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Diacylglycerol oil composition containing rich alpha-calendic acid as well as preparation method and application of diacylglycerol oil composition

A technology of calendinic triglyceride and diglyceride oil, which is applied in the field of applied chemistry, can solve the problems of complicated process flow, low raw material utilization rate, and high price of lipase, and achieve broad application prospects, high food safety, and preparation The effect of simple process

Inactive Publication Date: 2016-11-23
ZHEJIANG OCEAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] At present, the preparation method of diglyceride mainly contains following several kinds: (1) triglyceride alcoholysis method: promptly under the catalysis of lipase, triglyceride and lower alcohol react, generate diglyceride and lower alcohol ester, but this The lipases Novozyme 435 and Lipozyme IM used in the method can only specifically decompose or synthesize the ester bond at the sn-1 or sn-3 position, so only 1,2-diglyceride can be obtained
(2) Partial hydrolysis and esterification method: that is, first partially hydrolyze triglyceride to obtain fatty acid, then add glycerol, under the catalysis of sn-1 and sn-3 position selective lipase, glycerol and the fatty acid obtained by partial hydrolysis generate ester Chemical reaction to generate 1,3-diglyceride. Most of the current diglycerides, including EnovaTM Oil produced by Kao Company, are developed based on this principle. The biggest disadvantage of this method is that the process is complicated and requires multi-step separation. In addition The utilization rate of raw materials is low, and lipase needs to be used in addition, but the price of lipase is relatively high, and there are problems such as high cost for industrial scale production of diglycerides
(3) Glycerol hydrolysis method: mixing triglyceride oil with glycerin and an alkali metal salt or alkaline earth metal salt containing a monocarboxylic acid or a dicarboxylic acid or a mixture thereof (as a catalyst), through alcoholysis of triglyceride , to produce commercial, food-grade 1,3-diglyceride oil, but the conventional glycerolysis needs to be reacted at a high temperature of 220-260 ° C, so that the oxidation of triglycerides, diglycerides and fatty acids, especially unsaturated fatty acids increase

Method used

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  • Diacylglycerol oil composition containing rich alpha-calendic acid as well as preparation method and application of diacylglycerol oil composition
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  • Diacylglycerol oil composition containing rich alpha-calendic acid as well as preparation method and application of diacylglycerol oil composition

Examples

Experimental program
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Effect test

Embodiment 1

[0028] Collect marigold seeds, dry them in an oven at 40°C, and crush them to obtain 1000 g of dry powder. Then extract 5 times the volume of petroleum ether under reflux at a temperature lower than 60°C for 6 hours to obtain a green triglyceride crude extract with an oil yield of 28.2 %. Take 50 mL of crude triglyceride extract, add 200 mL of 2M 90% potassium hydroxide ethanol solution, saponify at 60°C under nitrogen protection for 2 hours, add 50 mL of water, then add 50 mL of petroleum ether for three extractions to remove non-soap compounds, and then add 6M hydrochloric acid After neutralizing and acidifying 100mL, extract the upper layer with petroleum ether to obtain a petroleum ether solution, and then obtain a crude calendic acid extract after vacuum rotary evaporation. The crude extract of calendulanic acid was dissolved in ethanol, crystallized at 4°C under normal pressure for 8 hours to remove saturated fatty acids, and the obtained ethanol solution was further cry...

Embodiment 2

[0032] Collect marigold seeds, dry naturally under the sun, and crush to obtain 1000 g of dry powder with a particle size of 0.4 to 0.5 mm. Under the conditions of 30 MPa and 40 ° C, use supercritical CO2 extraction (HA221-50 produced by Huaan Supercritical Extraction Unit, Nantong City, Jiangsu Province) -06 type supercritical extraction device) for 2 hours, the green triglyceride crude extract (crude oil) was obtained at a separation pressure of 15MPa and a separation temperature of 50°C, with an oil yield of 30.2%; the crude oil was degummed, deacidified, and decolorized , Deodorization, dewaxing and refining to obtain triglycerides. Take 50 mL of crude triglyceride extract, add 200 mL of 2M 90% potassium hydroxide ethanol solution, saponify at 60°C under nitrogen protection for 2 hours, add 50 mL of water, then add 50 mL of petroleum ether for three extractions to remove non-soap compounds, and then add 6M hydrochloric acid After neutralizing and acidifying 100mL, extract ...

Embodiment 3

[0036] Collect marigold seeds, dry them in an oven at 40°C, and crush them to obtain 1000 g of dry powder. Extract them with 5 times the volume of a mixed solution of chloroform and methanol (volume ratio: 1:1) at room temperature for 24 hours to obtain green glycerin calendula The crude extract of triester has an oil yield of 29.7%. Take 100mL of crude triglyceride extract, add 400mL of 2M 90% sodium hydroxide ethanol solution, saponify at 60°C under nitrogen protection for 2h, add 1000mL of water, then add 100mL of petroleum ether for three extractions to remove non-soap compounds, and then add 6M hydrochloric acid After neutralizing and acidifying 200mL, extract the upper layer with petroleum ether to obtain a petroleum ether solution. The crude calendic acid extract was crystallized at 4°C under normal pressure for 10 hours to remove saturated fatty acids, and then crystallized at minus 40°C under normal pressure for 12 hours. Repeat 4 High-purity calendic acid was obtaine...

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Abstract

The invention relates to diacylglycerol oil composition containing rich alpha-calendic acid. The diacylglycerol oil composition is prepared from components in percentage by mass as follows: 50%-85% of diacylglycerol, 8%-35% of triacylglycerol, 0.3%-10% of monoacylglycerol and 0.05%-10% of residues, wherein the mass ratio of alpha-calendic acid to fatty acid in all the acylglycerols including monoacylglycerol, diacylglycerol and triacylglycerol is (0.3-0.9):1, and the residues comprise free fatty acid and glycerin. The invention further relates to a preparation method of the composition and an application of the composition in functional food and drugs capable of controlling weight, improving blood lipid and improving immunity. The diacylglycerol oil composition containing rich alpha-calendic acid has the weight reducing effect of diacylglycerol as well as anti-inflammation and weight reducing effects and other effects of alpha-calendic acid, so that the composition can be massively applied to the functional food and drugs capable of controlling weight, improving blood lipid and improving immunity. The preparation process of the composition is simple and low in cost and has broad application prospect.

Description

technical field [0001] The invention relates to the technical field of applied chemistry, in particular to a diglyceride oil composition rich in calendinic acid, a preparation method and application thereof. Background technique [0002] Diacylglycerol is a structural lipid in which a fatty acid in a triacylglycerol is substituted by a hydroxyl group. It is a trace component of natural vegetable oils and the endogenous middle of fat metabolism in the body. It has two natural isomerisms Constructs, namely 1,2-diglyceride and 1,3-diglyceride, as shown in Formula 1. [0003] [0004] Formula 1 Schematic structure of diglyceride (wherein COR and COR' are saturated or unsaturated fatty acyl) [0005] At present, after a number of safety assessments, it is found that diglyceride is non-toxic and harmless to the human body, and it has been recognized as a "generally recognized safe" substance by the US FDA. In 2009, the Ministry of Health of the People's Republic of China appro...

Claims

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Application Information

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IPC IPC(8): A23L1/30C11B1/10C11B1/06C11B1/04C11B3/00C07C57/12C07C51/42A61K31/202A61P3/04A61P37/04A61P29/00
CPCA23V2002/00A61K31/202C07C51/42C11B1/04C11B1/06C11B1/10C11B1/104C11B3/001A23V2200/324A23V2250/182A23V2250/194C07C57/12
Inventor 袁高峰孙海燕陈小娥
Owner ZHEJIANG OCEAN UNIV
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