Highly oxidized diterpenoid, preparation method thereof and application of highly oxidized diterpenoid in preparation of anti-inflammatory and antibacterial drugs for preventing or/and treating inflammation

A gradient, dichloromethane technology, applied in the direction of antibacterial drugs, applications, anti-inflammatory agents, etc., can solve the problems of chemical composition research, rare and other problems

Pending Publication Date: 2021-12-31
新疆维吾尔自治区中药民族药研究所
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, the focus and basic theoretical research on Nepeta grandiflorum is rare. Modern pharmacology shows that its extract has significant anti-inflammatory and antibacterial activities, but no related research has been carried out on the chemical components. Nepeta may be a good species for blindly treating respiratory diseases, so it has attracted people's attention in recent years

Method used

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  • Highly oxidized diterpenoid, preparation method thereof and application of highly oxidized diterpenoid in preparation of anti-inflammatory and antibacterial drugs for preventing or/and treating inflammation
  • Highly oxidized diterpenoid, preparation method thereof and application of highly oxidized diterpenoid in preparation of anti-inflammatory and antibacterial drugs for preventing or/and treating inflammation
  • Highly oxidized diterpenoid, preparation method thereof and application of highly oxidized diterpenoid in preparation of anti-inflammatory and antibacterial drugs for preventing or/and treating inflammation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Embodiment 1: The 6-methyl-1,4-oxazocane-5,8-dione is characterized in that the chemical structural formula is

[0025]

[0026] The 6-methyl-1,4-oxazocane-5,8-dione described in Example 1 of the present invention was carried out to proton nuclear magnetic resonance spectrum ( 1 H-NMR) and carbon nuclear magnetic resonance ( 13 C-APT) analysis.

[0027] 6-methyl-1,4-oxazocane-5,8-dione described in this example 1 H-NMR spectrum as figure 2 shown.

[0028] The 6-methyl-1,4-oxazocane-5,8-dione described in this example 13 C-APT spectrum as image 3 shown.

[0029] right figure 2 with image 3 Perform spectral analysis, and figure 2 with image 3 The peaks are assigned, figure 2 with image 3 The peak assignments are shown in Table 1. It can be seen from the data in Table 1 that the chemical structural formula of 6-methyl-1,4-oxazocane-5,8-dione described in this example is as follows figure 1 Shown, easily soluble in chloroform and methanol.

Embodiment 2

[0030]Example 2: The 6-methyl-1,4-oxazocane-5,8-dione was prepared according to the following method: the first step, crushed Schizonepeta spp. and added ethanol, and soaked at room temperature for 3 hours to 4 After 1 hour, heat and reflux extraction at 50°C to 60°C for 3 times, each time for 1 hour to 3 hours, combine each reflux extract, recover under reduced pressure, concentrate, and obtain the total extract of Schizonepetae Schizonepetae; the second step , disperse the total extract of Nepeta chinensis with water, extract with petroleum ether and dichloromethane in turn to obtain the petroleum ether part and the dichloromethane part; the third step, take the dichloromethane part extract and use silica gel column chromatography gradient elution After separation, 8 fractions were obtained, wherein the silica gel column chromatography gradient eluent included dichloromethane and methanol, and the volume ratios of dichloromethane and methanol were 1:0, 100:1, 50:1, 30:1, 20 ...

Embodiment 3

[0031] Example 3: As an optimization of the above example, the 6-methyl-1,4-oxazocane-5,8-dione was prepared according to the following method: in the first step, crush Nepeta macrobratti and add ethanol, and After soaking at room temperature for 3 hours or 4 hours, heat and reflux extraction at 50°C or 60°C for 3 times, each time for 1 hour or 3 hours, combine each reflux extract, recover under reduced pressure, and concentrate to obtain Schizonepeta sclerotia The total extract; the second step is to disperse the total extract of Schizonepetae with water, and extract it with petroleum ether and dichloromethane in turn to obtain the petroleum ether part and the dichloromethane part; the third step is to take the dichloromethane part extract Obtain 8 fractions after separation by gradient elution of silica gel column chromatography, wherein, the gradient eluent of silica gel column chromatography comprises dichloromethane and methanol, and the volume ratio of dichloromethane and...

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Abstract

The invention relates to the technical field of separation and purification of nepeta bracteata Benth, in particular to a highly oxidized diterpenoid, a preparation method thereof and application of the highly oxidized diterpenoid in preparation of anti-inflammatory and antibacterial drugs for preventing or / and treating inflammation. The invention discloses a compound 6-methyl-1, 4-oxazolan-5, 8-dione for the first time. The compound is subjected to in-vitro anti-inflammatory and antibacterial pharmacodynamic experiments, and the experiments show that the compound has a relatively strong inhibition effect on RAW 264.7 cells, staphylococcus aureus and escherichia coli. Therefore, the compound can be applied to preparation of drugs for preventing inflammation and inhibiting bacteria or / and preparation of anti-inflammatory and antibacterial drugs or / and preparation of health-care products for preventing inflammation and inhibiting bacteria.

Description

technical field [0001] The present invention relates to the technical field of separation and purification of Schizonepetae, and relates to a highly oxidized diterpene and its preparation method and its application in the preparation of anti-inflammatory and antibacterial drugs for the prevention or / and treatment of inflammation. The highly oxidized diterpene is said 6 Short for -methyl-1,4-oxazocane-5,8-dione. Background technique [0002] Nepeta bracteata Benth is a plant of the genus Nepeta in the Lamiaceae Labiatae. It is mainly distributed in Pakistan, Nepal, Iran and other countries. host. The whole herb is used as medicine, with a slightly fragrant gas, light taste, and slightly damp nature. It enters the lungs and liver meridian. It has the effects of relieving cough, relieving asthma, clearing heat and promoting dampness. and other symptoms. In addition, Schizonepeta maculatum also has the characteristics of easy source, low cost, reliable clinical curative effec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D267/22A61P29/00A61P31/04A23L33/105
CPCC07D267/22A61P29/00A61P31/04A23L33/105A23V2002/00A23V2200/30A23V2250/21A23V2300/14A23V2300/18A23V2300/38Y02A50/30
Inventor 石磊岭马国需马晓玲樊丛照魏鸿雁孙照翠李晓瑾朱军张际昭张悦何成辉
Owner 新疆维吾尔自治区中药民族药研究所
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