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A pyridine-containing heteroterpenoid compound and its preparation method and application

A compound and heteroterpene technology, applied in the field of fungal extraction compounds, can solve the problems of drug resistance, unsatisfactory therapeutic effect, difficulty in ensuring drug stability and quality uniformity of plant extracts, and achieve significant anti-acetylcholinesterase activity, Will not destroy the ecological balance, easy to realize the effect of industrialization

Active Publication Date: 2022-03-08
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these drugs will cause side effects such as nausea, headache, diarrhea, insomnia, pain, hallucinations or dizziness to patients, and there are problems such as drug resistance and unsatisfactory treatment effect.
Chinese patent application CN111097010A discloses an extract for inhibiting acetylcholinesterase. The extract is extracted from the stems of Grape spp. Learning and memory behaviors in mouse models, but the drug stability and quality uniformity of plant extracts are difficult to guarantee, and there are still great limitations in practical applications

Method used

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  • A pyridine-containing heteroterpenoid compound and its preparation method and application
  • A pyridine-containing heteroterpenoid compound and its preparation method and application
  • A pyridine-containing heteroterpenoid compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Example 1 Isolation and Identification of Ascidian-derived Fungal Strain Beauveria felina SYSU-MS7908

[0035] 1. Strain isolation

[0036] Sample: Styela plicata from North Reef, Xisha Islands, South China Sea.

[0037] Isolation method: Disinfect the surface of fresh sea squirts, dry them for a while, grind them, inoculate them into PDA medium under aseptic conditions, and culture them below 28°C for 5-7 days to obtain a single strain SYSU-MS7908; the obtained strain SYSU-MS7908 Preserve at 4°C on the slant of ordinary YPD medium.

[0038] 2. Morphological and physiological and biochemical identification

[0039] The obtained single strain SYSU-MS7908 was inoculated on YPD medium and cultured at a constant temperature of 26°C. The biological characteristics of the strain were as follows: there was white mycelium on the surface of the initial colony, and white slender conidiophores formed after a certain period of growth. Upright filaments (Synnemata), bottle-shaped...

Embodiment 2

[0045] Example 2 Fermentation of ascidian-derived fungal strain Beauveria felina SYSU-MS7908 and extraction, separation and purification of pyridine-containing new skeleton heteroterpenoids

[0046] 1. Preparation and separation of new pyridine-containing amphichoterpenoid compounds 1-3

[0047] 1.1 Fermentation was carried out with the ascidian-derived fungal strain Beauveria felina SYSU-MS7908, and the fermentation product was extracted, separated, and purified to obtain compounds 1-3.

[0048] (1) Seed cultivation:

[0049] Seed medium: 10g of yeast powder, 20g of peptone, 20g of glucose, 1L of tap water, evenly distributed in five 500mL Erlenmeyer flasks, extinguished at 115°C for 30 minutes.

[0050] Seed cultivation: Inoculate the ascidian-derived fungal strain Beauveria felina SYSU-MS7908 into the seed culture medium, and culture it on a shaker at 150 rpm at a temperature of 28°C for 96 hours to obtain a seed culture solution.

[0051] (2) Fermentation culture:

[00...

Embodiment 3

[0077] Example 3 Compound anti-acetylcholinesterase activity assay

[0078] 1. Experimental materials:

[0079] Experimental objects: 5 compounds prepared in Example 2;

[0080] Experimental materials: the substrate is acetylthiocholine iodide (Shanghai Aladdin); the chromogen is DTNB, 5,5,-dithiobis(2-nitrobenzoic acid) (Shanghai Aladdin); acetylcholinesterase (derived from electric eel, 500U purchased from sigma), Rivastigmine (Shanghai Dibai);

[0081] 0.1M phosphate buffer solution PBS with pH 7.6: Prepare 0.1M dipotassium hydrogen phosphate and potassium dihydrogen phosphate solutions respectively, then fill a beaker with a certain amount of dipotassium hydrogen phosphate solution, add potassium dihydrogen phosphate solution to it, and keep stirring. Adjust the pH to 7.6;

[0082] Substrate (iodothioacetylcholine, ATOH) concentration: 1.3mg / ml, chromogen DTNP: 1.8mg / mL; enzyme concentration: 0.9U / ml.

[0083] 2. Experimental method:

[0084] Determination of acetylchol...

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Abstract

The invention belongs to the technical field of fungal extraction compounds, and in particular relates to a pyridine-containing novel skeleton heteroterpenoid compound and its preparation method and application. The compound has significant anti-acetylcholinesterase activity through experimental verification, and has good development prospects in the preparation of drugs for the prevention and / or treatment of diseases mediated by acetylcholinesterase; and it is reproduced by using modern microbial fermentation engineering technology, without Raw materials are worry-free, and at the same time, they have the advantages of not destroying the ecological balance and easy industrialization. They are renewable drug resources with development prospects, and provide abundant raw materials for the research and development of marine microbial products and marine microbial drugs.

Description

technical field [0001] The invention belongs to the technical field of fungal extraction compounds. More specifically, it relates to a new pyridine-containing skeleton heteroterpenoid compound and its preparation method and application. Background technique [0002] Alzheimer's disease (Alzheimer disease, AD) is a kind of central nervous system degenerative disease characterized by progressive cognitive dysfunction and behavioral damage, mainly occurs in the elderly, commonly known as senile dementia. With the acceleration of the aging society, AD has become an important threat to human health, which belongs to the category of clinical medical problems and major diseases. Studies have found that acetylcholinesterase inhibitors (AChEI) are the main anti-AD therapeutic drugs, mainly by inhibiting excessive acetylcholinesterase (AChE) activity and directly acting on the cholinergic system to achieve the effect of treating neurodegenerative diseases such as AD. Purpose. [00...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D491/052A61P25/28A61P25/18A61P25/20A61P25/00C12P17/18C12R1/645
CPCC07D491/052A61P25/28A61P25/18A61P25/20A61P25/00C12P17/18
Inventor 陈森华姜明华刘岚
Owner SUN YAT SEN UNIV
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