Application of 5-pentyl-3-methoxy-phenol in the preparation of oxidative stress or inflammatory response-induced disease prevention products

A technology of oxidative stress and inflammatory response, applied in the field of medicine, can solve the problems of less research on the chemical constituents of P. japonicus and the evaluation of the biological activity of chemical constituents.

Active Publication Date: 2022-07-29
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are few studies on the chemical constituents of S. yunnanensis, and there is no literature to evaluate the biological activity of the chemical components in S. yunnanensis

Method used

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  • Application of 5-pentyl-3-methoxy-phenol in the preparation of oxidative stress or inflammatory response-induced disease prevention products
  • Application of 5-pentyl-3-methoxy-phenol in the preparation of oxidative stress or inflammatory response-induced disease prevention products
  • Application of 5-pentyl-3-methoxy-phenol in the preparation of oxidative stress or inflammatory response-induced disease prevention products

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach

[0033] A typical embodiment of the present application provides the use of 5-pentyl-3-methoxy-phenol in the preparation of oxidative stress or inflammatory response-induced disease prevention products, the 5-pentyl-3-methoxy-phenol The chemical formula of the base-phenol is:

[0034]

[0035] The present application found that 5-pentyl-3-methoxy-phenol can upregulate the protein levels of Nrf2 and its phase II detoxification enzyme NQO1 and antioxidant enzyme GCLM, and inhibit the production of excessive endogenous reactive oxygen species induced by arsenic. , its activation mechanism is achieved by increasing the stability of Nrf2 protein and inhibiting the degradation of Nrf2 protein; at the same time, down-regulating the excess endogenous reactive oxygen species induced by arsenic can also weaken the activation of NF-κB signaling pathway, down-regulate the expression of inflammatory genes, and protect the body from the environment hazards of contaminants. In order to co...

Embodiment 1

[0055] Example 1: Structural confirmation of 5-pentyl-3-methoxy-phenol

[0056] The aerial part of Ginger japonica in southern Yunnan was extracted with 95% ethanol to obtain an ethanol extract, which was then extracted with petroleum ether, ethyl acetate and n-butanol in sequence. The petroleum ether part adopts petroleum ether-ethyl acetate system gradient elution, and the concentrations are respectively pure petroleum ether, petroleum ether-ethyl acetate=95:5 (volume ratio), petroleum ether-ethyl acetate=90:10 (volume ratio) ), petroleum ether-ethyl acetate=85:15 (volume ratio), petroleum ether-ethyl acetate=80:20 (volume ratio), petroleum ether-ethyl acetate=75:25 (volume ratio), petroleum ether- Ethyl acetate=70:30 (volume ratio), petroleum ether-ethyl acetate=60:40 (volume ratio), petroleum ether-ethyl acetate=50:50 (volume ratio), petroleum ether-ethyl acetate=40 : 60 (volume ratio), 100% ethyl acetate to obtain 14 fractions (Frs. 1-14). Part Fr.8 (petroleum ether-ethyl...

Embodiment 2

[0059] Example 2: Evaluation of NQO1-inducing activity of 5-pentyl-3-methoxy-phenol

[0060] (1) Culture of mouse hepatoma cell hepa 1c1c cell line

[0061] The mouse hepatoma cell hepa 1c1c cell line was purchased from the American Type Culture Collection (ATCC) in MEM medium containing 10% fetal bovine serum (FBS), placed at 37°C, 5% CO 2 Cultivated in an incubator.

[0062] (2) NQO1 induction activity test

[0063] Hepa 1c1c cells were seeded on 96-well plates, and after the cells adhered, different concentrations of 5-pentyl-3-methoxy-phenol (confirmed in Example 1) were added, treated for 24 hours, and lysed with 0.8% digitonin solution. Cells, add detection solution (1.0mL 0.5M Tris-HCl, 15mg BSA, 6mg MTT, 150μL Tween-20, 150μL 150mM D-glucose-6-phosphate, 15μL 7.5 mM flavin adenine dinucleotide, 27 μL of 50 mM nicotinamide adenine dinucleotide phosphate, 20 μL of 50 mM menadione), left for 3 minutes, and the luminescence intensity was measured at 630 nm.

[0064] Re...

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Abstract

The invention discloses the application of 5-pentyl-3-methoxy-phenol in the preparation of oxidative stress or inflammatory response-induced disease prevention and treatment products. The chemical formula of the 5-pentyl-3-methoxy-phenol is: 5-pentyl-3-methoxy-phenol is an Nrf2 signaling pathway agonist and an NF-κB signaling pathway inhibitor. 5-Amyl-3-methoxy-phenol can up-regulate Nrf2 and its regulated phase II detoxification enzyme NQO1 and antioxidant enzyme GCLM protein levels, increase the level of endogenous antioxidant glutathione, and inhibit the induction of exogenous toxins The production of reactive oxygen species has a protective effect on the oxidative damage of pulmonary bronchial epithelial cells, mesangial cells, human nerve cells and human breast cancer cells induced by exogenous toxins. 5-pentyl-3-methoxy-phenol can inhibit the activation of NF-κB signaling pathway, down-regulate the expression of inflammatory genes, and has an inhibitory effect on LPS-induced inflammation in mouse macrophage RAW264.7 cells.

Description

technical field [0001] The invention belongs to the field of medicine, and relates to the application of oxidized phenolic compounds, in particular to the use of 5-pentyl-3-methoxy-phenol in the preparation of medicines, health products or cosmetics for preventing or treating oxidative stress or inflammatory response-induced diseases. application. Background technique [0002] The rapid development of society has led to increasing environmental pollution. Various environmental pollutants, such as carbon, sulfur and nitrogen oxides (CO, SO 2 , NO 2 etc.), heavy metals (lead, chromium, arsenic, etc.), smog formed by mineral dust from construction; water and soil pollution caused by industrial and domestic sewage, as well as food pollution, etc., exogenous pollutants slowly invade the human body tissues and organs, causing oxidative stress. Subsequently, the body tissue produces a large amount of lipid peroxidation products and excess endogenous reactive oxygen species, bot...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/085A61P29/00A61P39/06A61P35/00A61P25/28A61P17/00A61P11/00A61K8/34A61Q19/00
CPCA61Q19/00A61Q19/08A61K8/347A61K31/085A61K2800/78
Inventor 沈涛李妍茹王小宁任冬梅娄红祥
Owner SHANDONG UNIV
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