Marine fungus-derived meroterpenoids and application thereof in preparation of anti-inflammatory drugs

A technology of marine fungi and compounds, which is applied in the field of pharmaceutical compounds, can solve problems such as adverse reactions and achieve good results in application prospects

Active Publication Date: 2021-07-16
GUANGZHOU UNIVERSITY OF CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are two main types of anti-inflammatory drugs commonly used clinically: non-steroidal anti-inflammatory drugs and steroidal anti-inflammatory drugs. Long-term large-scale use will produce a series of adverse reactions and tolerance

Method used

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  • Marine fungus-derived meroterpenoids and application thereof in preparation of anti-inflammatory drugs
  • Marine fungus-derived meroterpenoids and application thereof in preparation of anti-inflammatory drugs
  • Marine fungus-derived meroterpenoids and application thereof in preparation of anti-inflammatory drugs

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] The acquisition of embodiment 1 marine fungus Aspergillus terreus GZU-31-1

[0039] The inventor team isolated a marine fungus, Aspergillus terreus GZU-31-1, from the trunk of the sulphurous back tumor in Xuwen, Zhanjiang City, Guangdong Province. The fungus was identified by DNA amplification and sequencing of the ITS region of the fungus. For specific steps, refer to the literature (Nature protocols, 2010, 5, 480-490; Journal of Natural Products, 2006, 69, 11, 1622-1625): using DNeasy Plant Mini The Kit kit, according to the steps in the manual, extracts DNA, uses ITS as primers for PCR amplification, and the amplified products are sequenced. The sequence obtained by sequencing was searched through the BLAST database for similarity. After comparison, the similarity between the sequence and the Aspergillus terreus fungus sequence was 100%, and the fungus was determined to be the marine fungus Aspergillus terreus GZU-31-1. The strain was deposited in the Guangdong Micr...

Embodiment 2

[0040] The separation of embodiment 2 compound

[0041] A novel heteroterpene derivative was isolated from the fermentation broth of the marine fungus Aspergillus terreus GZU-31-1. The specific method is as follows:

[0042] (1) Seed liquid culture of the fungus Aspergillus terreus GZU-31-1: pick the strain and insert it into the slant, cultivate it at 30°C for 3 days, then insert it into the potato glucose water medium, and cultivate it at 30°C for 3 days to obtain the seed liquid; The composition of base is calculated by weight ratio: glucose 0.3%, yeast extract 0.1%, peptone 0.5%, agar 2.5%, sodium chloride 3%, water 98%; The composition of potato dextrose water medium is calculated by weight ratio: In terms of mass ratio, 20% of potatoes, 0.3% of glucose, 3% of sodium chloride, and water make up to 100%.

[0043] (2) Fermentation culture of the fungus Aspergillus terreus GZU-31-1: transfer the strain in the seed solution into the fermentation medium, and let it stand at 2...

Embodiment 3

[0046] The structural analysis of embodiment 3 compound

[0047] Structural analysis of new compounds 1-5 was carried out, and the following experimental data were obtained:

[0048] New Compound 1: C 28 h 31 o 10 , HRESI-MS: 527.1915 [M-H] - (calculated value 527.1911).

[0049] New compound 2: C 26 h 31 o 9 , HRESI-MS: 487.1959 [M-H] - (calculated value 487.1962).

[0050] New Compound 3: C 29 h 35 o 11 , HRESI-MS: 559.2183 [M-H] - (calculated value 559.2173).

[0051] New Compound 4: C 30 h 37 o 11 , HRESI-MS: 573.2361 [M-H] - (calculated value 573.2330).

[0052] New Compound 5: C 29 h 35 o 11 , HRESI-MS: 559.2181 [M-H] - (calculated value 559.2173).

[0053] See Table 1 for the NMR data of compounds 1-5.

[0054] The NMR data (CDCl 3 , 400MHz / 101MHz,ppm)

[0055]

[0056]

[0057]

[0058]

[0059] The structural formulas of compounds 1-5 are as follows:

[0060]

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Abstract

The invention discloses marine fungus-derived meroterpenoids and application thereof in preparation of anti-inflammatory drugs. According to the invention, the meroterpenoids are separated from a fermentation product of a marine fungus Aspergillus terreus GZU-31-1, and the structural formulas of the meroterpenoids are respectively as shown in formulas 1-5. The novel compounds can significantly inhibit the generation of LPS-induced inflammatory factor NO, and the IC50 of the compounds 1-5 is 6.74 +/-0.77 [mu] mol/L, 22.18 +/-0.94 [mu] mol/L, 25.87 +/-3.1 [mu] mol/L, 26.47 +/-0.98 [mu] mol/L, and 29.59 +/-3.9 [mu] mol/L. The compounds have the clinical application potential of anti-inflammatory treatment, can be used for developing novel anti-inflammatory drugs, and have good application prospects.

Description

technical field [0001] The invention belongs to the technical field of medical compounds, and in particular relates to a heteroterpene compound derived from marine fungi and its application in the preparation of anti-inflammatory drugs. Background technique [0002] Inflammation is the body's defense response to stimuli. However, this defense response must be rapid and controlled to prevent further inflammatory derangements that cause severe tissue damage. Inflammation has been reported to be directly related to obesity, diabetes, blood clots, and even cancer. At present, there are two main types of anti-inflammatory drugs commonly used clinically: non-steroidal anti-inflammatory drugs and steroidal anti-inflammatory drugs. Long-term and large-scale use will produce a series of adverse reactions and tolerance. In order to solve drug tolerance and adverse reactions, finding new anti-inflammatory drugs has become a hot spot in the field of anti-inflammatory drug research. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/06C07D311/78A61P29/00C12N1/14C12P17/18C12P17/06C12R1/66
CPCC07D493/06C07D311/78A61P29/00C12N1/14C12P17/181C12P17/06
Inventor 崔辉唐渝茜陈晓聪周雨薇赵钟祥
Owner GUANGZHOU UNIVERSITY OF CHINESE MEDICINE
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