Terpenoid phenolic compound and application of terpenoid phenolic compound and cis-platinum in anti-tumor medicines

A technology of anti-tumor drugs and compounds, applied in anti-tumor drugs, pharmaceutical formulations, organic chemistry, etc., can solve problems such as multi-drug resistance of tumors that are difficult to achieve therapeutic effects, achieve good anti-tumor cell proliferation activity, and inhibit tumor cells Proliferation effect is obvious and the effect of high purity

Pending Publication Date: 2021-04-16
FUJIAN SANAN SINO SCI PHOTOBIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are usually the following treatment methods: surgery, chemotherapy, radiotherapy, immunotherapy and monoclonal antibody therapy, but a single treatment drug is often difficult to achieve the desired therapeutic effect and prone to multidrug resistance of the tumor

Method used

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  • Terpenoid phenolic compound and application of terpenoid phenolic compound and cis-platinum in anti-tumor medicines
  • Terpenoid phenolic compound and application of terpenoid phenolic compound and cis-platinum in anti-tumor medicines
  • Terpenoid phenolic compound and application of terpenoid phenolic compound and cis-platinum in anti-tumor medicines

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] A preparation method of a compound, comprising the steps of:

[0033] Take a 10ml reaction bottle, add the substrates THC (330mg, 1.05mmol), p-toluenesulfonic acid (400mg, 2.10mmol), toluene (5ml) and put it in a 60°C oil bath, react for 24h, and the reaction is completed by HPLC detection. Cool to room temperature, add saturated sodium bicarbonate to the reaction system to quench the reaction, extract with ether, combine the organic phases, wash with saturated brine and dry over anhydrous sodium sulfate, concentrate under reduced pressure, put on the column (ordinary silica gel: 300-400 mesh, self-filled Purified by chromatography (n-hexane: acetone = 25:1) to obtain the target compound (210 mg, yield 64%).

[0034] Structural analysis of the target compound: Finally, after mass spectrometry, nuclear magnetic resonance and other data, the structure of the compound was comprehensively identified as shown in formula Ⅰ:

[0035]

[0036] The target compound data infor...

Embodiment 2

[0040] Combination drug anti-tumor cell proliferation activity assay method:

[0041] (1) CKK8 colorimetric method to detect the effect of combined drug on the survival performance of tumor cells

[0042] Take human liver cancer cells (HepG2) in the logarithmic growth phase, and prepare a cell suspension with a suitable concentration in DMEM culture medium. The cells were seeded in 96-well plates and cultured in a 37°C incubator until the cells adhered to the wall. Using DMSO as a solvent, a solution of the compound shown in Formula I and a cisplatin compound solution with a concentration of 20 mg / mL were prepared respectively, and diluted with culture medium to the required working concentration during the experiment. After discarding the culture medium in the 96-well plate, 100 μL of cisplatin solutions with working concentrations of 2.5 μg / mL, 5 μg / mL, 10 μg / mL, 20 μg / mL and 30 μg / mL were added to the single-drug group respectively; the other single-drug group was added wi...

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PUM

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Abstract

The invention discloses a terpenoid phenolic compound and application of the terpenoid phenolic compound combined with cis-platinum in antitumor medicines, and the terpenoid phenolic compound is obtained through synthesis; cell experiments show that the terpenoid phenolic compound has good antitumor cell proliferation activity, and especially has an obvious effect of inhibiting tumor cell proliferation in hepatoma carcinoma cells. The compound obtained through the method is high in purity, good in stability and good in biological activity. When the compound is combined with cis-platinum for use, the effect of inhibiting tumor cell proliferation is more obvious.

Description

technical field [0001] The invention relates to a pharmaceutical compound, in particular to a terpene phenolic compound and its use in combination with cisplatin in antitumor medicine. Background technique [0002] The compounds of hemp species are diverse and have rich pharmacological activities. Small molecules with better pharmacological activity can also be obtained by taking terpene phenolic compounds as seed compounds through a series of structural modifications. For example, HU-210, JWH-133, CP 47,497, etc., all of them have a protective effect on the nervous system and analgesic functions to a certain extent, and some pharmacological effects are even stronger than THC and cannabidiol. [0003] Cancer (malignant tumor) refers to the disease caused by the abnormal regulation of cell proliferation mechanism, and is one of the most serious diseases in human beings today. There are usually the following treatment methods: surgery, chemotherapy, radiotherapy, immunothera...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/80A61K31/352A61K33/24A61P35/00
Inventor 张靖林祖铭张婷单世斌
Owner FUJIAN SANAN SINO SCI PHOTOBIOTECH CO LTD
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