Preparation of a New β-Cyclodextrin-bonded Chiral Stationary Phase with Thiocarbamated Benzamide Spacer for HPLC

A new beta-cyclodextrin-bonded chiral stationary phase (TCDP) with a thiocarbamated benzamide spacer was prepared and evaluated on HPLC by separating a series of chiral pesticides and drugs. TCDP resolved all 24 analytes (11 triazoles, 8 flavanones and 5 beta-blockers), and 18 of them were completely separated. The enantioresolution ranges were 1.45 - 3.33 for triazoles, 0.35 - 2.45 for flavanones and 1.26 - 1.58 for beta-blockers. Among them the best resolution of tebuconazole was up to 3.33 within 13 min. Bitertanol (two chiral centers) and triticonazole with cisitrans isomers were separated into four peaks, respectively. TCDP could also completely resolve myclobutanil (R-s = 1.68), which was difficult to be separated on other CD-CSPs. Common CDSP only resolved a few analytes. The results showed that the thiocarbamated benzamide spacer of TCDP may provide a synergistic effect of hydrogen bonding and coordination. The spacer deserved full utilization, by which may avoid troublesome derivatization at low cost.

Automated summary

The newly prepared TCDP chiral stationary phase successfully separated a series of chiral pesticides and drugs on HPLC, showing good resolution capabilities. The thiocarbamated benzamide spacer may provide a synergistic effect of hydrogen bonding and coordination, making TCDP cost-effective in compound separation.