Preparation method of cyaniding-3-O-glucoside chloride

A technology of glucoside and cornflower, applied in the preparation of sugar derivatives, chemical instruments and methods, sugar derivatives, etc., to avoid the use of macroporous resins, simple steps, and safe reagents

Active Publication Date: 2011-11-02
BEIJING ACADEMY OF AGRICULTURE & FORESTRY SCIENCES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The technical problem solved by the present invention is: using purple crops as raw materials, improving the extraction and separation conditions on the basis of traditional extraction methods, and providing a method for preparing high-purity single anthocyanin, cyanidin-3-O-glucoside method

Method used

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  • Preparation method of cyaniding-3-O-glucoside chloride
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  • Preparation method of cyaniding-3-O-glucoside chloride

Examples

Experimental program
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Effect test

Embodiment 1

[0028] The raw material is black soybean skin, and the total anthocyanin content is 2.04% after determination, wherein the cyanidin-3-O-glucoside content accounts for more than 90% of the total anthocyanin content (that is, 100 grams of dry black soybean skin contain total anthocyanin Su 2.04g, which contains about 1.83 grams of cyanidin-3-O-glucoside). figure 1 It is the high performance liquid chromatogram (520nm) of total anthocyanins in this black soybean hull raw material.

[0029] Take 1000g of the above-mentioned black soybean hull raw material, use 15L of 70% ethanol acid aqueous solution (adjusted to pH=2.5 with 1mol / L hydrochloric acid in advance) at about 50°C for 3 extractions, each time for 1 hour. The three extracts were filtered and combined through a 100-mesh sieve, concentrated by rotary evaporation (vacuum degree 0.08MPa) at 55°C, concentrated to about 1 / 8 of the original volume, and then spray-dried (air inlet temperature 120°C, air outlet temperature 80 ℃)...

Embodiment 2

[0034] The raw material is dried purple corn husk pulverized matter, and its total anthocyanin content is 3.49% after determination, wherein the cyanidin-3-O-glucoside content accounts for about 40% of the total anthocyanin content (that is, 100 grams of dried purple corn Containing 3.49g of anthocyanins in the pulverized corn bracts, wherein the content of cyanidin-3-O-glucoside is about 1.40g), the high-performance liquid chromatography of this raw material is shown in image 3 (520nm).

[0035] Take 1000g of crushed purple corn and use 12L of 50% ethanol (pH=3.0) acid aqueous solution to extract twice at about 50°C for 1 hour each time. The two extracts were combined and passed through a 100-mesh sieve, concentrated by rotary evaporation at about 55°C (vacuum degree 0.075MPa) to about 1 / 10 of the original volume, and then spray-dried (air inlet temperature 110°C, air outlet temperature 80°C) to obtain Powdered anthocyanin crude extract 290g.

[0036] The crude extract is ...

Embodiment 3

[0040] The raw material is fresh purple cowpea, the total anthocyanin content is 0.057%, wherein the cyanidin-3-O-glucoside content accounts for more than 93% of the total anthocyanin content (that is, 10000 grams of fresh purple cowpea contains total flower cyanidin 5.7g, which contains about 5.3g of cyanidin-3-O-glucoside).

[0041] Weigh 10Kg of fresh purple cowpea, crush it and put it into an extraction tank, add 150L of 60% ethanol (pH=3) acid aqueous solution to extract twice at 55°C, each time for 1 hour. The two extracts were combined and passed through a 120-mesh sieve, concentrated by rotary evaporation (vacuum degree 0.08MPa) at 50°C to about 1 / 20 of the original volume, and then spray-dried (air inlet temperature 110°C, air outlet temperature 80°C) to obtain powder Anthocyanin crude extract 450g.

[0042] The above-mentioned crude extract is dissolved in double distilled water at a ratio of 1:75 by weight to volume (g / mL), and subjected to ultrafiltration, using a...

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Abstract

The invention provides a preparation method of cyaniding-3-O-glucoside chloride. Specifically, the method comprises the steps of: subjecting purple crops as the raw materials to an extraction with an extract of ethanol water solution with a volume fraction of 30-80% and a pH value of 1-4, leaving the obtained anthocyanidin crude extract to an ultrafiltration treatment through an ultrafilter membrane with a molecular weight cut-off of 1000-5000 D, and freeze drying the filtrate so as to obtain filtrate dry powder with a molecular weight less than 1000-5000 D, preparing a column-loading solution of 0.05-5wt% with the filtrate dry powder and water, purifying the filtrate dry powder preliminarily on a gel chromatographic column, conducting elution and collecting the eluent located at a position of 520nm and with an absorption peak, and reserving fractions containing cyaniding-3-O-glucoside chloride; purifying the fractions containing cyaniding-3-O-glucoside chloride further with preparative HPLC (high performance liquid chromatography), and collecting cyaniding-3-O-glucoside chloride absorption peaks. According to the invention, by improving the conditions and operations of extraction separation and purification, sugar, protein, other types of anthocyanin and flavonoid pigments in extracts can be effectively removed. Meanwhile, with simple steps and safe reagents, the method of the invention is beneficial for obtaining high purity cyaniding-3-O-glucoside chloride products.

Description

technical field [0001] The invention relates to the separation technology of functional pigments in food processing, in particular to a method for preparing a single type of anthocyanin, cyanidin-3-O-glucoside. Background technique [0002] Anthocyanidin is a kind of water-soluble natural pigment widely existing in nature, which belongs to flavonoids. The core structure of anthocyanin is 2-phenylbenzopyran cation, which contains 8 conjugated double bonds to form a highly conjugated system, and is often connected with one or more glycosides through glycosidic bonds to form anthocyanins. The glycoside and hydroxyl groups of anthocyanins can also form acylated anthocyanins through ester bonds with acids such as coumaric acid. [0003] Different types of anthocyanins have different colors and functional properties due to the differences in the conjugated system in the molecule and the number, position, and form of existence of hydroxyl groups. Cyanidin-3-O-glucoside (also know...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H17/065C07H1/08
Inventor 赵晓燕王丹马越张超
Owner BEIJING ACADEMY OF AGRICULTURE & FORESTRY SCIENCES
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