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Dimeric monoterpene compounds, and preparation method and application thereof

A technique for dimerizing monoterpenes, compounds, applied in the field of phytochemistry

Inactive Publication Date: 2015-01-07
YUXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention has isolated a dimeric monoterpene compound with anti-tobacco mosaic virus activity from the Dai medicine Santiaojin, which has not been reported so far

Method used

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  • Dimeric monoterpene compounds, and preparation method and application thereof
  • Dimeric monoterpene compounds, and preparation method and application thereof
  • Dimeric monoterpene compounds, and preparation method and application thereof

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preparation example Construction

[0023] The preparation method of the dimerized monoterpenoid compound of the present invention is to take the Dai medicine Trifolium sinensis as raw material, through the extraction of extract, silica gel column chromatography, and high pressure liquid chromatography separation steps, specifically:

[0024] A. Extraction: Take the three tendons of hairy leaves, crush or cut into small pieces, add 70-100% organic solvent with a mass percentage of 2-4 times the weight ratio, soak and extract for 3-5 times, each time for 24-72h, and combine the extraction liquid, filtered and concentrated into extract;

[0025] B. Silica gel column chromatography: the extract is dry-packed with 160-300 mesh silica gel column with a weight ratio of 2-5 times for silica gel column chromatography, and the gradient is carried out with a chloroform-acetone solution with a volume ratio of 1:0-0:1 elute, pool identical fractions, collect eluate from each fraction and concentrate;

[0026] C. High-press...

Embodiment 1

[0041] The Santiaojin sample comes from Xishuangbanna, Yunnan. Take 2.0 kg of the Santiaojin sample, crush it, and extract it with 95% methanol for 5 times, each time for 24 hours. The extracts are combined, filtered, and concentrated under reduced pressure to obtain an extract. 100 g. The extract was dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 120 g of 100-mesh crude silica gel, and 0.6 kg of 160-mesh silica gel was packed into a column for silica gel column chromatography, and the volume ratio was 1:0, 9:1 , 8:2, 7:3, 6:4, 1:1, 0:1 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio of 9:1 chloroform - The acetone eluted part was separated by Agilent 1100 semi-preparative high performance liquid chromatography, using 60% methanol as mobile phase, Zorbax SB-C18 (21.2 × 250 mm, 5 μ m ) The preparative column is a stationary phase, the flow rate is 20 ml / min, and the det...

Embodiment 2

[0043] The three tendons of hairy leaves sample was taken from Dehong, Yunnan Province. The three tendons of hairy leaves were sampled in 4.0 kg and chopped, extracted 4 times with 95% ethanol for 48 hours each time, the extracts were combined, filtered, and concentrated under reduced pressure to obtain an extract. 192 g. The extract was dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 200 g of 80-mesh crude silica gel, and 1.2 kg of 200-mesh silica gel was packed into a column for silica gel column chromatography, and the volume ratio was 1:0, 9:1. , 8:2, 7:3, 6:4, 1:1, 0:1 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio of 9:1 chloroform - The acetone eluted part was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 60% methanol as the mobile phase, Zorbax SB-C18 (21.2 × 250 mm, 5 μm) preparative column as the stationary phase, and ...

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Abstract

The invention discloses dimeric monoterpene compounds, and a preparation method and application thereof. The dimeric monoterpene compounds are separated from Dai medicine Lauraceae obtusiloba, the molecular formula is C20H22O4, and the structure is disclosed in the specification. The preparation method comprises the following steps: by using the Dai medicine Lauraceae obtusiloba as the raw material, carrying out extractum extraction, silica gel column chromatography and high pressure liquid chromatography separation. The invention also discloses application of the dimeric monoterpene compounds in preparing anti-tobacco mosaic virus drugs. The compounds are separated for the first time; and a nuclear magnetic resonance-mass spectrometry measuring method is utilized to determine the dimeric monoterpene compounds and characterize the particular structure. The compounds have favorable application prospects in preparing anti-tobacco mosaic virus drugs. The compounds have the advantages of simple structure and high activity, and can be used as precursor compounds of the anti-tobacco mosaic virus drugs.

Description

technical field [0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a dimerized monoterpene compound and its preparation method and application. Background technique [0002] Dai medicine three tendons Undera Caudata , is a plant of the genus Hndera in the family Lauraceae (Aceae), also known as fragrant face leaf, Huangmai mountain pepper, Puxiang root, bud Sanying (Dai name), and is a herbal medicine commonly used by the Dai people in Xishuangbanna, Yunnan. It was born in It is rich in resources in hillsides, shrubs, and sparse forests at an altitude of 700-2300 m, and is recorded in the "Dictionary of Chinese Medicine". It has the effects of hemostasis and granulation, removing wind, dredging blood and relieving pain, connecting bones and tendons. Monoterpenes ( monoterpenoids ) is one of the terpenoids. It usually refers to terpenoids and their oxygen-containing and saturated derivatives formed by the polymerization of...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/96A01P1/00
CPCC07D311/96
Inventor 李银科李明章新伍贤学杨玉春仲一卉曹玉娟
Owner YUXI NORMAL UNIV
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