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Abietane diterpene as well as preparation method and application thereof

A technology of dichloromethane and petroleum ether, which is applied in the fields of rosinane diterpenes and their preparation and application, and can solve the problems of rare, chemical composition research and the like

Pending Publication Date: 2022-02-15
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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  • Abietane diterpene as well as preparation method and application thereof
  • Abietane diterpene as well as preparation method and application thereof
  • Abietane diterpene as well as preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0024] Example 1: The 1,2,3,4,4a,9,10,10a-octahydro-7-isopropyl-2,4a-dimethyl-1-met hylenephenanthrene-2,9-diol (nepetabrate D), its characteristics is that the chemical structure is

[0025]

[0026] 1,2,3,4,4a,9,10,10a-octahydro-7-isopropyl-2,4a-dime thyl-1-methylenephenanthrene-2,9-diol (nepetabrate D ) for H NMR spectroscopy ( 1 H-NMR) and carbon nuclear magnetic resonance ( 13 C-APT) analysis.

[0027] 1,2,3,4,4a,9,10,10a-octahydro-7-isopropyl-2,4a-dimethyl-1-methylenephenanthrene-2,9-diol (nepetabrate D) described in this example 1 H-NMR spectrum as figure 2 shown.

[0028] The 1,2,3,4,4a,9,10,10a-octahydro-7-isopropyl-2,4a-dimethyl-1-methylenephenanthrene-2,9-diol (nepetabrate D) described in this example 13 C-APT spectrum as image 3 shown.

[0029] right figure 2 and image 3 Analyze the spectrum, and figure 2 and image 3 The peaks are assigned, figure 2 and image 3 The attribution of each peak is shown in Table 1, and the data in Table 1 shows ...

Embodiment 2

[0030] Example 2: The 1,2,3,4,4a,9,10,10a-octahydro-7-isopropyl-2,4a-dimethyl-1-met hylenephenanthrene-2,9-diol (nepetabrate D), according to the following Prepared by the above method: in the first step, pulverize Nepeta schizonepeta and add ethanol, soak at room temperature for 3 hours to 4 hours, then heat and reflux at 50°C to 60°C for 3 times, each time for 1 hour to 3 hours, combined each reflux extract and recovered under reduced pressure and concentrated to obtain the total extract of Schizonepetae; in the second step, the total extract of Schizonepetae was dispersed in water, extracted with petroleum ether and dichloromethane successively to obtain Petroleum ether part and dichloromethane part; the third step, obtain 8 cuts after getting the extractant of petroleum ether part and separate with gradient elution of silica gel column chromatography, wherein, the gradient eluent of silica gel column chromatography comprises petroleum ether and ethyl acetate, The volume ra...

Embodiment 3

[0031] Example 3: As an optimization of the above examples, the 1,2,3,4,4a,9,10,10a-octahydro-7-isoprop yl-2,4a-dimethyl-1-methylenephenanthrene-2,9-diol (nepetabrate D), prepared according to the following method: the first step, crush Schizonepeta maculatum and add ethanol, soak it at room temperature for 3 hours or 4 hours, and extract it under reflux at 50°C or 60°C for 3 times , each time for 1 hour or 3 hours, merge each reflux extract and recover under reduced pressure and concentrate to obtain the total extract of Schizonepeta schizonepeta; the second step is to disperse the total extract of Schizonepeta schizonepeta with water, and then use petroleum ether and dichloromethane extraction to obtain the petroleum ether part and the dichloromethane part; the third step is to obtain 8 fractions after the petroleum ether part extract is separated by silica gel column chromatography gradient elution, wherein the silica gel column chromatography gradient eluent includes Petro...

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Abstract

The invention relates to the technical field of separation and purification of schizonepeta bracteata, in particular to abietane diterpene as well as a preparation method and application thereof. The invention discloses a compound 1,2,3,4,4a,9,10,10a-octahydro-7-isopropyl-2,4a-dimetyl-1-metylenephenanthrane-2, 9-diol (nepetabrate D) for the first time, wherein in-vitro anti-inflammatory and antibacterial pharmacodynamic experiments are carried out on the compound; the experiments show that the compound has a relatively strong inhibition effect on RAW 264.7 cells; therefore, the compound can be applied to preparation of medicines for preventing inflammation and inhibiting bacteria or / and preparation of anti-inflammatory and antibacterial medicines or / and preparation of health-care products for preventing inflammation and inhibiting bacteria.

Description

technical field [0001] The invention relates to the technical field of separation and purification of Schizonepeta maculatum, and relates to an abietane diterpene and its preparation method and application. The abietane diterpene is the 1,2,3,4,4a,9,10,10a-octahydro Abbreviation for -7-isoprop yl-2,4a-dimethyl-1-methylenephenanthrene-2,9-diol (nepetabrate D). Background technique [0002] Nepeta bracteata Benth is a plant of the genus Nepeta in the family Labiatae, mainly distributed in Pakistan, Nepal, Iran and other countries, named "Zufa", commonly known as the herb of the gods, widely used in clinical medicine, mainly imported . 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 ...

Claims

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Application Information

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IPC IPC(8): C07C35/42C07C29/76C07C29/86A61P29/00A61P31/04
CPCC07C35/42A61P29/00A61P31/04C07C2603/26Y02A50/30
Inventor 石磊岭马国需马晓玲孙照翠樊丛照魏鸿雁李晓瑾朱军邱远金张悦何成辉
Owner 新疆维吾尔自治区中药民族药研究所
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