Compound of monocyclic polysubstitution saturated cyclohexanones, prepartion method and usage

A compound, cyclohexanone technology, applied in the direction of anhydride/acid/halide active ingredients, organic chemistry, drug combination, etc., can solve the problem of no research report on anti-tumor activity

Inactive Publication Date: 2008-11-19
INST OF PHARMACOLOGY & TOXICOLOGY ACAD OF MILITARY MEDICAL SCI P L A
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the antitumor activity and its active ingredients of Suanzi jujube, especially the monocyclic multi-substituted saturated cyclohexanone active ingredients involved in the present invention, have not been reported so far.

Method used

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  • Compound of monocyclic polysubstitution saturated cyclohexanones, prepartion method and usage
  • Compound of monocyclic polysubstitution saturated cyclohexanones, prepartion method and usage
  • Compound of monocyclic polysubstitution saturated cyclohexanones, prepartion method and usage

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] Example 1. Extraction and separation and purification of compound I

[0071] The first step: preparation of the extract containing compound I

[0072] Take the dry bark (3.2kg) of Jujube jujube and grind it, and extract it with 25 liters of ethanol at room temperature, soaking for 7 days each time, and extracting 4 times in total. The extracts were combined, concentrated and dried to obtain 750 g of ethanol extract. Suspend 750 g of the ethanol extract in 3 liters of water, and extract 4 times with chloroform (3 liters), ethyl acetate (3 liters), and n-butanol (3 liters) in sequence to obtain 60 g of chloroform extract and 60 g of ethyl acetate extract, respectively. Extract 310g, n-butanol extract 300g and water layer residue 80g. Wherein, the chloroform extract is the extract containing compound I.

[0073] The second step: preparation of chromatographic crude fraction containing compound I

[0074] The chloroform extract (60 g) was dried on a silica gel column un...

Embodiment 2

[0082] Example 2. Extraction and separation and purification of compound II

[0083] The first step: preparation of the extract containing compound II

[0084] With reference to the first step in Example 1, the same method was used to obtain 110 grams of chloroform extract, the main extract containing compound II, from 6 kilograms of jujube raw materials.

[0085] Second step: preparation of chromatographic crude fraction containing compound II

[0086] Take 60 g of the chloroform extract containing compound II, put it on a vacuum silica gel column (column bed 7.5cm×18.5cm) by dry method, and elute with petroleum ether (P)-acetone (A) and methanol solvent system. The polarity of the elution solvent is gradually increased by increasing the amount of acetone (A) in petroleum ether (P) or replaced by methanol to increase the polarity of the elution solvent. Merge cuts according to TLC detection and activity test results, obtain 6 components Fr-1 (3.3g, V P :V A =100:1 elution...

Embodiment 3

[0094] Example 3. Biological activity test

[0095] Experimental samples and experimental methods

[0096] Preparation of the tested sample solution: respectively take the compound I separated and refined in the above-mentioned Example 1 and the compound II separated and refined in the embodiment 2, accurately weigh an appropriate amount, and prepare a solution of the required concentration with methanol for testing the activity.

[0097] Cell lines and cell culture: Mouse breast cancer tsFT210 cell line, human colorectal cancer HCT-15 cell line, human cervical cancer HeLa cell line, human breast cancer MCF-7 cell line, and human ovarian cancer A2780 cell line were used for activity testing.

[0098] Cells were subcultured in RPMI-1640 medium containing 10% FBS at 32°C (tsFT210 cells) or 37°C (HCT-15, HeLa, MCF-7 and A2780 cells) in an incubator filled with 5% carbon dioxide .

[0099] Cell proliferation inhibitory activity test method (Lissamine rhodamine B method or SRB me...

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Abstract

This invention relates to a polysubstituted saturated cyclohexanone compound, the extract containing the compound, and its preparation and application. The compound can be used as the cell cycle inhibitor, cell apoptosis inducer, cell proliferation inhibitor and antitumor agent.

Description

Technical field: [0001] The invention relates to a monocyclic polysubstituted saturated cyclohexanone compound and a preparation method and use thereof. It specifically relates to a monocyclic polysubstituted saturated cyclohexanone compound containing a long-chain hydrocarbon substituent, an extract containing the compound, a method for extracting, separating and purifying the compound, and the use of the extract and the compound for preparing cells Use of cycle inhibitors, apoptosis inducers, cell proliferation inhibitors, cancer cell killers and antitumor agents. Background technique: [0002] Monocyclic saturated cyclohexanone compounds refer to a series of compounds with different substituents attached to the carbon skeleton of cyclohexanone. This type of compound has a single skeleton structure, and different compounds are formed mainly due to different types of substituents and substitution positions. Among them, some substituted monocyclic saturated cyclohexanone c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C403/00C07C49/403C07C49/497A61K31/557A61P35/00
Inventor 崔承彬李长伟蔡兵韩冰
Owner INST OF PHARMACOLOGY & TOXICOLOGY ACAD OF MILITARY MEDICAL SCI P L A
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