CN1857239A - Coenzyme Q10 injection emulsion and its preparing process - Google Patents
Coenzyme Q10 injection emulsion and its preparing process Download PDFInfo
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- CN1857239A CN1857239A CN 200610046134 CN200610046134A CN1857239A CN 1857239 A CN1857239 A CN 1857239A CN 200610046134 CN200610046134 CN 200610046134 CN 200610046134 A CN200610046134 A CN 200610046134A CN 1857239 A CN1857239 A CN 1857239A
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Abstract
The coenzyme Q10 injection emulsion has coenzyme Q10 as the effective medicine component, and each 1000 ml emulsion contains coenzyme Q10 1-10g, vegetable oil for injection 0-200g, emulsifier 1-50g, isoosmotic regulator 5-50g, antioxidant 0.05-5g, pH regulator in the quantity of regulating pH value to 3.0-9.0, co-emulsifier 10-500g and water for injection for the rest. It provides the patient with treating medicine and essential nourishing matter. It has high physical stability and may be prepared into freeze dried preparation for further raised stability and convenient storing and transportation. The coenzyme Q10 injection emulsion has certain targeting effect, so that it has raised bioavailability and lowered toxic side effect.
Description
(1) technical field
The present invention relates to medical technical field, exactly is a kind of injectable emulsion and lyophilized formulations thereof that contains coenzyme Q10.
(2) background technology
Coenzyme Q10 is one of important member of coenzyme Q kind, and it is the chemical compound of a class quinone.Claim ubiquinone again, universal quinone, the derivant of oxidized coenzyme Q10 etc.Coenzyme Q10 extensively is present in leaf and the seed of yeast, plant, and in the heart of animal, spleen, liver and the kidney.
Clinically, coenzyme Q10 is important antioxidants and immunostimulant.Be mainly used in the disease of aspects such as the treatment heart, lung, liver.In recent years, a lot of in the research of carrying out aspect the extraction of coenzyme Q10 crude drug and the preparation, Japan was engaged in this production existing more than 30 year, had overwhelming superiority technically.About the preparation of coenzyme Q10, correlational study both domestic and external is also a lot, and the product that mainly goes on the market has tablet, capsule, injection etc.All there is Related product production in enterprises such as Wuzhong, Jiangsu Suzhou No.6 Pharmaceutical Factory of Industry Co.,Ltd, Taizhou pharmacy head factory, biochemical-pharmaceutical factory, Qingdao, Anhui BBCA Pharmaceuticals Co., Ltd..Obviously, this medicine prior dosage form is difficult to satisfy the needs of its disease for the treatment of.Tablet, capsule etc. are difficult to take for the patient of dysphagia, and all there are shortcomings such as bioavailability is low in tablet and capsule.Because coenzyme Q10 is a fat-soluble medicine, the concentration of one side in injection, promptly dissolubility is restricted, makes the clinical application kind single; Preparation is easily separated out at the process Chinese medicine that stores on the other hand, and physical stability is bad; In addition, coenzyme Q 10 injection lacks good body internal target tropism, and bioavailability is lower.Therefore this research is made injectable emulsion (comprising: lipomul, submicronized emulsion, microemulsion and freeze-dried emulsion thereof) afterwards with coenzyme Q10, can remedy the deficiency that the existing preparation of coenzyme Q10 exists.
(3) summary of the invention
The object of the present invention is to provide and to be directly used in intravenous good stability, obvious results coenzyme Q 10 injection emulsion and preparation method.
The technical scheme that adopts is:
Coenzyme Q 10 injection emulsion comprises lipomul, submicronized emulsion, microemulsion, and is included in fat emulsion for injection lyophilized formulations, submicronized emulsion lyophilized formulations and the microemulsion lyophilized formulations for preparing on the coenzyme Q 10 injection emulsion basis.
Coenzyme Q 10 injection emulsion is to be mixed with by coenzyme Q10, injection vegetable oil, emulsifying agent, isoosmotic adjusting agent, antioxidant, pH regulator agent, coemulsifier and water for injection.In every 1000ml injectable emulsion, contain:
PH to 3.0-9.0 is transferred in coenzyme Q10 1-10g, injection vegetable oil 0-200g, emulsifying agent 1-50g, isoosmotic adjusting agent 5-50g, antioxidant 0.05-5g, coemulsifier 10-500g, pH regulator agent, and surplus is a water for injection.
Above-mentioned injection vegetable oil is: the mixture of one or more in soybean oil, Oleum sesami, safranine caul-fat, Oleum Arachidis hypogaeae semen, Oleum Ricini, Oleum Camelliae, safflower oil, the Semen Maydis oil.
Soybean oil is selected from and contains: the soybean oil of one or more compositions in long chain triglyceride, medium chain triglyceride, glycerin mono-fatty acid ester, the glycerol list linoleate.
Mentioned emulsifier is: lecithin, hydroxylated lecithin, soybean phospholipid, soybean lecithin, hydrogenated soya phosphatide, Ovum Gallus domesticus Flavus lecithin, poloxamer, cholesterol, (deoxidation) sodium cholate, polyglycereol Palmic acid diol ester, acetic acid esters of mono, polyoxyethylene anhydrate sorbic acid cetylate, poly-hexanediol, 1, the mixture of one or more among 2-propylene glycol, the Drewmulse.
Above-mentioned isoosmotic adjusting agent is: the mixture of one or more in glucose, sodium chloride, sorbitol, xylitol, the mannitol.
Above-mentioned pH regulator agent is: the mixture of one or more in hydrochloric acid, phosphoric acid, citric acid (sodium), sodium hydroxide (potassium), glacial acetic acid, buffer agent such as sodium dihydrogen phosphate and the sodium hydrogen phosphate.
Above-mentioned antioxidant is: the mixture of one or more in sodium sulfite, sodium sulfite, sodium pyrosulfite, sodium thiosulfate, ascorbic acid, propyl gallate, ascorbyl palmitate, butylated hydroxyarisol (BHA), ditertbutylparacresol (BHT), vitamin E, cysteine, the methionine.
Above-mentioned coemulsifier is: glycerol, Polyethylene Glycol, 1, the mixture of one or more in 2-propylene glycol, n-butyl alcohol, ethylene glycol, propylene glycol, the polyglycerin ester.
Above-mentioned emulsification method can be selected phase conversion emulsifying or PIT emulsion process for use, replace liquid feeding emulsion process, continuous emulsifying method, Mechanical Method (stirring and emulsifying device, dispersing emulsification machine, colloid mill, ultrasonic emulsification device), low-energy emulsification method, Micro Fluid method etc.
Fat emulsion for injection particle size of emulsion scope should be preferably less than 0.5 micron at the 0.1-0.8 micron.Submicronized emulsion emulsion particle diameter scope should be at the 0.1-0.5 micron.Microemulsion emulsion particle diameter scope should be about 0.2 micron.On the basis of above-mentioned lipomul, submicronized emulsion, microemulsion emulsion, adding mannitol, lactose are made the injection freeze-dried emulsion through lyophilization, and injection freeze-dried emulsion, every 1000ml contain coenzyme Q10 1-10g, mannitol 5-300g, lactose 10-300g.
The preparation method of coenzyme Q 10 injection emulsion, 1000ml is an example with preparation, is to get emulsifying agent 1-50g, coenzyme Q10 1-10g and injection vegetable oil 0-200g, is heated to 45-80 ℃, and its dissolving is mixed, it is standby to make medicinal liquid; Get isoosmotic adjusting agent 5-50g, antioxidant 0.05-5g and account for the water for injection of gross weight 20-50% miscible, be heated to 45-80 ℃, add the above-mentioned medicinal liquid that has made, mixing disperses through tissue mashing machine, and per minute 20000 changes, and three minutes, triplicate; Add coemulsifier 10-500g, mend to 1000ml, be adjusted to pH3.0-9.0, cross the high pressure dispersing emulsification machine, three times repeatedly with pH value with being preheated to 45-80 ℃ of water for injection, sampling, microscopically is observed particle diameter, stops when emulsion particle diameter meets the requirements, and filters, embedding, sterilization, numbering promptly gets product.
The preparation of freeze-dried emulsion may further comprise the steps: mannitol that on the basis of above-mentioned emulsion, adds and lactose, and lyophilization is collected content and is promptly got freeze-dried emulsion, and every 1000ml contains mannitol 5-300g, lactose 10-300g.
The invention has the advantages that:
Coenzyme Q10 fat-soluble seen characteristics such as photo-labile, makes the preparation of its preparation have certain difficulty, but its fat-soluble characteristics provide convenience for the preparation of Emulsion just.The patient that is prepared as of coenzyme Q10 Emulsion provides administering modes such as injection and infusion, and dosage range is wide, is convenient to the doctor and implements individual administration according to patient's concrete condition.
The lipomul of coenzyme Q10 has been not only for the patient provides Drug therapy, and provides necessary nutrient substance for weak patient.(microemulsion is transparent, and particle diameter is about 0.2 micron owing to particle in the emulsion is less for microemulsion and submicronized emulsion; Submicron emulsion is translucent, and size ratio microemulsion particle diameter is big slightly), the Emulsion physical stability is good, has solved the bad difficult problem of emulsion stability.The preparation of corresponding freeze-drying preparation for injection has further solved the stability of formulation problem, has made things convenient for the storage and the circulation of product simultaneously.Have certain target function in vivo owing to Emulsion in addition, thereby improved the bioavailability of preparation, reduced the toxic and side effects of medicine.
(4) specific embodiment
Embodiment one
Coenzyme Q 10 injection emulsion, this Emulsion is fat emulsion for injection, is example with 1000ml, is by Ovum Gallus domesticus Flavus lecithin 15.0g, refined soybean oil 100g, coenzyme Q10 4.00g, vitamin e1 .00g gets glycerol 50.0g, poloxamer F
6810.0g add the injection water after being mixed with to 1000ml, regulate pH value 3-9 and be prepared into.
Embodiment two
Coenzyme Q 10 injection emulsion, this Emulsion is the injection submicronized emulsion, is example with 1000ml, is by soybean lecithin 10.0g, coenzyme Q10 5.00g, vitamin E 0.500g gets 1,2-propylene glycol 100g, poloxamer F
68After 20g is mixed with, add the injection water, regulate pH value 3-9 and be prepared into to 1000ml.
Embodiment three
Coenzyme Q 10 injection emulsion, this Emulsion is the injection microemulsion, is example with 1000ml, is by coenzyme Q10 6.00g, vitamin E 0.100g, 1,2-propylene glycol 300g, poloxamer 30g adds the injection water to 1000ml after glycerol 15g is mixed with, regulate pH value 3-9 and be prepared into.
Embodiment four
The lyophilized preparation of coenzyme Q 10 injection emulsion is by coenzyme Q10 5g, soybean lecithin 12g, and poloxamer 15g, mannitol 30g, lactose 20g through disperseing, spares matter, and lyophilization is prepared into.
Embodiment five
Coenzyme Q 10 injection Emulsion is example with 1000ml, is by adding the injection water to 1000ml after coenzyme Q10 5g, refined soybean oil 100g, lecithin 25g, sorbitol 25g, sodium sulfite 2.5g, the glycerol 250g preparation, regulating pH value 3-9 and be prepared into.
Embodiment six
Coenzyme Q 10 injection Emulsion is example with 1000ml, is by coenzyme Q10 9.5g, refined soybean oil 195g, lecithin 48g, glucose 45g, adds the injection water after vitamin E 4g, the glycerol 480g preparation to 1000ml, regulates pH value 3-9 and is prepared into.
Embodiment seven
The preparation method of coenzyme Q 10 injection emulsion (fat emulsion for injection) is: (1) gets Ovum Gallus domesticus Flavus lecithin 15.0g, refined soybean oil 100g, and coenzyme Q10 4.00g, vitamin E 1.00g is preheated to 70 ℃, stirring and evenly mixing.(2) get glycerol 50.0g, poloxamer 188 (F
68) 10.0g and account for total amount 20-50% water for injection, be preheated to 70 ℃, stirring and evenly mixing.The solution that (2) are made joins in the solution that (1) make, and the limit edged stirs, and disperses through tissue mashing machine, and per minute 20000 changes, and three minutes, triplicate.(3) add and be preheated to 70 ℃ of waters for injection, transfer pH to 3-9, cross the high pressure dispersing emulsification machine repeatedly, examine under a microscope particle diameter, stop when emulsion particle diameter meets the requirements until sample with the pH regulator agent to full dose 1000ml.(4) filter, embedding, sterilization, numbering gets product.
Embodiment eight
The preparation method of coenzyme Q 10 injection emulsion (injection submicronized emulsion) is: (1) gets soybean lecithin 10.0g, coenzyme Q10 5.00g, and vitamin E 0.500g is preheated to 70 ℃ of stirrings, and mixing is standby.(2) get 1,2-propylene glycol 100g, poloxamer 188 (F
68) 20g and the water for injection that accounts for total amount 20-50% is preheated to 70 ℃, stirring and evenly mixing.The solution that (2) are made joins in the solution that (1) make, and the limit edged stirs, and disperses through tissue mashing machine, and per minute 20000 changes, and three minutes, triplicate.(3) add and be preheated to 70 ℃ of waters for injection, transfer pH to 3-9, cross the high pressure dispersing emulsification machine repeatedly, examine under a microscope, stop when emulsion particle diameter meets the requirements until sample with the pH regulator agent to full dose 1000ml.(4) filter, embedding, sterilization, numbering gets product.
Embodiment nine
The preparation method of coenzyme Q 10 injection emulsion (injection microemulsion) is: (1) gets coenzyme Q10 6.00g, and vitamin E 0.100g is preheated to 70 ℃, and stirring and evenly mixing is standby.(2) get 1,2-propylene glycol 300g, poloxamer 188 (F
68) 30g, glycerol 15g and the water for injection that accounts for total amount 20-50% are preheated to 70 ℃, stirring and evenly mixing.The solution that (2) are made joins in the solution that (1) make, and the limit edged stirs, and disperses through tissue mashing machine, and per minute 20000 changes, and three minutes, triplicate.(3) add and be preheated to 70 ℃ of waters for injection in right amount, transfer to 3-9, cross the high pressure dispersing emulsification machine repeatedly, examine under a microscope, stop when emulsion particle diameter meets the requirements until sample with the pH regulator agent to full dose 1000ml.(4) filter, embedding, sterilization, numbering gets product.
Embodiment ten
The preparation method of coenzyme Q 10 injection emulsion (freeze-drying preparation for injection) is: (1) gets coenzyme Q10 5g, soybean lecithin 12g, poloxamer 15g and the water for injection that accounts for gross weight 20-50% are preheated to 70 ℃, stirring and evenly mixing, disperse through tissue mashing machine, per minute 20000 changes, and three minutes, triplicate.(2) add mannitol 30g, lactose 20g is stirred to mix homogeneously.Cross the high pressure dispersing emulsification machine, three times repeatedly, content is collected in lyophilization.
Claims (10)
1, coenzyme Q 10 injection emulsion, with the coenzyme Q10 is the active drug composition, it is characterized in that: contain in every 1000ml emulsion: pH to 3.0-9.0, coemulsifier 10-500g are transferred in coenzyme Q10 1-10g, injection vegetable oil 0-200g, emulsifying agent 1-50g, isoosmotic adjusting agent 5-50g, antioxidant 0.05-5g, pH regulator agent, and surplus is a water for injection.
2, according to the described coenzyme Q 10 injection emulsion that contains of claim 1, it is characterized in that: this Emulsion is lipomul or submicronized emulsion, microemulsion and fat emulsion for injection lyophilized formulations, submicronized emulsion lyophilized formulations, microemulsion lyophilized formulations.
3, according to the described coenzyme Q 10 injection emulsion that contains of claim 1, its feature also is described emulsifying agent, is anhydrate one or more mixture among sorbic acid cetylate, the Drewmulse of lecithin, hydroxylated lecithin, soybean phospholipid, soybean lecithin, hydrogenated soya phosphatide, Ovum Gallus domesticus Flavus lecithin, poloxamer, cholesterol, NaTDC, polyglycereol Palmic acid diol ester, acetic acid esters of mono, polyoxyethylene; Isoosmotic adjusting agent is one or more the mixture in glucose, sodium chloride, sorbitol, xylitol, the mannitol; The pH regulator agent is one or more the mixture in hydrochloric acid, phosphoric acid, citric acid (sodium), sodium hydroxide (potassium), glacial acetic acid, buffer agent such as sodium dihydrogen phosphate and the sodium hydrogen phosphate; Antioxidant is one or more the mixture in sodium sulfite, sodium sulfite, sodium pyrosulfite, sodium thiosulfate, ascorbic acid, propyl gallate, ascorbyl palmitate, butylated hydroxyarisol (BHA), ditertbutylparacresol (BHT), vitamin E, cysteine, the methionine; Coemulsifier is glycerol, Polyethylene Glycol, 1, the mixture of one or more in 2-propylene glycol, n-butyl alcohol, ethylene glycol, propylene glycol, the polyglycerin ester; Described injection vegetable oil is one or more a mixture such as soybean oil, Oleum sesami, safranine caul-fat, Oleum Ricini, Oleum Camelliae, safflower oil, Oleum Arachidis hypogaeae semen, Semen Maydis oil and artificial oil acetoacetic ester, butyl oleate, soybean oil wherein is selected from one or more the mixture in long chain triglyceride, medium chain triglyceride, glycerin mono-fatty acid ester, the glycerol list linoleate.
4, the preparation method of coenzyme Q 10 injection emulsion according to claim 1,1000ml is an example with preparation, it is characterized in that getting emulsifying agent 1-50g, coenzyme Q10 1-10g and injection vegetable oil 0-200g, is heated to 45-80 ℃, make its dissolving mixing, it is standby to make medicinal liquid; Get isoosmotic adjusting agent 5-50g, antioxidant 0.05-5g and account for the water for injection of gross weight 20-50% miscible, be heated to 45-80 ℃, add the medicinal liquid that has made, mixing, after tissue mashing machine disperseed, per minute 20000 changeed, three minutes, triplicate adds coemulsifier 10-500g again, mends to 1000ml with the water for injection that is preheated to 45-80 ℃, regulate pH value to 3-9 with the pH value regulator, be preheated to 45-80 ℃, cross the high pressure dispersing emulsification machine, emulsion particle diameter is the 0.1-0.8 micron, filter, embedding, sterilization, promptly; Add mannitol 5-300g, lactose 10-300g, stirring and dissolving, moisture is removed in lyophilization, makes freeze-drying preparation for injection.
5, coenzyme Q 10 injection emulsion according to claim 1 is characterized in that containing soybean lecithin 10.0g in this Emulsion of 1000ml, coenzyme Q10 5.00g, vitamin E 0.500g, 1,2-propylene glycol 100g, poloxamer F
6820g, surplus is a water for injection.
6, coenzyme Q 10 injection emulsion according to claim 1 is characterized in that containing coenzyme Q10 6.00g in this Emulsion of 1000ml, vitamin E 0.100g, and 1,2-propylene glycol 300g, poloxamer 30g, glycerol 15g, surplus is a water for injection.
7, the preparation method of coenzyme Q 10 injection emulsion according to claim 1 is: get Ovum Gallus domesticus Flavus lecithin 15.0g, and refined soybean oil 100g, coenzyme Q10 4.00g, vitamin E 1.00g is preheated to 70 ℃, stirring and evenly mixing, the medicinal liquid that makes is standby; Get glycerol 50.0g, poloxamer F
6810.0g and account for the water for injection of gross weight 20-50%, be preheated to 70 ℃, stirring and evenly mixing adds the medicinal liquid that has prepared, the limit edged stirs, and disperses through tissue mashing machine, and per minute 20000 changes three minutes, triplicate adds and is preheated to 70 ℃ of waters for injection to full dose 1000ml, regulates pH value to 3-9, cross the high pressure dispersing emulsification machine, three times repeatedly, sampling, microscopically is observed particle diameter, stops when emulsion particle diameter meets the requirements, and filters, embedding, sterilization gets product.
8, the preparation method of coenzyme Q 10 injection emulsion according to claim 1 is: get soybean lecithin 10.0g, and coenzyme Q10 5.00g, vitamin E 0.500g is preheated to 70 ℃ of stirrings, mixing, it is standby to make medicinal liquid; Get 1,2-propylene glycol 100g, poloxamer F
6820g and account for the water for injection of gross weight 20-50% is preheated to 70 ℃, stirring and evenly mixing, add the above-mentioned medicinal liquid that has made, the limit edged stirs, and disperses through tissue mashing machine, per minute 20000 changes, and three minutes, triplicate, add and be preheated to 70 ℃ of waters for injection, regulate pH value, cross the high pressure dispersing emulsification machine repeatedly to pH3-9 to full dose 1000ml, examine under a microscope until sampling and to stop when emulsion particle diameter meets the requirements, filter embedding, sterilization, numbering gets product.
9, the preparation method of coenzyme Q 10 injection emulsion according to claim 1 is: get coenzyme Q10 6.00g, vitamin E 0.100g is preheated to 70 ℃, stirring and evenly mixing, and it is standby to make medicinal liquid; Get 1,2-propylene glycol 300g, poloxamer 30g, glycerol 15g and the water for injection that accounts for gross weight 20-50% are preheated to 70 ℃, and stirring and evenly mixing adds the above-mentioned medicinal liquid that has made, the limit edged stirs, disperse through tissue mashing machine, per minute 20000 changes three minutes, triplicate, add and be preheated to 70 ℃ of waters for injection, regulate pH value, cross the high pressure dispersing emulsification machine to pH3-9 to full dose 1000ml, three times repeatedly, sampling, microscopically is observed particle diameter, stops when emulsion particle diameter meets the requirements, filter, embedding, sterilization gets product.
10, the preparation method of the lyophilized formulations of coenzyme Q 10 injection emulsion according to claim 1 is: coenzyme Q10 5g, soybean lecithin 12g, poloxamer 15g and account for the water for injection of gross weight 20-50%, be preheated to 70 ℃, stirring and evenly mixing disperses through tissue mashing machine, per minute 20000 changes, and three minutes, triplicate, add mannitol 30g, lactose 20g is stirred to mix homogeneously, cross the high pressure dispersing emulsification machine, three times repeatedly, content is collected in lyophilization.
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| CN100536816C (en) * | 2007-12-28 | 2009-09-09 | 清华大学 | Cozymase Q10 nano microcapsule emulsions and preparation and application thereof |
| CN101744288A (en) * | 2010-01-27 | 2010-06-23 | 神舟天辰科技实业有限公司 | Clear oral preparation with coenzyme Q10 and preparation method thereof |
| CN101966148A (en) * | 2010-08-30 | 2011-02-09 | 河南东都生物科技有限公司 | Injection composition comprising coenzyme Q10 and preparation method thereof |
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| CN101015524B (en) * | 2007-02-15 | 2011-09-14 | 沈阳药科大学 | Coenzyme Q10 oral emulsion and preparing process thereof |
| US20100189596A1 (en) * | 2007-07-26 | 2010-07-29 | Shenyang Pharmaceutical University | Composite emulsifier, an emulsion prepared from it and the preparation method thereof |
| WO2009012718A1 (en) * | 2007-07-26 | 2009-01-29 | Shenyang Pharmaceutical University | A composite emulsifier, an emulsion prepared from it and the preparation method thereof |
| JP2010534555A (en) * | 2007-07-26 | 2010-11-11 | シェンヤン ファーマシューティカル ユニバーシティ | Complex emulsifier, emulsion prepared using the same, and preparation method thereof |
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| CN101966148A (en) * | 2010-08-30 | 2011-02-09 | 河南东都生物科技有限公司 | Injection composition comprising coenzyme Q10 and preparation method thereof |
| CN110585266A (en) * | 2019-09-18 | 2019-12-20 | 广东润和生物科技有限公司 | Application of composition of perilla seed oil and coenzyme Q10 |
| CN114588109A (en) * | 2020-12-07 | 2022-06-07 | 沈阳药科大学 | Coenzyme Q10Emulsion, preparation method and application thereof |
| CN114588109B (en) * | 2020-12-07 | 2023-09-12 | 沈阳药科大学 | Coenzyme Q 10 Emulsion, preparation method and application thereof |
| CN115487140A (en) * | 2022-09-26 | 2022-12-20 | 马鞍山丰原制药有限公司 | Coenzyme Q10 injection and preparation method thereof |
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