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Two Penicillin Glucosides and Their Application in Anti-Kidney Cancer Drugs

A technology of tetromycin and glucoside, applied in the field of microbial natural products, can solve the problems of weak mechanism of action, and the anti-tumor potential needs to be further explored. Effect

Active Publication Date: 2020-11-06
SOUTH CHINA SEA INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Penidaemycins have been reported to have insecticidal and antibacterial activities, and also have inhibitory activity on some tumor cells, but the mechanism of action is very weak, and the anti-tumor potential needs to be further explored

Method used

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  • Two Penicillin Glucosides and Their Application in Anti-Kidney Cancer Drugs
  • Two Penicillin Glucosides and Their Application in Anti-Kidney Cancer Drugs
  • Two Penicillin Glucosides and Their Application in Anti-Kidney Cancer Drugs

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Example 1: Preparation of Penicillin glucoside glucopiericidin A and 7-demethylglucopiericidinA

[0025] 1. Solid culture of Streptomyces sp.HBERC-58855

[0026] Streptomyces sp.HBERC-58855 (preservation number is CCTCC NO:M 2017186) is isolated from the mangrove bottom mud, and the strain is preserved on the slant of ISP-2 medium. The composition of ISP-2 medium is: yeast extract powder 4g, glucose 4g, malt extract powder 10g, coarse sea salt 30g, agar powder 20g, water 1000mL, pH 7.2-7.4, sterilized for later use.

[0027] 2. Amplified fermentation of Streptomyces sp.HBERC-58855

[0028] Take a small amount of Streptomyces sp. HBERC-58855 strain on the slant for seed fermentation. The medium is 20 grams of mannitol, 10 grams of soybean peptone, 2.5 grams of soybean oil, 0.35 grams of dipotassium hydrogen phosphate, 950 ml of deionized water, adjusted to pH 7.0, and the volume is adjusted to 1000 ml, and 100 ml of 500 ml Erlenmeyer flask is sterilized spare. The cu...

Embodiment 2

[0031] Example 2: Identification of the structures of Glucopiericidin A and 7-demethylglucopiericidin A

[0032] 1. Identification of Glucopiericidin A structure

[0033] The molecular ion peak of compound 1 (Glucopiericidin A) analyzed by mass spectrometry is 600.3[M+Na] + ( figure 1 ), and its molecular weight is 577. NMR H spectrum ( figure 2 ) and C spectrum ( image 3 ) is consistent with Glucopiericidin A reported in the literature (JAntibiot.1987,40,149-156.), so the compound is identified as Glucopiericidin A.

[0034]

[0035] The glucopiericidin A of the fenopterine compound has a structural formula as shown in formula (I), wherein R=CH 3 ;

[0036] 2. Structural identification of 7-Demethylglucopiericidin A

[0037] Compound 2 (7-Demethylglucopiericidin A): Pale yellow oil, 1.95°(c 0.20, MeOH); IR(ATR)ν max 3317,2928,1472,1456,1124,1076,1016,651,592,548cm -1 ; CD (0.200mg / ml, MeOH), λmax (Δε) 236 (1.9), 200 (-3.5); 1 H and 13 C NMR data in Table 1;...

Embodiment 3

[0044] Example 3: Inhibitory activity of Glucopiericidin A and 7-demethylglucopiericidin A on renal cancer cells

[0045] Three human kidney cancer cell lines: cell lines ordered from Shanghai Cell Resource Center, Chinese Academy of Sciences: 786-O human kidney cancer cell line (Cat#TCHu186) ACHN human kidney cancer cell line (Cat#TCHu199); OS-RC-2 human kidney cancer cell line strain (Cat#TCHu40). Human renal tubular epithelial cells HK-2 were provided by the School of Pharmacy, Southern Medical University.

[0046] The same type of natural product Piericidin A (Piericidin A) and the marketed drug Sorafenib for the treatment of renal cancer were used as positive controls.

[0047] The cell inhibitory activity experiment adopts CCK-8 detection method. Collect the cells in the logarithmic growth phase, count them, resuspend the cells with complete medium, adjust the cell concentration to an appropriate concentration (determined according to the results of the cell density op...

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Abstract

The invention discloses two piericidin glucosides and application thereof to anti-kidney cancer medicines. The invention discloses the activity of the piericidin glucosides, namely glucopicicidin A and 7-demethylglucopiericidin A, in inhibiting three kidney cancer cells for the first time, and the piericidin glucosides can be applied to preparation of the anti-kidney cancer medicines. Therefore, the invention provides alternative compounds for development of the novel anti-kidney cancer medicines and is of a great significance in developing marine microbial medicine resources in China.

Description

Technical field: [0001] The invention belongs to the field of microbial natural products, and in particular relates to two microbial sources of pteremycin glucoside and its application in the preparation of anti-kidney cancer drugs. Background technique: [0002] For a long time, malignant tumors have become one of the major diseases that seriously endanger human life and quality of life. According to reports, malignant tumors have become the leading cause of death among Chinese residents, and the mortality rate of malignant tumors in my country has shown an upward trend in the past 20 years, and even ranks at the forefront of the mortality rate of malignant tumors in the world. For the treatment of malignant tumors, natural products and their derivatives play an important role. According to reports, from 1981 to 2008, anti-tumor drugs derived from natural products accounted for more than 60% of the anti-tumor drugs on the market, and the number of new natural products and ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H15/26C07H1/06A61K31/706A61P35/00
CPCA61P35/00C07H1/06C07H15/26
Inventor 周雪峰唐斓方伟罗小卫李坤龙刘永宏
Owner SOUTH CHINA SEA INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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