Synthesis of Asymmetric Curcumin Analogues from CullilawanOil using Conventional and Microwave Method

Abstract

Asymmetric curcumin analogues as potential anticancer compounds. The purpose of this study was to synthesize product 5-benzo[1,3]dioxol-5-yl-1-phenyl-penta-2,4-dien-1-one uses the method conventional and microwaves. Product 5-benzo[1,3]dioxol-5-yl-1-phenyl-penta-2,4-dien-1-one can be synthesized from the cullilawan oils with several stages, among others; isolation safrole, isomerization, oxidation and condensation reactions. Isolation of safrole from cullilawanoils performed using NaOH solution and purified using distillation fractionation pressure reduction produces 19.30% safrole are tested for purity by GCMS and for the identification of the structure is done by using FTIR and 1H-NMR. The safrole isomerization performed using KOH without solvent at a temperature of 120oC for 8hours resulted isosafrole (91.53%) which consists of cis-isosafrol and trans-isosafrol. Oxidation isosafrole performed using KMnO4 in acidic conditions using a phase transfer catalyst tween 80 at a temperature of < 30oC and separation by silica gel resulted in 65.63% piperonal were tested with the GCMS and identification using FTIR and 1H-NMR. Products asymmetrical curcumin analogous made in the condition alkaline by conventional methods for three hours produce 99.55%, a method of microwaves in 140 watts for two minutes produce 82.82%.