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Compounds isolated from plants of the genus Camellia and their applications

A compound and self-scented tea technology, which is applied in the field of isolation of compounds from the genus Camellia and its application, can solve the problem of narrow anti-cancer spectrum

Active Publication Date: 2020-09-04
TIANJIN PEOPLE HOSPITAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Chinese patent application CN106631804A discloses a compound extracted from a plant of the genus Camellia as follows: (Isoforresin A, referred to as Iso A), the compound is a corresponding - kaurane diterpene derivatives, the application pointed out that IsoA is a thiorexin-1 (thioredoxin-1, referred to as Trx-1) inhibitor, for Some tumor cells have a certain inhibitory effect, and can prolong the survival of liver cancer tumor-bearing mice. However, the experimental results show that the anti-cancer spectrum of IsoA is narrow, and the therapeutic effect on only a few types of tumors such as liver cancer is obvious.

Method used

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  • Compounds isolated from plants of the genus Camellia and their applications
  • Compounds isolated from plants of the genus Camellia and their applications
  • Compounds isolated from plants of the genus Camellia and their applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] The extraction of embodiment 1 formula (I) compound

[0021] The preparation method of formula (I) compound or its pharmaceutically acceptable salt, comprises the following steps:

[0022] (1) Get the above-ground part of the plant that is intended to be short of fragrant tea and dry it in the shade and pulverize it into a plant powder:

[0023] (2) Soak the plant powder obtained in step (1) with a mixed solvent of ethanol and ethyl acetate at a volume ratio of 3.5 to 5:1, reflux and extract at a temperature below 50°C for 2 to 4 hours, cool down and separate the solid part to obtain an extract, and mix the solvent with The weight ratio of plant powder is 5~10:1

[0024] (3) controlling the leach solution obtained in step (2) to be concentrated under reduced pressure at 50° C. to become a crude product extract,

[0025] (4) in step 3) obtain medicinal extract and process decolorization through macroporous adsorption resin, obtain medicinal extract, obtain medicinal ex...

Embodiment 2

[0050] Pharmacological Example 2 The Inhibitory Effect of Formula (I) Compounds on Different Types of Solid Tumor Cells

[0051] The compound of formula (I) (purity>99%) was dissolved in DMSO, and a 100uM mother solution was prepared and stored at -20°C. Select ten common malignant solid tumors (including lung cancer, gastric cancer, breast cancer, colorectal cancer, liver cancer, cervical cancer, esophageal cancer, oral cancer, prostate cancer, pancreatic cancer), and culture the tumor cell lines of the above ten tumors in vitro and among them The corresponding tissue normal cell lines of the five tumors are as follows:

[0052] Lung cancer: human normal lung epithelial cells HBEC, human lung cancer cells A549, SK-MES-1

[0053] Gastric cancer: human normal gastric mucosal epithelial cells RGM-1, human gastric cancer cells MGC-803, SGC-7901

[0054] Breast cancer: human normal breast epithelial cells MCF10A, human breast cancer cells MCF7, MDA-MB-231

[0055] Colorectal ca...

Embodiment 3

[0066] Pharmacological Example 3, Comparative Test on the Survival Period of Tumor-bearing Mice

[0067] 1. Materials

[0068] a) Cell line: colorectal cancer cell Caco-2, which can stably express luciferase, was purchased from the Cell Bank of the Type Culture Collection Committee of the Chinese Academy of Sciences.

[0069] b) Animals: 20 BALB / c nude mice, body weight (13±2g), male.

[0070] c) Drug: Iso A (drug 1), formula (I) compound (drug 2)

[0071] 2. Experimental method

[0072] a) Production of colorectal cancer tumor-bearing mouse model: colorectal cancer cells Caco-2 in the logarithmic growth phase were taken, digested with trypsin and prepared into 1×10 7 cells / mL cell suspension, inoculate 200 μL (100 μl cells + 100 μl Matrigel) cell suspension into the right axilla of nude mice (only 200 μL Matrigel was injected in the normal group).

[0073] b) Grouping and administration of experimental animals: After two weeks of feeding, the tumor-bearing situation in th...

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Abstract

The invention discloses a compound separated from isodon excisoides plants and application of the compound. The compound is characterized in that the compound is of a structure shown in the formula (I), and a preparing method of the compound of the formula (I) includes the following steps of firstly, taking aboveground parts of the isodon excisoides plants to be dried in the shade and smashed intoplant powder; secondly, soaking the plant powder obtained in the first step with a mixed solvent of ethyl alcohol and ethyl acetate according to the volume ratio of (3.5-5) to 1, conducting backflowextraction for 2-4 h at 50 DEG C or below, and cooling and separating out a solid part to obtain a leaching agent, wherein the weight ratio of the mixed solvent to the plant powder is (5-10) to 1; thirdly, depressurizing and concentrating the leaching agent obtained in the second step at 50 DEG C or below to obtain a coarse extract; fourthly, conducting processing and decoloring on the extract obtained in the third step through large-pore adsorption resin to obtain an extract, and conducting silica gel column chromatography on the extract to obtain the compound (I).

Description

Technical field: [0001] The invention relates to a novel diterpene compound and its application in the preparation of antitumor drugs. Background technique: [0002] Chinese patent application CN106631804A discloses a compound extracted from a plant of the genus Camellia as follows: (Isoforresin A, referred to as Iso A), the compound is a corresponding - kaurane diterpene derivatives, pointed out in the application that IsoA is a thiorexin-1 (thioredoxin-1, referred to as Trx-1) inhibitor, for Some tumor cells have a certain inhibitory effect, and can prolong the survival of liver cancer tumor-bearing mice. However, the experimental results show that IsoA has a narrow anti-cancer spectrum, and it only has obvious therapeutic effects on a few types of tumors such as liver cancer. Therefore, it is an urgent problem to be solved in the prior art to continue to screen new natural compounds with new anti-cancer spectrum from Camellia drugs. Contents of the invention [0003]...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/21C07C67/48C07C67/58C07C67/56A61K31/22A61P35/00
CPCC07C67/48C07C67/56C07C67/58C07C69/21
Inventor 张春泽张庆怀高卫峰
Owner TIANJIN PEOPLE HOSPITAL
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