CN108576158A - 2- amino -3- methylimidazoles are simultaneously in a kind of reduction high temperature meat product(4,5-f)The method of quinoline production quantity - Google Patents

2- amino -3- methylimidazoles are simultaneously in a kind of reduction high temperature meat product(4,5-f)The method of quinoline production quantity Download PDF

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Publication number
CN108576158A
CN108576158A CN201810727563.9A CN201810727563A CN108576158A CN 108576158 A CN108576158 A CN 108576158A CN 201810727563 A CN201810727563 A CN 201810727563A CN 108576158 A CN108576158 A CN 108576158A
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high temperature
amino
meat product
temperature
production quantity
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Inventor
肖付刚
孙军涛
魏泉征
王德国
杨晓
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Xuchang University
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Xuchang University
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    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
    • A21D13/00Finished or partly finished bakery products
    • A21D13/40Products characterised by the type, form or use
    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
    • A21D13/00Finished or partly finished bakery products
    • A21D13/04Products made from materials other than rye or wheat flour
    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
    • A21D2/00Treatment of flour or dough by adding materials thereto before or during baking
    • A21D2/08Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
    • A21D2/14Organic oxygen compounds
    • A21D2/18Carbohydrates
    • A21D2/186Starches; Derivatives thereof
    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
    • A21D2/00Treatment of flour or dough by adding materials thereto before or during baking
    • A21D2/08Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
    • A21D2/14Organic oxygen compounds
    • A21D2/22Ascorbic acid
    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
    • A21D2/00Treatment of flour or dough by adding materials thereto before or during baking
    • A21D2/08Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
    • A21D2/34Animal material
    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
    • A21D2/00Treatment of flour or dough by adding materials thereto before or during baking
    • A21D2/08Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
    • A21D2/36Vegetable material

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Meat, Egg Or Seafood Products (AREA)

Abstract

The present invention relates to 2 amino, 3 methylimidazoles in a kind of reduction high temperature meat product simultaneously(4,5‑f)The method of quinoline production quantity.It is higher than 110 DEG C or more of high temperature meat product for processing temperature, control in its dispensing starch 1% 20%, vitamin C 0.01% 1%, vitamin E 0.01% 1%, pepper powder 0.01% 1%, salt 1% 3.5%, refrigeration stands 30 120min in refrigerator after mixing, maturation is carried out again, maturation temperature is controlled in the minimum temperature for not influencing manufactured goods quality, these aggregate measures help to control in its finished product IQ contents in lower level.Control experiment prove 2 amino 3 methylimidazole simultaneously (4,5 f) quinoline production quantity can reduce by 42% or more.

Description

2- amino -3- methylimidazoles simultaneously give birth to by (4,5-f) quinoline in a kind of reduction high temperature meat product At the method for amount
Technical field
The present invention relates to a kind of simultaneously (4,5-f) the quinoline production quantities of 2- amino -3- methylimidazoles in reduction high temperature meat product Method belongs to technical field of food safety.
Background technology
Heterocyclic amine is a kind of polycyclic aromatic hydrocarbons compound containing carbon, hydrogen, nitrogen.Heterocyclic amine compound is according to chemistry Structure can be divided into amino carboline class and aminooimidazole azepine aromatic hydrocarbons.Amino carboline class is mainly protein and amino acid 300 DEG C or more at a high temperature of hot lysate, i.e. non-IQ (non-2-amino-3-methylimidazo [4,5-f] Quinoline) type or nonpolar heterocyclic amine;Aminooimidazole azepine aromatic hydrocarbons are at average family cook temperature (100~225 DEG C) What lower heating generated, referred to as thermal induction is mutated substance, i.e. 2- amino -3- methylimidazoles simultaneously (4,5-f) quinoline (2-amino-3- Methylimidazo (4,5-f) quinoline, IQ) type or polar heterocyclic amine.
IQ itself is a kind of polycyclc aromatic compound, it has carcinogenic and mutagenic effect.Its harmfulness has three Kind, one is carcinogenicity, colon cancer, cancer of pancreas, gastrointestinal cancer, lung cancer, liver cancer, prostate cancer, breast cancer skin and IQ disappear Take apparent correlation, in addition polar IQ is higher than other nonpolar heterocyclic amines, it can allow some rodents in liver, mammary gland Tumour is generated with positions such as skins, has scholar to find the frequency of mutation of ki-ras genes in the tumour of IQ induction generations, it was found that Just having 47 in tumour caused by every 54 IQ, there are ki-ras gene mutations.In addition to carcinogenicity, IQ can also cause myocardium poison Property, although cardiac muscle is not carcinogenic direct host organ, high-caliber compound can be formed in cardiac muscle, cardiovascular system may be caused It unites the damaging action generated, can allow myocardium cell necrosis, muscle fibril etc..Thirdly being exactly mutagenicity, mutation is generated Condition is the process that substance has to pass through metabolism activation, and IQ can be catalyzed into a series of work that N- hydroxy derivatives pass through enzymes With, final metabolite of the generation with the affine electronically active of height, then it is covalent with the 8th carbon atom above deoxy-guanine In conjunction with so as to cause the mutagenicity of cell.
Heterocyclic amine carcinogenic mechanism is that under the action of P450 cytochrome oxidases, N- oxidations occur after it enters human body With O- acetylization reactions, DNA adduct is generated.The carcinogenicity of all kinds of heterocyclic amines is strong and weak different, and IARC is (in international cancer research The heart) according to years of researches IQ is classified as 2A grades of suspecious carcinogens.Compared with other typical carcinogenic or mutagens, heterocycle Amine compounds have stronger mutagenicity.Multinomial research has shown that heterocyclic amine compound can give birth in metabolic process with DNA adductions At adduct, and then generate carcinogenic or mutagenic effect.
With the improvement of living standards, people the intake of meat products is also begun to it is growing day by day.Meat products adds through high temperature It will produce heterocyclic amine compound such as IQ after heat, and heterocyclic amine compound is mutagenesis and carcinogenic substance therefore ingested Health can mostly be had some impact on.
Heterocyclic amine has potential strong carcinogenic and mutagenesis, and has proven to have carcinogenic in zoopery and cause prominent Change acts on, and is also possible to bring harm to health, therefore how to inhibit that the generation of heterocyclic amine in meat products is current one A research hotspot.The invention is characterized in that changing dispensing, the aggregate measures of processing technology, it is therefore intended that reduce IQ in meat products Production quantity provides safe processing meat product.
Invention content
The purpose of the present invention is to provide a kind of simultaneously (4, the 5-f) quinolines of 2- amino -3- methylimidazoles in reduction high temperature meat product The method of quinoline production quantity.
It is higher than 110 DEG C or more of high temperature meat product for processing temperature, controls starch 1%-20%, vitamin in its dispensing C0.01%-1%, vitamin E 0.01%-1%, pepper powder 0.01%-1%, salt 1%-3.5%, after mixing in refrigerator Middle refrigeration stands 30-120min, then carries out maturation, and maturation temperature is controlled in the minimum temperature for not influencing manufactured goods quality, these Aggregate measures help to control in its finished product IQ contents in lower level.
Barbecue cake preparation method is as follows:Weigh 30g streaky pork fillings, addition water 20%-50% (on the basis of streaky pork filling, Similarly hereinafter), starch 1%-20%, vitamin C 0.01%-1%, vitamin E 0.01%-1%, pepper powder 0.01%-1%, salt 1%-3.5% is uniformly mixed, and refrigeration standing 30-120min, is pressed into round meat pie by mold of roundel, sets in refrigerator 25min or so is baked in electric oven high temperature (190 DEG C or so), another side is turned over when baking to stipulated time half.Barbecue cake goes out It is cooling after case.
Meanwhile the barbecue cake preparation method of control is as follows:30g streaky pork fillings are weighed, addition water 20%-50% is (with five flowers On the basis of meat stuffing, similarly hereinafter), starch 1%-5%, salt 1.5%-3.5% are uniformly mixed, circle are pressed by mold of roundel Meat pie is placed in electric oven high temperature (220 DEG C or so) and bakes 20min or so, another side is turned over when baking to stipulated time half.It is roasting It is cooling after meat pie outlet.
IQ detection method of content is as follows in barbecue cake:
(1) pre-treating method of barbecue cake
1. sample extraction:The above-mentioned barbecue cake samples of 20g or so are taken to smash (about 10 seconds), medication in middle-grade in beating crusher successively Spoon takes out, and is positioned in the conical flask that maximum scale is 250mL, then accurately weigh 3g anhydrous sodium sulfates in taper with general utility balance In bottle, then it is uniformly mixed, the conical flask equipped with sample is placed in draught cupboard, 40mL dichloros are accurately measured with the graduated cylinder of 50mL Then sample is put into ultrasonic cleaner ultrasonic (15min), later (has been subjected to supernatant super by methane in conical flask Sound extracts) it pours into ready conical flask in advance, the separation of next step is carried out, the conical flask equipped with sample is repeated two Supernatant in sample is taken out and is poured into the conical flask for filling first time supernatant, contains supernatant backward by secondary ultrasound respectively About 10g anhydrous sodium sulfates are added in the conical flask of liquid, and are uniformly mixed.The supernatant of gained three times is filtered, is then set It in round-bottomed flask, sets in 40 DEG C of Rotary Evaporators and is concentrated in temperature, wait in flask liquid concentration to 0.5~2mL When, stop concentration.The liquid that concentration is drawn with needle tubing, records its volume, and it is spare to be placed in brown sample introduction bottle, 4 DEG C of preservations.
2. solid-phase extraction column activates:1mL methanol is accurately pipetted using liquid-transfering gun first in solid-phase extraction column, and is aided with and washes Ear ball allows methanol at the stream that drips, and repeats aforesaid operations;Above-mentioned methanol is changed to ultra-pure water, (each 1mL ultra-pure waters) repetitive operation Twice, to achieve the purpose that activated solid extraction column.
3. loading:Water-bath is heated to 50 DEG C, and meat sample extracting solution water-bath is dissolved, 0.2mL is accurately pipetted with liquid-transfering gun In sample to the solid-phase extraction column activated.
4. eluting:0.5mL dichloromethane is pipetted with liquid-transfering gun and washs grease in solid-phase extraction column (adding sample), if post jamb There is residual, washes repeatedly;A concentration of 0.1molL of 1mL are accurately pipetted with liquid-transfering gun-1Hydrochloric acid to above-mentioned solid-phase extraction column wash-in It washs, repetitive operation;The hydrochloric acid in previous step is replaced with methanol (each 1mL) and is washed twice;Again with methanol, ammonium hydroxide and water mix It closes object (volume ratio is by 25: 5: 75) and replaces above-mentioned methanol, (each 1mL) repeated washing is accurately pipetted with liquid-transfering gun twice, and blow It is dry spare;
5. eluting:5% (volume fraction) ammonium hydroxide of 1mL is accurately added in solid-phase extraction column (elution) with liquid-transfering gun Methanol solution, is used in combination nitrogen blowpipe (test tube) to receive eluent, and repetitive operation finally obtains 2mL eluents.
6. nitrogen blows redissolution:Nitrogen blowpipe is placed in water-bath nitrogen evaporator and is concentrated, 40 DEG C of water temperature is set, nitrogen is threaded to one big Air pressure is taken out test tube after 20min, is accurately pipetted in 1mL methanol to test tube using liquid-transfering gun, and eluent is transferred to 1500 after redissolving In μ L brown sample injection bottles, its volume, 4 DEG C of preservations are recorded.Preparation proceeds by high performance liquid chromatography and operates the computer and analytic process.
(2) high performance liquid chromatography (HPLC) condition
1) instrument:Agilent1260 analytical liquid chromatographs
2) detector:Diode array detector, Variable wavelength UV detector
3) chromatographic column:Zorbax Eclipse PlusC18 columns, 2.1 × 150mm, 3.5 μm;
4) flow velocity:0.5mL·min-1
5) column temperature:25℃
6) sampling volume:2μL;
7) analysis time:25min;
8) mobile phase:C acetonitriles (chromatographically pure);D high purity waters;
9) eluent gradient elution program is shown in Table 1;
1 eluent gradient elution step of table
The advantageous effects of the present invention embody in the following areas:
The meat products prepared with above-mentioned barbecue cake preparation method is lower by 42% or more than IQ contents in control group, and the method can push away Extensively it is applied in meat products processing, to reduce the production quantity of IQ in meat products, improves the safety of processing meat product.
Specific implementation mode:
Embodiment 1:A kind of barbecue cake preparation method:
Weigh 30g streaky pork fillings, addition water 25% (on the basis of streaky pork filling, similarly hereinafter), starch 7.5%, vitamin C 0.56%, vitamin E 0.16%, pepper powder 0.5%, salt 3% are uniformly mixed, the refrigeration standing 40min in refrigerator, with roundlet Disk is that mold is pressed into round meat pie, is placed in electric oven high temperature (190 DEG C or so) and bakes 20min or so, when baking regulation Between half when turn over another side.It is cooling after barbecue cake outlet.
Embodiment 2:A kind of barbecue cake preparation method:
30g streaky pork fillings are weighed, addition water 25% (on the basis of streaky pork filling, similarly hereinafter), starch 2.5%, salt 3% mix It closes uniformly, is pressed into round meat pie by mold of roundel, is placed in electric oven high temperature (220 DEG C or so) and bakes 20min or so, Another side is turned over when baking to stipulated time half.It is cooling after barbecue cake outlet.
Embodiment 3:IQ content detections in barbecue cake:
(1) pre-treating method of barbecue cake
1. sample extraction:The above-mentioned barbecue cake samples of 20g or so are taken to smash (about 10 seconds), medication in middle-grade in beating crusher successively Spoon takes out, and is positioned in the conical flask that maximum scale is 250mL, then accurately weigh 3g anhydrous sodium sulfates in taper with general utility balance In bottle, then it is uniformly mixed, the conical flask equipped with sample is placed in draught cupboard, 40mL dichloros are accurately measured with the graduated cylinder of 50mL Then sample is put into ultrasonic cleaner ultrasonic (15min), later (has been subjected to supernatant super by methane in conical flask Sound extracts) it pours into ready conical flask in advance, the separation of next step is carried out, the conical flask equipped with sample is repeated two Supernatant in sample is taken out and is poured into the conical flask for filling first time supernatant, contains supernatant backward by secondary ultrasound respectively About 10g anhydrous sodium sulfates are added in the conical flask of liquid, and are uniformly mixed.The supernatant of gained three times is filtered, is then set It in round-bottomed flask, sets in 40 DEG C of Rotary Evaporators and is concentrated in temperature, wait in flask liquid concentration to 0.5~2mL When, stop concentration.The liquid that concentration is drawn with needle tubing, records its volume, and it is spare to be placed in brown sample introduction bottle, 4 DEG C of preservations.
2. solid-phase extraction column activates:1mL methanol is accurately pipetted using liquid-transfering gun first in solid-phase extraction column, and is aided with and washes Ear ball allows methanol at the stream that drips, and repeats aforesaid operations;Above-mentioned methanol is changed to ultra-pure water, (each 1mL ultra-pure waters) repetitive operation Twice, to achieve the purpose that activated solid extraction column.
3. loading:Water-bath is heated to 50 DEG C, and meat sample extracting solution water-bath is dissolved, 0.2mL is accurately pipetted with liquid-transfering gun In sample to the solid-phase extraction column activated.
4. eluting:0.5mL dichloromethane is pipetted with liquid-transfering gun and washs grease in solid-phase extraction column (adding sample), if post jamb There is residual, washes repeatedly;A concentration of 0.1molL of 1mL are accurately pipetted with liquid-transfering gun-1Hydrochloric acid to above-mentioned solid-phase extraction column wash-in It washs, repetitive operation;The hydrochloric acid in previous step is replaced with methanol (each 1mL) and is washed twice;Again with methanol, ammonium hydroxide and water mix It closes object (volume ratio is by 25: 5: 75) and replaces above-mentioned methanol, (each 1mL) repeated washing is accurately pipetted with liquid-transfering gun twice, and blow It is dry spare;
5. eluting:5% (volume fraction) ammonium hydroxide of 1mL is accurately added in solid-phase extraction column (elution) with liquid-transfering gun Methanol solution, is used in combination nitrogen blowpipe (test tube) to receive eluent, and repetitive operation finally obtains 2mL eluents.
6. nitrogen blows redissolution:Nitrogen blowpipe is placed in water-bath nitrogen evaporator and is concentrated, 40 DEG C of water temperature is set, nitrogen is threaded to one big Air pressure is taken out test tube after 20min, is accurately pipetted in 1mL methanol to test tube using liquid-transfering gun, and eluent is transferred to 1500 after redissolving In μ L brown sample injection bottles, its volume, 4 DEG C of preservations are recorded.Preparation proceeds by high performance liquid chromatography and operates the computer and analytic process.
(2) high performance liquid chromatography (HPLC) condition
1) instrument:Agilent1260 analytical liquid chromatographs
2) detector:Diode array detector, Variable wavelength UV detector
3) chromatographic column:Zorbax Eclipse PlusC18 columns, 2.1 × 150mm, 3.5 μm;
4) flow velocity:0.5mL·min-1
5) column temperature:25℃
6) sampling volume:2μL;
7) analysis time:25min;
8) mobile phase:C acetonitriles (chromatographically pure);D high purity waters;
9) eluent gradient elution program is shown in Table 1;
To IQ content detections in barbecue cake in embodiment 1 and embodiment 2, the result shows that, embodiment 1 is than barbecue in embodiment 2 IQ contents low 42% or more in cake.

Claims (1)

1. the method for 2- amino -3- methylimidazoles simultaneously (4,5-f) quinoline production quantity, feature exist in a kind of reduction high temperature meat product In the high temperature meat product for processing temperature higher than 110 DEG C or more controls starch 1%-20%, vitamin C in meat products dispensing 0.01%-1%, vitamin E 0.01%-1%, pepper powder 0.01%-1%, salt 1%-3.5%, whole raw materials are after mixing Refrigeration stands 30-120min in refrigerator, then carries out maturation, and maturation temperature is controlled in the lowest temperature for not influencing manufactured goods quality Degree.
CN201810727563.9A 2018-06-25 2018-06-25 2- amino -3- methylimidazoles are simultaneously in a kind of reduction high temperature meat product(4,5-f)The method of quinoline production quantity Pending CN108576158A (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103535750A (en) * 2013-09-22 2014-01-29 中国农业科学院农产品加工研究所 Method for reducing content of heterocyclic amine in roasted mutton patties
CN105285732A (en) * 2015-11-30 2016-02-03 天津科技大学 Processing method for controlling content of heterocyclic amines in fried meat product
CN105795358A (en) * 2016-03-14 2016-07-27 江南大学 Reduction method of heterocyclic amine content in roasted beef patties based on mixed natural spices

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103535750A (en) * 2013-09-22 2014-01-29 中国农业科学院农产品加工研究所 Method for reducing content of heterocyclic amine in roasted mutton patties
CN105285732A (en) * 2015-11-30 2016-02-03 天津科技大学 Processing method for controlling content of heterocyclic amines in fried meat product
CN105795358A (en) * 2016-03-14 2016-07-27 江南大学 Reduction method of heterocyclic amine content in roasted beef patties based on mixed natural spices

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
曾茂茂等: "香辛料的抗氧化活性及对肉制品中杂环胺的影响" *
潘晗等: "畜禽产品加工过程中有害物质的形成机制及抑制措施—以杂环胺为例" *

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Application publication date: 20180928