CN101614712A - A kind of analytical approach of Etimicin - Google Patents
A kind of analytical approach of Etimicin Download PDFInfo
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- CN101614712A CN101614712A CN200910181681A CN200910181681A CN101614712A CN 101614712 A CN101614712 A CN 101614712A CN 200910181681 A CN200910181681 A CN 200910181681A CN 200910181681 A CN200910181681 A CN 200910181681A CN 101614712 A CN101614712 A CN 101614712A
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- Prior art keywords
- etimicin
- related substance
- chromatographic column
- mensuration
- moving phase
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Links
- 229950009953 etimicin Drugs 0.000 title claims abstract description 36
- VEGXETMJINRLTH-ALRICIOSSA-N etimicin Chemical compound O1C[C@@](O)(C)[C@H](NC)[C@H](O)[C@H]1O[C@@H]1[C@H](O)[C@H](O[C@@H]2[C@@H](CC[C@@H](CN)O2)N)[C@@H](N)C[C@H]1N VEGXETMJINRLTH-ALRICIOSSA-N 0.000 title claims abstract description 31
- 238000013459 approach Methods 0.000 title description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000000126 substance Substances 0.000 claims abstract description 27
- 238000000034 method Methods 0.000 claims abstract description 22
- 239000008351 acetate buffer Substances 0.000 claims abstract description 15
- 239000002245 particle Substances 0.000 claims abstract description 3
- 238000004458 analytical method Methods 0.000 claims description 6
- JSAIENUMNDAGTD-UHFFFAOYSA-N benzene ethene styrene Chemical compound C1=CC=CC=C1.C=C.C=C.C=CC1=CC=CC=C1 JSAIENUMNDAGTD-UHFFFAOYSA-N 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 239000004793 Polystyrene Substances 0.000 claims 1
- 238000004811 liquid chromatography Methods 0.000 claims 1
- 239000011159 matrix material Substances 0.000 claims 1
- 229920002223 polystyrene Polymers 0.000 claims 1
- 238000001514 detection method Methods 0.000 abstract description 9
- 238000004128 high performance liquid chromatography Methods 0.000 abstract description 6
- 229920003053 polystyrene-divinylbenzene Polymers 0.000 abstract description 4
- 239000012071 phase Substances 0.000 description 15
- 238000000926 separation method Methods 0.000 description 12
- 239000000463 material Substances 0.000 description 9
- OEBISAUVQBGQKC-ZIZSAZPJSA-N (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4-amino-3-[(2r,3r,6s)-3-amino-6-(aminomethyl)oxan-2-yl]oxy-6-(ethylamino)-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol;sulfuric acid Chemical compound OS(O)(=O)=O.O([C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@@H]1[C@@H]([C@@H](NC)[C@@](C)(O)CO1)O)NCC)[C@H]1O[C@H](CN)CC[C@H]1N OEBISAUVQBGQKC-ZIZSAZPJSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000000105 evaporative light scattering detection Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000003556 assay Methods 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000000855 fermentation Methods 0.000 description 3
- 230000004151 fermentation Effects 0.000 description 3
- 239000002547 new drug Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000013558 reference substance Substances 0.000 description 3
- 238000001212 derivatisation Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000000813 microbial effect Effects 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 230000005526 G1 to G0 transition Effects 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000002647 aminoglycoside antibiotic agent Substances 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 239000012501 chromatography medium Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 238000000711 polarimetry Methods 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Abstract
The present invention relates to a kind of detection method to Etimicin and related substances thereof.The present invention adopts high performance liquid chromatography, chromatographic condition is: polystyrene-divinylbenzene superpolymer chromatographic column: MKF-RP-ETI, (particle diameter 4～10 μ m, post specification (100～300) * (8.0～4.6) mm (I.D.)), it is that the acetate buffer (pH=4～7) of 0.10～0.50mol/l and the volume ratio of acetonitrile are 90～100: 10～0 that moving phase is formed volume ratio, flow velocity: 0.8～1.2ml/min, detecting device: differential refraction detector; Sample size: 10～20 μ l; The present invention uses conventional H PLC instrument and differential refraction detector can finish online detection to Etimicin and related substances thereof, and method is simple, fast, and accurately.
Description
(1) technical field
The present invention relates to a kind of high performance liquid chromatography (HPLC) detection method, be specifically related to a kind of with the polystyrene-divinylbenzene chromatographic media be carrier of separating Etimicin and related substance thereof are carried out the analytical approach of assay.
(2) background technology
Etimicin Sulfate (etimicin) is a first class national new drug, is the of new generation semi-synthetic aminoglycoside antibiotics with independent intellectual property right of China scientific and technical personnel research and development.As a kind of new drug, its quality control and safety evaluation are particularly important.At present, the method about the Etimicin assay mainly contains microbial method, polarimetry, HPLC method.Microbial method complex operation wherein, error is big, and this method is eliminated in 2005 editions Chinese Pharmacopoeia Etimicin assays; And optically-active rule poor accuracy, repeatability is low; Comparatively speaking, the HPLC method is highly sensitive, and accuracy is good, ultraviolet is terminal to be absorbed but Etimicin only has, be difficult to directly measure, will carry out pre-column derivatization to sample usually and handle, or use other common detectors instead with UV-detector, as evaporative light-scattering detector (ELSD) etc. [referring to Mingjuan WANG, Hu Changqin, Jin Shaohong, Chinese clinical medicine magazine, 2004,5 (6): 4～6; Chinese Pharmacopoeia Commission, Pharmacopoeia of People's Republic of China, version in 2005, Beijing: Chemical Industry Press, 2005,730].Pre-column derivatization reagent method complex operation, time-consuming wherein, influence factor is more, and may produce some accessory substances in the course of reaction, disturb its related substance inspection or purity analysis [referring to Zhang Mei, Yuan Yaozuo, Fan Qingfeng, experiment and research, 2004,28 (7): 314～316]; 2005 editions Chinese Pharmacopoeias adopt the evaporative light-scattering methods, the detection requirement that its specificity is good, highly sensitive, satisfy medicine, but used ELSD detecting device, and for the online detection in the purge process of Etimicin, the higher and complex operation of cost, and purity virtual height.
Therefore develop a kind of online detection that detection method simple fast, that analysis cost is lower is used for Etimicin purifying in early stage of operating, the exploitation of purifying process is had positive effect.
(3) summary of the invention
The objective of the invention is a kind of analyzing detecting method that can carry out fast Etimicin and related substance thereof, accurately detect of development research.
Technical scheme of the present invention is as follows, the rapid analysis and test method of a kind of Etimicin and related substance high performance liquid chromatography thereof, it is the superpolymer chromatographic column of stationary phase that its characteristics are to adopt a kind of porous type polystyrene-divinylbenzene multipolymer, and the high performance liquid chromatography operating conditions is:
A. superpolymer chromatographic column: MKF-RP-ETI (production of Nanjing Mai Kefei high efficiency separation carrier company limited), 4～10 μ m, (100～300) * (8.0～4.6) mm (I.D.);
B. the volume ratio of the acetate buffer of moving phase: 0.10～0.50mol/L (pH=4～7) and acetonitrile is 90～100: 10～0;
C. flow velocity: 0.8～1.2mL/min, sample size: 10～20 μ L, column temperature: room temperature;
D. adopt the differential detecting device to detect.
Compared with prior art, advantage of the present invention and effect are as follows:
1, selects superpolymer chromatographic column (MKF-RP-ETI) and conventional acetate buffer (pH=6.0) for use, the acetonitrile ratio is in 10～0% the scope, Etimicin with and related substance reached effective separation, the pH of this moving phase letter and organic phase ratio are all in the scope of application of used MKF-RP-ETI post.
2, this law is with " 25 editions described methods of Chinese pharmacopoeia are compared, and used chromatographic column has better soda acid tolerance, are more suitable in the medium-term and long-term use of this moving phase, thereby have good durability.
3, the present invention is simple to operate, and analysis cost is low, for the online detection of homemade new drug Etimicin purge process provides technical support.
(4) specific embodiments
Experiment equipment and reagent:
(1) experimental apparatus:
Summit high performance liquid chromatograph (Dai An company) is made up of P680HPLC pump, Shodex differential refraction detector, 8125 type sampling devices; Workstation (U.S. wears peace Chromeleon system).
(2) experiment reagent:
Etimicin Sulfate fermentation liquor (producer provides); The pure product of Etimicin Sulfate (Nat'l Pharmaceutical ﹠ Biological Products Control Institute); Acetonitrile (U.S. Merck company); Acetic acid, ammonium acetate (it is pure to be homemade analysis).High performance liquid chromatogram deionized water (self-control).
(3) chromatographic condition:
Chromatographic column: filler is highly cross-linked styrene diethylene benzene copoly mer (PS-DVB) microballoon, particle diameter 4～10 μ m, (Nanjing Mai Kefei high efficiency separation carrier company limited, model: MKF-RP-ETI, (100～300) * (8.0～4.6) mm (I.D.)).Acetate buffer-acetonitrile of moving phase: 0.10～0.50mol/L, flow velocity: 0.8～1.2mL/min, sample size: 10～20 μ L, column temperature: 25 ℃.
(4) sample preparation:
The preparation of need testing solution: the transfer pipet precision is measured Etimicin Sulfate fermentation liquor 2mL, places the 10mL volumetric flask to be settled to scale with moving phase, forms the fermentation liquor of 5 times of dilutions.
The preparation of reference substance solution: accurately the pure product 0.6g of weighing Etimicin Sulfate places the 10mL volumetric flask to be settled to scale with moving phase, makes the reference substance solution of 60mg/ml.
Embodiment 1
Chromatographic condition: detection machine: wear peace Summit type highly effective liquid phase chromatographic system; Chromatographic column: MKF-RP-ETI (250mm * 4.6mm, 5 μ m); Moving phase: 0.10molL
-1Acetate buffer (pH=4.0)-acetonitrile (90: 10); Flow velocity: 1mL/min; Sample size: 20 μ L; Sample introduction material: need testing solution and reference substance solution.The result: Etimicin and related substance thereof have all reached baseline separation.
Embodiment 2
Chromatographic condition: detecting instrument, chromatographic column, sample size, sample introduction material be with embodiment 1, the acetate buffer of moving phase: 0.20mol/L (pH=5.0)-acetonitrile (95: 5); Flow velocity: 0.8mL/min.The result: Etimicin and related substance thereof have all reached baseline separation.
Embodiment 3
Chromatographic condition: detecting instrument, chromatographic column, sample size, sample introduction material be with embodiment 1, the acetate buffer of moving phase: 0.22mol/L (pH=6.5)-acetonitrile (100: 0); Flow velocity: 0.9mL/min.The result: Etimicin and related substance thereof have all reached baseline separation.
Embodiment 4
Chromatographic condition: detecting instrument, flow velocity, sample introduction material be with embodiment 1, chromatographic column: MKF-RP-ETI (200mm * 7.8mm, 5 μ m), sample size: 10 μ L; The acetate buffer of moving phase: 0.10mol/L (pH=4.0)-acetonitrile (90: 10).The result: Etimicin and related substance thereof have all reached baseline separation.
Embodiment 5
Chromatographic condition: detecting instrument, sample size, sample introduction material be with embodiment 1, chromatographic column: MKF-RP-ETI (200mm * 7.8mm, 10 μ m), the acetate buffer of moving phase: 0.30mol/L (pH=5.0)-acetonitrile (95: 5), flow velocity: 0.9ml/min.The result: Etimicin and related substance thereof have all reached baseline separation.
Embodiment 6
Chromatographic condition: detecting instrument, flow velocity, sample size, sample introduction material be with embodiment 1, chromatographic column: MKF-RP-ETI (250mm * 4.6mm, 6 μ m), the acetate buffer of moving phase: 0.50mol/L (pH=5.5)-acetonitrile (90: 10).The result: Etimicin and related substance thereof have all reached baseline separation.
Embodiment 7
Chromatographic condition: detecting instrument, flow velocity, sample size, sample introduction material be with embodiment 1, chromatographic column: MKF-RP-ETI (300mm * 7.8mm, 8 μ m), the acetate buffer of moving phase: 0.32mol/L (pH=6.5)-acetonitrile (90: 10).The result: Etimicin and related substance thereof have all reached baseline separation.
Embodiment 8
Chromatographic condition: detecting instrument, sample size, sample introduction material be with embodiment 1, chromatographic column: MKF-RP-ETI (250mm * 4.6mm, 4 μ m), the acetate buffer of moving phase: 0.10mol/L (pH=4)-acetonitrile (95: 5), flow velocity: 1.1ml/min.The result: Etimicin and related substance thereof have all reached baseline separation.
Embodiment 9
Chromatographic condition: detecting instrument, sample size, sample introduction material be with embodiment 1, chromatographic column: MKF-RP-ETI (100mm * 7.8mm, 6 μ m), the acetate buffer of moving phase: 0.40mol/L (pH=5.0)-acetonitrile (90: 10), flow velocity: 1.2ml/min.The result: Etimicin and related substance thereof have all reached baseline separation.
Claims (8)
1, the method for a kind of high effective liquid chromatography for measuring Etimicin and related substance thereof is characterized in that selecting for use polystyrene type-superpolymer chromatographic column, is moving phase with acetate buffer and acetonitrile, compartment analysis Etimicin and related substance thereof.
2, the method for mensuration Etimicin according to claim 1 and related substance thereof is characterized in that, described superpolymer chromatographic column is for being matrix with the styrene diethylene benzene copoly mer.
According to the method for claim 1 and 2 described mensuration Etimicins and related substance thereof, it is characterized in that 3, described superpolymer chromatographic column is a MKF-RP type chromatographic column.
4, according to the method for claim 1,2 and 3 described mensuration Etimicins and related substance thereof, it is characterized in that, described superpolymer chromatographic column specification is (100～300) * (8.0～4.6) mm (I.D.) or 250 * 4.6mm (I.D.), particle diameter 4～10 μ m.
5, the method for mensuration Etimicin according to claim 1 and related substance thereof is characterized in that, the content of acetate buffer is 0.10～0.50molL in the moving phase
-1, pH is 4～7.
6, the method for mensuration Etimicin according to claim 1 and related substance thereof is characterized in that, the volume ratio of acetate buffer and acetonitrile is 90～100: 10～0 in the moving phase.
7, the method for mensuration Etimicin according to claim 1 and related substance thereof is characterized in that, selects for use flow velocity to be: 0.8～1.2mL/min;
8, the method for mensuration Etimicin according to claim 1 and related substance thereof is characterized in that, adopts differential refraction detector.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009101816815A CN101614712B (en) | 2009-07-27 | 2009-07-27 | Method for analyzing etimicin |
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|---|---|---|---|
| CN2009101816815A CN101614712B (en) | 2009-07-27 | 2009-07-27 | Method for analyzing etimicin |
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| CN101614712A true CN101614712A (en) | 2009-12-30 |
| CN101614712B CN101614712B (en) | 2012-05-23 |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102565208A (en) * | 2010-12-29 | 2012-07-11 | 江西济民可信集团有限公司 | Novel method for detecting etimicin sulfate |
| CN102617665A (en) * | 2012-02-29 | 2012-08-01 | 常州方圆制药有限公司 | Method utilizing sulfonic acid cation exchange resin to separate etimicin |
| CN102718813A (en) * | 2012-07-04 | 2012-10-10 | 南京工业大学 | Separating and purifying method of etimicin |
| CN102798674A (en) * | 2012-07-25 | 2012-11-28 | 无锡济民可信山禾药业股份有限公司 | Quick central-control detection method for etimicin sulfate |
| CN105372204A (en) * | 2015-12-09 | 2016-03-02 | 无锡济民可信山禾药业股份有限公司 | Near infrared spectrum online detection method of etimicin sulfate column separation process |
| WO2022222251A1 (en) * | 2021-04-24 | 2022-10-27 | 无锡济煜山禾药业股份有限公司 | Enzyme-linked immunoassay method for etimicin sulfate |
-
2009
- 2009-07-27 CN CN2009101816815A patent/CN101614712B/en active Active
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102565208A (en) * | 2010-12-29 | 2012-07-11 | 江西济民可信集团有限公司 | Novel method for detecting etimicin sulfate |
| CN102565208B (en) * | 2010-12-29 | 2015-07-22 | 江西济民可信集团有限公司 | Novel method for detecting etimicin sulfate |
| CN102617665A (en) * | 2012-02-29 | 2012-08-01 | 常州方圆制药有限公司 | Method utilizing sulfonic acid cation exchange resin to separate etimicin |
| CN102718813A (en) * | 2012-07-04 | 2012-10-10 | 南京工业大学 | Separating and purifying method of etimicin |
| CN102798674A (en) * | 2012-07-25 | 2012-11-28 | 无锡济民可信山禾药业股份有限公司 | Quick central-control detection method for etimicin sulfate |
| CN102798674B (en) * | 2012-07-25 | 2014-04-16 | 无锡济民可信山禾药业股份有限公司 | Quick central-control detection method for etimicin sulfate |
| CN105372204A (en) * | 2015-12-09 | 2016-03-02 | 无锡济民可信山禾药业股份有限公司 | Near infrared spectrum online detection method of etimicin sulfate column separation process |
| CN105372204B (en) * | 2015-12-09 | 2018-09-21 | 无锡济民可信山禾药业股份有限公司 | A kind of method for online detecting near infrared spectrum of Etimicin Sulfate column separation process |
| WO2022222251A1 (en) * | 2021-04-24 | 2022-10-27 | 无锡济煜山禾药业股份有限公司 | Enzyme-linked immunoassay method for etimicin sulfate |
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| Publication number | Publication date |
|---|---|
| CN101614712B (en) | 2012-05-23 |
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Application publication date: 20091230 Assignee: Hainan Aike Pharmaceutical Co.,Ltd. Assignor: Nanjing University of Technology Contract record no.: 2012320000994 Denomination of invention: Method for analyzing etimicin Granted publication date: 20120523 License type: Exclusive License Record date: 20121108 |
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Effective date of registration: 20161017 Address after: 570311 No. 283 Nanhai Road, Hainan, Haikou Patentee after: Hainan Aike Pharmaceutical Co.,Ltd. Address before: 210009 Nanjing City, Jiangsu Province, the new model road No. 5 Patentee before: Nanjing University of Technology |