RT Journal Article T1 Synthesis, in vitro antioxidant properties and distribution of a new cyanothiophene-based phenolic compound in olive oil-In-water emulsions A1 Losada Barreiro, Sonia A1 Sova, Matej A1 Mravljak, Janez A1 Saso, Luciano A1 Bravo Díaz, Carlos Daniel K1 2210.08 Emulsiones K1 2307 Química Física K1 3309.03 Antioxidantes en Los Alimentos AB We synthesized and determined the antioxidant activity and distribution of a new cyanothiophene-based compound, N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-3,5-dihydroxybenzamide (SIM-53B), in intact stripped olive oil-in-water emulsion. The in vitro antioxidant properties of SIM-53B were evaluated and compared to those for Trolox and resveratrol. Addition of an emulsifier (Tween 20) creates a narrow region, the aqueous–oil interface, and the distribution of SIM-53B can be described by two partition constants: PWI (between aqueous/interfacial regions) and POI (between oil/interfacial regions). The effects of emulsifier concentration expressed in terms of the volume fraction, ΦI, and O/W ratio were also evaluated on its distribution. SIM-53B is predominantly distributed (>90%) in the interfacial region of 1:9 (O/W) olive oil-in-water emulsions at the lowest emulsifier volume fraction (ΦI = 0.005) and only a small fraction is located in the aqueous (<5%) and the oil (<5%) regions. Besides, the concentration of SIM-53B in the interfacial region of the emulsions is ~170–190-fold higher than the stoichiometric concentration, emphasizing the compartmentalization effects. Results suggest that the emulsifier volume fraction is a key parameter that may modulate significantly its concentration in the interface. Our study suggests that cyanothiophene-based compounds may be interesting additives for potential lipid protection in biomembranes or other lipid-based systems. PB Antioxidants SN 20763921 YR 2020 FD 2020-07-16 LK http://hdl.handle.net/11093/2353 UL http://hdl.handle.net/11093/2353 LA eng NO Antioxidants, 9(7): 623 (2020) NO Slovenian Research Agency | Ref. N. P1-0208 DS Investigo RD 14-oct-2024