Enzymatic Synthesis of Different Chain Lengths of Coumarate and Capacity of Scavenging Radical
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Abstract:
Enzymatic transesterification is often used to improve the lipophilicity of phenolic acids. In this study, a series of new derivatives of p-coumaric acid were successfully synthesized in non-aqueous medium by introducing fatty acid chain into p-coumaric acid in the form of carboxyl group by enzymatic transesterification strategy. Under the optimal reaction conditions: the lipase NOV.435 of 40 mg/mL, the solvent of pyridine: cyclohexane of 1:9, the molar ratio of substrate of 1:10, temperature of 50 ℃, the rotation speed of 180 r/min, the conversion rate was reached to 98%. In addition, further study showed that the scavenging activity of p-Ca against DPPH radical (alcohol-soluble system) was 56.34% at 20 μM, and the scavenging activity against DPPH radical of lauryl coumarate, p-decyl coumarate, p-octyl coumarate, p-hexyl coumarate, p-butyl coumarate and TBHQ at the same concentration was 73.91%, 70.32%, 68.90%, 60.62%, 43.65% and 67.51%, respectively. Obviously, the scavenging activity of laurel ester against coumarate was higher than those of p-Ca and TBHQ. Conclusion: coumarate has good free radical scavenging ability by enzymatic synthesis of different chain lengths in non-aqueous phase. Therefore, the synthesized ester derivatives with different antioxidant activities will be expected to be used in different food, drug and cosmetic systems, and provide beneficial guidance for the synthesis of ester derivatives.
