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Ophiobolin di-sesquiterpene compound and preparation method and application thereof

A compound and use technology, applied in the field of use in the preparation of cell proliferation inhibitors or anti-tumor agents, can solve problems such as drugs that have not yet been seen

Inactive Publication Date: 2009-12-02
OCEAN UNIV OF CHINA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present inventor found that the crude extract of Aspergillus ustus 094102 (Aspergillus ustus094102) liquid fermentation product after ultrasonic crushing has good cell necrosis activity, then studied its active components, and found three pseudochicins (ophiobolins) class sesquiterpene compounds have anti-tumor activity, and there is no report on the chemical structure and cell proliferation inhibitory activity of the compound, so there are no related drugs on the market

Method used

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  • Ophiobolin di-sesquiterpene compound and preparation method and application thereof
  • Ophiobolin di-sesquiterpene compound and preparation method and application thereof
  • Ophiobolin di-sesquiterpene compound and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Fermentative production and separation and purification of compound 1, 2, 3 of embodiment 1

[0069] 1 Fermentation production

[0070] Fermentation culture of production bacteria: according to the conventional method for culturing microorganisms, an appropriate amount of Aspergillus ustus 094102 (Aspergillus ustus094102) was taken, inoculated on a PDA slant medium, and cultivated in an incubator at 28 degrees Celsius for 4 days.

[0071] Take an appropriate amount of Aspergillus ustus 094102 (Aspergillus ustus 094102) cultured on a slant for 4 days, and inoculate it into 120mL of culture medium [medium composition (g / L): mannitol 20.0, maltose 20.0, glucose 10.0, monosodium glutamate 10.0, yeast extract 3.0, corn steep liquor 1.0, potassium dihydrogen phosphate 0.5, magnesium sulfate 0.3, pH6.5] in a 500mL Erlenmeyer flask, cultivated on a shaker at 28°C and 120 rpm for 48 hours to obtain Aspergillus pylorus 094102 (Aspergillus ustus 094102) seed culture solution. Th...

Embodiment 2

[0083] The test of embodiment 2 antitumor activity

[0084] 1 Experimental samples and experimental methods

[0085] Preparation of the test sample solution: the test samples are the pure compounds 1-3 isolated and refined in the above-mentioned Example 1. Accurately weigh an appropriate amount of sample and prepare a solution with the required concentration with DMSO for activity testing.

[0086] Cell lines and subculture of cells: A549 and HL-60 cell lines were used for activity testing. All kinds of cells were subcultured in RPMI-1640 medium containing 10% FBS in an incubator with 5% carbon dioxide at 37°C.

[0087] Cell proliferation inhibitory activity test method (SRB method and MTT method)

[0088] The present invention uses the SRB method and the MTT method to test and evaluate the inhibitory activity of the tested samples on the proliferation of cancer cells A549 and HL-60. The dehydrogenase in the mitochondria of living cells can metabolize and reduce the yellow...

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Abstract

The invention relates to an ophiobolin di-sesquiterpene compound and a preparation method and application thereof. The preparation method produces the compound of novel structure by using Aspergillus ustus 094102 (culture collection number: CCTCC M 208153) separated from soil samples of the root system of mangrove plant Bruguiera gymnorrhiza in Touyuan town, Wenchang. Experiments show that the ophiobolin di-sesquiterpene compound can be used as cell proliferation restraining agent or antitumor agent.

Description

Technical field: [0001] The invention relates to a method for preparing ophiobolin-like sesquiterpene compounds from Aspergillus ustus 094102; the invention also relates to the use of such compounds in the preparation of cell proliferation inhibitors or antitumor agents use. Background technique: [0002] There have been some reports in the literature on ophiobolin-like sesquiterpene compounds, which have shown broad-spectrum antibacterial activities, such as anti-nematodes, anti-fungal and anti-bacterial, etc. Has significant cytotoxic activity. It is reported that ophiobolinA of this family can inhibit the activity of calcium ion-activated cyclic nucleotide phosphodiesterase and lead to the apoptosis of mouse leukemia cells L1210. [0003] More than 30 compounds of this type have been discovered so far, and the structural characteristics of these compounds are that they all have a three-wheeled 5-8-5 ring structure. In addition, there are 14 and 17 positions that form a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/93C07C49/743C12P17/04C12P7/26A61K31/343A61K31/122A61P35/00C12R1/70
Inventor 朱伟明卢圳域洪葵缪承杜
Owner OCEAN UNIV OF CHINA
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