Optimization of the Laccase-Catalyzed Synthesis of (±)-Syringaresinol and Study of its Thermal and Antiradical Activities
Abstract
We report herein an optimized biocatalytic oxidative process for the synthesis of syringaresinol from sinapyl alcohol at a multigram scale (93% yield) in very high yield. Syringaresinol thereby obtained is of sufficient chemical purity and exhibits good thermal and antiradical activities to be used without further purification in many applications related to polymer synthesis as an alternative to bisphenol A. Different mechanistic pathways were discussed to better understand the impact of reaction conditions on the type of linkage formed during the oxidative process. Antiradical activity (DPPH analysis) and thermal properties of syringaresinol are also discussed.
