lancs - England

• Tipo de documento: Artigo Científico
• Fonte: ACS SUSTAINABLE CHEMISTRY & ENGINEERING; v. 4, n. 3, p. 1512-1520, MAR 2016.
• Citações Web of Science: 16

Resumo

In order to overcome the lack of characterization on the relative hydrophobicity of aqueous biphasic systems (ABS), the partition of three alkaloids as alternative probes was evaluated in a series of biocompatible ABS composed of cholinium-based salts or ionic liquids (ILs) and polyethylene glycol (PEG). The caffeine partitioning in ABS was first addressed to infer the effect of the phase-forming components composition. In all systems, caffeine preferentially concentrates in the lower water content PEG-rich phase. Additionally, a linear dependence between the logarithmic function of the partition coefficients and the water content ratio was found. To confirm this linear dependency, the partition coefficients of caffeine, theobromine, and theophylline were determined in other ABS formed by different cholinium-based salts/ILs. In most systems, it is shown that all alkaloids partition to the most hydrophobic phase. To support the experimental results, COSMO-RS (Conductor-like Screening Model for Real Solvents) was used to compute the screening charge distributions of the salts/IL components of ABS and alkaloids, excess enthalpy of mixing, and activity coefficients at infinite dilution. It is here demonstrated that the partition trend of alkaloids can be used to address the relative hydrophobicity of the coexisting phases in polymer-salt/IL ABS. (AU)

• Processo FAPESP: 15/50058-0 - Characterization and modelling of aqueous two-phase systems (ATPS) composed of ionic liquids (ILs) and polymers: a boost towards develiping sustainable biopharmaceutical separion
• Beneficiário: Jorge Pereira
• Modalidade de apoio: Auxílio à Pesquisa - Regular