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Extraction separation purification and identification of flavonoid monomers in oriental blueberry melanin

A technology of flavonoids and urchins, applied in the direction of organic chemistry, etc., can solve the problems of increased elution time, unsatisfactory separation effect, and poor component separation effect.

Inactive Publication Date: 2006-10-11
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are many reports on the separation and purification of flavonoids by HPLC, and there are generally C 8 、C 18 , CN column, the properties of CN column and the former two columns are different, the polarity is stronger, and the separation effect of the components with low polarity is not good, C 18 The column can basically achieve the separation of plant flavonoid aglycones and ligands, but the elution peak of the highly polar glycosides is slow, the total elution time increases, and the separation effect is not very ideal. 8 The polarity of the filler is between the two and is closer to C 18 Some, so it is ideal for the separation of flavonoid glycosides

Method used

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  • Extraction separation purification and identification of flavonoid monomers in oriental blueberry melanin
  • Extraction separation purification and identification of flavonoid monomers in oriental blueberry melanin
  • Extraction separation purification and identification of flavonoid monomers in oriental blueberry melanin

Examples

Experimental program
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Effect test

Embodiment 1

[0029] Example 1 Structural Identification of Compound A

[0030] Due to the small amount of this substance, further purification is more difficult, so only a simple analysis is carried out. The substance is yellow in ammonia smoke, and it turns red in the hydrochloric acid-zinc powder test, and there is a red precipitate after standing; the lead salt precipitation test results show an obvious red precipitate; AlCl 3 Experimentally, it produces a yellow color and fluoresces under ultraviolet light. For wavelength scanning of this material, see figure 1 , it can be seen from the figure that this compound has the characteristic absorption of flavonoids. Carry out HPLC purity measurement to this material, specific result sees figure 2 , it can be seen that the purity of compound A is higher, and from image 3 It can be seen from the figure that the flavonoid aglycone molecular weight of this compound is 302, and the molecular weight is 464, which is presumed to be connected ...

Embodiment 2

[0031] Example 2 Structural Identification of Compound B

[0032] This substance is light yellow powder, easily soluble in methanol and ethanol. Ammonia fumigation is yellow, so it is a flavonoid compound. From Figure 4 and Figure 5It can be seen that the relative molecular mass of the sample should be 302, which is consistent with the relative molecular mass of quercetin, which can preliminarily indicate that the two are the same substance. Hydrogen spectrum ( 1 H-NMR): δ7.67 (1H, H-2'), δ7.53 (1H, d, d, J=8.5Hz, 1.6Hz, H-6'), δ6.88 (1H, d, J =8.5Hz, H-5'), δ6.19 (1H, S, H-6), δ6.41 (1H, S, H-8).

[0033] Through the analysis of the above spectrum, and according to the relevant references, it can be concluded that the extracted compound B is quercetin. The molecular structural formula is as follows:

[0034]

Embodiment 3

[0035] Example 3 Structural Identification of Compound C

[0036] This substance is a light yellow powder, yellow in ammonia smoke, easily soluble in methanol and ethanol. Hydrogen spectrum ( 1 H-NMR): δ8.02 (2H, d, J=7.1, H-2', 6'), δ7.6 (1H, dd, J=7.1, 6.8, H-4'), δ7.56 ( 2H, dd, J=7.1, 6.8, H-3', 5'), δ6.9 (1H, S, H-3), δ6.5 (1H, d, J=2.0, H-8), δ6 .2 (1H, d, J=2.0, H-6). From 1 It can be seen from H-NMR that there are 8 hydrogens in the single ring region, and the two hydrogens of δ6.5 and δ6.2 are coupled with each other. From the J value, it should be the meta hydrogen on the single ring, indicating that the benzene ring is 4 bits to replace. There are 5 hydrogens at δ8.02, δ7.6 and δ7.56. Judging from the peak shape and J value, it should be a spin system, so it is a monosubstituted benzene ring.

[0037] carbon spectrum ( 13 C-NMR): δ181.8(C4), δ164.4(C2), δ163.1(C8'), δ161.4(C7), δ157.4(C5), δ131.9(C1'), δ130 .7(C4'), δ129.0(C2', C6'), δ126.3(C3', C5'), δ105.1...

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PUM

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Abstract

This is a method for flavonoid monomer's extraction, separation, purification and structural identification, belonging to flavonoid field. In this invention, the original source blueburry leaves turn to be blueburry leaves melanin solution after ethanol extraction. Then, macroreticular resinous adsorbent is used for crude separation of flavonoid in melanin solution, polyamide and HW-40 for flavonoid monomer's pufification, high efficiency liquid chromatography-mass spectrum and NMRR for structural identification. Finally, we obtain 7 kinds of flavonoid monomer, named A B C D E F and G. Exact structural identification help to determine B C D E and F is quercetin, chrysin, versulin, Kacmpferol and digitoflavone respectively, and their relative contents are 37.51%,2.26%,9.57%,1.72% and 15.16%.

Description

technical field [0001] The invention discloses a method for extracting, separating, purifying and identifying the flavonoids monomers in the melanin of the leaves of black rice tree leaves, belonging to the technical field of flavonoids. Background technique [0002] Black rice tree is a kind of abundant natural resources, and the melanin in its leaves has strong physiological functions. The content of flavonoids is very high in the melanin extract of the leaves of A. argentina, so it is necessary to extract, separate, purify and identify them in order to facilitate the development and utilization of A. argentina. [0003] It is an important aspect in the research of natural products to extract and isolate compound monomers from natural plants, and to analyze and identify their structures. The significance lies in: (1) discovering the active ingredients in medicinal plants and finding the basis for their clinical efficacy; (2) Help to clarify the structure-activity relation...

Claims

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Application Information

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IPC IPC(8): C07D311/40C07D311/22C07D311/28
Inventor 王立姚惠源张晖
Owner JIANGNAN UNIV
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