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Cresol trimer compounds as well as preparation method and application thereof

A technology of compound and use, applied in the field of use in the preparation of cell proliferation inhibitors or anti-tumor agents, capable of solving problems such as no drugs

Inactive Publication Date: 2010-11-03
OCEAN UNIV OF CHINA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] The research on cresol trimer compounds has not been reported yet. Some researchers reported a novel cresol dimer in 2007. They were assigned to this class of compounds from the insect pathogenic fungus Cordyceps sp.BCC 1861, showing good cytotoxic and antiviral activity (Rukachaisirikul, V; Kaeobamrung, J; Panwiriyarat, W; Saitai, P; Sukpondma, Y; Phongpaichit, S; Sakayaroj, J. New Diphenyl Ethers from the Insect Pathogenic Fungus Cordyceps sp.BCC 1861. Chem. Pharm. Bull. 2007, 55(2): 304-307)
And there is no report about cresol trimer and its biological activity
The inventor found that the crude extract of the liquid fermentation product of Penicillium expansum 091006 (Penicillium expansum 091006, preservation number: CCTCC M 2010022) after ultrasonic crushing has good cell cycle inhibitory activity, and then its active ingredients were tested. As a result, 6 new cresol trimer compounds have been found to have anti-tumor activity. At present, there has not been any report on the chemical structure and cell proliferation inhibitory activity of these 6 compounds, so there is no such thing in the market. related drugs

Method used

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  • Cresol trimer compounds as well as preparation method and application thereof
  • Cresol trimer compounds as well as preparation method and application thereof
  • Cresol trimer compounds as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] [Example 1] Fermentative production and separation and purification of compounds 1-6

[0059] 1 Fermentation production

[0060] Fermentation culture of production bacteria: according to the conventional method for culturing microorganisms, an appropriate amount of Penicillium expansum 091006 (Penicillium expansum 091006) was inoculated on the PDA slant medium, and cultivated in an incubator at 28 degrees Celsius for 4 days.

[0061] Get an appropriate amount of Penicillium expansum 091006 (Penicillium expansum 091006) cultured on the slant for 4 days, and inoculate it into 150mL culture solution (composition of medium: mannitol 2.0%, maltose 2.0%, glucose 1.0%, KH 2 PO 4 0.05%, MgSO 4 7H 2 O 0.03%, yeast extract 0.3%, monosodium glutamate 1.0%, corn steep liquor 0.1%, seawater 3.3%, pH 6.5) in the 500mL Erlenmeyer flask, at 28 ℃, 120 rev / min conditions, shaker culture 48 hours, obtain Seed culture fluid. The seed culture solution was inoculated respectively in 10...

Embodiment 2

[0069] [Example 2] Test of antitumor activity

[0070] 1 Experimental samples and experimental methods

[0071] Preparation of the test sample solution: the test samples were the pure compounds 1, 2, 3, and 5 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 methanol for activity testing.

[0072] 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.

[0073] Cell Proliferation Inhibitory Activity Test Method (MTT Method)

[0074]The invention adopts the MTT method to test and evaluate the inhibitory activity of the tested sample on the proliferation of cancer cells. The dehydrogenase in the mitochondria of living cells can metabolize and reduce the yellow bromide 3-(4,5-dimethylthiazole)-2,5-dipheny...

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Abstract

The invention relates to cresol trimer compounds as well as a preparation method and application thereof. The compounds with novel structure are prepared from Penicillium expansum 091006 separated from a root sample of Excoecaria agallocha which is a mangrove plant. Proved by experiments, the compounds can be used as a cell proliferation inhibitor or antitumor agent.

Description

Technical field: [0001] The present invention relates to a phenol trimer compound and a method for preparing a cresol trimer compound with Penicillium expansum 091006 (Penicillium expansum 091006, preservation number: CCTCC M 2010022); the present invention also relates to the use of the compound in the preparation of cell proliferation Use in inhibitors or antineoplastic agents. Background technique: [0002] The research on cresol trimer compounds has not been reported yet. Some researchers reported a novel cresol dimer in 2007. They were assigned to this class of compounds from the insect pathogenic fungus Cordyceps sp.BCC 1861, showing good cytotoxic and antiviral activity (Rukachaisirikul, V; Kaeobamrung, J; Panwiriyarat, W; Saitai, P; Sukpondma, Y; Phongpaichit, S; Sakayaroj, J. New Diphenyl Ethers from the Insect Pathogenic Fungus Cordyceps sp.BCC 1861. Chem. Pharm. Bull. 2007, 55(2): 304-307). But there is no report about cresol trimer and its biological activity. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C43/23C07C43/215C07C43/205C12P7/00C12P7/22C12N1/14A61K31/09A61P35/00C12R1/80
Inventor 朱伟明庄以彬洪葵卢圳域张志华林海鹏王乂刘培培付鹏
Owner OCEAN UNIV OF CHINA
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