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Preparation and medical application of streptomyces fulvissimus acid and streptomyces fulvissimus ketone

A technology of dark flavostreptomycin and flavostreptane is applied in the application field of preparing drugs for treating glioma, and can solve the problems of limited curative effect, severe drug resistance, lack of anti-glioma drugs and the like

Active Publication Date: 2019-12-31
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is a serious shortage of anti-glioma drugs at present, mainly including traditional carmustine (carmustine), lomustine (lomustine), procarbazine (procarbazine) and second-generation temozolomide (TMZ) and a few anti-glioma drugs. Glioma drugs, of which temozolomide is the only first-line drug that can be used alone in the treatment of glioma
Moreover, most of the existing drugs for the treatment of glioma, including temozolomide, are cytotoxic alkylating agents, which have the disadvantages of limited curative effect, large toxic and side effects and severe drug resistance.

Method used

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  • Preparation and medical application of streptomyces fulvissimus acid and streptomyces fulvissimus ketone
  • Preparation and medical application of streptomyces fulvissimus acid and streptomyces fulvissimus ketone
  • Preparation and medical application of streptomyces fulvissimus acid and streptomyces fulvissimus ketone

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] 1. Isolation and cultivation of Streptomyces fulvissimus ZZ406

[0042] Take 5 grams of fresh sea anemone (Haliplanella lineata), wash it three times with sterilized natural seawater, and homogenize it to make a concentration of 1×10 -1 g / mL suspension. Will 1×10 -1 g / mL suspension was successively diluted to a concentration of 1×10 -2 , 1×10 -3 and 1×10 -4 g / mL suspension. Take 200 μL of the suspension of each concentration and evenly disperse it in a petri dish containing Gause’s agar solid medium. After culturing at 28°C for 5 days, transfer different colonies to another culture dish containing Gause’s agar. (Gause'sagar) solid medium in Petri dishes at 28°C for 5 days. Finally, a well-grown single colony (ZZ406) was inoculated on a Gore's agar solid slant medium for culture, and then stored in a refrigerator at 4°C for later use.

[0043] 2. Species identification of Streptomyces fulvissimus ZZ406

[0044] The species of the obtained strain ZZ406 was identif...

Embodiment 2

[0066] The preparation of embodiment 2 very dark Streptomyces fulvissimus ZZ406 (Streptomyces fulvissimus ZZ406) fermentation broth

[0067] Streptomyces fulvissimus ZZ406 was inoculated into a 500mL Erlenmeyer flask containing 250mL of liquid Gowell's medium, and the culture solution containing ZZ406 was rotated at 28°C ( 180rpm) shaking culture for 5 days to obtain the bacterial seed liquid. Transfer 5 mL of the strain solution into 250 mL of SC liquid medium (10 grams of soluble starch, 0.3 grams of casein, 2 grams of potassium nitrate, 0.5 grams of magnesium sulfate, 2 grams of dipotassium hydrogen phosphate, 0.02 grams of calcium carbonate, 0.01 gram of iron, 1 liter of natural seawater, pH value 7.2) in a 500mL Erlenmeyer flask, rotate (180rpm) shaking culture at 28°C for 13 days to obtain the ZZ406 fermentation broth with anti-tumor activity.

Embodiment 3

[0069] 1. Extraction, separation and purification of streptavidin and streptomycin

[0070] The fermentation broth (70.0 liters) obtained in Example 2 was filtered to obtain mycelia. The mycelium was extracted three times with methanol to obtain a methanol extract. The methanol extract was extracted with ethyl acetate again to obtain an ethyl acetate extract (8.0 g), and the ethyl acetate extract was separated by column chromatography on silica gel (250 g) and separated with cyclohexane and ethyl acetate (4:1 to 1 : 1) Gradient elution, each eluate was analyzed by thin layer chromatography, and components containing the same components were combined to obtain 9 components (Fr.1-Fr.9) in total. Component Fr.4 (30 mg) was separated by semi-preparative high-performance liquid chromatography (instrument: innovative Tongheng CXTH-3000; chromatographic column: Fuji C 18 CT-30, 280×30mm, 10μm; mobile phase: methanol / water, 75 / 25; detection wavelength: 220nm, flow rate: 10.0mL / min),...

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Abstract

The invention provides preparation and medical application of streptomyces fulvissimus acid and streptomyces fulvissimus ketone. The streptomyces fulvissimus is classified and named as Streptomyces fulvissimus ZZ406, and is preserved by the China Center for Type Culture Collection-Wuhan Center, the preservation number is CCTCC NO: M 2017435, and the preservation date is August 3, 2017. The compounds streptomyces fulvissimus acid (1) and streptomyces fulvissimus ketone (2) obtained by using the Streptomyces fulvissimus ZZ406 have anti-glioma activity; proliferation of different brain glioma cells can be remarkably inhibited, the protein expression level of glycolysis metabolism key enzymes of the glioma cells can be remarkably reduced, unique anti-tumor action mechanism is achieved, and applications in preparation of drugs for treating brain glioma are realized. The structural formulas of the compounds streptomyces fulvissimus acid (10 and streptomyces fulvissimus ketone (2) are shown in the invention specification.

Description

[0001] This case is a divisional application with application number: 201710846707.8, filing date: 2017.9.19, and invention name: a preparation of streptomycin and streptomycin and their medicinal uses. technical field [0002] The invention belongs to the field of medicine, and relates to a method for preparing anti-tumor active compounds streptomyces fulvis and streptomyces flavus from marine actinomycetes Streptomyces fulvissimus ZZ406 and their use in the preparation of drugs for treating glioma aspects of application. Background technique [0003] Glioma is the most common intracranial brain tumor with high mortality. Because gliomas are mostly located in many important functional areas of the brain, surgery is difficult and it is not easy to remove all tumors, so radiotherapy and drugs are more important for the treatment of gliomas. However, there is a serious shortage of anti-glioma drugs at present, mainly including traditional carmustine (carmustine), lomustine (l...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C65/40C07D311/22A61K31/192A61K31/352C12P15/00C12P17/06A61P35/00C12R1/465
CPCA61P35/00C07C65/40C07C2603/24C07D311/22C12P15/00C12P17/06
Inventor 张治针陈梦宣柴卫云连晓媛
Owner ZHEJIANG UNIV
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