Synthesis, crystal structure and studies on properties of trisodium 5,3′,5′- trisulfonate-2,3,4,4′-tetrahydroxy-deoxybenzoin

Abstract

A new water soluble compound trisodium 5,3 2, 5 2-trisulfonate-2,3,4,4 2-tetrahydroxy-deoxybenzoin (TTDB) was synthesized and characterized by IR, UV, ¹H NMR, and elemental analysis. The single crystal of TTDB was determined by X-ray single crystal diffraction. The scavenging effect of compounds on hydroxy radicals was detected by fluorescent spectrophotometry. The electrochemical behavior of compounds in nonaqueous solution DMF was carried out by means of cyclic voltammetry. The experimental result shows that the crystal [C₁₄H₁₇Na₃O₁₈S₃] belongs to monoclinic, space group C2/c with unit cell constants a = 1.4223(4) nm, b = 2.4327(8) nm, c = 1.3596(4) nm, α = 90o, β = 113.044(5)o, γ = 90o, Z = 8, V = 4.329(2) nm3, D<>subc = 1.925 mg/m³, F(000) = 2568, F_w = 638.43, R₁ = 0.0950, wR₂ = 0.2648. The half effective concentration EC₅₀ of scavenging hydroxy radicals of compound THDB is 53.1 μmol/L, while that of scavenging hydroxy radicals of compound TTDB is 47.3μmol/L. The electrochemistry redox processes of THDB and TTDB are different from each other.

Keywords

antioxidation, crystal structure, cyclic voltammetry, isoflavone, trisodium-5,3′,5′-trisulfonate-2,3,4,4′-tetrahydroxy-deoxybenzoin