CN1609090A - Technological process of extracting nervonic acid from Acertruncatum Bunge oil - Google Patents

Technological process of extracting nervonic acid from Acertruncatum Bunge oil Download PDF

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Publication number
CN1609090A
CN1609090A CN 200310105852 CN200310105852A CN1609090A CN 1609090 A CN1609090 A CN 1609090A CN 200310105852 CN200310105852 CN 200310105852 CN 200310105852 A CN200310105852 A CN 200310105852A CN 1609090 A CN1609090 A CN 1609090A
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China
Prior art keywords
selacholeic acid
acid
selacholeic
nervonic acid
chloroform
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CN 200310105852
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Chinese (zh)
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王性炎
马新世
李全新
王章凌
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YANGLING YUANBAO MAPLE BIOLOGICAL PRODUCT CO Ltd
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YANGLING YUANBAO MAPLE BIOLOGICAL PRODUCT CO Ltd
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Priority to CN 200310105852 priority Critical patent/CN1609090A/en
Publication of CN1609090A publication Critical patent/CN1609090A/en
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Abstract

The present invention relates to the extraction of medicinal plant component, and is especially technological process of extracting nervonic acid from Acertrunatum Bunge oil. Nervonic acid is one kind of long chain unsaturated fatty acid and up to now, it is extracted from deep sea shark and shark oil. Nervonic acid is found existing in nerve tissue and cerebral tissue of mammal as well as in retina and sperm, and is important component of biomembrane. Acertrunatum Bunge oil has nervonic acid content up to 5.5 %, so that it may be sued as sustained nervonic acid source. The present invention is the nervonic acid extracting method with wide material source and low extracting cost, and suitable for industrial production.

Description

Extract the processing method of Selacholeic acid with Acertruncatum Bunge oil
One, technical field:
The present invention relates to medicinal plant composition extraction process, is a kind of processing method of extracting Selacholeic acid with Acertruncatum Bunge oil specifically.
Two, technical background:
Selacholeic acid (Nervoic Acid) is a kind of long-chain unsaturated fatty acid, because it is mainly derived from deep-sea shark and shark oil shai, also claims shark acid.Chemistry is by name along the 15-tetracosenoic acid, and molecular formula is C 24H 46O 2, molecular weight is 366.6, white powdery solid.
Selacholeic acid is found in mammiferous nervous tissue the earliest, content is higher in nervous tissue and cerebral tissue, also is present among retina and the seminal fluid, is biomembranous important component part, usually the formation with sphingoglycolipid and sphingophospholipid is present in the white fat of brain, is the mark of medullary substance in the brain glucoside.
1, Selacholeic acid has great effect to brain development:
Discovering of the brain nutritionist croft of Britain, the baby is 400 grams from the weight of when birth brain, 1400 grams when being increased to the adult, and what increased is the network that connects neurocyte, and these networks mainly are to be made of lipid, and wherein Selacholeic acid content can reach 10%.That is to say that Selacholeic acid is to the important role of having grown of cranial nerve conduction and cynapse.Gestation fetus beginning in 3rd month brain development if parent lacks Selacholeic acid, can cause the phospholipid deficiency of fetal brain cell, thereby influence the g and D of its brain cell, produces the retarded child.
2, have good result to curing senile dementia and being losing one's memory:
Selacholeic acid is difficult to synthesize at human body self, but the essential material of body.Enter the old stage, big cephalopin changes, and especially Selacholeic acid content descends obviously, is accompanied by hypomnesis to occur, even causes senile dementia to occur.Selacholeic acid prevents that to improving the active of cranial nerve the cranial nerve aging from having great role, and by the adjusting of Selacholeic acid cell membrane function, the continuous formation of the information that can strengthen between brain cell, thereby hypermnesis improve brain health level.
3, can be used for treating demyelination, health immunity tetter and cardiovascular and cerebrovascular disease help to improve eyesight.
4, Selacholeic acid suitability for industrialized production not as yet so far:
Chemosynthesis Selacholeic acid route, complex process, yield be low, can't realize industrialization.From shark oil shai and brain, extract, be subjected to resource restriction, also can't produce in batches.
Three, summary of the invention:
The object of the present invention is to provide the processing method that a kind of Selacholeic acid raw material sources are extensive, extraction cost is low with Acertruncatum Bunge oil extraction Selacholeic acid.
For achieving the above object, the technical solution used in the present invention is:
With the processing method of Acertruncatum Bunge oil extraction Selacholeic acid, its special character is: described processing step is as follows:
(1), with the refining Acertruncatum Bunge oil of overcritical multi-element fluid precise distillation technology, obtain Selacholeic acid glyceryl ester; Take by weighing a certain amount of Acer Truncatum Buge kernel, irritate with the accurate multithread of overcritical multi-element fluid, extract Acertruncatum Bunge oil, used entrainment agent is a methyl alcohol, and consumption is 10 times of sample.
(2), Selacholeic acid glyceride saponification; With sodium hydroxide ethanolic soln mixing solutions saponification Selacholeic acid glyceride, obtain the soap mixture, used sodium hydroxide and ethanolic soln ratio are 1: 1.5, PH detects greater than 9.
(3), detect, use the 1.0773.0500 sorbent material, silicagel column carries out obligate to Selacholeic acid and adsorbs through thin-layer chromatography; The soap mixture is added the silicagel column that disposes the 1.0773.0500 sorbent material, Selacholeic acid is adsorbed.
(4), through special-purpose eluent wash-out, obtain the Selacholeic acid mixed product; Eluent is the saponification of sodium hydroxide ethanolic soln mixing solutions, methyl alcohol, ammoniacal liquor, pure water, and its ratio is 70: 25: 3: 2; Be adsorbed on Selacholeic acid trichloromethane, methyl alcohol, ammoniacal liquor, the pure water mixed solution gradient elution of silicagel column, TLC detects, and merges Selacholeic acid, and decompressing and extracting gets lacteous powder sample Selacholeic acid.
(5), alkaline chloroform extraction, through crystallization, obtain the Selacholeic acid crystallization of 90% above purity; Alkalescence chloroform PH>10.With the Selacholeic acid crude product that (4) step obtained, use earlier the analytical pure dissolve with methanol, filter, residue is abandoned or adopted, and with alkaline chloroform decompression extracting, combined chloroform liquid reclaims the chloroform crystallization at last and gets the Selacholeic acid elaboration again for methanol solution decompression and solvent recovery, gained medicinal extract.
(6), in entire production process, utilize gas-chromatography GC and height liquid phase HPLC instrumental analysis means of testing, the product of each link is carried out to is grouped into and the content detection analysis, carry out the dynamic monitoring of quality product, and omnidistance Selacholeic acid quality product trackability and the controllability of guaranteeing.
The present invention is with respect to prior art, and its advantage is as follows:
The present invention adopts Acertruncatum Bunge oil as raw material, and Selacholeic acid content reaches 5.5% in the Acertruncatum Bunge oil, thereby it is extensive, cheap to extract raw material sources.
The present invention adopts Acertruncatum Bunge oil to detect by analysis in its long chain fatty acid, finds that it contains higher Selacholeic acid, is rare in edible vegetable oil, compares with deep-sea shark oil shai, and Acertruncatum Bunge oil is the Selacholeic acid new resources of sustainable use.
Extraction process of the present invention is simple to operate, extraction yield is high, be applicable to suitability for industrialized production.
Of the present invention in entire production process, utilize gas-chromatography GC and height liquid phase HPLC instrumental analysis means of testing, the product of each link is carried out to is grouped into and the content detection analysis, carry out the dynamic monitoring of quality product, and omnidistance Selacholeic acid quality product trackability and the controllability of guaranteeing.
Four, description of drawings:
Fig. 1 extracts the schema of the processing method of Selacholeic acid for the present invention;
Five, embodiment:
Selacholeic acid content reaches 5.5% in the Acertruncatum Bunge oil.The scientific and technical personnel of Yangling Yuanbao Maple Biological Product Co., Ltd. carry out long term studies to Acertruncatum Bunge oil, in its long chain fatty acid of analyzing and testing, find that it contains higher Selacholeic acid, be rare in edible vegetable oil, compare with deep-sea shark oil shai, Acertruncatum Bunge oil is the Selacholeic acid new resources of sustainable use.Thereby found the new way in Selacholeic acid source, and improved the technology and the parameter thereof of Acertruncatum Bunge oil extraction Selacholeic acid.
Referring to Fig. 1, it is of the present invention that to extract the processing method step of Selacholeic acid with Acertruncatum Bunge oil as follows:
(1), with the refining Acertruncatum Bunge oil of overcritical multi-element fluid precise distillation technology, obtain Selacholeic acid glyceryl ester; Take by weighing a certain amount of Acer Truncatum Buge kernel, irritate with the accurate multithread of overcritical multi-element fluid, extract Acertruncatum Bunge oil, used entrainment agent is a methyl alcohol, and consumption is 10 times of sample.
(2), Selacholeic acid glyceride saponification; With sodium hydroxide ethanolic soln mixing solutions saponification Selacholeic acid glyceride, obtain the soap mixture, used sodium hydroxide and ethanolic soln ratio are 1: 1.5, PH detects greater than 9.
(3), detect, use the 1.0773.0500 sorbent material, silicagel column carries out obligate to Selacholeic acid and adsorbs through thin-layer chromatography; The soap mixture is added the silicagel column that disposes the 1.0773.0500 sorbent material, Selacholeic acid is adsorbed.
(4), through special-purpose eluent wash-out, obtain the Selacholeic acid mixed product; Eluent is the saponification of sodium hydroxide ethanolic soln mixing solutions, methyl alcohol, ammoniacal liquor, pure water, and its ratio is 70: 25: 3: 2; Be adsorbed on Selacholeic acid trichloromethane, methyl alcohol, ammoniacal liquor, the pure water mixed solution gradient elution of silicagel column, TLC detects, and merges Selacholeic acid, and decompressing and extracting gets lacteous powder sample Selacholeic acid.
(5), alkaline chloroform extraction, through crystallization, obtain the Selacholeic acid crystallization of 90% above purity; Alkalescence chloroform PH>10.With the Selacholeic acid crude product that (4) step obtained, use earlier the analytical pure dissolve with methanol, filter, residue is abandoned or adopted, and with alkaline chloroform decompression extracting, combined chloroform liquid reclaims the chloroform crystallization at last and gets the Selacholeic acid elaboration again for methanol solution decompression and solvent recovery, gained medicinal extract.
(6), in entire production process, utilize gas-chromatography GC and height liquid phase HPLC instrumental analysis means of testing, the product of each link is carried out to is grouped into and the content detection analysis, carry out the dynamic monitoring of quality product, and omnidistance Selacholeic acid quality product trackability and the controllability of guaranteeing.

Claims (1)

1, extract the processing method of Selacholeic acid with Acertruncatum Bunge oil, it is characterized in that: described processing step is as follows:
(1), with the refining Acertruncatum Bunge oil of overcritical multi-element fluid precise distillation technology, obtain Selacholeic acid glyceryl ester; Take by weighing a certain amount of Acer Truncatum Buge kernel, irritate with the accurate multithread of overcritical multi-element fluid, extract Acertruncatum Bunge oil, used entrainment agent is a methyl alcohol, and consumption is 10 times of sample.
(2), Selacholeic acid glyceride saponification; With sodium hydroxide ethanolic soln mixing solutions saponification Selacholeic acid glyceride, obtain the soap mixture, used sodium hydroxide and ethanolic soln ratio are 1: 1.5, PH detects greater than 9.
(3), detect, use the 1.0773.0500 sorbent material, silicagel column carries out obligate to Selacholeic acid and adsorbs through thin-layer chromatography; The soap mixture is added the silicagel column that disposes the 1.0773.0500 sorbent material, Selacholeic acid is adsorbed.
(4), through special-purpose eluent wash-out, obtain the Selacholeic acid mixed product; Eluent is the saponification of sodium hydroxide ethanolic soln mixing solutions, methyl alcohol, ammoniacal liquor, pure water, and its ratio is 70: 25: 3: 2; Be adsorbed on Selacholeic acid trichloromethane, methyl alcohol, ammoniacal liquor, the pure water mixed solution gradient elution of silicagel column, TLC detects, and merges Selacholeic acid, and decompressing and extracting gets lacteous powder sample Selacholeic acid.
(5), alkaline chloroform extraction, through crystallization, obtain the Selacholeic acid crystallization of 90% above purity; Alkalescence chloroform PH>10.With the Selacholeic acid crude product that (4) step obtained, use earlier the analytical pure dissolve with methanol, filter, residue is abandoned or adopted, and with alkaline chloroform decompression extracting, combined chloroform liquid reclaims the chloroform crystallization at last and gets the Selacholeic acid elaboration again for methanol solution decompression and solvent recovery, gained medicinal extract.
(6), in entire production process, utilize gas-chromatography GC and height liquid phase HPLC instrumental analysis means of testing, the product of each link is carried out to is grouped into and the content detection analysis, carry out the dynamic monitoring of quality product, and omnidistance Selacholeic acid quality product trackability and the controllability of guaranteeing.
CN 200310105852 2003-10-23 2003-10-23 Technological process of extracting nervonic acid from Acertruncatum Bunge oil Pending CN1609090A (en)

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Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1311751C (en) * 2005-07-14 2007-04-25 马新世 Nutrient milk with rich neurotic acids and acer truncatum oil and its preparation
CN100341839C (en) * 2005-11-22 2007-10-10 陕西宝枫科技股份有限公司 Method for extracting nervonic acid from acer truncatum buge oil
CN101092344B (en) * 2007-07-06 2011-01-19 杨凌七彩生物科技有限公司 Method for extracting nervonic acid from oil of Mono Maple by using technique of molecular distillation
CN101486647B (en) * 2009-02-11 2012-05-30 中国科学院山西煤炭化学研究所 Method for extracting nervonate from nervonate and eruciate mixer
CN102614232A (en) * 2012-04-23 2012-08-01 昆明海之灵生物科技开发有限公司 Acer truncatum health-care lozenge and preparation method thereof
CN101283797B (en) * 2008-05-08 2012-11-07 昆明云大医药开发有限公司 Health products for promoting the intelligence and strengthening the brain using walnut oil as matrix
CN101575282B (en) * 2009-06-15 2012-11-14 中国科学院山西煤炭化学研究所 Method for using molecular distillation to extract nervonic acid from acer truncatum buge oil
CN103826714A (en) * 2011-07-06 2014-05-28 巴斯夫制药(卡兰尼什)公司 SMB process for producing highly pure EPA from fish oil
CN105503580A (en) * 2015-12-09 2016-04-20 江西青春康源制药有限公司 Method for extracting and separating nervonic acid
CN107353199A (en) * 2017-08-10 2017-11-17 王显权 The method of Malania Oleifera Oil separating-purifying nervonic acid
CN107462644A (en) * 2017-07-26 2017-12-12 北京元宝枫世纪农业科技有限公司 A kind of method that identification nervonic acid is combined by ultra performance liquid chromatography flight time mass spectrum and determines its concentration
CN108802246A (en) * 2018-06-08 2018-11-13 禾大西普化学(四川)有限公司 A kind of nervonic acid process for separation and purification
CN108863764A (en) * 2018-07-20 2018-11-23 李明龙 A kind of improvement memory improves the nervonic acid piece preparation method of sleep quality
CN111072469A (en) * 2019-12-16 2020-04-28 西安尚诚生物科技有限公司 Method for extracting natural nervonic acid
CN111735888A (en) * 2020-08-14 2020-10-02 宝枫生物科技(北京)有限公司 Biomarker for diagnosing onset of nervonic acid in acer truncatum seed oil and application of biomarker
CN112299986A (en) * 2020-11-25 2021-02-02 宝鸡文理学院 Separation and purification process of nervonic acid in acer truncatum seed oil
CN112618588A (en) * 2020-12-15 2021-04-09 山东永春堂集团有限公司 Acer truncatum oil emulsion and application thereof
CN112939761A (en) * 2021-03-05 2021-06-11 贵州精萃生物科技有限公司 Method for extracting nervonic acid
CN114853593A (en) * 2022-05-12 2022-08-05 北京化工大学 Method for extracting high-purity nervonic acid from acer truncatum buge oil

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1311751C (en) * 2005-07-14 2007-04-25 马新世 Nutrient milk with rich neurotic acids and acer truncatum oil and its preparation
CN100341839C (en) * 2005-11-22 2007-10-10 陕西宝枫科技股份有限公司 Method for extracting nervonic acid from acer truncatum buge oil
CN101092344B (en) * 2007-07-06 2011-01-19 杨凌七彩生物科技有限公司 Method for extracting nervonic acid from oil of Mono Maple by using technique of molecular distillation
CN101283797B (en) * 2008-05-08 2012-11-07 昆明云大医药开发有限公司 Health products for promoting the intelligence and strengthening the brain using walnut oil as matrix
CN101486647B (en) * 2009-02-11 2012-05-30 中国科学院山西煤炭化学研究所 Method for extracting nervonate from nervonate and eruciate mixer
CN101575282B (en) * 2009-06-15 2012-11-14 中国科学院山西煤炭化学研究所 Method for using molecular distillation to extract nervonic acid from acer truncatum buge oil
CN103826714A (en) * 2011-07-06 2014-05-28 巴斯夫制药(卡兰尼什)公司 SMB process for producing highly pure EPA from fish oil
CN103826714B (en) * 2011-07-06 2016-03-09 巴斯夫制药(卡兰尼什)公司 For the SMB method of production high-purity EPA from fish oil
CN102614232A (en) * 2012-04-23 2012-08-01 昆明海之灵生物科技开发有限公司 Acer truncatum health-care lozenge and preparation method thereof
CN105503580A (en) * 2015-12-09 2016-04-20 江西青春康源制药有限公司 Method for extracting and separating nervonic acid
CN107462644A (en) * 2017-07-26 2017-12-12 北京元宝枫世纪农业科技有限公司 A kind of method that identification nervonic acid is combined by ultra performance liquid chromatography flight time mass spectrum and determines its concentration
CN107353199A (en) * 2017-08-10 2017-11-17 王显权 The method of Malania Oleifera Oil separating-purifying nervonic acid
CN108802246A (en) * 2018-06-08 2018-11-13 禾大西普化学(四川)有限公司 A kind of nervonic acid process for separation and purification
CN108802246B (en) * 2018-06-08 2021-04-23 禾大西普化学(四川)有限公司 Nervonic acid separating and purifying method
CN108863764A (en) * 2018-07-20 2018-11-23 李明龙 A kind of improvement memory improves the nervonic acid piece preparation method of sleep quality
CN111072469A (en) * 2019-12-16 2020-04-28 西安尚诚生物科技有限公司 Method for extracting natural nervonic acid
CN111072469B (en) * 2019-12-16 2022-12-09 西安尚诚生物科技有限公司 Method for extracting natural nervonic acid
CN111735888A (en) * 2020-08-14 2020-10-02 宝枫生物科技(北京)有限公司 Biomarker for diagnosing onset of nervonic acid in acer truncatum seed oil and application of biomarker
CN111735888B (en) * 2020-08-14 2020-11-20 宝枫生物科技(北京)有限公司 Biomarker for diagnosing onset of nervonic acid in acer truncatum seed oil and application of biomarker
CN112299986A (en) * 2020-11-25 2021-02-02 宝鸡文理学院 Separation and purification process of nervonic acid in acer truncatum seed oil
CN112618588A (en) * 2020-12-15 2021-04-09 山东永春堂集团有限公司 Acer truncatum oil emulsion and application thereof
CN112939761A (en) * 2021-03-05 2021-06-11 贵州精萃生物科技有限公司 Method for extracting nervonic acid
CN112939761B (en) * 2021-03-05 2023-10-20 贵州精萃生物科技有限公司 Method for extracting nervonic acid
CN114853593A (en) * 2022-05-12 2022-08-05 北京化工大学 Method for extracting high-purity nervonic acid from acer truncatum buge oil
CN114853593B (en) * 2022-05-12 2023-08-29 北京化工大学 Method for extracting high-purity nervonic acid from acer truncatum oil

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