Unlock instant, AI-driven research and patent intelligence for your innovation.

Two lignan glycoside compounds as well as preparation method and application thereof

A technology of lignans and compounds, applied in the field of medicine and natural medicinal chemistry, can solve problems such as NO tissue damage

Inactive Publication Date: 2020-10-09
UNIV OF JINAN
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although NO is an indispensable regulator of the immune system, overproduction of NO can lead to tissue damage

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Two lignan glycoside compounds as well as preparation method and application thereof
  • Two lignan glycoside compounds as well as preparation method and application thereof
  • Two lignan glycoside compounds as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Example 1 Preparation of two lignan glucoside compounds 1 and 2.

[0043] The dried cane of Qingniu chinensis, crushed to a particle size diameter of less than 3 mm, soaked and extracted with 95% ethanol for 3 times, each time for 7 days. The ethanol extracts were combined and concentrated under reduced pressure to obtain a crude extract. The crude extract was suspended in 2.0 L of water, and extracted three times with 2.0 L of ethyl acetate. The ethyl acetate extract phases were combined and concentrated under reduced pressure to obtain the ethyl acetate extract.

[0044] The extract was subjected to D101 macroporous resin column chromatography and eluted with ethanol-water (v / v, 30%, 50%, 70% and 90%) to obtain four components Fr A1~A4 in sequence. Component Fr A3 was subjected to normal-phase silica gel column chromatography, and was eluted with a gradient of 1:1 petroleum ether-ethyl acetate to 1:1 ethyl acetate-methanol. The eluent was analyzed according to thin-...

Embodiment 2

[0046] Example 2 Structural identification of two lignan glycoside compounds.

[0047] The structure identification of compound 1: by analyzing the high resolution mass spectrum ( image 3 ) to get the molecular ion peak m / z 559.2145 ([M + Na] ＋ , theoretical value 559.2150), combined with carbon spectrum ( Figure 5 ) data confirmed that its molecular formula is C 27 h 36 o 11 . 1 H NMR data ( Figure 4) showing two trisubstituted benzene rings [δ H 6.93 (1H, d, J = 1.8 Hz), 6.80 (1H, dd, J = 8.1 and 1.8 Hz), 6.70 (1H, d, J = 8.1 Hz); 6.87 (1H, d, J = 8.1 Hz), 6.84 (1H, d J = 1.8 Hz), 6.77 (1H, dd, J = 8.1 and 1.8 Hz)], three methoxy groups (δ H 3.85, 3.82 and 3.80), and a series of aliphatic hydrogen and oxymethine signals. 13 C NMR data ( figure 2 ) shows that, in addition to the carbon signal on the glycosyl group (δ C 104.6, 78.3, 78.1, 75.2, 71.7 and 62.8), there are 21 carbon signals, which can be assigned to two benzene rings, three methoxy groups, three ...

Embodiment 3

[0051] Example 3 By screening the NO inhibitory activity of two lignan glycosides on LPS-induced RAW264.7 cells, it was found that none of them showed cytotoxicity at a concentration of 100 μM, and they had no cytotoxicity on LPS-induced RAW264.7 cells. NO production inhibitory activities were IC 50 = 18.5 μM and 28.8 μM, stronger than or close to the inhibitory activity IC of the positive control drug dexamethasone 50 = 29.4 μM. The specific experimental method is as follows:

[0052] 1. MTT method to test the effect of samples on cell viability

[0053] The cytotoxicity of the isolated compounds against RAW264.7 was tested by MTT assay. Take the cells in the logarithmic growth phase, digest, centrifuge, and resuspend at 100 μL per well, the number of cells per well is 5×10 3 Each was inoculated in a 96-well plate, and after 24 hours of culture, the original culture solution was aspirated, and the test compound was prepared at a concentration of 50 mM in 100 μL of DMEM....

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
diameteraaaaaaaaaa
Login to View More

Abstract

The invention belongs to the field of medicine and natural medicinal chemistry, and provides two lignan glycoside compounds with structural formulas shown in figure 1 which is described in the specification. The two lignan glycoside compounds are separated from a plant of the stephaniaceae family, namely Tinospora sinensis (Lour) Merr, through methods of solvent extraction, extraction, column chromatography, high performance liquid chromatography and the like. Pharmacological experiments show that the two compounds can significantly inhibit the generation of lipopolysaccharide-induced RAW264.7macrophage nitric oxide. The compounds can be used for preparing compositions, medicines and health-care products for preventing and / or treating inflammation-related diseases caused by excessive NO.

Description

technical field [0001] The invention belongs to the field of medicine and natural medicinal chemistry, and relates to a preparation method of a lignan glucoside compound and its application as a nitric oxide generation (NO) inhibitor. Background technique [0002] Inflammatory response is the defense response of living tissue with vascular system to endogenous or exogenous stimuli, and vascular response is the central link in the inflammatory process. Under physiological conditions, the inflammatory response is beneficial to the body, and can kill and kill invading pathogenic microorganisms, eliminate exogenous stimuli, and promote damaged tissue repair and healing; however, long-term, severe inflammatory responses can lead to pathological changes in many diseases Processes such as arthritis, septic shock, type 2 diabetes, sepsis, etc. Early inflammatory response involves a series of pathophysiological changes, and NO plays a key regulatory role in the inflammatory cascade,...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07H17/04C07H1/08A61P29/00B01D11/02B01D15/08B01D15/42
CPCC07H17/04C07H1/08A61P29/00B01D11/02B01D15/08B01D15/426
Inventor 张华徐德峰张君生曹鑫鑫
Owner UNIV OF JINAN
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com