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. 2018 May 29;23(6):1305.
doi: 10.3390/molecules23061305.

Separation and Quantification of Four Main Chiral Glucosinolates in Radix Isatidis and Its Granules Using High-Performance Liquid Chromatography/Diode Array Detector Coupled with Circular Dichroism Detection

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Separation and Quantification of Four Main Chiral Glucosinolates in Radix Isatidis and Its Granules Using High-Performance Liquid Chromatography/Diode Array Detector Coupled with Circular Dichroism Detection

Yanhong Shi et al. Molecules. .

Abstract

As chemical drugs, separation and quantification of the specific enantiomer from the chiral compounds in herbal medicines are becoming more important. To clarify the chemical characterization of chiral glucosinolates-the antiviral active ingredients of Radix Isatidis, an optimized efficient method of HPLC-UV-CD was developed to simultaneously separate and quantify the four main chiral glucosinolates: progoitrin, epiprogoitrin, and R,S-goitrin. The first step was to determine progoitrin, epiprogoitrin, and R,S-goitrin using HPLC-UV, and then determine the R-goitrin and S-goitrin by coupling with CD detection. Subsequently, through the linear relations between anisotropy factor (g factor) and the percent optical purity of R-goitrin, the contents of R-goitrin and S-goitrin from the R,S-goitrin mixture were calculated separately. Furthermore, the chemical composition features of the four chiral glucosinolates in 37 samples from crude drugs, decoction pieces, and granules of R. Isatidis were conducted. The total content of the four glucosinolates was obviously higher in crude drugs, and the variance character of each glucosinolate contents was different. In summary, the accurate measurement method reported here allows for better control of the internal quality of R. Isatidis and its granules and provides a powerful approach for the analysis of other chiral components in traditional Chinese medicines.

Keywords: HPLC-UV-CD; Radix Isatidis; chiral analysis; glucosinolates; quantification.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
Representative UV (upper) and CD (lower) chromatograms of glucosinolates, crude drug, decoction pieces and granules of Radix Isatidis. (A) R-goitron, (B) S-goitrin, (C) mixed glucosinolate references, (D) crude drugs of R. Isatidis (B10), (E) decoction pieces of R. Isatidis (B22), (F) granules of R. Isatidis (B35). 1: progoitrin, 2: epiprogoitrin, 3: R,S-goitrin, 3a: R-goitrin, 3b: S-goitrin.
Figure 2
Figure 2
Contents of four glucosinolates in different crude drugs, decoction pieces, and granules of Radix Isatidis.
Figure 3
Figure 3
Chemical structures of four characteristic glucosinolates isolated from Radix Isatidis.

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