Hederasaponin derivative, preparation method of salts thereof and application thereof to resisting tumor
A technology of hedera saponins and derivatives, applied in the field of medicine, to achieve strong anti-tumor activity
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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 Saponin ethyl 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 Saponin formamide (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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