1210482-28-2Relevant academic research and scientific papers
Interactions between α-tocopherol and rosmarinic acid and its alkyl esters in emulsions: Synergistic, additive, or antagonistic effect?
Panya, Atikorn,Kittipongpittaya, Ketinun,Laguerre, Micka?l,Bayrasy, Christelle,Lecomte, Jér?me,Villeneuve, Pierre,McClements, D. Julian,Decker, Eric A.
, p. 10320 - 10330 (2013/01/15)
Many antioxidants can interact to produce synergistic interactions that can more effectively inhibit lipid oxidation in foods. Esterification of rosmarinic acid produces a variety of compounds with different antioxidant activity due to differences in polarity and thus differences in partitioning in oil, water, and interfacial regions of oil-in-water emulsions (O/W). Therefore, rosmarinic acid and rosmarinate esters provide an interesting tool to study the ability of antioxidant to interact in O/W emulsions. In O/W emulsions, rosmarinic acid (R0) exhibited the strongest synergistic interaction with α-tocopherol while butyl (R4) and dodecyl (R12) rosmarinate esters exhibited small synergistic interaction and eicosyl rosmarinate esters (R20) exhibited slightly antagonistic interaction. Fluorescence quenching and electron paramagnetic resonance (EPR) studies showed that water-soluble rosmarinic acid (R0) exhibited more interactions with α-tocopherol than any of the tested esters (R4, R12, R20). This was also confirmed in O/W emulsions where R0 altered the formation of α-tocopherol quinone and α-tocopherol increased the formation of caffeic acid from R0. This formation of caffeic acid was proposed to be responsible for the synergistic activity of R0 and α-tocopherol since the formation of an additional antioxidant could further increase the oxidative stability of the emulsion.
Synthesis, characterization and free radical scavenging properties of rosmarinic acid fatty esters
Lecomte, Jerome,Giraldo, Luis Javier Lopez,Laguerre, Mickael,Barea, Bruno,Villeneuve, Pierre
experimental part, p. 615 - 620 (2011/06/17)
The hydrophobation of rosmarinic acid with saturated aliphatic primary alcohols of various chain lengths (methanol to eicosanol) was achieved via an acid-catalyzed esterification in the presence of a highly acidic sulfonic resin. The resulting alkyl rosmarinates were isolated, characterized and their global free radical scavenging activity was determined by the 2,2-diphenyl-1-picrylhy- drazyl method in the stationary state. Only the dodecyl ester showed a stronger activity than rosmarinic acid.
