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Study of pH and temperature effect on lipophilicity of catechol-containing antioxidants by reversed phase liquid chromatography
Abstract
Lipophilicity of selected antioxidant phytochemicals, including flavonoids, phenolic acids and xanthonoids, was determined by reversed phase high performance liquid chromatography with UV detection (RP-HPLC-UV). The analyses run at different temperature and pH conditions in isocratic mode suggested that lipophilicity as distribution coefficient (logD) between aqueous and organic phase decreases with increasing temperature. For all studied compounds, logD changes slightly at lower pH and much decreases at a given pH range corresponding to the strongest dissociation by which dissociation constant (pKa) was estimated experimentally as well as their bioavailability in gastrointestinal pH conditions were predicted. Thermodynamic parameters demonstrated the increase in energy of transfer from the aqueous to the organic phase at higher pH thus decrease in lipophilicity. Experimental models of pH and temperature effect obtained by multiple regression underlined their significant impact (p < 0.05) on lipophilicity. The provided lipophilicity profiles and pKa data are useful descriptors to assess the affinity of the studied compounds for biological membranes, enzymes, carriers and target sites. Furthermore, the obtained result may be useful in the design of functional and medical foods, especially in order to increase the bioavailability of bioactive constituents, such as phenolic compounds, based on their lipophilic and acid-base character.
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- Category:
- Articles
- Type:
- artykuł w czasopiśmie wyróżnionym w JCR
- Published in:
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MICROCHEMICAL JOURNAL
no. 145,
pages 380 - 387,
ISSN: 0026-265X - Language:
- English
- Publication year:
- 2019
- Bibliographic description:
- Numviyimana C., Chmiel T., Kot-Wasik A., Namieśnik J.: Study of pH and temperature effect on lipophilicity of catechol-containing antioxidants by reversed phase liquid chromatography// MICROCHEMICAL JOURNAL. -Vol. 145, (2019), s.380-387
- DOI:
- Digital Object Identifier (open in new tab) 10.1016/j.microc.2018.10.048
- Sources of funding:
- Verified by:
- Gdańsk University of Technology
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