As a result of the lack of modern techniques, the study of Tibetan medicine has been hindered in identifying bioactive compounds. Herein, we established a chromatographic approach using an immobilized angiotensin II type 1 receptor (ATR) via a one-step method triggered by haloalkane dehalogenase. The bioactive compounds from Choerospondias axillaris (Guangzao) were screened and identified using the immobilized ATR followed by MS. Frontal analysis (FA) and adsorption energy distribution (AED) were used to evaluate the association constants. Molecular docking was used to investigate the binding configurations, and the surface efficiency index, binding efficiency index, and ligand-lipophilicity efficiency (LLE) were calculated to assess the drug-like properties. The results identified naringenin, pinocembrin, and chrysin as the compounds that specifically bind to ATR in Guangzao. FA and AED confirmed that there is only one type of binding site between these compounds and ATR. The association constants were (2.40 ± 0.02) × 10 M for naringenin (5.22 ± 0.26) × 10 M for pinocembrin, and (4.27 ± 0.14) × 10 M for chrysin, respectively. These compounds can bind with ATR through the orthosteric binding pocket. Naringenin exhibited better LLE than pinocembrin and chrysin. These results confirmed the feasibility of using the immobilized ATR column for screening and analyzing bioactive compounds in Tibetan medicines.

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