CN103908441A - Enteric-coated soft capsule of Omega-3 aliphatic acid and its derivative and preparation method of the enteric-coated soft capsule - Google Patents
Enteric-coated soft capsule of Omega-3 aliphatic acid and its derivative and preparation method of the enteric-coated soft capsule Download PDFInfo
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Abstract
The invention provides an enteric-coated soft capsule of Omega-3 aliphatic acid and its derivative. The enteric-coated soft capsule is nonsoluble in the stomach but can be dissolved in the intestinal tract to release active components. After soft capsule pressing shaping, the soft capsule is coated with an enteric coating; or gelatin, an enteric material, water and a plasticizer are used as raw materials, the enteric material and the gelatin liquid are mixed and then are plasticized to form a uniform mixture (which is an enteric solution) and the uniform mixture is further cured to form an enteric capsule shell material which is an enteric soft capsule gelatin sheet, the enteric capsule shell material is free of an enteric coating and has the enteric (acid-insoluble) characteristics, and the enteric soft gelatin sheet (enteric gelatin solution) has the characteristics of hot pressing or dropping encapsulation of contents.
Description
Technical field
The present invention relates to a kind of Omega-3 fatty acid and derivant soft capsule thereof and preparation method thereof, the particularly preparation of enteric solubility soft capsule.
Technical background
Omega-3 fatty acid and derivant energy angiocardiopathy preventing, coronary heart disease, inflammatory diseases and cancer.Generally be developed on the market health promoting product, supplementary and medicine, Omega-3 fatty acid and derivant thereof are in a liquid state at normal temperatures, the general band of product has a fish like smell on the market, affect mouthfeel, and its main component eicosapentaenoic acid (Eicosapentaenoic Acid, and docosahexenoic acid (Docosahexaenoic Acid EPA), DHA) in, contain multiple pairs of keys, very responsive to light, heat and oxygen, conventionally need low temperature, seal and keep in Dark Place, greatly limited its application.Mostly product is on the market Omega-3 fatty acid and derivant thereof to be wrapped in soft capsule, to cover abnormal smells from the patient, improves product stability.But, traditional soft capsule is stomach dissolution type, after oral, break under one's belt, Omega-3 fatty acid and derivant thereof in soft capsule will discharge, and cause stomach discomfort, feel sick, belch wet goods digestive symptoms and affect the property followed of consumer, and the sour environment of stomach can cause that Omega-3 fatty acid and derivant thereof degrade, and causes the disappearance of effective active composition.Therefore, a kind of enteric coated preparation that can overcome these applied defects is needed in market badly.The application solves above-mentioned abnormal flavour and bioavailability defect by soft capsule being carried out to enteric coating.
The preparation of enteric dosage form and use are new preparation techniques, are not subject to the impact of gastric acid environment or protection gastric tissue not to contact the pungent containing in enteric dosage form mainly for the protection of content.In order to prevent that Omega-3 fatty acid and derivant thereof are because digestion causes continuing, be difficult to the oral cavity smell phenomenon accepted, enteric dosage form is a kind of desirable dosage form.But, due to the comparatively bright and clean rapid wear in elasticity softgel shell surface of soft capsule, in the process of capsule coating, may cause the formation on " Pericarpium Citri junoris " surface, spottiness or surperficial heterogeneity, coating uneven components distributes, and when serious, the situation that coating breaks or peels off may occur, and is difficult to form a complete adhesion enteric coating.Soft capsule also has heat sensitivity, and this just requires will strictly control temperature in the process of coating, otherwise easily deforms, and adhesion is even reunited.
Enteric soft capsules adopts formaldehyde-gelatin method and coating method conventionally.Formaldehyde-gelatin legal system enteric soft capsules is easily unstable to environment generation pollution and character, after 1 year, substantially there is no enteric characteristic.Transition zone is first wrapped in the common employing of coating method, is secondly enteric coating, is finally polishing layer.In Chinese patent CN102724972A, announced the method for making of enteric soft capsules and wrapped exactly three layers, its complex process, expends man-hour, and too much, and this patent also only announces coating solution formula, do not announce art for coating parameter for capsule weightening finish.The preparation method of invention herein, is that one-shot forming, can reach enteric effect at the outer parcel of soft capsule enteric coating material, not only work simplification, and gain in weight is few, and tack is good, stable in properties.
Summary of the invention
Can cause stomach discomfort reaction based on oral omega-3 fatty acid and derivant thereof, and existing omega-3 fatty acid enteric coated preparation complicated process of preparation, cost are high, the invention provides a kind of new easy Omega-3 fatty acid and derivant enteric soft capsules thereof and preparation method thereof.
Omega-3 fatty acid of the present invention and derivant thereof, include but not limited to the derivants such as Omega-3 fatty acid, Omega-3 fatty acid lipid, Omega-3 fatty acid choline and Omega-3 fatty acid salt.
The stripping that enteric soft capsules did not produce or seldom produced active component when the stomach by patient conventionally after oral, and can dissolve quickly and discharge active component in the time leaving stomach and enter intestinal.By utilizing enteric material to process to soft capsule, as coating, coating, parcel etc., described enteric material is insoluble in as stomach at sour environment, and is soluble approaching neutral environment or alkaline environment in as intestinal environment.
Omega-3 fatty acid provided by the invention and derivant enteric soft capsules thereof, be made up of the liquid or content of soft plastic state and the soft capsule material of enteric solubility that contain omega-3 fatty acid and derivant thereof.The omega-3 fatty acid of the liquid or soft plastic state of the soft capsule material embedding of enteric solubility and derivant thereof and form spherical, the elliposoidal of sealing or the dosage form of other shapes.By omega-3 fatty acid and derivant soft capsule thereof are carried out to enteric material processing, avoid after oral discharging under one's belt the discomfort reaction bringing, make Omega-3 fatty acid and derivant thereof enter intestinal and discharge, performance therapeutical effect, is a kind of preparation that is positioned at intestinal release.
The soft capsule material of the present invention conventionally adds auxiliary agent and makes (film or glue) taking gelatin, arabic gum etc. as basic material, the aqueous solution of this colloid macromolecular material is toughness working fluid under thermal condition, in the time that temperature reduces, macromolecular solution just forms network structure, disperse medium water is all included in network structure, form immobilising semi-solid thing, become gel, the softgel shell of soft capsule is exactly this gel.
Enteric solubility is the key point of enteric soft capsules, be related to that pharmaceutical preparation is not dissolved under one's belt and only in intestinal, dissolve, the characteristic of stripping active component, the invention provides the soft capsule of enteric solubility of two kinds of forms to realize this object.
The soft capsule that the invention provides the enteric solubility of the first form is: a kind of soft capsule of enteric solubility is after soft capsule pressed sizing, enteric coated in softgel shell outside.
Soft capsule material preparation: the capsule material of soft capsule comprises sizing material, plasticizer and water, and sizing material is generally one or more of gelatin, arabic gum, and plasticizer is generally glycerol, sorbitol, glycine or their mixture.
The compacting of soft capsule: the first step, preparation capsule material glue, according to capsule material formula, puts into distilled water immersion by gelatin sizing material it is expanded, and after sizing material dissolves, other material is added in the lump, is uniformly mixed.Second step, glue sheet, takes out the capsule material glue preparing, and is coated on smooth plate surface, makes thickness even, at suitable temperature, has made certain toughness, elastic cushion compound.The 3rd step, compacting soft capsule.
Soft capsule enteric coating: use unique enteric-coating material, carry out coating to preparing soft capsule, product active ingredient Omega-3 fatty acid and derivant thereof are not degraded in stomach, and concentrate and discharge at enteral.In coating process, its key problem in technology is seed-coating machine rotating speed in coating process, temperature, air mass flow and hydrojet speed etc.
Enteric coating comprises enteric-coating material and plasticizer optionally, at least one is selected from polyacrylic acid resin (as Eudragit L30D-55 enteric-coating material, Eudragit L100-55), hydroxypropylmethyl cellulose phthalate (HPMCP), acetic acid hydroxypropyl methylcellulose succinate (HPMCAS), cellulose acetate-phthalate (CAP), ethyl cellulose (EC), cellulose acetate benzenetricarboxylic acid ester (CAT), polyvinyl alcohol phthalate ester (PVAP), enteric Opadry is (as SURETERIC, ACRYL-EZE etc.), carboxymethylethylcellulose, polyvinyl acetate phthalic acid ester, diketopiperazine polymer, Lac, zein.
Enteric-coating material need to add plasticizer conventionally to obtain best result, plasticizer can be used as and strengthens the filming performance of enteric-coating material and prevent coatings cracking, and at least one is selected from triethyl citrate (TEC), diethyl phthalate, dimethyl phthalate, dibutyl phthalate, Polyethylene Glycol (PEG), sorbitol, glycerol, hexadecanol, glycerol triacetate, Lac, octadecanol etc. plasticizer.
The present invention wraps up the process of enteric coating layer, can in coating pan, ebullated bed, fluidized bed coating etc. arrange, carry out, conventional coating process be coated to soft capsule or by fluidized-bed spraying to soft capsule, more further dryly can obtain enteric coating soft capsule.
Enteric coating of the present invention is one-shot forming.
The invention provides the soft capsule of the enteric solubility of the second form: a kind of soft capsule of enteric solubility, comprise gelatin, Enteric Materials, water and plasticizer, by Enteric Materials being mixed with gelatin glue and making material plasticising to form uniform mixture (enteric solubility glue), further solidify and can make enteric solubility capsule casing material---enteric solubility soft capsule film, this soft capsule material does not need enteric coating, not only have the characteristic of enteric (acid insoluble), film (enteric solubility glue) also has hot pressing or dripping seals the characteristic of content.
Wherein, at least one is selected from polyacrylic acid resin (as Eudragit L30D-55 Enteric Materials, EudragitL100-55), hydroxypropylmethyl cellulose phthalate (HPMCP), acetic acid hydroxypropyl methylcellulose succinate (HPMCAS), cellulose acetate-phthalate (CAP), ethyl cellulose (EC), cellulose acetate benzenetricarboxylic acid ester (CAT), polyvinyl alcohol phthalate ester (PVAP), enteric Opadry is (as SURETERIC, ACRYL-EZE etc.), carboxymethylethylcellulose, polyvinyl acetate phthalic acid ester, diketopiperazine polymer, Lac, zein.
At least one is selected from triethyl citrate (TEC), diethyl phthalate, dimethyl phthalate, dibutyl phthalate, Polyethylene Glycol (PEG), sorbitol, glycerol, hexadecanol, glycerol triacetate, Lac, octadecanol etc. plasticizer.
The prepared Omega-3 fatty acid of the present invention and derivant enteric coated capsule thereof, it makes rear coating weightening finish is 2～20%.The enteric soft capsules outward appearance making is complete, and color and luster is even, good stability.
Omega-3 fatty acid of the present invention and derivant enteric coated capsule thereof have the following advantages:
1, in stomach, do not dissolve, discharge and concentrate at enteral, avoid the degraded of gastric acid to active component Omega-3 fatty acid and derivant thereof, also the stimulation that the fishy smell of having avoided Omega-3 fatty acid and derivant thereof produces gastric mucosa and feeling sick of causing, vomitings etc. are uncomfortable reacts, and has improved the compliance of patient's oral drugs;
2, provide enteric coating soft capsule, improve the stability of product;
3, Omega-3 fatty acid and derivant enteric coated capsule thereof are concentrated and are discharged at enteral, compare common soft capsule, and its bioavailability improves greatly;
4, preparation technology is simple, easy to operate, is conducive to suitability for industrialized production preparation.
The present invention carries out inspection disintegration to Omega-3 fatty acid and derivant enteric coated capsule thereof, detects enteric characteristic.Found that in temperature to be the condition of 37.5 ± 0.5 DEG C, described enteric soft capsules is not disintegrate in 30 minutes in 0.1N HCl simulated gastric fluid, a small amount of disintegrate in 1 hour.In with phosphate-buffered salt simulated intestinal fluid, described enteric soft capsules is most of disintegrate in 30 minutes, disintegrate completely in 1 hour.Meet the prescription of enteric coated preparation.
Detailed description of the invention:
In implementation process of the present invention, those of ordinary skill in the art do not depart from the scope of the present invention with the basis of spirit on the various embodiments that produce and modify apparent and be easily to carry out.By the following examples, the enteric soft capsules of Omega-3 fatty acid of the present invention and derivant thereof is done further and illustrated, but do not represent embodiment limitation of the present invention.
The preparation of embodiment 1Omega-3 fatty acid soft capsule
Soft capsule preparation: above-mentioned raw materials is mixed to the content as soft capsule with corresponding adjuvant, put in soft capsule forming machine, be selected from appropriate mould, be pressed into soft capsule with gelatin film parcel.
The preparation of embodiment 2Omega-3 fatty-acid ethyl ester soft capsule
Soft capsule preparation: above-mentioned raw materials is mixed to the content as soft capsule with corresponding adjuvant, put in soft capsule forming machine, be selected from appropriate mould, be pressed into soft capsule with gelatin film parcel.
The preparation of embodiment 3Omega-3 fatty acid enteric soft capsules
Casing liquid prescription: Kollicoat MAE30DP methacrylic acid/ETHYL CYANOACRYLATE (1:1) copolymer 30% aqueous dispersion.
Enteric coatings: getting embodiment 1 soft capsule in coating pan, is 25-35psi in spray gun pressure, and intake air temperature is 50-60 DEG C, under the condition that coating pan rotating speed is 8rpm, carries out coating, to coating weightening finish 7%.
The preparation of embodiment 4Omega-3 fatty acid enteric soft capsules
Casing liquid prescription: Eudragit L30D-55 7%
Eudragit NE30D 2%
Ethanol (85%) 60%
Enteric coatings: by above-mentioned casing liquid recipe quantity, Eudragit L30D-55 and Eudragit NE30D are dissolved in 85% ethanol, sieve, be mixed with enteric coating liquid, get above-described embodiment 1 soft capsule in coating pan.Be 25-35psi in spray gun pressure, intake air temperature is 50-60 DEG C, under the condition that coating pan rotating speed is 6-15rpm, carries out coating, to coating weightening finish 7%.
The preparation of embodiment 5Omega-3 fatty acid enteric soft capsules
Casing liquid prescription: refined gram suitable 18%
Water is appropriate
Triethyl citrate (TEC) 3%
Enteric coatings: refined gram of above-mentioned amount should be dissolved in appropriate water, and mix with triethyl citrate (TEC), sieve, being mixed with enteric coating liquid, getting above-described embodiment 1 insoluble capsule in coating pan, is 25-35psi in spray gun pressure, intake air temperature is 50-60 DEG C, coating pan rotating speed is under the condition of 6-15rpm, carries out secondary coating, to coating weightening finish 10%.
The preparation of embodiment 6Omega-3 fatty-acid ethyl ester enteric soft capsules
Casing liquid prescription: Kollicoat MAE30DP methacrylic acid/ETHYL CYANOACRYLATE (1:1) copolymer 30% aqueous dispersion.
Enteric coatings: getting Omega-3 fatty-acid ethyl ester soft capsule prepared by above-described embodiment 2 in coating pan, is 25-35psi in spray gun pressure, and intake air temperature is 50-60 DEG C, under the condition that coating pan rotating speed is 6-15rpm, carries out coating, to coating weightening finish 7%.
The preparation of embodiment 7Omega-3 fatty-acid ethyl ester enteric soft capsules
Coating solution 1 is write out a prescription: Opadry 17%
Water is appropriate
Polyethylene Glycol (PEG) 4%
Coating: Opadry is soluble in water, sieve, add Polyethylene Glycol (PEG) to be mixed with enteric coating liquid, get Omega-3 fatty-acid ethyl ester soft capsule prepared by above-described embodiment 2 in coating pan.Be 25-35psi in spray gun pressure, intake air temperature is 50-60 DEG C, under the condition that coating pan rotating speed is 6-15rpm, carries out coating, to coating weightening finish 3%.
Coating solution 2 is write out a prescription: HPMCP 18%
Diethyl phthalate 2.5%
Secondary coating: the HPMCP of above-mentioned amount is dissolved in 80% appropriate ethanol, sieve, be mixed with enteric coating liquid, get Omega-3 fatty-acid ethyl ester soft capsule that above-mentioned coating crosses in coating pan, be 25-30psi in spray gun pressure, intake air temperature is 50-56 DEG C, under the condition that coating pan rotating speed is 6-15rpm, carry out secondary coating, to coating weightening finish 12%.
The preparation of embodiment 8Omega-3 fatty-acid ethyl ester enteric soft capsules
Preparation: by above-mentioned casing liquid recipe quantity, Eudragit L30D-55 and Eudragit NE30D are dissolved in 85% ethanol, sieve, add diethyl phthalate to be mixed with enteric coating liquid.Getting Omega-3 fatty-acid ethyl ester soft capsule prepared by above-described embodiment 2 in coating pan, is 25-30psi in spray gun pressure, and intake air temperature is 50-56 DEG C, under the condition that coating pan rotating speed is 6-15rpm, carries out coating, to coating weightening finish be 9%.
The preparation of embodiment 9Omega-3 fatty-acid ethyl ester enteric soft capsules
Content prescription: Omega-3 fatty-acid ethyl ester 160g
Soybean oil 1580g
Dehydrated alcohol 460g
Capsule shells prescription: gelatin 20kg
Glycerol 9kg
Water 20kg
Preparation: soluble in water by HPMCP and the Opadry of above-mentioned casing liquid recipe quantity, sieve, add triethyl citrate (TEC) to be mixed with enteric coating liquid, this coating solution is made to enteric solubility glue material together with above-mentioned capsule material prescription, put in soft capsule forming machine, be selected from appropriate mould, the mixture compacting of foregoing thing prescription is obtained to enteric soft capsules.
Embodiment 10Omega-3 fatty acid and derivant enteric soft capsules disintegrate experiment thereof
Get respectively Omega-3 fatty acid and the derivant enteric soft capsules thereof of embodiment 1,2,3,4,5,6,7,8,9 preparations, according to the pertinent regulations in 2010 editions annex X A of Chinese Pharmacopoeia, utilize Intelligent disintegration tester, taking phosphate buffer and 0.1NHCl as disintegrate solvent simulated intestinal fluid, gastric juice carries out slaking test, is under the condition of 37.5 ± 0.5 DEG C in temperature, measures disintegration, found that the not disintegrate in 30 minutes in gastric juice of described enteric soft capsules, a small amount of disintegrate in 1 hour; In intestinal juice, described enteric soft capsules is most of disintegrate in 30 minutes, disintegrate completely in 1 hour.
Concrete statistical result is as following table 1:
Omega-3 fatty acid prepared by table 1 embodiment 1-9 and derivant soft capsule/enteric soft capsules slaking test result thereof
Claims (13)
1. Omega-3 fatty acid and a derivant enteric soft capsules thereof, is after soft capsule pressed sizing, enteric coated in softgel shell outside.
2. a kind of Omega-3 fatty acid according to claim 1 and derivant enteric soft capsules thereof, is characterized in that the capsule material of soft capsule comprises sizing material, plasticizer and water.
3. a kind of Omega-3 fatty acid according to claim 2 and derivant enteric soft capsules thereof, is characterized in that prepared Omega-3 fatty acid and derivant enteric coated capsule thereof, and it makes rear coating weightening finish is 2～20%.
4. a preparation method for Omega-3 fatty acid and derivant enteric soft capsules thereof, is after soft capsule pressed sizing, enteric coated in softgel shell outside.
5. the preparation method of a kind of Omega-3 fatty acid according to claim 3 and derivant enteric soft capsules thereof, it is characterized in that soft capsule material preparation: the capsule material of soft capsule comprises sizing material, plasticizer and water, sizing material is one or more of gelatin, arabic gum, and plasticizer is glycerol, sorbitol, glycine or their mixture;
The compacting of soft capsule: the first step, preparation capsule material glue, according to capsule material formula, puts into distilled water by gelatin or other sizing material and soaks it is expanded, and after sizing material dissolves, other material is added in the lump, is uniformly mixed; Second step, glue sheet, takes out the capsule material glue preparing, and is coated on smooth plate surface, makes thickness even, at suitable temperature, has made certain toughness, elastic cushion compound; The 3rd step, compacting soft capsule.
6. the preparation method of a kind of Omega-3 fatty acid according to claim 4 and derivant enteric soft capsules thereof, it is characterized in that soft capsule enteric coating: use unique enteric-coating material, carry out coating to preparing soft capsule, product active ingredient Omega-3 fatty acid and derivant thereof are not degraded in stomach, and concentrate and discharge at enteral.
7. the preparation method of a kind of Omega-3 fatty acid according to claim 5 and derivant enteric soft capsules thereof, it is characterized in that enteric coating comprises enteric-coating material and plasticizer optionally, at least one is selected from polyacrylic acid resin (as Eudragit L30D-55 enteric-coating material, Eudragit L100-55), hydroxypropylmethyl cellulose phthalate (HPMCP), acetic acid hydroxypropyl methylcellulose succinate (HPMCAS), cellulose acetate-phthalate (CAP), ethyl cellulose (EC), cellulose acetate benzenetricarboxylic acid ester (CAT), polyvinyl alcohol phthalate ester (PVAP), enteric Opadry is (as SURETERIC, ACRYL-EZE etc.), carboxymethylethylcellulose, polyvinyl acetate phthalic acid ester, diketopiperazine polymer, Lac, zein,
At least one is selected from triethyl citrate (TEC), diethyl phthalate, dimethyl phthalate, dibutyl phthalate, Polyethylene Glycol (PEG), sorbitol, glycerol, hexadecanol, glycerol triacetate, Lac, octadecanol described plasticizer.
8. the preparation method of a kind of Omega-3 fatty acid according to claim 6 and derivant enteric soft capsules thereof, it is characterized in that the present invention wraps up the process of enteric coating layer, in arranging, coating pan, ebullated bed, fluidized bed coating carry out, conventional coating process be coated to soft capsule or by fluidized-bed spraying to soft capsule, more further dryly can obtain enteric coating soft capsule.
9. the preparation method of a kind of Omega-3 fatty acid according to claim 7 and derivant enteric soft capsules thereof, is characterized in that described coating process is one-shot forming.
10. an Omega-3 fatty acid and derivant enteric soft capsules thereof, comprise gelatin, Enteric Materials, water and plasticizer, by Enteric Materials being mixed with gelatin glue and making material plasticising to form mixture, further solidify and make enteric solubility capsule casing material---enteric solubility soft capsule film.
11. a kind of Omega-3 fatty acid according to claim 8 and derivant enteric soft capsules thereof, it is characterized in that wherein, at least one is selected from polyacrylic acid resin Enteric Materials, hydroxypropylmethyl cellulose phthalate (HPMCP), acetic acid hydroxypropyl methylcellulose succinate (HPMCAS), cellulose acetate-phthalate (CAP), ethyl cellulose (EC), cellulose acetate benzenetricarboxylic acid ester (CAT), polyvinyl alcohol phthalate ester (PVAP), enteric Opadry is (as SURETERIC, ACRYL-EZE etc.), carboxymethylethylcellulose, polyvinyl acetate phthalic acid ester, diketopiperazine polymer, Lac, zein.
12. a kind of Omega-3 fatty acid according to claim 9 and derivant enteric soft capsules thereof, at least one is selected from triethyl citrate (TEC), diethyl phthalate, dimethyl phthalate, dibutyl phthalate, Polyethylene Glycol (PEG), sorbitol, glycerol, hexadecanol, glycerol triacetate, Lac, octadecanol to it is characterized in that plasticizer.
13. a kind of Omega-3 fatty acid according to claim 10 and derivant enteric soft capsules thereof, is characterized in that prepared Omega-3 fatty acid and derivant enteric coated capsule thereof, and it makes rear coating weightening finish is 2～20%.
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| CN201310731918.9A CN103908441A (en) | 2013-12-26 | 2013-12-26 | Enteric-coated soft capsule of Omega-3 aliphatic acid and its derivative and preparation method of the enteric-coated soft capsule |
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| CN201310731918.9A CN103908441A (en) | 2013-12-26 | 2013-12-26 | Enteric-coated soft capsule of Omega-3 aliphatic acid and its derivative and preparation method of the enteric-coated soft capsule |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106822027A (en) * | 2017-02-10 | 2017-06-13 | 力品药业（厦门）有限公司 | A kind of Alpha-Linolenic Acid acid and its derivative enteric soft capsules and preparation method thereof |
| CN107114792A (en) * | 2017-05-10 | 2017-09-01 | 山东禹王制药有限公司 | A kind of preparation method of enteric soft capsules |
| CN112353775A (en) * | 2019-07-24 | 2021-02-12 | 康码（上海）生物科技有限公司 | Enteric capsule |
| CN112641121A (en) * | 2020-10-10 | 2021-04-13 | 广州启键生物科技有限公司 | Preparation method of filling hollow capsules of hydroxypropyl methylcellulose and algal polysaccharide |
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| CN1386501A (en) * | 2001-05-23 | 2002-12-25 | 上海展望集团有限公司 | Omega-3 fatty acid capsule |
| CN101049380A (en) * | 2007-05-11 | 2007-10-10 | 张冰文 | Enteric solubility soft capsule containing camellia oil, and preparation method |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1386501A (en) * | 2001-05-23 | 2002-12-25 | 上海展望集团有限公司 | Omega-3 fatty acid capsule |
| CN101049380A (en) * | 2007-05-11 | 2007-10-10 | 张冰文 | Enteric solubility soft capsule containing camellia oil, and preparation method |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106822027A (en) * | 2017-02-10 | 2017-06-13 | 力品药业（厦门）有限公司 | A kind of Alpha-Linolenic Acid acid and its derivative enteric soft capsules and preparation method thereof |
| CN107114792A (en) * | 2017-05-10 | 2017-09-01 | 山东禹王制药有限公司 | A kind of preparation method of enteric soft capsules |
| CN112353775A (en) * | 2019-07-24 | 2021-02-12 | 康码（上海）生物科技有限公司 | Enteric capsule |
| CN112641121A (en) * | 2020-10-10 | 2021-04-13 | 广州启键生物科技有限公司 | Preparation method of filling hollow capsules of hydroxypropyl methylcellulose and algal polysaccharide |
| CN112641121B (en) * | 2020-10-10 | 2022-04-19 | 广州玖洲胶囊生物科技有限公司 | Preparation method of filled hollow capsules of hydroxypropyl methylcellulose and carrageenan |
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