CN103553902A - Preparation method of rice bran derived natural ferulic acid - Google Patents
Preparation method of rice bran derived natural ferulic acid Download PDFInfo
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- CN103553902A CN103553902A CN201310508184.8A CN201310508184A CN103553902A CN 103553902 A CN103553902 A CN 103553902A CN 201310508184 A CN201310508184 A CN 201310508184A CN 103553902 A CN103553902 A CN 103553902A
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- rice bran
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- ferulic acid
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
Abstract
The invention discloses a preparation method of rice bran derived natural ferulic acid. The preparation method comprises the following steps: extraction: carrying out fermentation enzymatic hydrolysis on degreased rice bran serving as a raw material by using a complex enzyme containing cellulase, protease and aspergillus niger; filtration: carrying out primary solid-liquid separation on enzymatic hydrolysate after the enzymatic hydrolysis is finished, carrying out refined-filtering on the primary filtrate by using an ultra-filter, thus obtaining the refined-filtered filtrate for standby use; enrichment: enriching the refined-filtered filtrate by using reverse phase resin, and then eluting by using aqueous alcohol; collecting and concentrating the eluate, and crystallizing to obtain a ferulic acid crude product; and purification: adding activated carbon to the ferulic acid crude product, carrying out reflux by using 90-100 DEG C hot water, filtering, cooling the filtrate naturally for crystallization so as to obtain the ferulic acid product. By adopting the preparation method disclosed by the invention, the problems of environment pollution, poor safety, and high industrialized production cost in the prior art are overcome.
Description
Technical field
The present invention relates to the preparation method of the natural ferulaic acid in a kind of rice bran source.
Background technology
The chemical name of forulic acid (Ferulic Acid) is 4 hydroxyl 3 methoxy cinnamic acids, is one of derivative of TRANSCINNAMIC ACID (claiming again styracin, 3 phenyl 2 vinylformic acid, molecular structure).Forulic acid (Sodium Ferulate) has platelet aggregation-against, suppresses platelet 5-HT and discharges, and suppresses platelet thrombus element a2(txa2) generation, strengthen prostaglandin(PG) active, analgesia, the effects such as alleviating vascular spasm.To produce the basic raw material that is used for the treatment of the disease medicines such as cardiovascular and cerebrovascular diseases and oligoleukocythemia.
Its content in the Chinese medicinal materialss such as asafoetide, Radix Angelicae Sinensis, Ligusticum wallichii, rattletop, Spina Date Seed is higher, is one of the effective elements of the medicine in these, as one of quality index of Chinese patent medicine.In food raw material, in coffee, husk, chinese cymbidium beans, wheat bran, rice bran, ferulaic acid content is also higher.Pharmacological action and the biological activity of many forulic acid and derivative found in research aspect pharmacological effect in recent years, and toxicity is lower, thereby has purposes widely at aspects such as medicine, healthcare products, cosmetic material and foodstuff additive.
At present, the preparation technology of forulic acid is mainly divided into two classes, and a class is to extract the Chinese medicine from containing forulic acid, and another kind of is rice bran source forulic acid.Wherein, the preparation technology of rice bran source forulic acid, mainly carries out on enzymolysis, basic hydrolysis, filtration, filtrate the steps such as ion exchange resin, wash-out or organic solvent extraction, condensing crystal, purifying successively.
To sum up, traditional forulic acid preparation technology has the following disadvantages: 1. contaminate environment: in preparation process, need to use a large amount of organic solvents such as methanol/ethanol and a large amount of soda acids, and big for environment pollution, poor stability; 2. industrial production cost is too high: existing basic hydrolysis technological operation complex steps, complexity, need pyrohydrolysis 4-8h, and equipment requirements is high, investment is large, water power coal vapour etc., and consumption is large, and cost is high.3, waste Chinese herbal medicine resource.
Summary of the invention
The invention provides the preparation method of the natural ferulaic acid in a kind of rice bran source, the high problem of contaminate environment, poor stability and industrial production cost existing to overcome prior art.
The problem existing in order to overcome prior art, technical scheme provided by the present invention is:
A preparation method for the natural ferulaic acid in source, mainly comprises the following steps:
(1) extract: take defatted rice bran as raw material, utilize the prozyme that includes cellulase, proteolytic enzyme and black mold, enzymolysis ferments;
(2) filter: after enzymolysis completes, enzymolysis solution is carried out to preliminary solid-liquid separation, first filtrate utilizes ultrafiltration instrument to carry out essence filter, obtains smart filtrate for later use;
(3) enrichment: smart filtrate is carried out enrichment by reversed-phase resin, then carries out wash-out by aqueous alcohol; Collect elutriant, concentrated, crystallization obtains forulic acid crude product;
(4) purifying: forulic acid crude product adds gac, with 90-100 degree hot water return, then filters, and filtrate cools crystallization, obtains forulic acid product.
Based on above-mentioned general planning, the present invention also does following optimization and limits and improve:
In above-mentioned steps (1), cellulase, proteolytic enzyme, aspergillus niger amount are respectively 0.3-0.5%, 0.3-0.5%, the 0.9-1% of defatted rice bran quality.
Above-mentioned steps (1) is to be enzyme digestion reaction 6-8 hour under 4.5-5 condition at 40-45 ℃, pH.
In above-mentioned steps (3), the preferred 60-75%(determining alcohol of described aqueous alcohol V/V) methyl alcohol or ethanol.
In above-mentioned steps (4), add the gac of forulic acid crude product quality 5%, 96 degree hot water return half an hour.
In above-mentioned steps (3), before wash-out, first adopt 2Bv to wash from the beginning assorted.
Compared with prior art, advantage of the present invention is:
1: environmentally friendly: in extraction process, select mixed enzyme fermentation enzymolysis, environmental pollution is little, owing to having cancelled highly basic (sodium hydroxide, potassium hydroxide) pyrohydrolysis, reduced use and the impact of highly basic on environment of coal; In process of enriching, without extracting process, reduced the use of ethyl acetate, chloroform organic solvent, therefore effective protection of the environment;
2, security is good: significantly reduce the usage quantity of the organic solvents such as highly basic and low-carbon alcohol, ethyl acetate, chloroform, guaranteed the operational safety in suitability for industrialized production.
3, suitablely carry out large-scale industrial production: (1) is used ultrafiltration instrument to filter, reduced the steps such as centrifugal, filter paper filtering, shortened the production cycle, also get to the object of preliminary removal of impurities simultaneously, make the material that number molecular weight is large reach initial gross separation; (2) solvent consumption is few, has reduced the use of the organic solvents such as low-carbon alcohol and ethyl acetate, chloroform, and production cost reduces greatly.
Embodiment:
Below in conjunction with embodiment, the present invention is described in detail.
Embodiment 1:
One, extract: get 500g rice bran, add 1.5g cellulase, 1.5g proteolytic enzyme and 4.5g aspergillus niger, add 5 premium on currency, regulate ph4.5-5, under 40 degree conditions, enzyme digestion reaction 6 hours.
Two, filter: enzymolysis solution tentatively filters with plate-and-frame filter press, first filtrate is filtered through ultrafiltration instrument, obtains smart filtrate.
Three, enrichment: smart filtrate is crossed reverse phase filler chromatographic column, monitoring stream fluid stops loading when effluent liquid has forulic acid, and 2Bv washes assorted from the beginning, then uses 60% ethanol water elution, collects elutriant, is concentrated into without alcohol taste, places crystallization, obtains forulic acid crude product 1.1g.
Four, purifying: above-mentioned 1.1g crude product, add 5% gac and 5 times of water gagings, 96 degree reflux half an hour, filter, and filtrate cools crystallization, obtains the forulic acid of 0.86g content 99%.
Embodiment 2:
One, extract: get 500g rice bran, add 2.5g cellulase, 2.5g proteolytic enzyme and 5g aspergillus niger, add 5 premium on currency, regulate ph4.5-5, under 45 degree conditions, enzyme digestion reaction 8 hours.
Two, filter: enzymolysis solution tentatively filters with plate-and-frame filter press, first filtrate is filtered through ultrafiltration instrument, obtains smart filtrate.
Three, enrichment: smart filtrate is crossed reverse phase filler chromatographic column, monitoring stream fluid stops loading when effluent liquid has forulic acid, and 2Bv washes assorted from the beginning, then uses 70% ethanol water elution, collects elutriant, is concentrated into without alcohol taste, places crystallization, obtains forulic acid crude product 1.16g.
Four, purifying: above-mentioned 1.16g crude product, add 5% gac and 5 times of water gagings, 96 degree reflux half an hour, filter, and filtrate cools crystallization, obtains the forulic acid of 0.89g content 99%.
Embodiment 3:
One, extract: get 1000g rice bran, add appropriate cellulase, proteolytic enzyme and aspergillus niger, add 10 premium on currency, regulate ph4.5-5, under 40 degree conditions, enzyme digestion reaction 7 hours.
Two, filter: enzymolysis solution tentatively filters with plate-and-frame filter press, first filtrate is filtered through ultrafiltration instrument, obtains smart filtrate.
Three, enrichment: smart filtrate is crossed reverse phase filler chromatographic column, monitoring stream fluid stops loading when effluent liquid has forulic acid, and 2Bv washes assorted from the beginning, then uses 70% ethanol water elution, collects elutriant, is concentrated into without alcohol taste, places crystallization, obtains forulic acid crude product 2.16g.
Four, purifying: above-mentioned 2.1g crude product, add 5% gac and 5 times of water gagings, 95 degree reflux half an hour, filter, and filtrate cools crystallization, obtains the forulic acid of 1.64g content 99%.
Claims (6)
1. a preparation method for the natural ferulaic acid that rice bran is originated, mainly comprises the following steps:
(1) extract: take defatted rice bran as raw material, utilize the prozyme that includes cellulase, proteolytic enzyme and black mold, enzymolysis ferments;
(2) filter: after enzymolysis completes, enzymolysis solution is carried out to preliminary solid-liquid separation, first filtrate utilizes ultrafiltration instrument to carry out essence filter, obtains smart filtrate for later use;
(3) enrichment: smart filtrate is carried out enrichment by reversed-phase resin, then carries out wash-out by aqueous alcohol; Collect elutriant, concentrated, crystallization obtains forulic acid crude product;
(4) purifying: forulic acid crude product adds gac, with 90-100 degree hot water return, then filters, and filtrate cools crystallization, obtains forulic acid product.
2. the preparation method of the natural ferulaic acid in rice bran according to claim 1 source, is characterized in that: in step (1), cellulase, proteolytic enzyme, aspergillus niger amount are respectively 0.3-0.5%, 0.3-0.5%, the 0.9-1% of defatted rice bran quality.
3. the preparation method of the natural ferulaic acid in rice bran according to claim 2 source, is characterized in that: step (1) is to be enzyme digestion reaction 6-8 hour under 4.5-5 condition at 40-45 ℃, pH.
4. the preparation method of the natural ferulaic acid in rice bran according to claim 3 source, is characterized in that: in step (3), described aqueous alcohol adopts 60-75% methyl alcohol or ethanol.
5. the preparation method of the natural ferulaic acid in rice bran according to claim 4 source, is characterized in that: in step (4), add the gac of forulic acid crude product quality 5%, 96 degree hot water return half an hour.
6. the preparation method of the natural ferulaic acid in rice bran according to claim 5 source, is characterized in that: in step (3), before wash-out, first adopt 2Bv to wash from the beginning assorted.
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| CN201310508184.8A CN103553902A (en) | 2013-10-24 | 2013-10-24 | Preparation method of rice bran derived natural ferulic acid |
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| CN201310508184.8A CN103553902A (en) | 2013-10-24 | 2013-10-24 | Preparation method of rice bran derived natural ferulic acid |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105130793A (en) * | 2015-09-14 | 2015-12-09 | 吉首大学 | Method of simultaneously extracting caffeic acid and ferulic acid in cimicifuga rhizome |
| CN107190028A (en) * | 2017-05-25 | 2017-09-22 | 高永华 | The extracting method of forulic acid in a kind of rice bran meal |
| CN109438222A (en) * | 2018-11-21 | 2019-03-08 | 集美大学 | A method of preparing 4- hydroxycinnamic acid from spirulina |
| CN110240584A (en) * | 2019-05-29 | 2019-09-17 | 湖南华诚生物资源股份有限公司 | The method for separating procyanidine, anthocyanidin and ferulic acid simultaneously from purple rice rice bran |
| CN111848342A (en) * | 2020-08-17 | 2020-10-30 | 广西甙元植物制品有限公司 | Method for separating and extracting natural ferulic acid from oryzanol-containing rice bran oil soapstock |
| US11155513B2 (en) | 2017-04-20 | 2021-10-26 | Spero Renewables, Llc | Extraction of natural ferulate and coumarate from biomass |
| WO2023055287A1 (en) * | 2021-10-01 | 2023-04-06 | Wilmar International Limited | Method of extraction and fermentation |
| EP3999487A4 (en) * | 2019-07-16 | 2023-09-13 | Spero Renewables, LLC | Extraction and purification of natural ferulate and coumarate from biomass |
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| CN1425773A (en) * | 2002-12-27 | 2003-06-25 | 暨南大学 | Process for preparing oligosaccharide and trans-ferulaic acid |
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2013
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1425773A (en) * | 2002-12-27 | 2003-06-25 | 暨南大学 | Process for preparing oligosaccharide and trans-ferulaic acid |
Non-Patent Citations (1)
| Title |
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| 熊耀坤 等: "应用反相高效制备液相同时分离川芎中阿魏酸、洋川芎内酯I和H", 《中国中药杂志》 * |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105130793A (en) * | 2015-09-14 | 2015-12-09 | 吉首大学 | Method of simultaneously extracting caffeic acid and ferulic acid in cimicifuga rhizome |
| US11155513B2 (en) | 2017-04-20 | 2021-10-26 | Spero Renewables, Llc | Extraction of natural ferulate and coumarate from biomass |
| CN107190028A (en) * | 2017-05-25 | 2017-09-22 | 高永华 | The extracting method of forulic acid in a kind of rice bran meal |
| CN107190028B (en) * | 2017-05-25 | 2019-01-15 | 西安海斯夫生物科技有限公司 | The extracting method of ferulic acid in a kind of rice bran meal |
| CN109438222A (en) * | 2018-11-21 | 2019-03-08 | 集美大学 | A method of preparing 4- hydroxycinnamic acid from spirulina |
| CN109438222B (en) * | 2018-11-21 | 2021-08-31 | 集美大学 | Method for preparing 4-hydroxycinnamic acid from spirulina |
| CN110240584A (en) * | 2019-05-29 | 2019-09-17 | 湖南华诚生物资源股份有限公司 | The method for separating procyanidine, anthocyanidin and ferulic acid simultaneously from purple rice rice bran |
| CN110240584B (en) * | 2019-05-29 | 2020-12-18 | 湖南华诚生物资源股份有限公司 | Method for simultaneously separating procyanidine, anthocyanin and ferulic acid from purple rice bran |
| EP3999487A4 (en) * | 2019-07-16 | 2023-09-13 | Spero Renewables, LLC | Extraction and purification of natural ferulate and coumarate from biomass |
| CN111848342A (en) * | 2020-08-17 | 2020-10-30 | 广西甙元植物制品有限公司 | Method for separating and extracting natural ferulic acid from oryzanol-containing rice bran oil soapstock |
| CN111848342B (en) * | 2020-08-17 | 2022-11-04 | 广西甙元植物制品有限公司 | Method for separating and extracting natural ferulic acid from oryzanol-containing rice bran oil soapstock |
| WO2023055287A1 (en) * | 2021-10-01 | 2023-04-06 | Wilmar International Limited | Method of extraction and fermentation |
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Application publication date: 20140205 |