80952-74-5Relevant academic research and scientific papers
Method for preparing C25-hydroxyl aglucon and rare saponin of radix ginseng through metal ion catalysis
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Paragraph 0038; 0039, (2018/01/11)
The invention discloses a method for preparing C25-hydroxyl aglucon and rare saponin of radix ginseng through metal ion catalysis. The method is simple in operation, low in cost and high in yield and purity and is applicable to large-batch production. According to the method, the C25-hydroxyl aglucon and rare saponin of the radix ginseng are prepared through catalytically hydrolyzing 20-O-glycosyl or saccharide chain of C20 of ginsenoside in a mixed solution of an organic solvent and water and catalytically adding water molecules to an unsaturated bond between C24 and C25 of the ginsenoside. The products can be applied to pharmaceutical development, radix ginseng products, healthy products and cosmetics.
Chemical transformation of ginsenoside Re by a heteropoly acid investigated using HPLC-MS: N/HRMS
Xiu, Yang,Zhao, Huanxi,Gao, Yue,Liu, Wenlong,Liu, Shuying
, p. 9073 - 9080 (2016/11/09)
The potential of heteropoly acid H3PW12O40 to catalyze the chemical transformation of ginsenoside Re into rare ginsenosides was explored. This homogeneous catalyst can be recycled by extraction with diethyl ether. Eight resulting products were separated and identified through a developed high-performance liquid chromatography coupled with multistage tandem mass spectrometry and high-resolution mass spectrometry (HPLC-MSn/HRMS) method. Multistage tandem mass spectrometry was employed to trace the source of fragments and determine fragmentation pathways. Also, high-resolution mass spectrometry was used for the accurate structural elucidation of fragments. Ginsenosides 25-OH-Rg6 and 25-OH-F4, consisting of the aglycone structures of 3β, 12β, 25-trihydroxy-dammar-20 (21/22)-ene , were obtained via chemical transformation for the first time. Chemical transformation pathways of ginsenoside Re were summarized, which involved deglycosylation, hydration, dehydration, and epimerization reactions. A carbenium ion mechanism was further employed to elucidate each transformation process, and the stability of carbenium ions was supposed to be responsible for the reaction pathways and selectivity.
Microbial transformation of 20(S)-protopanaxatriol-type saponins by Absidia coerulea
Chen, Guangtong,Yang, Min,Lu, Zhiqiang,Zhang, Jinqiang,Huang, Huilian,Liang, Yan,Guan, Shuhong,Song, Yan,Wu, Lijun,Guo, De-An
, p. 1203 - 1206 (2008/02/13)
Three 20(S)-protopanaxatriol-type saponins, ginsenoside-Rg1 (1), notoginsenoside-R1 (2), and ginsenoside-Re (3), were transformed by the fungus Absidia coerulea (AS 3.3389). Compound 1 was converted into five metabolites, ginsenoside-Rh4 (4), 3β,2β,25- trihydroxydammar-(E)-20(22)-ene-6-O-β-D-glucopyranoside (5), 20(S)-ginsenoside-Rh1 (6), 20(R)-ginsenoside-Rh1 (7), and a mixture of 25-hydroxy-20(S)-ginsenoside-Rh1 and its C-20(R) epimer (8). Compound 2 was converted into 10 metabolites, 20(S)-notoginsenoside-R 2 (9), 20(R)-notoginsenoside-R2 (10), 3β,12β,25- trihydroxydammar-(E)-20(22)-ene-6-O-β-D-xylopyranosyl-(1→2) -β-D-glucopyranoside (11), 3β,12β-dihydroxydammar-(E)-20(22),24- diene-6-O-β-D-xylopyranosyl-(1→2)-β-D-glucopyranoside (12), 3β,12β,20,25-tetrahydroxydammaran-6-O-β-D-xylopyranosyl- (1→2)-β-D-glucopyranoside (13), and compounds 4-8. Compound 3 was metabolized to 20(S)-ginsenoside-Rg2 (14), 20(R)-ginsenoside-Rg 2 (15), 3β,12β,25-trihydroxydammar-(E)-20(22)-ene-6-O- α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside (16), 3β,12β-dihydroxydammar-(E)-20(22),24-diene-6-O-α-L- rhamnopyranosyl-(1→2)-β-D-glucopyranoside (17), 3β,12β,20, 25-tetrahydroxydammaran-6-O-α-L-rhamnopyranosyl-(1→2) -β-D-glucopyranoside (18), and compounds 4-8. The structures of five new metabolites, 10-13 and 16, were established by spectroscopic methods.
