A kind of lignan compound and its preparation and application
A technology of crude extract and organic solvent, applied in the field of inhibiting tumor cell proliferation, lignan compounds and its preparation, can solve the problems that the chemical components of Schisandra schisandra have not been systematically studied, and achieve good in vitro inhibition The effect of tumor cell proliferation activity, high purity, and simple preparation method
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Embodiment 1
[0030] The preparation of embodiment 1 compound 1
[0031] 1. Preparation of crude extract
[0032] With the whole plant of S. sphaerandra (S. sphaerandra) collected from the top of Liangwang Mountain in Kunming, Yunnan, the roots and leaves were removed, the stems were kept, dried naturally and crushed, and 10 kg was extracted 4 times with 30 L of 95% ethanol at room temperature (each 4 days), the combined extracts were concentrated under reduced pressure until no liquid flowed out or ethanol smell, to obtain 846g of crude extract extract.
[0033] 2. Extraction
[0034] Suspend 846 g of the above-mentioned crude extract in 2 L of water, extract with ethyl acetate, 2 L each time, and extract 3 times in total; combine the ethyl acetate phases, recover the solvent under reduced pressure, and obtain 108 g of ethyl acetate extract.
[0035] 3. Separation and purification
[0036] Ethyl acetate extract extract (108g) was initially separated by silica gel column (12cm in diamete...
Embodiment 2
[0037] The structure identification of embodiment 2 compound 1
[0038] refer to Figure 1-Figure 9 , compound 1 is a white amorphous powder, high-resolution mass spectrum gives quasi-molecular ion peak m / z523.1937 ([M+H] + , C 27 h 32 NaO 9 + , Calcd.523.1939), combined with hydrogen spectrum, carbon spectrum to determine its molecular formula is C 27 h 32 o 9 , with an unsaturation of 12. optical rotation . 1 H-NMR spectrum shows two groups of aromatic proton signals δ H 6.86 (1H, s, H-4) and 6.42 (1H, s, H-11), a group of olefin proton signals δ H 5.96(1H,m,H-3′), a set of dioxymethylene proton signal δH 5.97 (1H,s,H a -19) and 5.88 (1H,s,H b -19), a set of oxymethine proton signal δ H 5.52 (1H, s, H-6), three groups of methoxy proton signal δ H 3.92(3H,s,OMe-2), 3.91(3H,s,OMe-3) and 3.54(3H,s,OMe-1), and four sets of methyl proton signals δ H 1.84 (3H, d, 7.2, Me-4'), 1.42 (3H, s, Me-5'), 1.36 (3H, s, Me-17) and 1.14 (3H, d, 7.1, Me-18). 13 CNMR and DEPT ...
Embodiment 3
[0044] The in vitro antitumor activity of embodiment 3 compound 1
[0045] 1. Materials
[0046] Human liver cancer cells HepG2 and Bel-7402 were purchased from the Shanghai Cell Bank of the Chinese Academy of Sciences, and all cells were recovered, passaged, cultured and frozen by our laboratory. SpectraMax M5 microplate reader (Meigu Molecular Instrument Co., Ltd.), Ti-s inverted microscope (Nikon), 3111-Forma CO 2 The incubator (Thermo Scientific), MTT (3-(4,5-dimethylthiazole-2)-2,5-diphenyltetrazolium bromide), DMEM medium and fetal bovine serum were purchased from Beijing Laibao Technology Co., Ltd., DMSO was purchased from sigma.
[0047] 2. Experimental method
[0048] Prepare HepG2 and Bel-7402 cells with DMEM medium to make a single cell suspension, after counting, adjust the cell concentration to 5×10 7 ·L -1 , inoculate 96-well plates with 100 μL of cell suspension per well, and store at 37°C, 5% CO 2 Cultivate in the incubator for 24 hours, discard the mediu...
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