Application of superbase catalyst γ-Al2O3/NaOH/Na for prenylation reaction of resveratrol (3,5,4'-trihydroxystilbene)

Abstract

Prenylated polyphenols have been known to exhibit significant bioactivities such as antioxidant, antibacterial, antitumor and anticancer activities. Generally, the synthesis of prenylated polyphenols was carried out by using homogeneous catalyst. Utilization of heterogeneous catalyst have several advantages compared to homogeneous catalyst. The aim of this research is to obtain the prenylated resveratrol.In this research, the heterogenous catalyst was applied in prenylation reaction of polyphenol compounds resveratrol (3,5,4'-trihydroxystilbene). The heterogeneous catalyst are solids that was made through mixing process of γ-Al2O3, NaOH and sodium metal at a temperature of 4000C. The results of XRD analysis showed the difference in character between solids superbaseγ- Al2O3/NaOH/Na and γ-Al2O3. Prenylation of resveratrol with prenyl bromide (3,3-dimethyl allyl bromide) and solids superbase catalyst γ-Al2O3/NaOH/Na was conducted in methanol solvents. The results of LC-MS analysis showed the presence of prenylated resveratrol with molecular weight 364 g/mol. This prenylated resveratrol was sustituted with 2 prenyl groups.