A kind of pyridone tetramycin and preparation method thereof and application in the preparation of anticancer drugs

A technology for medicines and medicinal salts, which is applied in the application field of pyridone phenteremycin and its preparation, and the preparation of anticancer drugs, and can solve the problems that the medicinal potential needs to be further tapped.

Active Publication Date: 2022-08-05
SOUTH CHINA SEA INST OF OCEANOLOGY - CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the natural products of fenopteromycins exist in the form of hydroxypyridine, and the form of ketones in the form of fenopteramycins is rare in nature, and its medicinal potential needs to be further explored

Method used

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  • A kind of pyridone tetramycin and preparation method thereof and application in the preparation of anticancer drugs
  • A kind of pyridone tetramycin and preparation method thereof and application in the preparation of anticancer drugs
  • A kind of pyridone tetramycin and preparation method thereof and application in the preparation of anticancer drugs

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Example 1: Preparation of Piericidinn pyride butterflycin

[0023] 1. The solid training of Streptomycess SP.Hberc-58855

[0024] Streptomycess SP.Hberc-58855 (preservation number CCTCC NO: M 2017186) is separated from mangrove mud. Yeast extracts 4g, glucose 4g, malt extract 10g, 30g of rough sea salt, 20g of agar powder, the remaining amount is water, pH 7.2-7.4; the preparation method is to mix the above components, sterilize 121 ° C, and pack.

[0025] 2. The amplification and fermentation of Streptomycess SP.Hberc-58855

[0026] Take a small amount of Streptomycess SP.Hberc-58855 diagonal bacteria for seed fermentation culture. Seed fermentation medium: each liter contains 20g of mannitol, soybean protein 胨 10g, soy oil 2.5g, hydrogen phosphate 0.35g. PH7.0, the preparation method is to mix each ingredients evenly and sterilize at 121 ° C. Use a 500ml triangle bottle 100 ml of seed fermentation medium, and the conditioning cultivation conditions are: 28 ° C, 120 rpm / mi...

Embodiment 2

[0029] Example 2: Structural identification of piericidinn pyrine butterflycin

[0030] Perform structural analysis and testing of compound Piericidinn to get the following physical and chemical properties:

[0031] Piericidin n: light yellow oil; Uv (meoh) λ max (Logε) 211 (3.20), 223 (3.28), 227 (3.25), 238 (3.30) nm; CD (0.33mg / ml, meoh) λ max (Δε) 211 (1.04), 239 (-1.37), 254 (0.21) nm; 1 H and13 C NMR data is shown in Table 1; hresims M / Z 386.2696, [M+H] + (Calculated for C 24 H 36 NO 3 386.2690).

[0032] Based on HRRSIMS, the Piericidin N molecular formula is C as C 24 H 36 NO 3 (M / Z 386.2696 [M+H] + To. Its 1D-NMR nuclear magnetic data (Table 1) shows 7 methyl-based (including 1 methoxyl), 2 sub-methyls, 8 times methyl (including 6 hyperthyl methyl), and 7 seasons in seasons Carbon (containing 1 cymbal carbon). It is found that the only difference between Mer-A2026 B (J.ANTIBIOT.1995,48,103) with similar pink butterflyin compounds is found that the only difference is that...

Embodiment 3

[0039] Example 3: pyride powder butterflycin Piericidinn's inhibitory activity of human cancer cells

[0040] 6 cancer cells are ordered at the Shanghai Academy of the Chinese Academy of Sciences: HL-60 cell strain (Cat#TCHU 23); K-562 cell strain (Cat#TCHU191); Molt-4 cell strain (Cat#TCHU224); 786-O Cat#TCHU186, Achn cell strain (Cat#TCHU199); OS-RC-2 cell strain (Cat#TCHU40). Cancer cell inhibitory activity experiments adopt CCK-8 testing method. Collect the number of cells, count the number of cells, and re -suspend the cells with a complete medium, adjust the cell concentration to the appropriate concentration (determined according to the test results of the cell density optimization test), inoculate the 96 -hole plate, and add 100 μl cell suspension per hole. Cells are 37 ° C, 100 % relative humidity, 5 % CO 2 The training box was incubated for 24 hours. Use a medium to dilute the compound to the appropriate concentration, and add the cells by 25 μl / hole. The final concentra...

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Abstract

The present invention discloses a pyridonone powder butterin and its preparation methods and the application of anticancer drugs.Piericidin N, pyrine powder butterflycol -butterflycin, which is the invention, is as shown in the formula (i) as shown in the formula (i).The present invention revealed that Piericidin N has obvious selective inhibitory activity on HL‑60, a human early younger granular leukemia cell HL‑60. This type of pyrine powder can be used to prepare a special anti -leukemia drug.Therefore, the present invention provides alternative compounds for the development of new anti -white hem diseased drugs, which is of great significance to the development of my country's microbial drug resources.

Description

Technical field: [0001] The present invention is a natural product field, which involves a pyridonone powder butteromycin and its preparation methods and the application of anti -cancer drugs. Background technique: [0002] Malignant tumors have become the first cause of death in residents in my country. China's malignant tumor mortality rate has continuously shown an upward trend in the past 20 years, and is at the forefront of the world's malignant tumor mortality. According to the statistics of the Ministry of Health in China, there are about 2 million new tumor patients every year in my country, and the total number of tumor patients in the country is about 4.5 million. Drug therapy occupies a very important position in the therapy of malignant tumors, and has the fastest development. For the treatment of malignant tumors, natural products and derivatives play an important role. According to reports, from 1981 to 2008, anti -tumor drugs from natural product sources accounted ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/69A61P35/02A61K31/4412C12P17/12C12R1/465
CPCC07D213/69A61P35/02C12P17/12C07B2200/07
Inventor 周雪峰唐斓李坤龙杨斌陶华明刘永宏
Owner SOUTH CHINA SEA INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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