Croatica Chemica Acta, Vol. 89 No. 4, 2016.
Izvorni znanstveni članak
https://doi.org/10.5562/cca3024
Carboxyl Group as a Radical Scavenging Moiety: Thermodynamics of 2H+/2e– Processes of Phloretic Acid
Ana Amić
; Department of Chemistry, Josip Juraj Strossmayer University of Osijek, 31000 Osijek, Croatia
Bono Lučić
; NMR Centre, Ruđer Bošković Institute, P.O. Box 180, HR-10002 Zagreb, Croatia
Zoran Marković
; Department of Chemical-Technological Sciences, State University of Novi Pazar, 36300 Novi Pazar, Serbia
Dragan Amić
; Faculty of Agriculture, Josip Juraj Strossmayer University of Osijek, 31000 Osijek, Croatia
Sažetak
Phloretic acid is one of the most abundant colon catabolites of various classes of polyphenols (e.g., polymeric proanthocyanidins, tea catechins, and ellagitannins). In this paper thermodynamics of 2H+/2e– radical scavenging mechanisms of phloretic acid was studied. For the first time the involvement of carboxyl group in double hydrogen atom transfer (dHAT), double electron transfer-proton transfer (dET-PT) and sequential double proton loss double electron transfer (SdPLdET) processes was investigated. Obtained results indicate that phloretic acid possesses potential for inactivating radicals of different characteristics (HO•, HOO•, CH3O•, CH3OO•, CH2=CH–O–O•, PhO•, Cl3COO• etc.) via dHAT and SdPLdET mechanisms. Because phloretic acid is usually better absorbed than its precursor molecules, it may contribute to health benefits associated with regular intake of polyphenol-rich diet by direct scavenging of radicals.
This work is licensed under a Creative Commons Attribution 4.0 International License.
Ključne riječi
phloretic acid; radical scavenging; DFT; dHAT; SdPLdET
Hrčak ID:
179539
URI
Datum izdavanja:
19.12.2016.
Posjeta: 2.522 *