CN110933968A - Method for increasing content of syringic acid and p-coumaric acid in soybean sprouts - Google Patents

Method for increasing content of syringic acid and p-coumaric acid in soybean sprouts Download PDF

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Publication number
CN110933968A
CN110933968A CN201811127318.0A CN201811127318A CN110933968A CN 110933968 A CN110933968 A CN 110933968A CN 201811127318 A CN201811127318 A CN 201811127318A CN 110933968 A CN110933968 A CN 110933968A
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acid
soybean
soybeans
germination
content
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顾振新
孙毛毛
杨润强
王沛
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Nanjing Agricultural University
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Nanjing Agricultural University
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01CPLANTING; SOWING; FERTILISING
    • A01C1/00Apparatus, or methods of use thereof, for testing or treating seed, roots, or the like, prior to sowing or planting
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01GHORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
    • A01G31/00Soilless cultivation, e.g. hydroponics
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01GHORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
    • A01G7/00Botany in general
    • A01G7/06Treatment of growing trees or plants, e.g. for preventing decay of wood, for tingeing flowers or wood, for prolonging the life of plants

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  • Life Sciences & Earth Sciences (AREA)
  • Environmental Sciences (AREA)
  • Biodiversity & Conservation Biology (AREA)
  • Ecology (AREA)
  • Forests & Forestry (AREA)
  • Soil Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Botany (AREA)
  • Pretreatment Of Seeds And Plants (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention relates to a method for improving the content of syringic acid and p-coumaric acid in soybean sprouts, which belongs to the technical field of food biology and is characterized in that soybean seeds are taken as raw materials, are sterilized and soaked, are placed in a germination tray, and are sprayed with methyl jasmonate for germination under the condition of low-temperature combined osmotic stress. The method is simple and convenient to operate, low in cost and easy for industrial production, and the content of syringic acid and p-coumaric acid in the soybean sprouts is 600-800 mu g/g DW and 900-1000 mu g/g DW respectively.

Description

Method for increasing content of syringic acid and p-coumaric acid in soybean sprouts
One, the technical field
The invention relates to a method for improving the content of syringic acid and p-coumaric acid in soybean sprouts, belonging to the technical field of food biology.
Second, background Art
The soybean is rich in nutrients such as high-quality protein, fat, dietary fiber, mineral substances and the like, and functional substances such as isoflavone, gamma-amino acid and the like. After the soybean sprouts, the activity of endogenous enzyme is enhanced, the utilization rate of protein is improved, the decomposition of oligosaccharides such as raffinose, rhamnose and the like which cause flatulence is improved, and the digestibility is improved. The germinated soybean has improved contents of vitamin C, phenolic acid, soybean isoflavone, etc.
Syringic acid and p-coumaric acid are secondary metabolites of plants and are the major phenolic acids in soybeans. Syringic acid has good effects of scavenging free radicals, resisting oxidation, resisting cardiovascular diseases and resisting bacteria. In medicine, syringic acid has anti-inflammatory and bacteriostatic effects, central inhibitory effect, and sedative and local anesthetic effects. P-coumaric acid can form resonance stable phenol free radical, inhibit enzyme producing free radical, and has good antioxidant activity. Has good effects of inhibiting bacteria and inhibiting mixed function oxidase activity on coumaric acid. Therefore, the syringic acid and the p-coumaric acid are widely applied to the industries of food, cosmetics, medicines and the like.
Abiotic stress promotes the synthesis of phenolic compounds in plants and protects tissues from oxidative damage. When the soybean is germinated under the environmental stress, the content of Reactive Oxygen Species (ROS) in the soybean is rapidly increased, a soybean defense mechanism is excited, key enzymes in a phenylpropane pathway are activated, and a phenolic compound is synthesized to resist damage caused by oxidative stress. Meanwhile, the content of syringic acid and p-coumaric acid in the soybean sprouts is correspondingly increased. At present, the isoflavone content in soybeans is researched more at home and abroad, but phenolic acid with the same biological activity is researched less, especially syringic acid and p-coumaric acid in soybeans.
The paper 'influence of ozone stress on the content and antioxidant capacity of soybean phenolic compounds' (Zhao Tianhong et al, Chinese agricultural science 2011, 44 (04): 708-3Concentration, and improving the content of soybean phenolic substances and the influence of oxidation resistance. Although the method utilizes the stress mode to enrich the soybean phenolic substances, O3The concentration is not easy to control, and the excessive concentration can damage the soybean antioxidant system, is difficult to repair and influences the nutritional value and the edible value. Study on the influence of different processing modes on the antioxidant performance and physiological activity of small-particle soybeans (geoli, northwest agriculture and forestry science and technology university, 2016) studies the antioxidant activity of soybeans by processing modes such as steaming, boiling, puffing and baking, wherein the content of coumaric acid in the small-particle soybeans is increased by boiling at normal pressure. Although the boiling process increases the content of p-coumaric acid to a certain extent, the process is easy to destroy other nutritional ingredients of the soybeans, especially bioactive ingredients. The patent (publication No. CN105942159A, published Japanese 2016.09.21) discloses rice bran powder and noodles rich in natural gamma-aminobutyric acid and phenolic acid and a preparation method thereof, wherein the phenolic acid is infiltrated and enriched by glutamic acid, the enrichment amount of the phenolic acid is low, and the pertinence is not strong. A method for treating seed with high content of phenolic acids in black rice is disclosed (publication No. CN108012619A, published Japanese 2018.05.11)The method has the advantages that the black rice seeds are soaked in the silver nitrate aqueous solution, heavy metal pollution is easy to form, the edible safety of the product is low, and the black rice seeds are not suitable for soybean germination treatment. The patent (publication No. CN108168987A, published Japanese 2018.06.15) discloses a method for improving the separation efficiency of ferulic acid and p-coumaric acid, which adopts a comprehensive method of first alkaline hydrolysis and then acid hydrolysis to separate ferulic acid and p-coumaric acid, and the prepared p-coumaric acid has weak stability and low safety. The patent (publication No. CN104193617B, published Japanese 2016.02.03) discloses a preparation method of syringic acid, which selects and matches raw material substances in the reaction process to enable the raw material substances to react at normal temperature or lower temperature, although the content of the prepared syringic acid is high, the preparation process contains organic solvent, the edible safety is low, and the process is complex.
The method adopts low-temperature combined osmotic stress treatment, utilizes the endogenous enzymes of the soybeans to carry out variable-temperature stress cycle treatment, and improves the content of syringic acid and p-coumaric acid in the soybean sprouts; the methyl jasmonate is sprayed for germination, so that the content of syringic acid and p-coumaric acid in the soybean sprouts is further improved, and the nutrition and health care value of the soybean sprouts is increased.
Third, the invention
Technical problem
The invention aims to provide a method for improving the content of syringic acid and p-coumaric acid in soybean sprouts, solves the problems of complicated production process, high cost, single nutrient content and the like of the conventional soybean sprouts, and obtains a functional nutritional soybean sprout with simple and convenient operation, low cost, safety, sanitation and high content of syringic acid and p-coumaric acid.
Technical scheme
The technical scheme of the invention is summarized as follows: taking soybean seeds as raw materials, sterilizing, soaking, placing in a germination tray for spray germination, and spraying methyl jasmonate for germination under the condition of low-temperature combined osmotic stress, specifically comprising the following steps:
(1) screening and disinfecting raw materials: screening soybean seeds which are full in grains, free of diseases and insect pests and have a germination rate of more than 95% as raw materials, removing impurities, washing with purified water, soaking in 0.5% (w/v) sodium hypochlorite aqueous solution for disinfection for 15min, and washing with purified water for 3-4 times until the pH value is neutral; soybean raw materials including soybean with soybean hull, soybean with soybean hull and soybean with soybean green husk;
(2) soaking in clear water: soaking the sterilized soybeans in purified water with a mass-to-volume ratio of 1: 2-3 (w/v) for 4-8 h at 20-25 ℃;
(3) germination under osmotic stress: placing the soybeans in a germination tray, spraying a mixed aqueous solution of 3-5 mmol/L calcium lactate and 0.8-1.2 mmol/L methyl jasmonate at a spraying temperature of 20-25 ℃ for 48 hours at intervals of 1 hour for 0.5-1 min; calcium lactate enables the soybeans to maintain a certain osmotic pressure in the germination process to form osmotic stress; the methyl jasmonate induces the chemical defense of plants and promotes the synthesis of syringic acid and p-coumaric acid;
(4) germination under temperature change stress: the soybean sprouts at the cold shock temperature of 6-8 ℃ for 4-6 h, then the temperature is raised to 20-25 ℃, the soybean sprouts for 8-10 h, the variable temperature stress treatment is carried out, the treatment is repeated for 2 times, and the contents of syringic acid and p-coumaric acid in the soybean sprouts are 600-800 mu g/g DW and 900-1000 mu g/g DW respectively.
Advantageous effects
Compared with the prior art, the invention has the following advantages:
(1) in the invention, a variable temperature stress mode is adopted to induce soybeans to generate syringic acid and p-coumaric acid, and low temperature stress is combined with osmotic stress to germinate the soybeans, so that the synergistic effect of the syringic acid and the p-coumaric acid is realized, and the syringic acid and the p-coumaric acid are enriched.
(2) The germination process relates to low-temperature combined osmotic stress, avoids the environmental conditions suitable for the growth of microorganisms in the traditional germination process, is nontoxic and pollution-free, and is suitable for industrial production.
Fourth, detailed description of the invention
Example 1
Screening soybean seeds with full grains, no plant diseases and insect pests and a germination rate of more than 95 percent as raw materials, removing impurities, washing the soybean seeds with purified water, soaking the soybean seeds in 0.5 percent (w/v) sodium hypochlorite aqueous solution for disinfection for 15min, washing the soybean seeds with purified water for 3-4 times until the soybean seeds are neutral in pH, then placing the soybean seeds in purified water with the mass-to-volume ratio of 1: 2(w/v), and soaking the soybean seeds for 4 hours at 25 ℃. And (3) placing the soaked soybeans in a germination tray, spraying the water solution with the concentration of 3mmol/L calcium lactate and 0.8mmol/L methyl jasmonate for germination, and spraying for 0.5-1 min every 1h at the spraying temperature of 25 ℃ for 48 h. Then the soybeans are subjected to cold shock germination for 4h at the temperature of 6 ℃, heated to 25 ℃ and then germinated for 10h, temperature-changing stress treatment is carried out, and the treatment is repeated for 2 times. The content of syringic acid and p-coumaric acid in the soybean sprouts is 700 mug/g DW and 950 mug/g DW respectively.
Example 2
The soybean material was selected and sterilized in the same manner as in example 1. Soaking sterilized semen glycines in purified water at mass-to-volume ratio of 1: 3(w/v) at 22 deg.C for 5 hr. And (3) placing the soaked soybeans in a germination tray, spraying water solution with the concentration of 4mmol/L calcium lactate and 1.0mmol/L methyl jasmonate for germination, spraying for 0.5-1 min every 1h, wherein the spraying temperature is 22 ℃, and the time is 48 h. Then cold-shocking to germinate at 8 deg.C for 6h, heating to 20 deg.C for 8h, performing temperature-variable stress treatment, and repeating the treatment for 2 times. The content of syringic acid and p-coumaric acid in the soybean sprouts is 600 mug/g DW and 900 mug/g DW respectively.
Example 3
The soybean material was selected and sterilized in the same manner as in example 1. Soaking sterilized semen glycines in purified water at a mass-to-volume ratio of 1: 3(w/v) at 20 deg.C for 6 hr. And (3) placing the soaked soybeans in a germination tray, spraying 5mmol/L calcium lactate and 1.2mmol/L methyl jasmonate aqueous solution for germination, spraying for 0.5-1 min every 1h, wherein the spraying temperature is 20 ℃, and the time is 48 h. Then cold-shock germinating at 7 deg.C for 5h, heating to 22 deg.C for 9h, performing temperature-variable stress treatment, and repeating the treatment for 2 times. The content of syringic acid and p-coumaric acid in the soybean sprouts is respectively 800 mug/g DW and 1000 mug/g DW.
The embodiments of the present invention have been described in detail above, but this is only an example for easy understanding and should not be construed as limiting the scope of the present invention. Also, various equivalent changes or substitutions are possible for those skilled in the art according to the technical solution of the present invention and the description of the preferred embodiment thereof, but all such changes or substitutions shall fall within the protection scope of the claims of the present invention.

Claims (2)

1. A method for improving the content of syringic acid and p-coumaric acid in soybean sprouts is characterized in that soybean seeds are used as raw materials, the raw materials are placed in a germination tray after being disinfected and soaked, and methyl jasmonate aqueous solution is sprayed for germination under the condition of low-temperature combined osmotic stress, and the method specifically comprises the following steps:
(1) screening and disinfecting raw materials: selecting soybean seeds with plump grains, no plant diseases and insect pests and germination percentage of more than 95 percent as raw materials, removing impurities, cleaning, and sterilizing with sodium hypochlorite aqueous solution with concentration of 0.5 percent (w/v) according to a known sterilization method;
(2) soaking in clear water: soaking the sterilized soybeans in purified water with a mass-to-volume ratio of 1: 2-3 (w/v) for 4-8 h at 20-25 ℃;
(3) germination under osmotic stress: placing the soybeans in a germination tray, spraying a mixed aqueous solution of 3-5 mmol/L calcium lactate and 0.8-1.2 mmol/L methyl jasmonate at a spraying temperature of 20-25 ℃ for 48 hours at intervals of 1 hour for 0.5-1 min;
(4) germination under temperature change stress: germinating the soybeans for 4-6 h at the cold shock temperature of 6-8 ℃, then heating to 20-25 ℃, germinating for 8-10 h, carrying out variable temperature stress treatment, and repeating the treatment for 2 times.
2. The method for improving the content of syringic acid and p-coumaric acid in soybean sprouts according to claim 1, wherein the raw materials are soybeans with yellow skin, soybeans with black skin and soybeans with green skin, and the content of syringic acid and p-coumaric acid in the soybean sprouts is 600-800 μ g/g DW and 900-1000 μ g/g DW respectively.
CN201811127318.0A 2018-09-21 2018-09-21 Method for increasing content of syringic acid and p-coumaric acid in soybean sprouts Pending CN110933968A (en)

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Cited By (1)

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CN115606733A (en) * 2022-08-29 2023-01-17 信阳农林学院 Natural food preservative and preparation method and application thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115606733A (en) * 2022-08-29 2023-01-17 信阳农林学院 Natural food preservative and preparation method and application thereof
CN115606733B (en) * 2022-08-29 2023-11-17 信阳农林学院 Natural food preservative and preparation method and application thereof

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Application publication date: 20200331