Synthesis, Crystal Structure and Bioactivities of Schiff Base Derived from Paeonol and 1,4-Bis(3-aminopropyl)Piperazine

Abstract

A new Schiff base, paeonol-[1,4-bis(3-aminopropyl)piperazine], was synthesized for the first time by the condensation reaction of paeonol and 1,4-bis(3-aminopropyl)piperazine through solution method. The product was characterized by the methods of melting point, IR, UV-Vis, fluorescence spectrum, ¹H NMR, elemental and thermal analysis, and its crystal structure was analyzed by single crystal X-ray diffraction method, which indicated that it belongs to triclinic system, \(P\bar{1}\) group, a = 6.836(14) Å, b = 7.729(17) Å, c = 12.28(3) Å, α = 87.25(2)°, β = 85.53(2)°, γ = 88.74(2)°. The antioxidant and in vitro antibacterial activities of the product were investigated by DPPH method and agar plate diffusion method, respectively. Moreover, the interaction of the product with biomacromolecule DNA was studied by the electronic spectroscopy and viscosity method.