CN102809503B - Method for determining anisidine value of lipid emulsion - Google Patents
Method for determining anisidine value of lipid emulsion Download PDFInfo
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Abstract
The invention relates to a method for determining an anisidine value of lipid emulsion. The method comprises the following steps: extracting the lipid emulsion with ethyl acetate and drying the ethyl acetate phase by low-temperature vacuum rotation distillation to obtain a residue 1 as a sample; or adding hexyl hydride to dissolve the residue 1, carrying out extraction with acetonitrile, enabling the hexyl hydride phase for standby use, and drying the acetonitrile phase by low-temperature vacuum rotation distillation to obtain a residue 2; dissolving the residue 2 with alcohol, sequentially adding a sodium hydrogen sulfite solution and ethyl acetate, carrying out extraction with water, carrying out extraction with ethyl acetate after adding hydrochloric acid in the water phase, combining the ethyl acetate phase with the hexyl hydride phase, and carrying out low-temperature vacuum rotation distillation for drying to obtain a residue 3 as a sample. According to the method for determining the anisidine value of the lipid emulsion, the interference to the detection result resulting from high-temperature operation and ultraviolet absorption of a main drug is effectively avoided; and the method is especially applicable to determination of the anisidine value of the lipid emulsion with the main drug having ultraviolet absorption at the wavelength of 350nm.
Description
Technical field
The present invention relates to a kind of fat emulsion aminoanisole values determination method.
Background technology
Existing Fat Emulsion aminoanisole values determination method is with reference to the Chinese Pharmacopoeia council " fat emulsion injection (C14-C24) quality standard " (exposure draft).There is following shortcoming and defect part in the method.
1, the method adopts 60 ℃ of water-bath rotary evaporation in vacuo to remove moisture, the too high and rotary evaporation overlong time of temperature may cause superoxide to continue to be degraded to aldehyde, ketone and little molecule aldehyde, may be removed through high-temperature vacuum rotary evaporation, cause the inaccurate of measurement result.
2,, in the time that main ingredient has uv absorption at 350nm wavelength place, rotary evaporation still cannot be measured anisidine value after removing moisture.
Summary of the invention
In order to solve the above-mentioned defect existing in prior art, the invention provides a kind of fat emulsion aminoanisole values determination method.
The alleged Fat Emulsion of the present invention comprises any type of trophism Fat Emulsion and medicine carrying Fat Emulsion.
The present invention relates to a kind of fat emulsion aminoanisole values determination method, described method comprises the steps:
Adopt and be extracted with ethyl acetate fat emulsion, ethyl acetate phase cryogenic vacuum rotation evaporate to dryness, obtains residue 1 as test sample.Or add n-hexane dissolution residue 1, with acetonitrile extraction, normal hexane is mutually for subsequent use, and acetonitrile phase cryogenic vacuum rotation evaporate to dryness, obtains residue 2; With ethanol dissolution residual substance 2, add successively solution of sodium bisulfite and ethyl acetate, water extraction, water adds after hydrochloric acid, is extracted with ethyl acetate, combined ethyl acetate phase and above-mentioned normal hexane phase, cryogenic vacuum rotation evaporate to dryness, obtains residue 3 as test sample.
As optimization, above-mentioned fat emulsion aminoanisole values determination method, also comprises the steps:
Test sample is dissolved with isooctane, and as need testing solution, using isooctane as blank, UV-VIS spectrophotometry is measured 350nm wavelength absorbance A
0.Specifically can operate as follows:
Measuring need testing solution 10ml puts in brown tool plug test tube, precision adds the glacial acetic acid solution 2ml of 0.25% 4-aminoanisole, the jolting of jumping a queue, lucifuge is placed 10 minutes, measure isooctane 10ml and replace need testing solution, with method operation, generate a reagent blank solution, using blank reagent solution as blank, measure 350nm wavelength absorbance A
0, calculate anisidine value by following standard meter formula:
In formula:
V is the sampling amount of test sample, units/ml;
B is the labelled amount of oil phase in need testing solution, the g/ml of unit.
As further preferred, the fat emulsion aminoanisole values determination method the present invention relates to, step is as follows:
Precision measures fat emulsion 10ml and is placed in separating funnel;
Add the hydrochloric acid 1ml of 2mol/L, and add ethanol 1ml along bottle wall, ethyl acetate 10ml, violent jolting;
Stratification, is transferred to upper oil phase in the flask of 250ml, and lower floor's water is extracted with ethyl acetate twice again, and each ethyl acetate 10ml, merges oil phase, i.e. acetic acid ethyl fluid;
With Rotary Evaporators cryogenic vacuum rotation evaporate to dryness;
Residue adds normal hexane 20ml to be made to dissolve and is transferred in separating funnel, with the extraction of 10ml acetonitrile;
Divide and get extraction acetonitrile liquid, with Rotary Evaporators cryogenic vacuum rotation evaporate to dryness, extraction normal hexane liquid 1 is for subsequent use;
Concentrated residue adds after the dissolving of 1ml ethanol, add the solution of sodium bisulfite of 1ml10%, place 10 minutes, add 10ml ethyl acetate and be transferred in separating funnel, water extraction 2 times, each 10ml, discards acetic acid ethyl fluid, combining water layer, add the hydrochloric acid 1ml jolting 1 minute of 2mol/L, with ethyl acetate 20ml extraction, divide and get acetic acid ethyl fluid water 10ml washing, acetic acid ethyl fluid is incorporated in extraction normal hexane liquid 1;
The mixed liquor cryogenic vacuum rotation evaporate to dryness of ethyl acetate and normal hexane;
Concentrated residues thing dissolves with isooctane and shifts to put in 25ml measuring bottle and is diluted to scale with isooctane, as need testing solution;
Get need testing solution, using isooctane as blank, according to UV-VIS spectrophotometry, at 350nm wavelength place, recording absorbance is A
0;
Precision measures need testing solution 10ml and puts in brown tool plug test tube, precision adds the glacial acetic acid solution 2ml of 0.25% 4-aminoanisole, the jolting of jumping a queue, lucifuge is placed 10 minutes, and another precision measures isooctane 10ml and replaces need testing solution, operate with method, generate a reagent blank solution, using blank reagent solution as blank, at 350nm wavelength place, recording absorbance is A, calculates anisidine value by following calculating formula:
In formula:
V is the sampling amount of test sample, units/ml;
B is the labelled amount of oil phase in need testing solution, the g/ml of unit.
On the other hand, in the fat emulsion aminoanisole values determination method the present invention relates to, described cryogenic vacuum rotation evaporate to dryness is below 60 ℃, and preferably 40 ℃ are carried out below.
Fat emulsion aminoanisole values determination method involved in the present invention, can be applicable to the mensuration of anisidine value in various Fat Emulsions, comprises trophism Fat Emulsion and medicine carrying Fat Emulsion, such as: Java brucea fruit oil emulsion injection, propofol fat emulsion injection, butyrate clevidipine lipid fat emulsion injection, Nimodipine fat emulsion injection, Etomidate fatty emulsion parenteral solution, Etomidate medium and long chain fat emulsion injection, Propofol medium and long chain fat emulsion injection, docetaxel fat emulsion injection, ICZ fat emulsion injection, fish oil fat emulsion injection, compound liposoluble vitamins fat emulsion injection, dexamethasone palmitate fat emulsion injection, perfluorocarbon fat emulsion injection, taxol fat emulsion injection, cyclosporin A fat emulsion injection, azithromycin fat emulsion injection, carbamazepine fat emulsion injection, amphotericin B fat emulsion injection, HCPT fat emulsion injection, diazepam fat emulsion injection, curcuma zedoary oil fat injection, ligustrazine fat emulsion injection, dihydroergotoxine methanesulfonate fat emulsion injection or sevoflurane fat emulsion injection.
The useful technique effect that invention realizes is as follows:
1. the present invention adopts ethyl acetate from emulsion, to extract oil phase, can reach the effect of oil and water separation, low temperature water-bath rotary evaporation in vacuo, and, the drawback of having avoided 60 ℃ of water-baths of available technology adopting to bring;
2. the present invention adopts normal hexane and acetonitrile extraction, can realize oil phase and separate with main ingredient, thereby avoid the interference of main ingredient to testing result, especially in the time that main ingredient has uv absorption at 350nm wavelength place;
3. the present invention utilizes 10% sodium bisulfite and a small amount of little molecule aldehyde reaction of main ingredient layer to generate water miscible Alpha-hydroxy sodium sulfonate, realizing little molecule aldehyde separates with main ingredient, Alpha-hydroxy sodium sulfonate generates original aldehyde with hydrochloric acid reaction again, thereby avoid the interference of main ingredient to testing result, especially in the time that main ingredient has uv absorption at 350nm wavelength place.
In sum, fat emulsion aminoanisole values determination method provided by the present invention, effectively avoided high-temperature operation and the interference of main ingredient uv absorption to testing result, being especially more suitable for main ingredient has the aminoanisole pH-value determination pH of uv absorption emulsion at 350nm wavelength place.
Embodiment
Optimum specific implementation process of the present invention is summarized as follows:
1. oil and water separation: adopt and be extracted with ethyl acetate emulsion, the water-soluble components in emulsion is at water layer, and fat-soluble composition is at ethyl acetate layer, and principal cartridge is contained in ethyl acetate layer.
2. separating of oil phase and main ingredient: acetic acid ethyl fluid is rotated to evaporate to dryness in cryogenic vacuum, add n-hexane dissolution residue, with acetonitrile extraction, upper strata is normal hexane (oil phase), and lower floor is acetonitrile layer (main ingredient and little molecule aldehyde).
3. separating of main ingredient and little molecule aldehyde: acetonitrile liquid is rotated to evaporate to dryness in cryogenic vacuum, residue adds 1ml ethanol to be made to dissolve, the solution of sodium bisulfite of 1ml10%, place 10 minutes, add 10ml ethyl acetate and be transferred in separating funnel, water 10ml extraction, little molecule aldehyde reacts generation Alpha-hydroxy sodium sulfonate and is dissolved in water layer with sodium bisulfite, and main ingredient is stayed ethyl acetate layer.
4. the merging of oil phase: water layer is added to hydrochloric acid and make Alpha-hydroxy sodium sulfonate be reduced the little molecule aldehyde coming, be extracted with ethyl acetate water, combined ethyl acetate and normal hexane liquid rotate solvent evaporated in cryogenic vacuum.
Technique scheme can realize main ingredient and separate completely with aldehyde ketone.
Below enumerate embodiment and illustrate the present invention.But the present invention is not limited to following embodiment.
Embodiment 1
Precision measures propofol injection 10ml and is placed in separating funnel.
Add the hydrochloric acid 1ml of 2mol/L, and add ethanol 1ml along bottle wall, methylene chloride or methenyl choloride 10ml, violent jolting.
Standing sample cannot layering, therefore methylene chloride, that methenyl choloride is made extractant is inapplicable.
Embodiment 2
Precision measures propofol injection 10ml and is placed in separating funnel.
Add the hydrochloric acid 1ml of 2mol/L, and add ethanol 1ml along bottle wall, ethyl acetate 10ml, violent jolting.
Stratification, is transferred to upper oil phase in the flask of 250ml.Lower floor's water is extracted with ethyl acetate twice again, and each ethyl acetate 10ml, merges oil phase, i.e. acetic acid ethyl fluid.
Following concentrated at 40 ℃ with Rotary Evaporators.
Residue dissolves with isooctane and shifts to put in 25ml measuring bottle and is diluted to scale with isooctane, as need testing solution.
Get need testing solution, using isooctane as blank, according to UV-VIS spectrophotometry, at 350nm wavelength place, recording absorbance is A0.
Precision measures need testing solution 10ml and puts in brown tool plug test tube, precision adds glacial acetic acid solution (facing with the newly joining) 2ml of 0.25% 4-aminoanisole, the jolting of jumping a queue, lucifuge is placed 10 minutes, another precision measures isooctane 10ml and replaces need testing solution, operate with method, generate a reagent blank solution, using blank reagent solution as blank, at 350nm wavelength place, recording absorbance is A, calculates anisidine value by the following standard meter formula in " fat emulsion injection (C14-C24) quality standard " (exposure draft).
Computing formula:
In formula:
V is the sampling amount of test sample, units/ml;
B is the labelled amount of oil phase in need testing solution, the g/ml of unit;
1.2 are: add the solution dilution factor after the glacial acetic acid solution of 4-aminoanisole.
The result of simultaneously measuring 6 duplicate samples is respectively: 2.05,2.11,2.09,2.04,2.01,1.99.
Embodiment 3
Precision measures propofol injection 10ml and is placed in separating funnel.
Add the hydrochloric acid 1ml of 2mol/L, and add ethanol 1ml along bottle wall, ethyl acetate 10ml, violent jolting.
Stratification, is transferred to upper oil phase in the flask of 250ml.Lower floor's water is extracted with ethyl acetate twice again, and each ethyl acetate 10ml, merges oil phase, i.e. acetic acid ethyl fluid.
Following concentrated at 60 ℃ with Rotary Evaporators.
Residue dissolves with isooctane and shifts to put in 25ml measuring bottle and is diluted to scale with isooctane, as need testing solution.
Get need testing solution, using isooctane as blank, according to UV-VIS spectrophotometry, at 350nm wavelength place, recording absorbance is A0.
Precision measures need testing solution 10ml and puts in brown tool plug test tube, precision adds glacial acetic acid solution (facing with the newly joining) 2ml of 0.25% 4-aminoanisole, the jolting of jumping a queue, lucifuge is placed 10 minutes, and another precision measures isooctane 10ml and replaces need testing solution, operate with method, generate a reagent blank solution, using blank reagent solution as blank, at 350nm wavelength place, recording absorbance is A, and calculates anisidine value.
The result of simultaneously measuring 6 duplicate samples is respectively: 3.26,3.89,2.78,3.31,4.24,3.82.
Embodiment 4
Precision measures butyrate clevidipine lipid fat emulsion injection 10ml and is placed in separating funnel.
Add the hydrochloric acid 1ml of 2mol/L, and add ethanol 1ml along bottle wall, ethyl acetate 10ml, violent jolting.
Stratification, is transferred to upper oil phase in the flask of 250ml.Lower floor's water is used ethyl acetate, extracting twice again, and each ethyl acetate 10ml, merges oil phase, i.e. acetic acid ethyl fluid.
Following concentrated at 40 ℃ with Rotary Evaporators.
Residue adds normal hexane 20ml to be made to dissolve and is transferred in separating funnel, with the extraction of 10ml acetonitrile.
Divide and get extraction acetonitrile liquid (being dissolved with main ingredient and little molecule aldehyde), 40 ℃ of following concentrating, extract normal hexane liquid 1 for subsequent use with Rotary Evaporators.
Concentrated residue adds after the dissolving of 1ml ethanol, add the solution of sodium bisulfite of 1ml10%, place 10 minutes, add 10ml ethyl acetate and be transferred in separating funnel, water extraction 2 times, each 10ml, discards acetic acid ethyl fluid, combining water layer, add the hydrochloric acid 1ml jolting 1 minute of 2mol/L, with ethyl acetate 20ml extraction, divide and get acetic acid ethyl fluid water 10ml washing, acetic acid ethyl fluid is incorporated in extraction normal hexane liquid 1.
The mixed liquor of ethyl acetate and normal hexane is following concentrated at 40 ℃.
Concentrated residues thing dissolves with isooctane and shifts to put in 25ml measuring bottle and is diluted to scale with isooctane, as need testing solution.
Get need testing solution, using isooctane as blank, according to UV-VIS spectrophotometry, at 350nm wavelength place, recording absorbance is A0.
Precision measures need testing solution 10ml and puts in brown tool plug test tube, precision adds glacial acetic acid solution (facing with the newly joining) 2ml of 0.25% 4-aminoanisole, the jolting of jumping a queue, lucifuge is placed 10 minutes, another precision measures isooctane 10ml and replaces need testing solution, operate with method, generate a reagent blank solution, using blank reagent solution as blank, at 350nm wavelength place, recording absorbance is A, calculates anisidine value by the following standard meter formula in " fat emulsion injection (C14-C24) quality standard " (exposure draft).
Computing formula:
In formula:
V is the sampling amount of test sample, units/ml;
B is the labelled amount of oil phase in need testing solution, the g/ml of unit;
1.2 are: add the solution dilution factor after the glacial acetic acid solution of 4-aminoanisole.
The result of simultaneously measuring 6 duplicate samples is respectively: 2.20,2.24,2.18,2.31,2.13,2.40.
Obviously, those skilled in the art can carry out various changes and modification and not depart from the spirit and scope of the present invention the present invention.Like this, if within of the present invention these are revised and modification belongs to the scope of the claims in the present invention and equivalent technologies thereof, the present invention is also intended to comprise these changes and modification interior.
Claims (5)
1. a fat emulsion aminoanisole values determination method, is characterized in that, described method comprises the steps:
Precision measures main ingredient has the fat emulsion 10ml of uv absorption to be placed in separating funnel at 350nm wavelength place;
Add the hydrochloric acid 1ml of 2mol/L, and add ethanol 1ml along bottle wall, ethyl acetate 10ml, violent jolting;
Stratification, is transferred to upper oil phase in the flask of 250ml, and lower floor's water is extracted with ethyl acetate twice again, and each ethyl acetate 10ml, merges oil phase, i.e. acetic acid ethyl fluid;
With Rotary Evaporators cryogenic vacuum rotation evaporate to dryness;
Residue adds normal hexane 20ml to be made to dissolve and is transferred in separating funnel, with the extraction of 10ml acetonitrile;
Divide and get extraction acetonitrile liquid, with Rotary Evaporators cryogenic vacuum rotation evaporate to dryness, extraction normal hexane liquid 1 is for subsequent use;
Concentrated residue adds after the dissolving of 1ml ethanol, add the solution of sodium bisulfite of 1ml10%, place 10 minutes, add 10ml ethyl acetate and be transferred in separating funnel, water extraction 2 times, each 10ml, discards acetic acid ethyl fluid, combining water layer, add the hydrochloric acid 1ml jolting 1 minute of 2mol/L, with ethyl acetate 20ml extraction, divide and get acetic acid ethyl fluid water 10ml washing, acetic acid ethyl fluid is incorporated in extraction normal hexane liquid 1;
The mixed liquor cryogenic vacuum rotation evaporate to dryness of ethyl acetate and normal hexane;
Concentrated residues thing dissolves with isooctane and shifts to put in 25ml measuring bottle and is diluted to scale with isooctane, as need testing solution;
Get need testing solution, using isooctane as blank, according to UV-VIS spectrophotometry, at 350nm wavelength place, recording absorbance is A
0;
Precision measures need testing solution 10ml and puts in brown tool plug test tube, precision adds the glacial acetic acid solution 2ml of 0.25% 4-aminoanisole, the jolting of jumping a queue, lucifuge is placed 10 minutes, and another precision measures isooctane 10ml and replaces need testing solution, operate with method, generate a reagent blank solution, using blank reagent solution as blank, at 350nm wavelength place, recording absorbance is A, calculates anisidine value by following calculating formula:
In formula:
V is the sampling amount of test sample, units/ml;
B is the labelled amount of oil phase in need testing solution, the g/ml of unit.
2. fat emulsion aminoanisole values determination method according to claim 1, is characterized in that, described cryogenic vacuum rotation evaporate to dryness carries out below at 60 ℃.
3. fat emulsion aminoanisole values determination method according to claim 2, is characterized in that, described cryogenic vacuum rotation evaporate to dryness carries out below at 40 ℃.
4. the application of fat emulsion aminoanisole values determination method in mensuration fat emulsion anisidine value described in claim 1-3 any one.
5. application described in claim 4, is characterized in that, described application refers to that fat emulsion aminoanisole values determination method is being measured Java brucea fruit oil emulsion injection described in claim 1-3 any one, propofol fat emulsion injection, butyrate clevidipine lipid fat emulsion injection, Nimodipine fat emulsion injection, Etomidate fatty emulsion parenteral solution, Etomidate medium and long chain fat emulsion injection, Propofol medium and long chain fat emulsion injection, docetaxel fat emulsion injection, ICZ fat emulsion injection, fish oil fat emulsion injection, compound liposoluble vitamins fat emulsion injection, dexamethasone palmitate fat emulsion injection, perfluorocarbon fat emulsion injection, taxol fat emulsion injection, cyclosporin A fat emulsion injection, azithromycin fat emulsion injection, carbamazepine fat emulsion injection, amphotericin B fat emulsion injection, HCPT fat emulsion injection, diazepam fat emulsion injection, curcuma zedoary oil fat injection, ligustrazine fat emulsion injection, application in dihydroergotoxine methanesulfonate fat emulsion injection or sevoflurane fat emulsion injection anisidine value.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103712936B (en) * | 2013-12-09 | 2016-05-25 | 李宏 | The assay method of fat emulsion anisidine value |
| CN107543798B (en) * | 2016-06-24 | 2021-02-23 | 华仁药业股份有限公司 | Method for determining anisidine value in drug-loaded fat emulsion |
| CN108254514A (en) * | 2016-12-28 | 2018-07-06 | 四川科伦药物研究院有限公司 | A kind of method for measuring Fat Emulsion class parenteral solution peroxide value |
| CN106840799B (en) * | 2017-02-27 | 2020-08-11 | 浙江圣兆药物科技股份有限公司 | Method for determining anisidine value in dry emulsion |
| CN110514604B (en) * | 2018-05-21 | 2022-09-27 | 蓬莱诺康药业有限公司 | Method for measuring anisidine value of alprostadil freeze-dried lipid emulsion |
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