Analysis and retention behavior of isoflavone glycosides and aglycones in Radix Astragali by HPLC with hydroxypropyl-β-cyclodextrin as a mobile phase additive

Abstract

In order to determine isoflavone glycosides (calycosin-7-O-β-D-glucoside and formononetin-7-O-β-D-glucoside) and aglycones (calycosin and formononetin), a simple HPLC method with isocratic elution employing hydroxypropyl-β-cyclodextrin (HP-β-CD) as a mobile phase additive was developed. Various factors affecting the retention of isoflavone glycosides and aglycones in the C(18) reversed-phase column, such as the nature of cyclodextrins, HP-β-CD concentration, and methanol concentration, were systematically studied. The results show that HP-β-CD, as a very effective mobile phase additive, can markedly reduce the retention of isoflavone glycosides and aglycones, and the decrease magnitudes of isoflavone aglycones are more than those of their glycosides. The role of HP-β-CD in the developed HPLC method is attributed to the formation of the inclusion complexes between isoflavone glycosides (or aglycones) and HP-β-CD. So, the apparent formation constants of the isoflavone glycosides (or aglycones)/HP-β-CD inclusion complexes also were investigated. Isoflavone glycosides (and aglycones) form the 1:1 inclusion complexes with HP-β-CD, and the isoflavone aglycones/HP-β-CD complexes are more stable than the isoflavone glycosides/HP-β-CD complexes. Finally, the optimized method was successfully applied for the determination of isoflavone glycosides and aglycones in Radix Astragali samples.

Development and Validation of the Rp-HPLC Method for Determination of Benzimidazole Carbamates in the Presence of Cyclodextrins

“…Feng et al 13 studied the behavior of the retention time of isoflavone in the presence of CDs using the k 1 /k 0 ratio. The k 1 /k 0 values for bCD and derived bCD followed the order: RMbCD > HPbCD >bCD, which suggests that the derived CDs diminish the retention time of the solute in a more pronounced way than bCD.…”

“…Although extensive studies on CDs have been performed, studies on the impact of CDs on the chromatographic process are scarce [11][12][13] .…”

Development of an LC‐MS/MS method for simultaneous quantitative analysis of macromolecular pharmaceutical adjuvant 2‐hydroxypropyl‐β‐cyclodextrin and active pharmaceutical ingredients butylphthalide in rat plasma

“…Pharmaceutical excipients referred to the general term for all pharmaceutical materials added to the preparation except the main drug in order to improve performance in the process of producing and designing the preparation functioning as shaping, carrier, improving drug stability, solubilization, and slow and controlled release [1]. Cyclodextrin (CD), a macrocyclic oligosaccharide formed by multiple D(+)-glucose units connected end to end through the mono-1, 4-glycosidic bond [2,3], due to unique cylindrical molecular structure with internal hydrophobicity and external hydrophilicity, wrapped drugs in the cavity to improve the physicochemical properties, such as drug solubility, bioavailability, and chemical properties [4][5][6]. Besides, CD had been discovered so far as an ideal host molecule similar to enzymes with characteristics of an enzyme model in itself.…”

“…Cyclodextrin (CD), a macrocyclic oligosaccharide formed by multiple D(+)‐glucose units connected end to end through the mono‐1, 4‐glycosidic bond [2, 3], due to unique cylindrical molecular structure with internal hydrophobicity and external hydrophilicity, wrapped drugs in the cavity to improve the physicochemical properties, such as drug solubility, bioavailability, and chemical properties [4–6]. Besides, CD had been discovered so far as an ideal host molecule similar to enzymes with characteristics of an enzyme model in itself.…”

Simultaneous analysis of five triterpenes in Centella asiatica by high performance liquid chromatography with cyclodextrins as the mobile phase additives

“…So, CDs are able to host hydrophobic compounds, and increase water solubility of them or alter other properties. As the mobile phase additives in HPLC, CDs can form the inclusion complexes with analytes, change the retention behavior of analytes, and be available for separation enantiomers and geometric isomers 20 – 22 or simultaneous analysis of glycosides and aglycone with isocratic elution 23 , 24 . Therefore, the addition of CDs into the mobile phase was investigated to alter the retention behavior of five triterpenes allowing simultaneous analysis of five triterpenes in C. asiatica using HPLC with isocratic elution.…”