Dimeric stilbene compounds of dendrobium cyclamen and its preparation method and application
A technology of stilbene compound and Dendrobium huancao, which is applied in the field of medicine, can solve the problem that the medicinal material basis of Dendrobium huancao is unclear, the effective hypoglycemic components of Dendrobium huancao extract are not clear, and the good application of Dendrobium huancao is not fully exerted. and other problems to achieve the effect of reducing insulin and lowering blood sugar
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Embodiment 1
[0033] Example 1 The preparation of Dendrobium dendrobii dimer stilbene compound Loddigesiinols G~J (new compound 1~4)
[0034] 4 kg of Dendrobium chinensis (stem) was cold-soaked twice in methanol (35 L of methanol for each cold soak, 72 hours for each cold soak), and the extract was concentrated under reduced pressure at 55° C. to obtain 110 g of extract.
[0035] Suspend 110 g of the extract in 3 L of water, extract twice with 3 L of petroleum ether, ethyl acetate and n-butanol in sequence, concentrate the extract under reduced pressure, select the ethyl acetate extract and concentrate under reduced pressure at 55°C to obtain 35 g of extract .
[0036] Ethyl acetate extracted extract was subjected to Sephadex LH-20 gel column chromatography, eluted with methanol, and the red fraction was collected. The concentrated red fractions were combined. The red fraction concentrate was separated by high performance liquid chromatography, the chromatographic column was Ultimate XB-C...
Embodiment 2
[0037] The physical and chemical parameters of embodiment 2 new compound 1~4 and compound molecular structure are confirmed
[0038] The physical and chemical parameters such as the properties and molecular weight of compounds (1)~(4) are shown in Table 1, and the properties of compounds (1)~(2) 1 HNMR and 13 The data of CNMR is shown in Table 2, the compound (3)~(4) 1 H NMR and 13 See Table 3 for C NMR data.
[0039] The properties, molecular mass, IR, UV data of the compound in Table 1
[0040]
[0041]Table 2 loddigesiinols G(1)(500 MHz, C 2 D. 6 CO), loddigesiinols H (2). (600MHz, C 2 D. 6 CO) NMR data
[0042]
[0043] Table 3 NMR data of loddigesiinols I(3), loddigesiinols J(4) (600 MHz, C 2 D. 6 CO)
[0044]
[0045] Through the above NMR, infrared and ultraviolet test results, it can be determined that the structural formulas of the five new compounds are as follows:
[0046]
Embodiment 3
[0047] Example 3 Determination of the α-glucosidase inhibitory activity of Dendrobium dendrobium dimer stilbene compound Loddigesiinols G~J
[0048] The determination of α-glucosidase inhibitory activity refers to the method of Lin Ma et al. (Zhi-yun Du, Lin Ma et al. α-Glucosidase inhibition of natural curcuminoids and curcumin analogs. European Journal of Medicinal Chemistry. ): With p-nitrophenol-α-glucoside (PNPG) as substrate, measure the change of absorbance A with time at λ=400nm to calculate the relative activity of inhibitory enzyme under different concentrations of dimer stilbenes. Then use the concentration of dimeric stilbene compounds to plot the relative activity of inhibitory enzymes to obtain the half-inhibitory concentration IC of the above four dimer stilbene compounds to α-glucosidase 50 value.
[0049] Instrument used: Shimadzu uv-2501 ultraviolet-visible spectrophotometer.
[0050] Reagents used:
[0051] 1. Buffer solution: KH 2 PO 4 and K 2 HPO 4 ...
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