Method for extracting and separating nepeta glucoside, homoplantaginin and apigenin glucoside from elsholtzia splendens

A technology of pseudonepetaloside and apigenin glycoside is applied in the field of biological resource utilization of natural products, and can solve the problems of not informing and extracting flavonoid glycosides and the like

Inactive Publication Date: 2016-01-06
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the current prior art does not inform how to extract the corresponding method of flavonoid glycosides from Cyperus haizhou

Method used

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  • Method for extracting and separating nepeta glucoside, homoplantaginin and apigenin glucoside from elsholtzia splendens
  • Method for extracting and separating nepeta glucoside, homoplantaginin and apigenin glucoside from elsholtzia splendens
  • Method for extracting and separating nepeta glucoside, homoplantaginin and apigenin glucoside from elsholtzia splendens

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Embodiment 1, ethanol extraction / extraction, macroporous resin separation, gel column sieving of the flower and leaf of Rhizoma haizhou of the present invention:

[0056] (1) Alcohol extraction and liquid-liquid extraction (ie, leaching and extraction):

[0057] Air-dry the flower branch and leaves of Cyperus haizhou harvested in full flowering stage (to water content ≤ 0.5%, weight %) and then pulverize (to pass through a 60-mesh sieve). Take the above-mentioned 2kg sample, place it in a 50L plastic bucket, add 30L of 60% (V / V) ethanol, stir evenly and soak for at least 30 days, and filter with gauze to obtain the filtrate. Repeat the above leaching process twice for the remaining residue obtained by filtration. The filtrates obtained by leaching three times were combined; concentrated in vacuo under the condition of heating in a water bath at 40° C. to obtain 520 g of crude extract; the yield was 26.00% (by dry weight).

[0058] The medicinal extract of above-mentio...

Embodiment 2

[0084] Example 2. Separation and purification of nepetalin, homopsyllogenin and apigenin-7-O-β-D-glucoside in the Herba pilosula of the present invention

[0085] (1) Separation and purification of nepetalin

[0086] ① Gel column re-screening: 50g of Sephadex TM Dissolve LH-20 in 200ml of methanol, stir to remove air bubbles, and pack into a column under normal pressure. 0.69 g of extract B (Fraction 2) obtained in Example 1 was dissolved with 5 ml of 50% methanol / water, and slowly loaded onto the top of the gel column. With the volume ratio of methanol:water = 1:1 as the development system, carry out normal pressure column elution, a total of 500ml of eluent is required, collect the effluent from each bottle (collect 1 tube per 50ml), track the plate, and use ultraviolet light Dark red at 365nm, mass concentration 3% FeCl 3 The solution is dark green and the two indicators shall prevail, and the R f = 0.5 (the ratio shift value of the spot on the polyamide film) and the t...

Embodiment 3

[0097] Example 3. Identification of chemical structures of nepetalin, homopsyllogenin, and apigenin-7-O-β-D-glycoside in Cyperus haizhouensis of the present invention

[0098] The purified product of the yellow powder obtained in Example 2 (compound A—nepetalin, B—homopsyllogenin, C—apigenin-7-O-β-D-glucoside), respectively, with Deuterated DMSO was dissolved, and H-NMR, C-NMR, and HPLC / ESI-MS mass spectra were determined for structure identification. Data are as follows:

[0099] Nepetatin (purity 95%): yellow powder. UV absorption maximum peak λ max (nm) (methanol): 270,344. IR(KBr,cm -1 ): 3384 (-OH), 1357 (benzene ring-OH), 1267 (benzene ring-OH), 2925 (glycoside saturated C-H), 1650 (C=O), 1602 (benzene ring C=C), 1498 (benzene Ring C-H), 1451, 1400, 1124, 1069, 1010, 910, 837, 772. The characteristic peaks of proton NMR spectrum and carbon spectrum belong to: 1 HNMR (500MHz, DMSO-d 6 )δ(ppm):3.90(3H,s,6-OCH 3 ),6.72(1H,s,H-3),6.87(1H,s,H-8),6.89(1H,d,J=8.8Hz,H-5...

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Abstract

The invention discloses a method for extracting and separating nepeta glucoside, homoplantaginin and apigenin glucoside from elsholtzia splendens. According to the invention, ethanol leaching/solution extraction, macroporous resin crude separation, gel column screening, and polyamide column separation purification are adopted; and semi-preparative liquid chromatography is also adopted for refining. With the method, nepeta glucoside, homoplantaginin and apigenin-7-o-beta-D-glucoside products are separated from the floral leaves of the environment-specific plant elsholtzia splendens. Nepeta glucoside and homoplantaginin are both extracted from elsholtzia splendens plant for a first time.

Description

technical field [0001] The invention belongs to the field of biological resource utilization of natural products, and relates to a method for extracting and separating flavonoid glycoside compounds in A. D-glycosides. Background technique [0002] Flavonoids are a class of phenolic components widely distributed in the plant kingdom. There are more than 8,000 known flavonoid monomers with complex and diverse structures. Flavonoids have important physiological and biochemical effects on mammalian and other cells due to their unique chemical structures. For example, flavonoids can not only scavenge free radicals in organisms, but also have antioxidant effects. Flavonoids have many important pharmacological effects, such as anti-cancer, anti-bacterial, anti-virus, anti-inflammatory, anti-allergic, anti-diabetic complications, etc., and are of great significance to the treatment and prevention of human tumors, aging, cardiovascular diseases and other diseases. When flavonoids ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H17/07C07H1/08
Inventor 彭红云张雪红徐金钟
Owner ZHEJIANG UNIV
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