Lindenane sesquiterpenoid dimer with 1,3-dioxolane linking unit as well as preparation method and application of lindenane sesquiterpenoid dimer

A technology of connecting units and dioxolane, applied in the field of natural medicinal chemistry, can solve problems such as excessive inflammatory response and body damage

Active Publication Date: 2019-02-26
SHANGHAI UNIV OF MEDICINE & HEALTH SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the inflammatory response is too strong and severe, which can lead to serious damage to the body

Method used

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  • Lindenane sesquiterpenoid dimer with 1,3-dioxolane linking unit as well as preparation method and application of lindenane sesquiterpenoid dimer
  • Lindenane sesquiterpenoid dimer with 1,3-dioxolane linking unit as well as preparation method and application of lindenane sesquiterpenoid dimer
  • Lindenane sesquiterpenoid dimer with 1,3-dioxolane linking unit as well as preparation method and application of lindenane sesquiterpenoid dimer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Embodiment 1: Preparation of Chlojapolactone B

[0029] Dry and pulverize the whole silvergrass grass, heat the silverwort grass powder (5.0kg) with ethanol with a concentration of 80% by mass (95°C) for reflux extraction, extract 3 times, each time for 1.5 hours, filter, and combine the extracts , concentrating and recovering ethanol under reduced pressure (150hPa) to obtain the total extract. The obtained total extract was dispersed in water, followed by an equal volume (5L) of petroleum ether, ethyl acetate and n-butanol extraction to obtain petroleum ether phase, ethyl acetate phase and n-butanol phase extracts respectively.

[0030] Petroleum ether phase extract (72.0g) was first subjected to silica gel column chromatography, petroleum ether-acetone (100:0-0:100) gradient elution, and after thin-layer chromatography inspection, it was combined into six components A-F. Component B was eluted by reverse-phase C-18 column chromatography methanol-water (30:70–0:100) g...

Embodiment 2

[0042] Example 2: Determination of anti-inflammatory activity

[0043] To investigate the anti-inflammatory activity of Chlojapolactone B in vitro by using lipopolysaccharide (LPS)-induced inflammatory response of RAW264.7 mouse macrophages as a model. RAW264.7 cells in 10% fetal bovine serum, 100U / ml penicillin and streptomycin DMEM medium, 5% CO 2 , cultured at 37°C. The cell suspension concentration was adjusted to 2.5×10 before the experiment 6 / ml, add 100 μl adjusted cell suspension to each well of 96-well plate, 5% CO 2 , and cultured overnight at 37°C. Then Chlojapolactone B (100, 50, 25, 5 μM) was added respectively, and three replicate wells were set up for each concentration. After 30 min, LPS was added to make the final concentration 10 ng / ml, and the final reaction system was 200 μl. After continuing to culture at 37°C for 24 hours, the cell supernatant was taken, and TNF-α was detected by Elisa.

[0044] The aforementioned Chlojapolactone B dimer (Chlojapol...

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Abstract

The invention provides a lindenane sesquiterpenoid dimer with a 1,3-dioxolane linking unit. The structural formula of the lindenane sesquiterpenoid dimer is shown in the description. The invention also provides a preparation method of the lindenane sesquiterpenoid dimer with the 1,3-dioxolane linking unit and an application of the lindenane sesquiterpenoid dimer with the 1,3-dioxolane linking unitin preparation of drugs for treating inflammation. The lindenane sesquiterpenoid dimer (Chlojapolactone B) with the rare 1,3-dioxolane linking unit is separated from an ethanol extract of all grass of chloranthaceae chloranthus plant chloranthus japonicus, and it is found that the compound has potential anti-inflammatory activity.

Description

technical field [0001] The invention belongs to the field of natural medicinal chemistry, and relates to a new compound, specifically, a new buyalane-type sesquid with a 1,3-dioxolane linking unit isolated from silvergrass Terpene dimers and their preparation and use. Background technique [0002] Inflammation is the defense response of living tissue with vascular system to damage factors, and is a defense response of the body to stimulation, manifested as redness, swelling, heat, pain and dysfunction. The inflammatory response is essentially a protective defense response produced by the body against the invasion of harmful factors to maintain the stability of the internal environment. It belongs to the category of natural immunity and is usually beneficial to the body. However, the inflammatory response is too strong and severe, which can lead to serious damage to the body. Current clinical studies have found that acute lung injury, arthritis, rheumatoid arthritis and oth...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/10A61K31/34A61P29/00
CPCA61P29/00C07D493/10
Inventor 孙振亮邢欣虞贞风
Owner SHANGHAI UNIV OF MEDICINE & HEALTH SCI
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