CN109503323A - A kind of preprocess method extracting natural d-borneol from Borneolum leaf piece - Google Patents
A kind of preprocess method extracting natural d-borneol from Borneolum leaf piece Download PDFInfo
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- CN109503323A CN109503323A CN201811268928.2A CN201811268928A CN109503323A CN 109503323 A CN109503323 A CN 109503323A CN 201811268928 A CN201811268928 A CN 201811268928A CN 109503323 A CN109503323 A CN 109503323A
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- borneolum
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
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- C07B2200/07—Optical isomers
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
Abstract
The invention belongs to biopharmaceutical technologies, disclose a kind of preprocess method that natural d-borneol is extracted from Borneolum leaf piece.This method is first by Borneolum leaf piece by depth congruent melting solvent pre-treatment, and the depth congruent melting solvent includes hydrogen bond receptor, hydrogen bond donor and water；The mixture after pretreatment is separated into solid particle through centrifugal treating again and is rinsed with clear water, is extracted using soxhlet extraction dehydrated alcohol circulation to the color of extracting liq and is no longer changed, d-Bomeol content is measured using gas chromatography after extracting solution filtering.The present invention uses depth congruent melting solvent pre-treatment Borneolum leaf piece, can significantly improve the extraction efficiency that Borneolum leaf piece extracts natural d-borneol.The extraction efficiency for extracting d-Bomeol can reach 4.936mg/g, be significantly higher than without pretreated extraction efficiency 2.011mg/g.
Description
Technical field
The invention belongs to biopharmaceutical technologies, extract the natural right side from Borneolum leaf piece more particularly, to one kind
Revolve the preprocess method of borneol.
Background technique
Natural d-borneol is a kind of valuable ingredient of traditional Chinese medicine and rare spice extracted from lauraceae plant kapur, has anticancer to control
Cancer, antibacterial anti-inflammatory, swelling and pain relieving, wind-dispelling inducing resuscitation, the effects of detoxifying of having one's ideas straightened out, are widely used in medicine, food, cosmetics and fragrance
Industrially, China depends on import.In recent years due to the excessive and random lumbering of source area Malaysia kapur, resource plant is almost
It exhausts, therefore natural d-borneol price is very high, exploitation extracts natural d-borneol using other resource plants, and alleviating country should
The well sold and in short supply situation of bulk pharmaceutical chemicals is extremely urgent.The Borneolum tree of Guangdong Province Meizhou region discovery is lauraceae plant burmannii (Cinnammonia
Burmannii one) is rich in natural d-borneol chemical type, is the good resource plant of natural d-borneol.It is steamed using water
The method of steam distillation method or Soxhlet extraction can extract natural d-borneol from Borneolum leaf, how improve extracting method, mention
High extracting efficiency makes full use of limited resources, produces more products, becomes and restricts natural d-borneol related industry sustainable development
The key technology of exhibition.The efficiency that the prior art is extracted is not high enough, the highest extraction efficiency about 1.3mg/g of steam distillation,
The extraction efficiency about 2mg/g of Soxhlet extraction (alcohol steep).It extracts to be not thorough, result in waste of resources.
Summary of the invention
In order to solve above-mentioned the shortcomings of the prior art and disadvantage, the present invention provides one kind to mention from Borneolum leaf piece
Take the preprocess method of natural d-borneol.Depth congruent melting solvent pre-treatment Borneolum leaf piece is used through the method, can be significantly improved
The extraction efficiency of Borneolum leaf piece extraction natural d-borneol.
The purpose of the present invention is realized by following technical proposals: one kind extracting natural d-borneol from Borneolum leaf piece
Preprocess method, which is characterized in that comprise the following specific steps that:
S1. by Borneolum leaf piece pass through depth congruent melting solvent pre-treatment, the depth congruent melting solvent include hydrogen bond receptor and
Hydrogen bond donor；
S2. mixture is separated into solid particle through centrifugal treating and is rinsed with clear water, using the anhydrous second of soxhlet extraction
Alcohol circulation, which is extracted to the color of extracting liq, no longer to be changed, containing using gas chromatography measurement d-Bomeol after extracting solution filtering
Amount.
Preferably, hydrogen bond receptor described in step S1 is choline chloride, and the hydrogen bond donor is triethylene glycol, glycerol, second two
Alcohol, oxalic acid, citric acid, lactic acid, urea or acetamide；When the hydrogen bond donor is glucose, fructose, maltose or sucrose,
The depth congruent melting solvent further includes water.
It is further preferable that the hydrogen bond receptor is choline chloride, the hydrogen bond donor is sucrose.
Preferably, the quality of Borneolum leaf piece described in step S1 and the volume ratio of depth congruent melting solvent are (0.5~1.5)
G:(30~80) mL, the molar ratio of the hydrogen bond receptor and hydrogen bond donor is 1:(1~4)；The hydrogen bond receptor, hydrogen bond donor and
The molar ratio of water is 5:2:(2~18).
It is further preferable that the quality of the Borneolum leaf piece and the volume ratio of depth congruent melting solvent are 1g:50mL；The hydrogen
The molar ratio of key receptor, hydrogen bond donor and water is 5:2:5.9.
Preferably, pretreated temperature described in step S1 be 30~50 DEG C, pretreated stirring rate be 200~
400rpm, pretreated mixing time are 2~10h.
It is further preferable that the pretreated temperature is 44.5 DEG C, pretreated stirring rate is 300rpm, pretreated
Mixing time is 4.07h.
Preferably, the speed range of centrifugation described in step S2 is 20000~35000rpm, the time range of the centrifugation
For 5~15min.
It is further preferable that the rate of the centrifugation is 25000rpm, the time of the centrifugation is 10min.
Preferably, the time of flushing described in step S2 is 2~10min.
Depth congruent melting solvent in the present invention is combined by the hydrogen bond donor and hydrogen bond receptor of certain amount of substance ratio
Eutectic mixture, freezing point will be low than the fusing point of each component pure material, and physicochemical property is closely similar with ionic liquid,
Thus also it is taken as a kind of novel ionic liquid.Depth congruent melting solvent not only has the boiling point similar with ionic liquid high, molten
The advantages that point low, Yi Huishou, and cost is relatively low, synthesis is simple.In depth congruent melting solvent in hydrogen bond donor and receptor and cell wall
Lignin or cellulose interaction, promote the loosening of lignin and cellulosic structure in eucaryotic cell structure.Therefore, depth is total
Cell wall structure is loose after molten solvent pre-treatment, and intracellular matter is easy to extract.
Natural d-borneol, which is mainly derived from the plant rich in natural d-borneol, extracts production.Borneolum Pterostyrax is in Lauraceae
One chemical type of cinnamon burmannii, d-Bomeol resource rich in the organs such as stem, leaf are natural dextrorotation dragons
The good resource plant of brain.The present invention uses a variety of depth congruent melting solvent pre-treatment Borneolum leaves based on choline chloride, later
Natural d-borneol is extracted with soxhlet extraction again, finds most of extraction efficiency by pretreated blade d-Bomeol all
It is significantly higher than without pretreated blade, wherein hydrogen bond receptor is choline chloride, and hydrogen bond donor is ethylene glycol, lactic acid, wheat
When bud sugar or sucrose, extraction efficiency is higher, and there were significant differences with other (except glycerol) extraction efficiencies.Then to choline chloride
It is optimized with the condition of the depth congruent melting solvent pre-treatment of Sucrose synthesis.Depth congruent melting solvent is contained with BBD response phase method
Water, pretreatment temperature and time carry out analyzing optimal pretreatment condition are as follows: using choline chloride, sucrose, water according to 5:
2:5.9 molar ratio synthesis depth congruent melting solvent, 44.5 DEG C at a temperature of, pretreatment 4.07h Borneolum leaf after carry out
The efficiency highest (4.936mg/g) of extraction.Research illustrates that the pretreating process can effectively improve the recovery rate of d-Bomeol.
Compared with prior art, the invention has the following advantages:
The present invention uses depth congruent melting solvent pre-treatment Borneolum leaf piece, can significantly improve Borneolum leaf piece and extract the natural right side
Revolve the extraction efficiency of borneol.The extraction efficiency for extracting d-Bomeol can reach 4.936mg/g, be significantly higher than without pretreatment
Extraction efficiency 2.011mg/g.
Detailed description of the invention
Fig. 1 is influence of the water content of depth congruent melting solvent in embodiment 2 to extraction efficiency.
Fig. 2 is influence of the pretreatment temperature of depth congruent melting solvent in embodiment 2 to extraction efficiency.
Fig. 3 is influence of the pretreatment time of depth congruent melting solvent in embodiment 2 to extraction efficiency.
Fig. 4 is water content, processing time and three factor for the treatment of temperature of the depth congruent melting solvent in embodiment 2 to the natural right side
Revolve the respective face figure that borneol extraction efficiency influences.
Specific embodiment
The contents of the present invention are further illustrated combined with specific embodiments below, but should not be construed as limiting the invention.
Unless otherwise specified, the conventional means that technological means used in embodiment is well known to those skilled in the art.Except non-specifically
Illustrate, reagent that the present invention uses, method and apparatus is the art conventional reagents, method and apparatus.
Embodiment 1
1. the synthesis of depth congruent melting solvent
The drug (hydrogen bond receptor is choline chloride, and hydrogen bond donor is as shown in table 1) for being used to synthesize is placed in 45 DEG C of dryings
It in case after drying for 24 hours, is placed in boiling flask, seals according to the drug of the corresponding molar ratio accurate weighing corresponding mass of table 1
It is transferred in constant temperature blender with magnetic force in 80 DEG C of water-bath after film sealing, heating stirring about 2~3h under the revolving speed of 300rpm, until
The clear solution for forming stable homogeneous, in being sealed in drier after being cooled to room temperature.
2. different depth congruent melting solvent pre-treatment Borneolum leaf piece
Accurate weighing 1g sample after Borneolum leaf is crushed, is separately added into the depth congruent melting solvent that 50ml has been synthesized, and mixes
It is placed in 60 DEG C of constant temperature blender with magnetic force after uniformly, heating stirring handles 5h under the revolving speed of 300rpm.After treatment
Mixture is placed in supercentrifuge and is centrifuged 10min at 25000rpm, separate solid particle and rinses 2~10min with clear water,
With Soxhlet extractor is put into after filter paper packet package, is extracted with dehydrated alcohol circulation to liquid color in extraction chamber and no longer changed, mentioned
Liquid GC detection wherein d-Bomeol content is taken, and calculates recovery rate.
3. the condition of gas chromatography (GC)
DB-5 type quartz capillary column (30m × 0.32mm × 0.25 μm), 220 DEG C of injector temperature, 1 μ L of sample volume, no
Split sampling；250 DEG C of detector temperature；Temperature program are as follows: 70 DEG C of initial temperature, be then gradually warmed up with the speed of 3 DEG C/min
250 DEG C are warming up to 100 DEG C, then with the speed of 15 DEG C/min, carrier gas is helium, flow velocity 2mL/min.
4. calculating recovery rate
Using ethyl alcohol as solvent, the prepare liquid that d-Bomeol standard items are configured to various concentration respectively is measured, with dextrorotation dragon
Brain peak area and corresponding concentration establish coordinate system and draw standard curve, and obtain regression equation.According to measuring peak area, Cha Biao
Directrix curve calculates the content of d-Bomeol in extracting solution, calculates extraction efficiency.
Recovery rate (mg/g)=d-Bomeol extracted amount (mg)/Borneolum leaf tablet quality weight in wet base (g).
The extraction efficiency of 1 Borneolum leaf piece of table
Note: alphabet different in subscript is shown with significant difference (p < 0.05) in table 1, and statistical analysis uses in SPSS
Ducan method.
Viscosity is larger after being mixed due to carbohydrate with choline chloride, and only glucose, fructose, maltose and sucrose these types need
Add water, as shown in table 1.It can be seen that most of depth congruent melting solvents from the result of table 1 and pre-process and can significantly mention
High Borneolum leaf piece extracts the extraction efficiency of natural d-borneol.When hydrogen bond donor is ethylene glycol and sucrose, extraction efficiency is higher,
And there were significant differences for extraction efficiency with other (except lactic acid, maltose), especially improves with not pretreated extraction efficiency close
75%.Therefore selection, which obtains convenient, lower-cost sucrose and synthesizes depth congruent melting solvent progress Borneolum leaf with choline chloride, mentions
The pretreatment taken.
Embodiment 2
The present embodiment is used to pre-process the method and condition of Borneolum leaf.
1. pre-processing the single factor analysis of Borneolum leaf condition
Choose choline chloride: sucrose molar ratio=5:2 depth congruent melting solvent is preprocessing solution, investigates pretreatment respectively
Temperature (30 DEG C, 45 DEG C, 60 DEG C, 75 DEG C and 90 DEG C), processing time (2h, 4h, 6h, 8h and 10h) and depth congruent melting solvent are aqueous
Amount (choline chloride: sucrose: the molar ratio of water is 5:2:2,5:2:6,5:2:10,5:2:14 and 5:2:18) is to natural d-borneol
The influence of recovery rate.When studying the effect of some factor, only change this factor, other factors immobilize, and analyze this
Influence of the factor to natural d-borneol extraction efficiency.
With the increase of water content known to Fig. 1-3, the extraction of Borneolum leaf takes the lead in increasing after pretreatment, when water content from
When 6mol increases to 10mol, the recovery rate of natural d-borneol is declined, and natural d-borneol can be made by continuing growing water content
Recovery rate fuctuation within a narrow range, but its numerical value is below the recovery rate of 6mol water content, therefore chooses chlorination in single factor test water content
Choline: sucrose: the molar ratio of water is 5:2:6 to synthesize depth congruent melting solvent.This is because water content is too in depth congruent melting solvent
Low, solvent viscosity is excessive, is unfavorable for contact of the solvent with extract, when water content is excessively high, due to the effect of water, reduces molten
In agent other than water other compositions and extract effect, therefore be also unfavorable for extracting.
Temperature factor investigate the result shows that, with treatment temperature by 30 DEG C promoted to 45 DEG C, the recovery rate of d-Bomeol has
Risen, this may be since temperature raises, viscosity reduce the reason of；When temperature is from after being increased to 60 DEG C for 45 DEG C, d-Bomeol
The loss of itself, causes recovery rate to be declined, therefore pretreatment temperature single factor test selects 45 DEG C and is preferred.
When increasing to 4h from 2h between when treated, d-Bomeol recovery rate is obviously increased, when treated between increase to from 4h
When 6h, the recovery rate of d-Bomeol is declined, and further the recovery rate of d-Bomeol is stablized at 4h after extension handling duration
Under the recovery rate of reason.Therefore pretreatment time single factor test selection 4h is preferred.
2.Box-Behnken Design (BBD) experimental design optimizes pretreatment condition
Based on above-mentioned experiment of single factor as a result, choose water content, processing three factors of time and treatment temperature, using three because
The horizontal BBD response phase method with 5 central points of element three optimizes Borneolum leaf preprocessing process, uses Design-
Expert carries out data analysis, and specific design is as shown in table 2.Wherein, A represents water content；B represents pretreatment temperature；C represents pre-
Handle the time.At different conditions, BBD experimental design pre-processed results are shown in Table 3.
Factor and level in 2 BBD experimental design of table
3 BBD experimental design of table and result
Note: A represents water content；B represents pretreatment temperature；C represents pretreatment time；Y represents recovery rate
Sunykatuib analysis is carried out to BBD result using Design-Expert to the result of table 3, obtains recovery rate Y to water content
A, the quadratic polynomial regression equation for the treatment of temperature B and processing time C are as follows: Y=-0.075A-0.035B+0.044C+
0.022AB-0.12AC-0.011BC-1.68A2-0.56B2-0.64C2+ 4.93, variance analysis is carried out to above equation, as a result such as
Shown in table 4.
4 BBD of table tests variance analysis
According to variance analysis as a result, the P value (< 0.0001) of three factor overall models has significant meaning, quadratic power
Coefficient (A2,B2Or C2) also there is significant meaning, but linear coefficient (A, B and C) and its above-mentioned interaction between the two are without aobvious
Meaning, coefficient R2=0.9892 > 0.9, therefore to can be used for predetermined depth congruent melting solvent pre- to Borneolum leaf for model above
Treatment effect prediction.
Fig. 4 be water content, processing the time and three factor for the treatment of temperature natural d-borneol extraction efficiency is influenced it is corresponding
Face figure.Wherein, A is water content, and B is treatment temperature, and C is the processing time.As seen from Figure 4 with two factors in three factors
Change (one is fixed on median), the situation of change of recovery rate.Pretreatment can be determined from Fig. 4 and using equation of linear regression
Optimum condition: water content molar ratio be 5:2:5.9,44.5 DEG C for the treatment of temperature, handle time 4.07h, with this condition naturally
The recovery rate of d-Bomeol is 4.936mg/g.This recovery rate is significantly higher than the mentioning under soxhlet extraction without material previously treated
Rate is taken, illustrates that above-mentioned depth congruent melting solvent pre-treatment has the effect of that d-Bomeol is promoted to extract (2.011mg/g).
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, it is other it is any without departing from the spirit and principles of the present invention made by change, modification, substitution, combination and simplify,
It should be equivalent substitute mode, be included within the scope of the present invention.
Claims (10)
1. a kind of preprocess method for extracting natural d-borneol from Borneolum leaf piece, which is characterized in that including following specific
Step:
S1. Borneolum leaf piece is passed through into depth congruent melting solvent pre-treatment, the depth congruent melting solvent includes hydrogen bond receptor and hydrogen bond
Donor；
S2. the mixture after pretreatment is separated into solid particle through centrifugal treating and is rinsed with clear water, using soxhlet extraction
It is extracted with dehydrated alcohol circulation to the color of extracting liq and is no longer changed, dextrorotation is measured using gas chromatography after extracting solution filtering
The content of borneol.
2. the preprocess method according to claim 1 for extracting natural d-borneol from Borneolum leaf piece, feature exist
In hydrogen bond receptor described in step S1 is choline chloride, and the hydrogen bond donor is triethylene glycol, glycerol, ethylene glycol, oxalic acid, lemon
Acid, lactic acid, urea or acetamide；When the hydrogen bond donor is glucose, fructose, maltose or sucrose, the depth congruent melting
Solvent also needs addition water.
3. the preprocess method according to claim 2 for extracting natural d-borneol from Borneolum leaf piece, feature exist
In the hydrogen bond receptor is choline chloride, and the hydrogen bond donor is sucrose.
4. the preprocess method according to claim 1 for extracting natural d-borneol from Borneolum leaf piece, feature exist
In the quality of Borneolum leaf piece described in step S1 and the volume ratio of depth congruent melting solvent are (0.5~1.5) g:(30~80)
The molar ratio of mL, the hydrogen bond receptor and hydrogen bond donor is 1:(1~4)；The molar ratio of the hydrogen bond receptor, hydrogen bond donor and water
For 5:2:(2~18).
5. the preprocess method according to claim 4 for extracting natural d-borneol from Borneolum leaf piece, feature exist
In the quality of the Borneolum leaf piece and the volume ratio of depth congruent melting solvent are 1g:50mL；The hydrogen bond receptor, hydrogen bond donor
Molar ratio with water is 5:2:5.9.
6. the preprocess method according to claim 1 for extracting natural d-borneol from Borneolum leaf piece, feature exist
In pretreated temperature described in step S1 is 30~50 DEG C, and pretreated stirring rate is 200~400rpm, pretreated
Mixing time is 2~10h.
7. the preprocess method according to claim 6 for extracting natural d-borneol from Borneolum leaf piece, feature exist
In the pretreated temperature is 44.5 DEG C, and pretreated stirring rate is 300rpm, and pretreated mixing time is 4.07h.
8. the preprocess method according to claim 1 for extracting natural d-borneol from Borneolum leaf piece, feature exist
In the speed range of centrifugation described in step S2 is 20000~35000rpm, and the time range of the centrifugation is 5~15min.
9. the preprocess method according to claim 8 for extracting natural d-borneol from Borneolum leaf piece, feature exist
In the rate of the centrifugation is 25000rpm, and the time of the centrifugation is 10min.
10. the preprocess method according to claim 1 for extracting natural d-borneol from Borneolum leaf piece, feature exist
In the time of flushing described in step S2 is 2~10min.
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| CN113930535A (en) * | 2021-10-11 | 2022-01-14 | 广东工业大学 | SSR molecular marker, primer and kit for mei-dendron, development method and application |
| JP7464949B2 (en) | 2019-12-31 | 2024-04-10 | 華南理工大学 | Borneol-based polymers and their preparation methods and applications |
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