Compound, preparation method and application thereof

A technology for separation and purification of compounds, applied in biochemical equipment and methods, methods based on microorganisms, microorganisms, etc., can solve the problem of few studies on metabolites, and achieve the effect of extensive development and application prospects

Inactive Publication Date: 2013-06-12
SHANGHAI LAIYI BIOMEDICAL RES & DEV CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are few studies on the metabolites of this strain

Method used

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  • Compound, preparation method and application thereof
  • Compound, preparation method and application thereof
  • Compound, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Embodiment 1, the preparation of compound

[0028] 1.1. Fermentation

[0029] Phomopsis sp. strain HCCB03519 was solidly fermented with rice medium, the fermentation temperature was 27-30° C., and the fermentation time was 28-35 days.

[0030] 1.2. Separation and purification

[0031] The fermented rice product obtained in 1.1 was extracted with ethyl acetate and then separated on a column with vacuum silica gel, and eluted with a mixed solvent of petroleum ether / ethyl acetate, wherein the volume ratio of petroleum ether to ethyl acetate was 60:40, Concentrate crudely.

[0032] Then, it was separated with a Sephadex LH20 column (2.6×40 cm), and eluted with a dichloromethane / methanol mixed solvent, wherein the volume ratio of dichloromethane to methanol was 10:1 to obtain a crude sample.

[0033] The obtained crude sample was further separated by semi-preparative liquid chromatography (the semi-preparative column was Agilent ZORBAX SB-C18) (0-25min with 50% methanol i...

Embodiment 2

[0034] Example 2. Identification of the structure of the compound

[0035] The compound obtained in Example 1 is detected by positive ion electrospray mass spectrometry, and the spectrum is as follows figure 1 As shown, it shows that the quasi-molecular ion peak is: m / z 195.1395[M+H] - , the corresponding molecular formula is C 12 h 19 o 2 , adopt Bruker Avance II-400 type superconducting nuclear magnetic resonance instrument to measure the hydrogen spectrum of sample ( figure 2 ), carbon spectrum ( image 3 ) and NMR (CDCl 3 , 400MHz), and the NMR data are shown in Table 1.

[0036] Table 1. NMR data of compounds

[0037]

[0038]

[0039] Through analysis, the ownership of all carbon atoms and hydrogen atoms of the compound was determined, and the structure of the compound was obtained as follows:

[0040]

[0041] The molecular formula of this compound is C 12 h 18 o 2 , the molecular weight is 194, the chemical Chinese name is 2-propyl-3,4,6,7-tetrah...

Embodiment 3

[0043] Embodiment 3, the biological activity of compound

[0044] The cells used in this example (all derived from the Cell Bank of the Type Culture Collection Committee of the Chinese Academy of Sciences, and the Cell Resource Center of the Shanghai Institutes for Biological Sciences, the Chinese Academy of Sciences) are: A549 (human non-small cell lung cancer cells), MDA-MB-231 ( human breast cancer cells), MCF-7 (human breast cancer cells), PANC-1 (human pancreatic cancer cells), AsPC-1 (human metastatic pancreatic adenocarcinoma cells), and BxPC-3 (human orthotopic pancreatic adenocarcinoma cells ).

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PUM

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Abstract

The invention discloses a compound with the following structural formula as shown in the specification, and further provides a method of preparing the compound through fermenting and culturing a bacterial strain CGMCC No. 5416 of Phomopsis sp. The compound has good antineoplastic activities for human non-small-cell lung cancer cells, human breast cancer cells, human pancreas cancer cells, human metastasis pancreatic adenocarcinoma cells, human in situ pancreatic adenocarcinoma cells and many other tumor cells, and can be used for preparation of antitumor drugs.

Description

technical field [0001] The present invention relates to new compounds, in particular, to a new compound and its preparation method and application. Background technique [0002] The inventors of the present application obtained a strain of Phomopsis sp. by means of natural screening, named HCCB03519, and the preservation number of this strain is CGMCC No.5416. At present, there are few studies on the metabolites of this strain. Contents of the invention [0003] The inventors of the present application isolated a compound during the research on the metabolites of Phomopsis sp. strain CGMCC No.5416, which was identified as a new compound by structure. [0004] Therefore, the primary object of the present invention is to provide a novel compound. [0005] The second object of the present invention is to provide the preparation method of said compound. [0006] The third object of the present invention is to provide the application of said compound. [0007] The fourth ob...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/74C12P17/06A61P35/00C12N1/14C12R1/645
Inventor 朱丽杨志钧殷瑜康怀侠罗敏玉杨天
Owner SHANGHAI LAIYI BIOMEDICAL RES & DEV CENT
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