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Indoledione piperazine type alkaloid and preparing method and application thereof

A technology of indole diketopiperazine and alkaloids, which is applied in the field of biomedicine and can solve problems that have not been seen before

Active Publication Date: 2019-07-30
THE KEY LAB OF CHEM FOR NATURAL PROD OF GUIZHOU PROVINCE & CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there is no research report on the indole diketopiperazine alkaloid and its activity with this seven-ring skeleton in the prior art

Method used

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  • Indoledione piperazine type alkaloid and preparing method and application thereof
  • Indoledione piperazine type alkaloid and preparing method and application thereof
  • Indoledione piperazine type alkaloid and preparing method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] (1) Preparation of Compounds 1 and 2

[0023] (1) Medium preparation

[0024] The components of the purified medium used were: 200 parts of potatoes, 20 parts of glucose, 20 parts of agar, and 1 L of purified water. Sterilize at high temperature, make a slant, place it at room temperature, and when no bacteria grow, inoculate the mycelium of the endophytic fungus Aspergillus sp.GZWMJZ-258, and culture it statically at 28°C.

[0025] (2) Preparation of fermented seed liquid

[0026] 150 mL of seed liquid culture medium were respectively loaded into 500 mL Erlenmeyer flasks, and the composition of the seed liquid culture medium was: 20 parts of maltose, 10 parts of sodium glutamate, 0.5 parts of potassium dihydrogen phosphate, 0.3 parts of magnesium sulfate, and 10 parts of glucose , 3 parts of yeast extract, 1 part of corn steep liquor, 20 parts of mannitol, added to 1L of purified water, adjusted to pH 6.5-7.5, sterilized at 121°C for 30 minutes, then inoculated, at 2...

Embodiment 2

[0041] In order to further verify the beneficial effect of the compound synthesized by the present invention, by carrying out tumor cell inhibitory activity test to compound 1 and 2, concrete experiment is as follows:

[0042] Preparation of the test sample solution: the test samples are the compounds 1 and 2 isolated 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.

[0043] Cell lines and subculture of cells: MV-4-11, K562, HL-60 and A549 cells 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.

[0044] In this experiment, the Cell Titer Glo (CTG) method was used to detect the growth inhibitory effects of different drugs on MV-4-11, K562, HL-60 and A549 cells. During the activity test, take the MV-4-11, K562, HL-60 and A549 cells in the logarithmic grow...

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Abstract

The invention discloses an indoledione piperazine type alkaloid and a preparing method and application thereof. The alkaloid is obtained from fermentation products of a garcinia multiflora endophyticfungus through separation and purification, wherein the endophytic fungus has the name of Aspergillus sp.GZWMJZ-258, is preserved in the China Center for Type Culture Collection on April 28th, 2019 atthe address of Wuhan, China, and has the preservation number of CCTCC NO:M 2019305. The indoledione piperazine type alkaloid is a compound with a new framework. It is shown through a pharmacologicalexperiment that the alkaloid has a certain selective retraining effect on a leukemia cell line MV4-11 and can be applied in an anti-leukemia medicine.

Description

technical field [0001] The invention belongs to the field of biomedicine, and specifically relates to an indole diketopiperazine alkaloid and its preparation method and application, including strain fermentation, separation and purification process, structure verification, and inhibitory activity on leukemia cell lines. Background technique [0002] Indole diketopiperazine alkaloids and their derivatives are mainly derived from the metabolites of microorganisms, which are usually isolated from fungi, such as Penicillium, Aspergillus, Pestalotiopsis, etc. . Its structural feature is that it has certain condensation product characteristics, including complete L-tryptophan and other amino acids, such as L-proline, L-phenylalanine, L-histidine or L-leucine, etc. Thus forming the indole diketopiperazine unit. Indole diketopiperazine alkaloids and their derivatives have a wide range of biological activities, such as anticancer, antibacterial, antiviral, antioxidative, etc. Ther...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/22C12P17/18A61K31/4985A61P35/02C12R1/66
CPCA61P35/02C07D491/22C12P17/18
Inventor 王立平何文文许言超左明星朱伟明
Owner THE KEY LAB OF CHEM FOR NATURAL PROD OF GUIZHOU PROVINCE & CHINESE ACADEMY OF SCI
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