High-speed counter-current chromatography separation method and application of phenolic acid glycoside compounds in traditional Chinese medicine lily
A kind of phenolic acid glyceride glycoside compound, high-speed countercurrent chromatography technology, applied in chemical instruments and methods, drug combinations, sugar derivatives and other directions, to achieve the effect of simple method
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Embodiment 1
[0019] Preparation of phenolic acid glyceride glycoside compound in Chinese medicine lily of embodiment 1
[0020] 1. Preparation of Lily Extract
[0021] Take fresh lily stems and place them in a 50°C oven to dry and crush them; take 830g of dried lily powder, add 6 times the mass of 60% ethanol and soak in a water bath at 60°C for 3 times, each time for 1h, combine the filtrates, and concentrate the filtrates under reduced pressure Until there is no alcohol smell, 3200mL extract is obtained. The extract was passed through a chromatographic column (4.6cm × 48cm) equipped with 800mL D101 macroporous adsorption resin at a flow rate of 2BV / h, allowed to stand for 0.5h after adsorption, and then washed with 1600mL distilled water to remove impurities at a flow rate of 2BV / h, and then Wash with 70% mass concentration of ethanol at a flow rate of 2BV / h until the eluate is colorless, concentrate under reduced pressure 2900mL of the ethanol eluate obtained, and then freeze-dry to ob...
Embodiment 2
[0025] Example 2 Compound Structure Identification
[0026] Using MS, 1 H NMR and 13 The structures of the three compounds were identified by C NMR. Mass spectrometry was performed by electrospray ionization source ESI, negative ion mode, completed by the Analysis and Testing Center of Hunan Agricultural University; 3 OD dissolution, the frequency is 400MHz, completed by the Analysis and Test Center of the School of Chemical Engineering, Hunan University.
[0027] Determine that these 3 compounds are phenolic acid glyceride glycoside compounds, wherein:
[0028] Compound 1 as light yellow powder is
[0029] (2S)-1-O-p-coumaroyl-3-O-β-D-glucopyranosylylylycerol (regaloside A), molecular formula: C 18 h 24 o 10 ;
[0030] Compound 2 of yellow powder is (2S)-1-O-acetyl
[0031] caffeoyl-3-O-β-D-glucopyranosylylycerol, Acetylregaloside C, molecular formula: C 20 h 26 o 12 ;
[0032] Compound 3 as light yellow powder is
[0033] (2S)-1-O-p-coumaroyl-2-O-β-D-glucopyranos...
Embodiment 33
[0036] The scavenging effect of embodiment 33 compounds on DPPH free radicals and the inhibitory effect on lipid peroxidation
[0037] The scavenging effect on DPPH free radicals was carried out with reference to the method of G.A.Garzón, R E.Wrolstad. Major anthocyanins and antioxidant activity of Nasturtium flowers (Tropaeolum majus). Food Chem., 2009, 114(1): 44-49.
[0038] For the inhibitory effect on lipid peroxidation, refer to the literature Zhang Erxian, Yu Lijun, Zhou Yilin, etc., Fe2+-induced lipid protein PUFA peroxidation system and the evaluation of the antioxidant effect of some natural products[J]. Acta Biochimica et al. Biophysica Sinica), 1996, 2(28): 218-222.
[0039] The results are shown in Table 1 below. It can be seen from the table that compound 2 has a strong inhibitory effect on lipid peroxidation and a strong scavenging effect on DPPH free radicals. When the sample concentrations were 20 μg / mL and 100 μg / mL, the The inhibitory effects of plasma pero...
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