Sesquiterpene hybrid hydroquinone compounds and preparation method and application thereof

A compound, the technology of R1-R4, is applied in the field of preparing anti-H1N1 influenza drugs, which can solve problems such as drugs that have not yet been seen

Inactive Publication Date: 2013-12-04
OCEAN UNIV OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Studies have found that the shown sesquiterpene catechol compounds have strong anti-influenza A (H1N1) virus activity. There is no report on the chemical structure of the compound and anti-influenza A (H1N1) virus. drugs associated with it

Method used

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  • Sesquiterpene hybrid hydroquinone compounds and preparation method and application thereof
  • Sesquiterpene hybrid hydroquinone compounds and preparation method and application thereof
  • Sesquiterpene hybrid hydroquinone compounds and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] Fermentative production and separation and purification of the compound of embodiment 1

[0013] 1 Fermentation production

[0014] Fermentation culture of production bacteria: according to the conventional method for cultivating microorganisms, take an appropriate amount of Alternaria sp-32 (Alternaria sp.) (preservation number: CCTCC M2010044), inoculate it on the PDA solid slant medium, and inoculate it in an incubator at 28 degrees Celsius. cultured for 4 days.

[0015] Get an appropriate amount of Alternaria sp. SP-32 (Alternaria sp.) that has been cultured on the slant for 4 days, and inoculate it into 200mL culture medium [medium composition (gram / liter): maltose 20.0, mannitol 20.0, monosodium glutamate 10.0, KH 2 PO 4 0.5, MgSO 4 0.3, yeast extract 3.0, pH natural] in a 500mL Erlenmeyer flask, cultured on a shaking table at 28°C and 160 rpm for 8 days to obtain mycelium and fermentation broth.

[0016] 2 Obtaining the extract

[0017] Separate the mycelium...

Embodiment 2

[0026] The test of embodiment 2 in vitro anti-H1N1 virus activity

[0027] 1. Experimental samples and experimental methods

[0028] Preparation of the test sample solution The test sample is the pure compound I isolated and refined in the above-mentioned Example 1. Precisely weigh an appropriate amount of sample, and prepare a solution with the required concentration with DMSO for activity measurement.

[0029] The cultivation of virus strains and infected cell lines Infection dog kidney epithelial cells (MDCK) with influenza A virus strain [A / PR / 8 / 34 (H1N1)], and adding the sample to be tested into the cell maintenance solution (excluding Serum) was subcultured in an incubator with 5% carbon dioxide at 37 degrees Celsius, and then the CPE (cytopathic change) of the infected cells was observed with an inverted microscope.

[0030] Tetrazolium salt (MTT) method Take dog kidney epithelial cells (MDCK) cells in the logarithmic growth phase, and adjust the cell density to 2×10 ...

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Abstract

The invention relates to a preparation method and application of two sesquiterpene hybrid hydroquinone compounds. The sesquiterpene hybrid hydroquinone compounds with novel structures are produced by adopting alternaria sp. SP-32 in a South China Sea sponge sample. Proved by experiments, the compounds have flu virus A H1N1 resistant effect, and have potential for developing flu virus A resistant medicament preparations.

Description

Technical field: [0001] The present invention relates to the method for producing sesquiterpene catechol compounds with Alternaria sp. SP-32 (Alternaria sp.) (preservation number: CCTCC M2010044); Use in flu medicines. Background technique: [0002] Sesquiterpene mixed phenols are active mixed terpenoids that are mostly produced in invertebrates such as sponges and sea squirts, but Alternaria as its source has not been reported. The inventors have studied and learned that Alternaria sp. SP-32 (Alternaria sp.) (preservation number: CCTCC M2010044, preservation date: February 5, 2010, preservation unit: China Typical Culture Collection Center, address: Wuhan City The crude extract of the liquid fermentation product of Wuhan University) after ultrasonic crushing has good anti-influenza A (H1N1) virus proliferation, so its active ingredients were studied. Studies have found that the shown sesquiterpene catechol compounds have strong anti-influenza A (H1N1) virus activity. Ther...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/23C12P7/22A61K31/085A61P31/16C12R1/645
Inventor 李德海顾谦群张国建朱天骄
Owner OCEAN UNIV OF CHINA
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