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Application of 5-pentyl-3-methoxy-phenol to preparation of products for preventing and treating oxidative stress or inflammatory response induced diseases

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: 2018-02-09
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 to preparation of products for preventing and treating oxidative stress or inflammatory response induced diseases
  • Application of 5-pentyl-3-methoxy-phenol to preparation of products for preventing and treating oxidative stress or inflammatory response induced diseases
  • Application of 5-pentyl-3-methoxy-phenol to preparation of products for preventing and treating oxidative stress or inflammatory response induced diseases

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach

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

[0034]

[0035] This application has discovered through research that 5-pentyl-3-methoxy-phenol can up-regulate 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 Nrf2 protein degradation; at the same time, down-regulating the excessive 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. The hazards of pollutants. In orde...

Embodiment 1

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

[0056] The above-ground part of Magnolia sibiricum 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 is eluted with a petroleum ether-ethyl acetate system gradient, and the concentrations are 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 parts (Frs. 1-14). Part Fr.8 (eluted with petroleum ether-ethyl acetate=90:10...

Embodiment 2

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

[0060] (1) Cultivation of hepa 1c1c cell line of mouse liver cancer cells

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

[0062] (2) NQO1 induction activity test

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

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Abstract

The invention discloses an application of 5-pentyl-3-methoxy-phenol to preparation of products for preventing and treating oxidative stress or inflammatory response induced diseases. The chemical formula of 5-pentyl-3-methoxy-phenol is shown in the description. 5-pentyl-3-methoxy-phenol is an Nrf2 (nuclear factor-erythroid 2-related factor 2) signaling pathway agonist and an NF (nuclear factor)-kappa B signaling pathway inhibitor. 5-pentyl-3-methoxy-phenol can up-regulate the protein levels of Nrf2 as well as phase II detoxification enzyme NQO1 and antioxidant enzyme GCLM which are regulated by Nrf2, increase the level of glutathione as an endogenous antioxidant and inhibit generation of exogenous toxicant induced reactive oxygen species, and has a protective effect on exogenous toxicant induced oxidative damage to pulmonary bronchial epithelial cells, glomerular mesangial cells, human nerve cells and human breast cancer cells. 5-pentyl-3-methoxy-phenol can inhibit activation of an NF-kappa B signaling pathway, down-regulate inflammatory gene expression and inhibit LPS induced inflammatory response of macrophage RAW 264.7 of a mouse.

Description

Technical field [0001] The present invention relates 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 drugs, 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. A variety of environmental pollutants, such as carbon, sulfur and nitrogen oxides (CO, SO 2 , NO 2 Etc.), heavy metals (lead, chromium, arsenic, etc.), smog formed by construction mineral dust; water pollution and soil pollution caused by industrial and domestic sewage, and food pollution caused by exogenous pollutants slowly attack the human body Tissues and organs cause oxidative stress. Subsequently, the body tissues produce a large amount of lipid peroxidation products and excessive endogenous reactive oxygen species, b...

Claims

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Application Information

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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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