CN114369049B - Preparation method of quaternized astaxanthin and antioxidation biological agent - Google Patents
Preparation method of quaternized astaxanthin and antioxidation biological agent Download PDFInfo
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- CN114369049B CN114369049B CN202210029846.2A CN202210029846A CN114369049B CN 114369049 B CN114369049 B CN 114369049B CN 202210029846 A CN202210029846 A CN 202210029846A CN 114369049 B CN114369049 B CN 114369049B
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- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
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- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
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Abstract
The invention discloses a quaternized astaxanthin antioxidation biological agent and a preparation method thereof, belonging to the field of astaxanthin deep processing and application. The biological agent of the invention consists of the following components: quaternized astaxanthin powder, sodium alginate, ascorbyl palmitate and tea polyphenol. The invention adopts a microbial fermentation technology to extract the astaxanthin crude product, then the quaternized astaxanthin powder is obtained by a quaternization means, and then other antioxidant components are added for compounding. The quaternized astaxanthin antioxidation biological agent has natural and safe components, and the quaternized structure can effectively wrap the astaxanthin, so that the stability of the astaxanthin is greatly improved, and the quaternized astaxanthin has a certain antibacterial effect; the biological agent has stronger oxidation resistance and has good application prospect in the fields of health care products, cosmetics and medicines.
Description
Technical Field
The invention relates to the technical field of deep processing and application of astaxanthin, in particular to a preparation method of quaternized astaxanthin and an antioxidant biological agent.
Background
Most of the traditional antioxidants are synthesized by chemical methods such as phenolic esters or metal ion chelation, and a considerable amount of chemical synthetic antioxidants are reported to have carcinogenic and genetic toxicity to human beings, so the market demand for developing novel natural efficient antioxidants is increasing. Natural astaxanthin is widely used in marine organisms such as algae, microorganisms, plants and crustaceans, has oxidation resistance far higher than that of other similar pigments, has oxidation resistance 10 times of that of beta-carotene and 500 times of that of vitamin E, is a high-quality raw material for preparing antioxidants, and therefore, the stability and application of the oxidation resistance of the astaxanthin become hot spots of current researches.
At present, natural astaxanthin is mainly extracted from animals and plants or yeast, the astaxanthin extracted from haematococcus pluvialis has relatively high cost and obvious fishy smell, and a taste masking agent is required to be added before the natural astaxanthin is used, so that the process is relatively complicated. Natural astaxanthin has long conjugated double bonds and hydroxyl ketone at the end of the molecule, the highly unsaturated structure of the natural astaxanthin leads to relatively poor stability of the astaxanthin, and only research on astaxanthin ester as an antioxidant is carried out in the field at present, and no mature technology for preparing an antioxidant biological preparation with stable molecular structure and strong antioxidant capacity by using the astaxanthin exists, so that the prior art still needs to be improved and developed.
Disclosure of Invention
In order to overcome the defects, the invention aims to provide a quaternized astaxanthin antioxidant biological agent and a preparation method thereof.
The technical scheme adopted for solving the technical problems is as follows: a quaternized astaxanthin antioxidation biological agent and a preparation method thereof, comprising: preparation of quaternized astaxanthin and compounding of antioxidant biological agent.
Further, the preparation of the quaternized astaxanthin comprises the following steps:
step one, extracting astaxanthin: centrifuging the fermentation culture solution of Phaffia rhodozyma to collect bacterial sludge, adding yeast wall breaking enzyme into the bacterial sludge for breaking wall for 6-10h, adding absolute ethyl alcohol for extraction, and realizing solid-liquid separation by a centrifugation method, wherein the obtained liquid is astaxanthin crude liquid; repeatedly adding absolute ethanol into the astaxanthin crude liquid for extraction, and centrifuging and separating solid from liquid until the extract becomes transparent astaxanthin crude liquid;
step two, concentration: concentrating the astaxanthin crude liquid under the action of rotary evaporation to obtain astaxanthin concentrated liquid;
step three, quaternizing astaxanthin: dissolving dodecyl trimethyl ammonium chloride in isopropanol, continuously adding astaxanthin concentrated solution into the isopropanol solution of the dodecyl trimethyl ammonium chloride under the action of magnetic stirring at 60-65 ℃, reacting for 6-8h, pouring the solution obtained by the reaction into absolute ethyl alcohol, filtering, washing and freeze-drying to obtain quaternized astaxanthin powder.
Further, the antioxidant biological agent is prepared by compounding the following components:
3-5 parts of quaternized astaxanthin powder;
0.1-0.5 part of sodium alginate;
1-3 parts of ascorbyl palmitate;
1-3 parts of tea polyphenol.
The invention has the following beneficial effects:
1. the invention utilizes the high-yield strain of Phaffia rhodozyma and combines the modern biological fermentation technology to prepare the high-concentration astaxanthin fermentation liquid, compared with haematococcus pluvialis, the invention has short growth period and is easier to realize high-density culture; before extraction, the Phaffia rhodozyma is broken by using yeast wall breaking enzyme, the reaction condition is mild, the loss of astaxanthin is reduced, and the production efficiency is further improved.
2. According to the invention, the astaxanthin is effectively wrapped by the quaternization means, so that the stability of the astaxanthin is greatly improved, and the quaternization structure has a bacteriostatic action which is not possessed by the traditional embedding way, and the oxidation resistance and the bacteriostatic performance complement each other, thereby being beneficial to widening the application field of the astaxanthin.
3. The preparation process is simple, no by-product exists, each component in the components is safe and nontoxic, the components can be prepared into various forms such as powder, tablets, granules and the like by mixing the components in proportion by the compounding process, and the large-scale production is easier to realize.
4. Experiments prove that the quaternized astaxanthin antioxidation biological agent has obvious antioxidation effect and can effectively remove free radicals (DPPH).
Detailed Description
The present invention will now be described in further detail.
Example 1
A quaternized astaxanthin antioxidation biological agent and a preparation method thereof, comprising: preparation of quaternized astaxanthin and compounding of antioxidant biological agent.
The preparation method of the quaternized astaxanthin comprises the following steps:
step one, extracting astaxanthin: centrifuging the fermentation culture solution of Phaffia rhodozyma to collect bacterial sludge, adding yeast wall breaking enzyme into the bacterial sludge for breaking wall for 7 hours, adding absolute ethyl alcohol for extraction, and realizing solid-liquid separation by a centrifugation method, wherein the obtained liquid is astaxanthin crude liquid; the above operation is repeated until the extract becomes transparent.
Step two, concentration: concentrating the astaxanthin crude liquid under the action of rotary evaporation to obtain astaxanthin concentrated liquid.
Step three, quaternizing astaxanthin: dissolving dodecyl trimethyl ammonium chloride in isopropanol, continuously adding astaxanthin concentrated solution with the mass ratio of 1:10 into the isopropanol solution of the dodecyl trimethyl ammonium chloride under the action of magnetic stirring at 63 ℃, reacting for 6 hours, pouring the obtained solution into absolute ethyl alcohol, filtering, washing and freeze-drying to obtain quaternized astaxanthin powder.
The antioxidant biological agent of the invention comprises the following components: 3 parts of quaternized astaxanthin powder, 0.2 part of sodium alginate, 1 part of ascorbyl palmitate and 1 part of tea polyphenol, and uniformly mixing.
Example 2
A quaternized astaxanthin antioxidation biological agent and a preparation method thereof, comprising: preparation of quaternized astaxanthin and compounding of antioxidant biological agent.
The preparation method of the quaternized astaxanthin comprises the following steps:
step one, extracting astaxanthin: centrifuging the fermentation culture solution of Phaffia rhodozyma to collect bacterial sludge, adding yeast wall breaking enzyme into the bacterial sludge for breaking wall for 8 hours, adding absolute ethyl alcohol for extraction, and realizing solid-liquid separation by a centrifugation method, wherein the obtained liquid is astaxanthin crude liquid; the above operation is repeated until the extract becomes transparent.
Step two, concentration: concentrating the astaxanthin crude liquid under the action of rotary evaporation to obtain astaxanthin concentrated liquid.
Step three, quaternizing astaxanthin: dissolving dodecyl trimethyl ammonium chloride in isopropanol, continuously adding astaxanthin concentrated solution with the mass ratio of 1:10 into the isopropanol solution of the dodecyl trimethyl ammonium chloride under the action of magnetic stirring at 60 ℃, reacting for 8 hours, pouring the obtained solution into absolute ethyl alcohol, filtering, washing and freeze-drying to obtain quaternized astaxanthin powder.
The antioxidant biological agent of the invention comprises the following components: 5 parts of quaternized astaxanthin powder, 0.4 part of sodium alginate, 3 parts of ascorbyl palmitate and 3 parts of tea polyphenol, and uniformly mixing.
The quaternary astaxanthin antioxidant biological agent prepared in the above example was tested for the diphenyl bitter umbilical radical (DPPH scavenging ability) within 24 hours, and the results are shown in Table 1 below, wherein the results are shown in the following Table 1, and the results are shown that the DPPH scavenging ability of the components of the example are higher than that of the beta-carotene, and the results of the example are optimal.
TABLE 1DPPH cleaning ability measurement results
The above examples demonstrate the high scavenging capacity of the quaternary astaxanthin biological agent according to the present invention for free radicals (DPPH. Cndot.) and demonstrate the high antioxidant capacity, but the above examples are only preferred embodiments of the present invention, and the scope of the present invention is not limited thereto.
The invention is not limited to the embodiments, and any person should know the structural changes made under the teaching of the invention, and all the technical schemes which are the same or similar to the invention fall within the protection scope of the invention.
The technology, shape, and construction parts of the present invention, which are not described in detail, are known in the art.
Claims (2)
1. A preparation method of quaternized astaxanthin is characterized in that: the method comprises the following steps:
extracting astaxanthin: centrifuging the fermentation culture solution of Phaffia rhodozyma to collect bacterial sludge, adding yeast wall breaking enzyme into the bacterial sludge for breaking wall for 6-10h, adding absolute ethyl alcohol for extraction, and realizing solid-liquid separation by a centrifugation method, wherein the obtained liquid is astaxanthin crude liquid; repeating the above steps until the extractive solution becomes transparent;
concentrating: concentrating the astaxanthin crude liquid under the action of rotary evaporation to obtain astaxanthin concentrated liquid;
quaternization of astaxanthin: dissolving dodecyl trimethyl ammonium chloride in isopropanol, continuously adding astaxanthin concentrated solution into the isopropanol solution of the dodecyl trimethyl ammonium chloride under the action of magnetic stirring at 60-65 ℃, reacting for 6-8h, pouring the solution obtained by the reaction into absolute ethyl alcohol, filtering, washing and freeze-drying to obtain quaternized astaxanthin powder.
2. A quaternized astaxanthin antioxidant biological agent, characterized in that: the composition comprises the following components: 3-5 parts of quaternized astaxanthin powder obtained by the preparation method according to claim 1, 0.1-0.5 part of sodium alginate, 1-3 parts of ascorbyl palmitate and 1-3 parts of tea polyphenol.
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Citations (9)
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| CN103865798A (en) * | 2014-03-18 | 2014-06-18 | 厦门汇盛生物有限公司 | Method for wall breaking of phaffia rhodozyma through enzymolysis and application thereof |
| CN105001418A (en) * | 2014-04-16 | 2015-10-28 | 中国科学院宁波材料技术与工程研究所 | Branched poly quaternary ammonium salt and synthesis method thereof |
| CN106880503A (en) * | 2017-03-10 | 2017-06-23 | 成都军区昆明总医院 | A kind of application of quaternary ammonium salt parcel silver bromide nano-complex in modified dental resin material |
| CN108689891A (en) * | 2018-06-29 | 2018-10-23 | 广州市润研基因科技有限公司 | A kind of synthetic method of quaternary ammonium salt |
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2022
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Inventor after: Zhang Hui Inventor after: Yan Lin Inventor after: Zhang Meili Inventor after: Sun Changming Inventor after: Wang Jing Inventor after: Wang Leiming Inventor before: Yan Lin Inventor before: Zhang Meili Inventor before: Sun Changming Inventor before: Wang Jing Inventor before: Wang Leiming |
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