Novel dihydrochalcone compound separated and purified from drgon blood and preparation method thereof
Technical Field The invention relates to the separation and purification from Longxuejie in the new dihydrochalcone compounds and process for their preparation, pharmaceutical plant belongs to the technical field of chemical extraction process. Background Art Dihydrochalcone compounds is that one kind has the original benzene and coloralkone parent nucleus the compounds of structure, wide distribution in the plant, from chrysanthemum material , wild rose material , ericaceae, Liliaceae, and the like obtained by separation in the plant a plurality of dihydrochalcone compounds. Dihydrochalcone compounds is a kind of important biological active substance, with anti-oxidation, anti-tumor, anti-diabetic, anti-bacterial and role of estrogen, and the like. Regarding the Liliaceae dragon the tree is plant flag leaf dragon dracaena resin Longxuejie separating new dihydrochalcone and its preparation method, the search, has not yet been reported; there has been no synthesis of the compound and its process of the relevant reports. Content of the invention The purpose of this invention is to provide a plant of the Liliaceae dragon the tree is flag leaf dragon dracaena resin Longxuejie by chemical extraction process and separate the chromatographic technique of the method of the new dihydrochalcone compounds. The invention relates to a separation and purification from drgon blood to dihydrochalcone compounds, which is characterized in that has the following molecular formula and structural formula: The molecular formula is:C17 H18 O4 Structural formula is: The chemical name is: the 4-hydroxy -2 the [...][...] , 4-dimethoxy-dihydrochalcone. From this invention in Sanguis Draxonis of dihydrochalcone compound of preparation method, which is characterized in that has the following process steps: A. Taking a certain amount of Longxuejie powder as a raw material, in a Soxhlet extractor with petroleum ether in the 70 the extraction [...] 8-10 hours; petroleum ether in the residue after the juicing, using chloroform in a Soxhlet extractor 60 the extraction [...] 8-12 hours, extracted solution is concentrated evaporimeter decompress, and in 40 the drying [...] , shall be chloroform extract; B. For the chloroform extract of methanol is dissolved, add a certain amount of granularity is 200-300 purpose silica gel, stir; to be methanol to volatilize, pralonging it, or quick on silica gel silica gel; petroleum ether-ethyl acetate used for gradient elution, ready-to-use petroleum ether-acetic acid ethyl ester is the ratio of the volume of the 9 [...] 1, the 8 [...] 2, the 7 [...] 3, the 6 [...] 4, the 5 [...] 5, the 4 [...] 6, the 3 [...] 7, the 2 [...] 8, the 1 [...] 9 to elute the mixed solvent; taking the 8 [...] 2 and/or 7 the [...] 3 and/or 6 the [...] 4 elution part by vacuum rotary evaporimeter concentrated, then in the 40 under [...] drying, obtain petroleum ether-ethyl acetate extract; C. The above-mentioned extract then dissolved with methanol, Sephadex LH-20 for gel column chromatography, to volume ratio and the 1 [...] 1 of the mixed solvent of chloroform-methanol elution; elution solvent to total 8-10 plurality of cylindrical volume; of the collection column after 8-10 a fraction, according to the results of the analysis board drop sampling of silica gel, the section 6-8 fraction injected into a high performance liquid preparative chromatography purification, remove impurity peak, and peak collection host ingredient; D. After the above-mentioned purification of the resulting fraction through a rotary evaporimeter concentrated, in 40-50 the after drying under [...] , new dihydrochalcone compounds is obtained. The above-mentioned preparation chromatograph of the conditions are as follows: for the preparation of chromatographic column Symmetry prep C18 (φ 19 × 300 mm, 7 µm), mobile phase is methanol: acetonitrile: water = 5 the [...] the 30 [...] 65, flow rate v=4ml/min, column temperature 40 the [...] , detection wavelength 280 nm. The method of the invention the resulting new dihydrochalcone compounds, the appearance of a yellow-green material, which is dissolved in water, methanol and chloroform. Role of anti-platelet aggregation experiment proves that, under the same concentration of anti-dihydrochalcone new role of platelet aggregation of greater than now commonly used anti-platelet aggregation drug aspirine, and the two known lourerin B Longxuejie extract, flag leaf lourerin A. The experimental result in table 1. Table 1 the compounds induced ADP healthy volunteers the impact of the blood platelet aggregation Compared with the negative control group:* p <0.05** p <0.01 Dihydrochalcone of this invention has very good anti-platelet aggregation function, can be used as components of the therapeutic drug of associated, is used for the development of new drugs. Mode of execution The embodiments of the invention described in the rear. Embodiment 1 : takes the dragon draconis powder (60-80 mesh) 96g, with petroleum ether for Soxhlet extractor in the 70 the extraction [...] 8 hours; the residues after the juicing ligarine, with chloroform in a Soxhlet extractor for 60 the extraction [...] 10 hours, extracted solution is concentrated evaporimeter decompress, and in 40 the drying [...] , chloroform extract to 35g; for the chloroform extract of methanol is dissolved, add 2 times in other words 70g silica gel (200-300 mesh), stir, to be methanol to volatilize, the its grinds the essence , on silica gel column (φ 10 × 100 cm); with petroleum ether-ethyl acetate gradient elution on, ready-to-use petroleum ether-acetic acid ethyl ester is the ratio of the volume of the 9 [...] 1, the 8 [...] 2, the 7 [...] 3, the 6 [...] 4, the 5 [...] 5, the 4 [...] 6, the 3 [...] 7, the 2 [...] 8, the 1 [...] 9 to elute the mixed solvent; taking the 8 [...] 2 elutes some decompression rotary evaporimeter concentrated, then in the 40 under [...] drying, obtain petroleum ether-ethyl acetate extract 5g; the extract after being dissolved with methanol again, Sephadex LH-20 for gel column chromatography, to volume ratio and the 1 [...] 1 of the mixed solvent of chloroform-methanol elution; elution solvent a total of 9 columns of volume; collecting column of the 9 a fraction, according to the results of the analysis board drop sampling of silica gel, the section 7 into the high-efficiency liquid phase preparation chromatograph fraction of purified, remove impurity peak, receiving collection host component peak; and at last the above purification of the resulting fraction is rotary evaporated to concentrate, in 40 the after drying under [...] , to obtain the target product of the invention 70 mg. The above-mentioned preparation chromatograph of the conditions are as follows: for the preparation of chromatographic column Symmetry Prep C18 (φ 19 mm × 300 mm, 7 µm), mobile phase is methanol: acetonitrile: water = 5 the [...] the 30 [...] 65, flow rate v=4ml/min, column temperature 40 the [...] , detection wavelength 280 nm. Embodiment 2 : takes the dragon draconis powder (60-80 mesh) 96g, with petroleum ether for Soxhlet extractor in the 70 the extraction [...] 8 hours; the residues after the juicing ligarine, with chloroform in a Soxhlet extractor for 60 the extraction [...] 8 hours, extracted solution is concentrated evaporimeter decompress, and in 40 the drying [...] , shall be chloroform extract 36g; the chloroform extract using methanol, is equivalent to 36g silica gel (200-300 mesh), stir, to be methanol to volatilize, the its grinds the essence ; then divided into 7 portions, fast (φ 4 cm × 15 cm) of silica gel; petroleum ether-ethyl acetate used for gradient elution, ready-to-use petroleum ether-acetic acid ethyl ester is the ratio of the volume of the 9 [...] 1, the 8 [...] 2, the 7 [...] 3, the 6 [...] 4, the 5 [...] 5, the 4 [...] 6, the 3 [...] 7, the 2 [...] 8, the 1 [...] 9 to elute the mixed solvent of; collecting and uniting 7 of the 8 [...] 2 elution part, by vacuum rotary evaporimeter concentrated, then in the 40 [...] drying, obtain petroleum ether-ethyl acetate extract 5.5g; then the extract after being dissolved with methanol, Sephadex LH-20 for gel column chromatography, to volume ratio and the 1 [...] 1 of the mixed solvent of chloroform-methanol elution; elution solvent a total of 9 columns of volume; collecting column of the 9 a fraction, according to the results of the analysis board drop sampling of silica gel, the section 7 into the high-efficiency liquid phase preparation chromatograph fraction of purified, remove impurity peak, receiving collection host component peak; and at last the above purification of the resulting fraction through a rotary evaporimeter concentrated, in 40 the after drying [...] , to obtain the target product of the invention 72 mg. The above-mentioned preparation chromatograph of the conditions are as follows: for the preparation of chromatographic column Symmetry Prep C18 (φ 19 × 300 mm, 7 µm), mobile phase is methanol: acetonitrile: water = 5 the [...] the 30 [...] 65, flow rate v=4ml/min, column temperature 40 the [...] , detection wavelength 280 nm. The above-mentioned two embodiments the target compound of the present invention the 4-hydroxy -2 the [...][...] , 4-dimethoxy-dihydrochalcone, molecular formula is C17 H18 O4, its appearance is yellow-green material, by UV-VIS, IR, NMR, MS the spectrum analysis data are as follows: Ultraviolet (MeOH) λmax(nm) (logε): 203 (4.74), 218 (4.41), 270 (4.40); infrared (KBr) σmax 3391, 2935, 2838, 1658, 1599, 1509, 1465, 1259, 835 cm-1; EI-MS[M+] 286 (30), 151 (31), 150 (22), 137 (68), 136 (26), 135 (100), 124 (22), 107 (31);1 H-NMR (500MHz, CDCl3) δ: 7.96 (2H, d, J=9.0Hz, H -2, 6), 6.92 (2H, d, J=9.0Hz, H -3, 5), 6.41 (1H, d, J=2.5Hz, H -3 ), 6.34 (1H, dd, J=2.5, 8 . 0Hz, H -5 ), 7.01 (1H, d, J=8.0, H -6 ), 3.87 (6H, s, -OCH3), 3.17 (2H, t, J=8.0, H-β), 2.95 (2H, t, J=8.0, H-α);13 C-NMR (500MHz, CDCl3, +TMS) δ: 129.0 (C-1), 130.6 (C-2, 6), 113.8 (C-3, 5), 163.6 (C-4), 121.3 (C-1 ), 158.5 (C-2 ), 99.5 (C-3 ), 155.9 (C-4 ), 106.8 (C-5 ), 130.6 (C-6 ), 199.9(C=O), 55.6 (4C-OCH3), 55.3 (2 C-OCH3), 25.6(C-α), 39.1(C-β). Determined by the structural formula as follows: The invention relates to a new dihydrochalcone compound that is separated and purified from Long Xuejie and the manufacture method. It adopts Long Xuejie as raw material, uses light petroleum and chloroform solvent to distill, decreases pressure and concentrating chloroform extractive, takes silica gel column or rapid silica gel chromatography and takes Sephadex LH-20 gelcolumn chromatography andseparating, purifies chromatogram, and finally gains dihydrochalcone compound. The chemical name is 4'- hydroxyl-2', 4- dimethoxy- dihydrochalcone. The compound has good effect to avoid platelet aggregation. 1. A separation and purification from drgon blood the dihydrochalcone compounds, which is characterized in that has the following molecular formula and structural formula: The molecular formula is:C17 H18 O4 Structural formula is: 2. From a preparation in Sanguis Draxonis method for the dihydrochalcone compounds according to Claim 1, characterized by having the following process steps: A. Taking a certain amount of Longxuejie powder as a raw material, in a Soxhlet extractor with petroleum ether in the 70 the extraction [...] 8-10 hours, after the juicing in the residues of petroleum ether, then with chloroform in a Soxhlet extractor 60 the extraction [...] 8-12 hours, extracted solution is concentrated evaporimeter decompress, and in 40 the drying [...] , shall be chloroform extract; B. For the chloroform extract of methanol is dissolved, add a certain amount of granularity is 200-300 purpose silica gel, stir; to be methanol to volatilize, pralonging the, ;; with petroleum ether-ethyl acetate gradient elution on, ready-to-use petroleum ether-acetic acid ethyl ester is the ratio of the volume of the 9 [...] 1, the 8 [...] 2, the 7 [...] 3, the 6 [...] 4, the 5 [...] 5, the 4 [...] 6, the 3 [...] 7, the 2 [...] 8, the 1 [...] 9 to elute the mixed solvent; taking the 8 [...] 2 and/or 7 the [...] 3 and/or 6 the [...] 4 elution part by vacuum rotary evaporimeter concentrated, then in the 40 [...] drying, obtain petroleum ether-ethyl acetate extract; C. The above-mentioned extract then dissolved with methanol, Sephadex LH-20 for gel column chromatography, to volume ratio and the 1 [...] 1 of the mixed solvent of chloroform-methanol elution; elution solvent to total 8-10 plurality of cylindrical volume; of the collection column after 8-10 a fraction, according to the results of the analysis board drop sampling of silica gel, the section 6-8 fraction injected into a high performance liquid preparative chromatography purification, remove impurity peak, and peak collection host ingredient; D. After the above-mentioned purification of the resulting fraction through a rotary evaporimeter concentrated, in the 40-50 [...] after drying, to obtain the target compound the 4-hydroxy -2 the [...][...] , 4-dimethoxy-dihydrochalcone. 3. From in Sanguis Draxonis of dihydrochalcone compound of preparation method according to Claim 2, characterized in that the preparation of the conditions are as follows: for the preparation of chromatographic column φ 19 × 300 mm, of the 7 µm Symmetry prep C18, mobile phase is methanol: acetonitrile: water = 5 the [...] the 30 [...] 65, flow rate v=4ml/min, column temperature 40 the [...] , detection wavelength 280 nm. 4. According to claim 1 from the dragon's blood in the separation and purification of dihydrochalcone compounds for treating platelet aggregation disorders application of the medicament.