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Saponin derivative and application thereof

A technology of derivatives and saponins, which is applied in the application field of furostane-type saponin derivatives, prevention and treatment of depression, can solve the problems of no depression, few relationship between chemical structure and pharmacodynamic mechanism, etc.

Active Publication Date: 2013-07-03
SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But so far no new traditional Chinese medicine for the treatment of depression has been marketed, and there are few research reports on the relationship between chemical structure and pharmacodynamic mechanism in this regard

Method used

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  • Saponin derivative and application thereof
  • Saponin derivative and application thereof
  • Saponin derivative and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] The preparation of embodiment 1 furostane type saponin monosaccharide derivative

[0075]

[0076] Using timosaponin B-Ⅲ as the reaction starting material to prepare furostane-type saponin monosaccharide derivatives, the specific steps are as follows:

[0077] (1) Dissolve 0.05mol timosaponin B-Ⅲ in 300ml methanol solution (water or 30v / v% ethanol solution or 1w / v% Tween solution) with a volume ratio of 10v / v%, and add 0.5ml-1ml Concentrated sulfuric acid, react at 80°C-150°C for 1 hour-6 hours.

[0078] (2) Adjust the pH of the above reaction solution to 6-7 with sodium hydroxide.

[0079] (3) Use 900ml-1200ml n-butanol to extract the solution obtained after neutralization in step (2) three times, and concentrate the extract under reduced pressure to evaporate to dryness.

[0080] (4) Dissolve the above solid with water, make the saponin adsorb on the ODS column, elute with 40v / v%-60v / v% methanol, and collect the eluate.

[0081] (5) The solution was recovered un...

Embodiment 2

[0082] Preparation of embodiment 2 furostane type saponin derivatives

[0083]

[0084] (1) Dissolve 0.05mol timosaponin B-III in 300mL methanol solution (water or 30% ethanol solution or 1% Tween solution) with a volume ratio of 10%, add 2mL-4mL concentrated hydrochloric acid, 80-150℃ React for 1 hour to 6 hours.

[0085] (2) Adjust the pH of the above reaction solution to 6-7 with sodium hydroxide.

[0086] (3) Use 900mL-1200mL n-butanol to extract the solution obtained after neutralization in step (2) three times, and concentrate the extract under reduced pressure until evaporated to dryness.

[0087] (4) Dissolve the above solid with water, make the saponin adsorb on the ODS column, elute with 40v / v%~60v / v% methanol, and collect the eluate.

[0088] (5) The solution was recovered under reduced pressure and evaporated to dryness to obtain furostane-type saponin monosaccharide derivative 2 (NMR: see Table 1 for details).

Embodiment 3

[0089] Preparation of embodiment 3 furostane type saponin monosaccharide derivatives

[0090]

[0091] Using timosaponin B-Ⅲ as the reaction starting material to prepare furostane-type saponin monosaccharide derivatives, the specific steps are as follows:

[0092] (1) Dissolve 0.1mol timosaponin B-III in 600ml methanol solution with a volume ratio of 10v / v%, add 30ml-50ml concentrated hydrochloric acid, and react at 80°C-100°C for 2 hours.

[0093] (2) Adjust to pH=6-7 with sodium hydroxide.

[0094] (3) Use 1.8L-2.4L n-butanol to extract the solution obtained after neutralization in step (2) three times, and concentrate the extract under reduced pressure until evaporated to dryness.

[0095] (4) Dissolve the above solid with water, make the saponin adsorb on the ODS column, elute with 40v / v%-60v / v% methanol, and collect the eluate.

[0096] (5) The solution was recovered under reduced pressure and evaporated to dryness to obtain aglycone 3 of mother saponin B-Ⅲ (NMR: 30....

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Abstract

The invention discloses a saponin derivative which has a structure presented in a formula as follows. An animal experiment proves that the saponin derivative has a remarkable anti-depression pharmacological activity, so that the saponin derivative can be used as an active ingredient to prepare medicines, food and health care products, and can be used independently or be combined with other substances for prevention and treatment of tristimania.

Description

technical field [0001] The invention relates to a saponin derivative, in particular to a furostane-type saponin derivative, and the application of the derivative in preventing and treating depression. Background technique [0002] Anemarrhena (also known as rabbit oil grass, Chuandilong) is the dry rhizome of Anemarrhena asphodeloides, a plant of the Liliaceae family. According to "Flora", it is bitter and cold in nature, and has the effects of nourishing yin and reducing fire, moistening dryness and smoothing intestines, and facilitating defecation. [0003] The main chemical components of Chinese herbal medicine Anemarrhena include steroidal saponins, diphenylpyrone, polysaccharides and lignin, such as: timosaponin (timosaponin) A-Ⅰ, A-Ⅱ, A- Ⅲ, A-Ⅳ, B-Ⅰ, B-Ⅱ and B-Ⅲ, among them, the structures of timosaponin A-Ⅱ and A-Ⅳ are still unknown. And timosaponin (amemarsaponin) A2, that is, marcosapogenin-3-O-β-D-glucopyranosyl (1→2)-β-D-galactopyranoside B (marlogenin-3-O- β-D...

Claims

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Application Information

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IPC IPC(8): C07J71/00A61K31/7048A61K31/58A61K31/665A61P25/24A23L1/30
CPCA61K36/8964A61P25/24C07H15/26C07J71/00C07J71/0005
Inventor 黄成钢吴斌范明松李志雄孙兆林陈明苍
Owner SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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