Enzymatic synthesis of 4-methoxycinnamoylglycerol Uv filter mediated by immobilized-lipase and nanoparticle formation on N-succinylchitosan

Abstract

The synthesis of 4-methoxycinnamoylglycerol takes advantage of the biodiesel subproduct for obtaining a hydrophilic UV cinnamate derivate filter, useful in sunscreen formulations. The objective here was to demonstrate that esterification of 4-methoxycinnamic acid and glycerol mediated by immobilized-lipase from Thermomyces lanuginosus is selective towards 4-methoxycinnamoylglycerol monoester UV filter, whose chemical characteristics favor the nanoparticles formation by ionotropic gelation on N-Succinyl chitosan. A cinnamic acid conversion ~34% in hexane is higher than in other reports, without the presence of other sub-products or degradation products. This eases the purification process by liquid-liquid extraction. The free glyceryl entities favour its incorporation on N-Succinyl chitosan nanoparticles with size around 185±77nm, which are promissory for sunblock products.

Keywords

• Cinnamate derivates
• UV radiation filter
• Nanoparticles
• Immobilized lipases
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