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C3, C6, C17-trisubstituted dammarane type triterpenoid saponin derivative, pharmaceutical composition thereof and applications of derivative in pharmacy

A technology of dammarane type and triterpenoid saponins, applied in the field of medicine, can solve the problems of no neurodegenerative diseases, no pharmacological activity of dammarane type triterpenoid saponins, etc.

Active Publication Date: 2015-11-18
KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] So far, there have been no reports of dammarane-type triterpene saponins and their pharmacological activity in the prior art, nor have they been reported to treat neurodegenerative diseases, or to treat senile dementia

Method used

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  • C3, C6, C17-trisubstituted dammarane type triterpenoid saponin derivative, pharmaceutical composition thereof and applications of derivative in pharmacy
  • C3, C6, C17-trisubstituted dammarane type triterpenoid saponin derivative, pharmaceutical composition thereof and applications of derivative in pharmacy
  • C3, C6, C17-trisubstituted dammarane type triterpenoid saponin derivative, pharmaceutical composition thereof and applications of derivative in pharmacy

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] (3β,12β,20S,22E,24S)-3,12,20,24,25-pentahydroxydammar-22-ene-3-O-β-D-glucopyranosyl-(1→2)- Evaluation of the activity of β-D-glucopyranoside in promoting the differentiation of PC12 cells:

[0035]

[0036] (3β,12β,20S,22E,24S)-3,12,20,24,25-pentahydroxydammar-22-ene-3-O-β-D-glucopyranosyl-(1→2)- β-D-glucopyranoside

[0037] [(3β,12β,20S,22E,24S)-3,12,20,24,25-pentahydroxydammar-22-ene-3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside ]

[0038] A new compound [(3β,12β,20S,22E,24S)-3,12,20,24,25-pentahydroxydammar-22-ene-3-O-β-D-glucopyranosyl-(1→ 2) Preparation of -β-D-glucopyranoside]: After the steamed Panax notoginseng (15Kg) was pulverized, it was extracted three times with 80% methanol water under reflux, each time for 3 hours. The organic solvent was evaporated to obtain about 3 kg of extract, which was dissolved in water and then subjected to column chromatography on a Diaion 101 column (250 × 30 cm). The polysaccharides were removed by washing with water,...

Embodiment 2

[0043] (3β,12β,20S,22E,24R)-3,12,20,24,25-pentahydroxydammar-22-ene-3-O-β-D-glucopyranosyl-(1→2)- Evaluation of β-D-glucopyranoside's ability to promote differentiation of PC12 cells

[0044]

[0045] (3β,12β,20S,22E,24R)-3,12,20,24,25-pentahydroxydammar-22-ene-3-O-β-D-glucopyranosyl-(1→2)- β-D-glucopyranoside

[0046] [(3β,12β,20S,22E,24R)-3,12,20,24,25-pentahydroxydammar-22-ene-3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside ]

[0047] New compound (3β,12β,20S,22E,24R)-3,12,20,24,25-pentahydroxydammar-22-ene-3-O-β-D-glucopyranosyl-(1→2 Preparation of )-β-D-glucopyranoside: After the boiled Panax notoginseng (15Kg) was pulverized, it was extracted three times with 80% methanol water under reflux, each time for 3 hours. The organic solvent was evaporated to obtain about 3 kg of extract, which was dissolved in water and then subjected to column chromatography on a Diaion 101 column (250 × 30 cm). The polysaccharides were removed by washing with water, and then rinsed wi...

Embodiment 3

[0051] [(3β,6α,12β,20E,23R,24S)-3,6,12,23,24,25-hexahydroxydammar-20(22)-ene-6-O-β-D-glucopyranose Evaluation of Glycosides Promoting Differentiation Activity of PC12 Cells:

[0052]

[0053] (3β,6α,12β,20E,23R,24S)-3,6,12,23,24,25-hexahydroxydammar-20(22)-ene-6-O-β-D-glucopyranoside [(3β,6α,12β,20E,23R,24S)-

[0054] 3,6,12,23,24,25-hexahydroxydammar-20(22)-ene-6-O-β-D-glucopyranoside]

[0055] (3β,6α,12β,20E,23R,24S)-3,6,12,23,24,25-hexahydroxydammar-20(22)-ene-6-O-β-D-glucopyranoside Preparation: After the steamed notoginseng (15Kg) was pulverized, it was extracted three times with 80% methanol water under reflux, each time for 3 hours. The organic solvent was evaporated to obtain about 3 kg of extract, which was dissolved in water and then subjected to column chromatography on a Diaion 101 column (250 × 30 cm). The polysaccharides were removed by washing with water, and then rinsed with methanol to obtain the total saponins of Panax notoginseng (1.68 kg). The total ...

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Abstract

The invention provides a dammarane type triterpenoid saponin derivative represented in a general formula I, pharmaceutical composition adopting the dammarane type triterpenoid saponin derivative as an active ingredient, and applications of the dammarane type triterpenoid saponin derivative in preparation of drugs for treating neurological diseases and Alzheimer's disease. R1 in the formula I is hydrogen or glycosyl, R2 is hydrogen or glycosyl, and R3 is the C-20-C-27 site of a dammarane type triterpenoid C17-site side chain.

Description

Technical field: [0001] The invention belongs to the field of medicine, in particular, it relates to a C3, C6, C17-trisubstituted dammarane type triterpene saponin derivative, which is a neurological drug with active ingredients, and they are used in the preparation of neurological drugs for treating or preventing neuropathy. Drug applications for degenerative diseases. Background technique: [0002] Alzheimer's disease is one of the more common neurodegenerative diseases. It is a disease characterized by cognitive decline, behavior and personality changes caused by generalized cerebral cortex atrophy, which seriously affects people's quality of life. At present, with the aging of the population, the incidence of senile dementia is increasing year by year, and it has become the fourth cause of death in the elderly population after heart disease, malignant tumor and stroke. Alzheimer's disease is a serious and degenerative brain disease. The clinical feature is progressive c...

Claims

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Application Information

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IPC IPC(8): C07J17/00A61K31/704A61P25/28
CPCC07J17/005
Inventor 张颖君顾承真朱宏涛王东许敏杨崇仁
Owner KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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