Prim‐O‐glucosylcimifugin, cimifugin, and 5‐O‐methylvisamminoside are three major chromone derivatives of Saposhnikovia divaricata that have many pharmacological activities, such as anti‐inflammatory and antitumor activities. In the present work, an effective method for the simultaneous separation of prim‐O‐glucosylcimifugin, cimifugin, and 5‐O‐methylvisamminoside with high purities was established using HPD‐300 resin coupled with preparative high‐performance liquid chromatography. The adsorption kinetics curves of the three compounds on the HPD‐300 resin were studied and found to fit well according to the pseudo‐second‐order equation. The adsorption isotherm results indicated that the adsorption process of the three compounds was exothermic. After a one‐run treatment with the resin, the contents of prim‐O‐glucosylcimifugin, cimifugin, and 5‐O‐methylvisamminoside increased from 0.29, 0.06, and 0.37% to 13.07, 2.83, and 16.91% with recovery yields of 76.38, 78.25, and 76.73%, respectively. Finally, the purities of the three compounds were found to reach more than 95% after further separation using preparative high‐performance liquid chromatography. The method developed in this study was effective and could simultaneously separate three chromones from Saposhnikovia divaricate. The experimental results also showed that the HPD‐300 resin is suitable for the separation of chromone derivatives.

Astilbin (AST), isoastilbin (ISO), and engeletin (ENG) are the main flavonoids in Rhizoma Smilacis Glabrae (RSG) and have many biological activities. In this study, the adsorption kinetics of AST, ISO, and ENG on HPD-300 resin was investigated and their adsorption processes conformed to a pseudo-second-order kinetics equation. The fitting curves of the intraparticle diffusion model showed three linear stages and did not pass through the origin, meaning the adsorption process of the three flavonoids was controlled by boundary layer diffusion and intraparticle diffusion. Their adsorption isotherms were also constructed and could be well-fitted by the Langmuir equation. A low temperature was favorable for their adsorption. The relative adsorption capacity of ENG was significantly higher than those of the other two compounds, indicating that the substitution pattern on ring B has an important impact on the adsorption of flavonoids with resin. The separation process was optimized by dynamic adsorption/desorption experiments. After separation, the purities of AST, ISO, and ENG increased from 5.55%, 1.22%, and 0.45% to 27.46%, 6.14%, and 2.27%, respectively, and all the recoveries exceeded 75%. After that, the three compounds were further separated by preparative HPLC and silica gel chromatography. In the final product, the purities of AST, ISO, and ENG could reach above 98%.

C17H14FNO2, monoclinic, P21/c (no. 15), a = 7.3840(6) Å, b = 10.9208(8) Å, c = 16.7006(15) Å, β = 101.032(9)°, V = 1321.84(19) Å3, Z = 4, R gt (F) = 0.0589, wR ref (F 2) = 0.1561, T = 100.00(18) K.

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