Elucidation of Bioactivity of Tricin Released by Thioacidolysis from Wheat Straw Lignin

Abstract

Tricin is a complex compound with chemical bonds to phenylpropane units of lignin in gramineous plants, and it is predominantly bound to lignin by β-O-4 ether bonds. Thioacidolysis cleaves the alkyl aryl ether bonds, which releases tricin from the tricin-lignin complex and maintains the natural structure of the tricin. In this study, milled wood lignin (MWL) was isolated from wheat straw by Bjӧrkman’s method, and the MWL was subjected to thioacidolysis to release tricin from the MWL. Medium-pressure preparative liquid chromatography was used for further purification. FT-IR and ¹H-NMR analyses showed that the purified fraction was composed mainly of tricin-type flavonoids. The extracted tricin had strong scavenging capacity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radicals, with a half maximal inhibitory concentration (IC₅₀) of 51.9 mg/L. Drug sensitivity paper testing showed that the extracted tricin inhibited the growth of Escherichia coli. The bacteriostatic circle diameters of tricin from wheat straw MWL and quercetin standard were 9.17 and 7.52 mm, respectively. A 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay showed that the tricin from wheat straw MWL had possible inhibitory effect on lung cancer A549 cells, with a maximum inhibitory performance of 44.5%.