Synthesis of β-phthalimido-alcohols via regioselective ring opening of epoxide by using reusable basic magnetic nano particles and their biological investigation

Abstract

In this work, tetra butyl ammonium hydroxide ([Bu₄N]OH) and magnetic nano particles (Fe₃O₄@SiO₂@(CH₂)₃NH₂) were introduced as efficient catalysts for the regioselective ring opening of epoxides including aromatic and aliphatic of epoxides to give the corresponding β-phthalimido-alcohols under mild conditions. A various range of β-phthalimido-alcohols as new compounds were prepared and fully characterized by IR, ¹H as well as ¹³C NMR and mass spectra. Also the synthesized compounds were studied for antioxidant properties by DPPH free radical scavenging assay. The results indicated that studied β-phthalimido-alcohols derivatives have effective antioxidant functions (IC₅₀: 0.142–0.356 mg mL⁻¹) in compare with BHT (IC₅₀: 0.122 mg mL⁻¹) and ascorbic acid (IC₅₀: 0.146 mg mL⁻¹) as standards. This may be a new health-care food and drug supplement for special use in the future.