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https://doi.org/10.5599/admet.760

Estimation of the octanol-water distribution coefficient of basic compounds by a cationic microemulsion electrokinetic chromatography system

Alejandro Fernández-Pumarega ; Departament d’Enginyeria Química i Química Analítica and Institut de Biomedicina (IBUB), Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028, Barcelona, Spain
Belén Martín-Sanz ; Departament d’Enginyeria Química i Química Analítica and Institut de Biomedicina (IBUB), Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028, Barcelona, Spain
Susana Amézqueta   ORCID icon orcid.org/0000-0001-8976-467X ; Departament d’Enginyeria Química i Química Analítica and Institut de Biomedicina (IBUB), Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028, Barcelona, Spain
Elisabet Fuguet ; Departament d’Enginyeria Química i Química Analítica and Institut de Biomedicina (IBUB), Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028, Barcelona, Spain
Marti Rosés ; Departament d’Enginyeria Química i Química Analítica and Institut de Biomedicina (IBUB), Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028, Barcelona, Spain

Puni tekst: engleski, pdf (1 MB) str. 98-112 preuzimanja: 148* citiraj
APA 6th Edition
Fernández-Pumarega, A., Martín-Sanz, B., Amézqueta, S., Fuguet, E. i Rosés, M. (2020). Estimation of the octanol-water distribution coefficient of basic compounds by a cationic microemulsion electrokinetic chromatography system. ADMET and DMPK, 8 (1), 98-112. https://doi.org/10.5599/admet.760
MLA 8th Edition
Fernández-Pumarega, Alejandro, et al. "Estimation of the octanol-water distribution coefficient of basic compounds by a cationic microemulsion electrokinetic chromatography system." ADMET and DMPK, vol. 8, br. 1, 2020, str. 98-112. https://doi.org/10.5599/admet.760. Citirano 28.10.2021.
Chicago 17th Edition
Fernández-Pumarega, Alejandro, Belén Martín-Sanz, Susana Amézqueta, Elisabet Fuguet i Marti Rosés. "Estimation of the octanol-water distribution coefficient of basic compounds by a cationic microemulsion electrokinetic chromatography system." ADMET and DMPK 8, br. 1 (2020): 98-112. https://doi.org/10.5599/admet.760
Harvard
Fernández-Pumarega, A., et al. (2020). 'Estimation of the octanol-water distribution coefficient of basic compounds by a cationic microemulsion electrokinetic chromatography system', ADMET and DMPK, 8(1), str. 98-112. https://doi.org/10.5599/admet.760
Vancouver
Fernández-Pumarega A, Martín-Sanz B, Amézqueta S, Fuguet E, Rosés M. Estimation of the octanol-water distribution coefficient of basic compounds by a cationic microemulsion electrokinetic chromatography system. ADMET and DMPK [Internet]. 2020 [pristupljeno 28.10.2021.];8(1):98-112. https://doi.org/10.5599/admet.760
IEEE
A. Fernández-Pumarega, B. Martín-Sanz, S. Amézqueta, E. Fuguet i M. Rosés, "Estimation of the octanol-water distribution coefficient of basic compounds by a cationic microemulsion electrokinetic chromatography system", ADMET and DMPK, vol.8, br. 1, str. 98-112, 2020. [Online]. https://doi.org/10.5599/admet.760

Sažetak
The octanol-water partition coefficient (Po/w), or the octanol-water distribution coefficient (Do/w) for ionized compounds, is a key parameter in the drug development process. In a previous work, this parameter was estimated through the retention factor measurements in a sodium dodecyl sulfate (SDS) - microemulsion electrokinetic chromatography (MEEKC) system for acidic compounds. Nonetheless, when ionized basic compounds were analyzed, undesirable ion pairs were formed with the anionic surfactant and avoided a good estimation of log Do/w. For this reason, an alternative MEEKC system based on a cationic surfactant has been evaluated to estimate Po/w or Do/w of neutral compounds and ionized bases. To this end, it has been characterized through the solvation parameter model (SPM) and compared to the octanol-water partition system. Results pointed out that both systems show a similar partition behavior. Hence, the log Po/w of a set of neutral compounds has been successfully correlated against the logarithm of the retention factor (log k) determined in this MEEKC system. Then, the log Do/w of 6 model bases have been estimated at different pH values and they have been compared to data from the literature, determined by the reference shake-flask and potentiometric methods. Good agreement has been observed between the literature and the estimated values when the base is neutral or partially ionized (up to 99 % of ionization).

Ključne riječi
Lipophilicity; log Po/w; log Do/w; MEEKC; ionized bases; solvation parameter model; microemulsion; system surrogation

Hrčak ID: 235015

URI
https://hrcak.srce.hr/235015

Posjeta: 278 *