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Indole alkaloid compound, its analog, its medicinal composition, and its use

A technology for medicinal salts and derivatives, which is applied in the field of preparation of drugs for the treatment or prevention of cancer, and can solve the problems of no reports on the medicinal activity of compounds

Inactive Publication Date: 2012-08-01
KUNMING INST OF BOTANY - CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

quadrigemine I is a compound derived from natural plants, and there is no previous report on the medicinal activity of this compound

Method used

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  • Indole alkaloid compound, its analog, its medicinal composition, and its use
  • Indole alkaloid compound, its analog, its medicinal composition, and its use
  • Indole alkaloid compound, its analog, its medicinal composition, and its use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0084] Compound preparation:

[0085] After air-drying, 9 kg of plant hair nine knots (Psychotria pilifera) were heated (70° C.) with 90% ethanol to reflux and extracted 3 times, the solvent was recovered, concentrated to a small volume, 1% HCl was added to adjust the pH value to 2, and extracted with ethyl acetate for 3 The aqueous layer was adjusted to pH 9 with 10% ammonia water, extracted three times with ethyl acetate, and the ethyl acetate layer was concentrated and weighed to obtain 98 g. After the ethyl acetate part was mixed with an appropriate amount of silica gel, silica gel column chromatography (400g, 200-300 mesh, Qingdao Ocean Chemical Factory) was divided into 6 sections (Frs 1-6), and chloroform-methanol gradient elution (1: 0, 40:1, 20:1, 10:1, 6:1, 0:1). Fr5 (11.5 g) was eluted with methanol-water (2:3, 1:1, 3:1, 4:1, 1:0) on a RP-18 reverse phase column to obtain three fractions A, B, and C. Fraction B was eluted through a forward silica gel column with c...

Embodiment 2

[0093] Compound preparation:

[0094] After air-drying, 1 kg of plant hairy nine knots (Psychotria pilifera) were cold-soaked and extracted 5 times with 90% ethanol, recovered the solvent, concentrated to a small volume, added 1% HCl to adjust the pH value to 2, extracted 3-5 times with acid water, combined acid The water extract was passed through 732 strong acid ion exchange resin, eluted with water for 4 times the column volume, the water eluate was discarded, and then washed with 4 times the column volume of the mixed solution of ethanol:water:ammonia water (70:25:5), The eluate was concentrated and weighed to obtain 16 g. Carry out silica gel column chromatography (400g, 200-300 mesh, Qingdao Ocean Chemical Factory) is divided into 6 sections (Frs 1-6), use chloroform-methanol gradient elution (1:0, 40:1, 20:1,10 :1, 6:1, 0:1). Fr5 (11.5 g) was eluted with methanol-water (2:3, 1:1, 3:1, 4:1, 1:0) on a RP-18 reverse phase column to obtain three fractions A, B, and C. Fr...

Embodiment 3

[0096] Compound preparation:

[0097] After air-drying, 1kg of Psychotria pilifera was extracted by heating and refluxing with methanol for 5 times, the solvent was recovered, concentrated to a small volume, the pH value was adjusted to 2 by adding 1% HCl, extracted 3-5 times with acid water, combined with acid water extraction The product was passed through LSI-296 weak acid ion exchange resin, eluted with water for 4 times of the column volume, the water eluent was discarded, and then washed with 4 times of the column volume of the mixed solution of ethanol:water:ammonia water (70:25:5), The eluate was concentrated and weighed to obtain 17 g. Carry out silica gel column chromatography (400g, 200-300 mesh, Qingdao Ocean Chemical Factory) is divided into 6 sections (Frs 1-6), use chloroform-methanol gradient elution (1:0, 40:1, 20:1,10 :1, 6:1, 0:1). Fr5 (11.5 g) was eluted with methanol-water (2:3, 1:1, 3:1, 4:1, 1:0) on a RP-18 reverse phase column to obtain three fraction...

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Abstract

The invention provides an indole alkaloid compound, its analog, its medicinal composition, and its use, and concretely provides an antitumor active component quadrigemine I with the structural formula represented by formula (I), its medicinal composition, its preparation method, and its medicinal use.

Description

technical field [0001] The invention belongs to the technical field of medicines, in particular, it relates to an indole alkaloid compound quadrigemine I and its organic and inorganic acid salts, a pharmaceutical composition using it as an active ingredient of a medicine, a preparation method thereof and their use in preparing medicines for treating or preventing cancer in the application. Background technique [0002] Tumor is a worldwide problem. In China, 1.6 million new cancer patients are added every year, and 1.3 million cancer patients die every year. Although the currently used chemotherapeutic drugs have a certain curative effect, they bring great physical pain and mental stress to the patients due to their high toxicity. The discovery of new anti-tumor drugs with definite curative effect and relatively less toxic and side effects is imminent. quadrigemine I is a compound derived from natural plants, and there is no report on the medicinal activity of this compoun...

Claims

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Application Information

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IPC IPC(8): C07D519/00A61K31/407A61K36/74A61P35/00A61P35/02
Inventor 罗晓东张洪彬李艳李晓宁蔡祥海
Owner KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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