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Hederasaponin derivative, preparation method of salts thereof and application thereof to resisting tumor
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A technology of hedera saponins and derivatives, applied in the field of medicine, to achieve strong anti-tumor activity
Active Publication Date: 2011-09-28
JIANGXI HERBFINE HI TECH
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For 3-O-α-L-rhamnopyranose-(1→2)[β-D-glucopyranose-(1→4)]-α-L-arabinopyranose hedera derivatives , its salt and its use have not been reported yet
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Embodiment 1
[0024] Example 1: Preparation of 3-O-α-L-rhamnopyranose-(1→2)[β-D-glucopyranose-(1→4)]-α-L-arabinopyranose ivy Saponin methyl ester (compound 1)
[0025] 3-O-α-L-rhamnopyranose-(1→2)[β-D-glucopyranose-(1→4)]-α-L-arabinopyranosyl hedera saponin (0.9g, 1 mmol) was dissolved in methanol (10 mL), ice-water bath, added CDI (N,N'-carbonyldiimidazole 0.32 mg, 2 mmol), stirred at room temperature for 2 h, concentrated under reduced pressure, added 50 mL of water, a large amount of solid precipitated , suction filtered, washed with water, and dried to obtain a white solid (65%).
Embodiment 2
[0026] Example 2: Preparation of 3-O-α-L-rhamnopyranose-(1→2)[β-D-glucopyranose-(1→4)]-α-L-arabinopyranose ivy Saponinethyl ester (Compound 2)
[0027] 3-O-α-L-rhamnopyranose-(1→2)[β-D-glucopyranose-(1→4)]-α-L-arabinopyranosyl hedera saponin (0.9g, 1 mmol) was dissolved in ethanol (10 mL), ice-water bath, added CDI (N,N'-carbonyldiimidazole 0.32 mg, 2 mmol), stirred at room temperature for 2 h, concentrated under reduced pressure, added 50 mL of water, a large amount of solid precipitated , suction filtered, washed with water, and dried to obtain a white solid (60%).
Embodiment 3
[0028] Example 3: Preparation of 3-O-α-L-rhamnopyranose-(1→2)[β-D-glucopyranose-(1→4)]-α-L-arabinopyranose ivy Saponinformamide (compound 3)
[0029] The saponin 3-O-α-L-rhamnopyranose-(1→2)[β-D-glucopyranose-(1→4)]-α-L-arabinopyranose hedera saponin (0.9 g, 1 mmol) was dissolved in THF (10 mL), ice-water bath, added CDI (0.32 mg, 2 mmol), stirred at room temperature for 2 h, the reaction solution was added dropwise to 40% aqueous methylamine solution, concentrated under reduced pressure, added 50 mL of water, a large amount of solid was precipitated, suction filtered, washed with water, and dried to obtain a white solid (75%).
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Abstract
The invention belongs to the technical field of medicines and provides a 3-O-alpha-L-pyranrhamnose-(1->2) [beta-D-glucopyranose-(1-4)]-alpha-L-pyranarabinose hederasaponin derivative, a preparation method of salts thereof and application thereof to resisting tumor. The structures of the hederasaponin 3-O-alpha-L-pyranrhamnose-(1->2) [beta-D-glucopyranose-(1->4)]-alpha-L-pyran arabinose hederasaponin derivative and salts thereof are shown as follows. The hederasaponin 3-O-alpha-L-pyran rhamnose-(1->2) [beta-D-glucopyranose-(1->4)]-alpha-L-pyran arabinose hederasaponin derivative and the salts thereof are combined with a pharmaceutical acceptable carrier to form a pharmaceutical compound which is used for preparing tumor-resistant medicines. Compared with the prototype medicine, a medicine containing the ingredient derivative and the salts thereof has considerable or stronger tumor-resistant activity; and meanwhile, the activity of other tumor-resistant medicines can be obviously enhanced and the side effects of the medicines are reduced.
Description
technical field [0001] The invention belongs to the technical field of medicine, and relates to a hedera saponins component 3-O-α-L-rhamnopyranose-(1→2)[β-D-glucopyranose-(1→4)]- α-L-arabinopyranosyl hedera saponin derivative, the preparation method of its salt and its anti-tumor application. The medicine containing the component derivatives and their salts provided by the invention has equivalent or stronger antitumor activity than the original medicine, and can also obviously enhance the activity of other antitumor medicines and reduce the toxic and side effects of these medicines. Background technique [0002] 3-O-α-L-rhamnopyranose-(1→2)[β-D-glucopyranose-(1→4)]-α-L-arabinopyranose hedera saponin has a strong Anti-tumor activity, can inhibit human tumor cells (human glioma, human livercancer, human erythroleukemia, human moderately differentiated gastric adenocarcinoma, human breastcancer, human cervical cancer, human poorly differentiated gastric gland, human promyel...
Claims
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Application Information
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