CN1424112A - Water soluble dressing for insoluble medicines and preparation thereof - Google Patents

Water soluble dressing for insoluble medicines and preparation thereof Download PDF

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Publication number
CN1424112A
CN1424112A CN 02155140 CN02155140A CN1424112A CN 1424112 A CN1424112 A CN 1424112A CN 02155140 CN02155140 CN 02155140 CN 02155140 A CN02155140 A CN 02155140A CN 1424112 A CN1424112 A CN 1424112A
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Prior art keywords
clathrate
derivant
class
water
insoluble drug
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Pending
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CN 02155140
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Chinese (zh)
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瞿文
包泳初
陈庆华
朱宝泉
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Shanghai Institute of Pharmaceutical Industry
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Shanghai Institute of Pharmaceutical Industry
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Priority to CN 02155140 priority Critical patent/CN1424112A/en
Publication of CN1424112A publication Critical patent/CN1424112A/en
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Abstract

A water-soluble inclusion compound of the medicine difficult to dissolve is prepared from said medicine difficult to dissolve and the cyclodextrin derivative through adding said medicine to the solution of cyclodextrin in organic solvent, thermal refluxing until the medicine is fully dissolved, and volatilizing the organic solvent. Its advantages are short period (1-2) hr and wide range of medicines.

Description

Water solublity clathrate of insoluble drug and preparation method thereof
Technical field
The present invention relates to water solublity clathrate of insoluble drug and preparation method thereof.
Background technology
The bioavailability of insoluble drug such as alkaloids, lignan's class, flavonoids class, triterpenoid, diterpene compound class, sesquiterpenoid, monoterpene class and glycoside is lower usually, so usually need improve their water solublity, the means of employing have: salify, micronization, emulsifying, make solid dispersion or clathrate etc.Clathrate refers to goes into the inside of water-solubility carrier molecule with pharmaceutical pack (its preparation method is gone into pharmaceutical pack the inside of water soluble molecules usually, forms a kind of clathrate, and is simple and effective, and the medicine of technology preparation and the complex of water-solubility carrier are claimed clathrate thus.) cyclodextrin and derivant thereof be exactly class enclose carrier of normal use of preparation clathrate.
At present, the Chang Yong method for preparing drug-cyclodextrin or derivatives thereof clathrate has: saturated water solution method, supercritical ultrasonics technology, polishing, freeze-drying, spray drying method and solution-paddling process etc.Their shortcoming is: length consuming time, be not suitable for the medicine of water solublity extreme difference.
Summary of the invention
The technical issues that need to address of the present invention provide water solublity clathrate of a kind of insoluble drug and preparation method thereof, to overcome the length consuming time that prior art exists, the defective that is not suitable for the medicine of water solublity extreme difference.
The water solublity clathrate of insoluble drug of the present invention is a kind of compositions, is made of the insoluble drug and the cyclodextrin derivative for the treatment of effective dose, and its preferred ingredients and content are: the mol ratio of insoluble drug and cyclodextrin derivative is: 0.1~100: 1.
Said clathrate contains half or a plurality of water of crystallization or do not contain water of crystallization.
The final application form of this clathrate can be aqueous solution, lyophilized preparation, tablet, capsule, granule, soft gelatin capsule, suction powder, suppository etc.
Said insoluble drug is included in dissolubility in the water less than 1% medicine.
Insoluble drug commonly used comprises:
Alkaloids is as alkaloid and derivants thereof such as berberine, ephedrine, coptisine, corydaline, ipecine, physostigmine, atropina, 2.beta.-carbomethoxy-3.beta.-benzoxytropane, codeine, morphine, quinine, homoharringtonine, camptothecine, papaverine, atropine, hyoscyamine, matrine, aconitine, vinblastine, reserpine, Rhizoma Chuanxiong alkali, dauricine, anabasine, tetrandrine, ergotin, pilocarpine, theophylline, Securinine, colchicine or orixines;
Lignan's class is as lignan and derivants thereof such as podophyllotoxin, schizantherin, guaiaconic acids;
The flavonoids class is as flavonoids and derivants thereof such as silymarin, puerarins;
The triterpenoid class is as triterpenoid and derivants thereof such as oleanolic acid;
The diterpene compound class is as diterpene compound and derivants thereof such as bilobalide, TANSHINONES, andrographolide, Triptolide, plectranthin, Cortex Pseudolaricis acid, paclitaxels;
The sesquiterpenoid class is as sesquiterpenoid and derivants thereof such as arteannuin;
The monoterpene class is as monoterpene and derivants thereof such as curcumenol, pyrethrins;
Glycoside is as glycoside and derivants thereof such as baicalin, psoralen, chrysophanic acid, the fragrant glycoside of cloud, aesculetin, digitophyllin, digoxin, convallatoxins.
Said cyclodextrin derivative comprises: the alpha-cyclodextrin derivant of various substitution values, beta-cyclodextrin derivative, gamma-cyclodextrin derivant, best choice are one or more in HP-, the sulfobutyl ether-beta-cyclodextrin etc.
The using method of clathrate of the present invention is identical with using dosage and routine, and the relevant personnel can be according to patient's the state of an illness and the patient that practical situation is implemented and needs are treated.
Method of the present invention comprises the steps:
Insoluble drug is put in the organic solvent of cyclodextrin derivative, reflux to medicine dissolves fully, flings to organic solvent, promptly obtains water miscible clathrate.
Said non-water-soluble matchmaker includes but not limited to: one or more in ethanol, methanol, acetonitrile, acetone, isopropyl alcohol, n-butyl alcohol, the oxolane etc.
Because insoluble drug and the cyclodextrin derivative addressed can be dissolved in the organic solvent under reflux state quickly, general dissolution time is 1~2 hour, therefore, can shorten preparation time greatly, making simultaneously originally can't also can be by solubilising by the medicine of cyclodextrin or derivatives thereof enclose.
This shows that the preparation time of clathrate of the present invention shortens greatly, shorten to 1~2 hour from original a couple of days, enlarged the medicine scope that is suitable for simultaneously, be a kind of technology of water solublity clathrate of the preparation insoluble drug that the industrial applications prospect arranged.
The specific embodiment
Embodiment 1
1 gram berberine and number gram HP-(or number gram sulfobutyl ether-beta-cyclodextrin) is mixed with the 1000ml dehydrated alcohol, all dissolve in 80 ℃ of reflux 2 hours to medicine.Be evaporated to constant weight, obtain clathrate.
Embodiment 2
1 gram schisantherin A and number gram HP-(or number gram sulfobutyl ether-beta-cyclodextrin) is mixed with the 1000ml dehydrated alcohol, all dissolve in 80 ℃ of reflux 1.5 hours to medicine.Be evaporated to constant weight, obtain clathrate.
Embodiment 3
1 gram silymarin and number gram HP-(or number gram sulfobutyl ether-beta-cyclodextrin) is mixed with the 1000ml dehydrated alcohol, all dissolve in 80 ℃ of reflux 1 hour to medicine.Be evaporated to constant weight, obtain clathrate.
Embodiment 4
1 gram oleanolic acid and number gram HP-(or number gram sulfobutyl ether-beta-cyclodextrin) is mixed with the 1000ml dehydrated alcohol, all dissolve in 80 ℃ of reflux 2 hours to medicine.Be evaporated to constant weight, obtain clathrate.
Embodiment 5
1 gram bilobalide and number gram HP-(or number gram sulfobutyl ether-beta-cyclodextrin) is mixed with the 1000ml dehydrated alcohol, all dissolve in 80 ℃ of reflux 2 hours to medicine.Be evaporated to constant weight, obtain clathrate.
Embodiment 6
1 gram arteannuin and number gram HP-(or number gram sulfobutyl ether-beta-cyclodextrin) is mixed with the 1000ml dehydrated alcohol, all dissolve in 80 ℃ of reflux 2 hours to medicine.Be evaporated to constant weight, obtain clathrate.
Embodiment 7
1 gram curcumenol and number gram HP-(or number gram sulfobutyl ether-beta-cyclodextrin) is mixed with the 1000m1 dehydrated alcohol, all dissolve in 80 ℃ of reflux 2 hours to medicine.Be evaporated to constant weight, obtain clathrate.
Embodiment 8
1 gram baicalin and number gram HP-(or number gram sulfobutyl ether-beta-cyclodextrin) is mixed with the 1000ml dehydrated alcohol, all dissolve in 80 ℃ of reflux 2 hours to medicine.Be evaporated to constant weight, obtain clathrate.

Claims (10)

1. the water solublity clathrate of insoluble drug is characterized in that being made of the insoluble drug and the cyclodextrin derivative of treatment effective dose.
2. clathrate according to claim 1 is characterized in that, the mol ratio of insoluble drug and cyclodextrin derivative is: 0.1~100: 1, contain half or a plurality of water of crystallization or do not contain water of crystallization.
3. clathrate according to claim 1 is characterized in that, the final application form of clathrate includes but not limited to: aqueous solution, lyophilized preparation, tablet, capsule, granule, soft gelatin capsule, suppository or suction powder.
4. clathrate according to claim 1 is characterized in that, said insoluble drug comprises that dissolubility in the water is less than 1% medicine.
5. clathrate according to claim 2 is characterized in that, said insoluble drug comprises that dissolubility in the water is less than 1% medicine.
6. clathrate according to claim 3 is characterized in that, said insoluble drug comprises that dissolubility in the water is less than 1% medicine.
7. according to each described clathrate of claim 1~6, it is characterized in that, insoluble drug comprises: a kind of in alkaloids, lignan's class, flavonoids class, triterpenoid class, diterpene compound class, sesquiterpenoid class, monoterpene class or the glycoside, said cyclodextrin derivative comprises one or more in alpha-cyclodextrin derivant, beta-cyclodextrin derivative, gamma-cyclodextrin derivant of various substitution values etc., comprises HP-, sulfobutyl ether-beta-cyclodextrin.
8. clathrate according to claim 7 is characterized in that, described medicine is:
Alkaloids comprises berberine, ephedrine, coptisine, corydaline, ipecine, physostigmine, atropina, 2.beta.-carbomethoxy-3.beta.-benzoxytropane, codeine, morphine, quinine, homoharringtonine, camptothecine, papaverine, atropine, hyoscyamine, matrine, aconitine, vinblastine, reserpine, Rhizoma Chuanxiong alkali, dauricine, anabasine, tetrandrine, ergotin, pilocarpine, theophylline, Securinine, colchicine or orixine and derivant thereof;
Lignan's class comprises podophyllotoxin, schizantherin, guaiaconic acid and derivant thereof;
The flavonoids class comprises silymarin, puerarin and derivant thereof;
Triterpenoid comprises oleanolic acid and derivant thereof;
Diterpene compound comprises bilobalide, TANSHINONES, andrographolide, Triptolide, plectranthin, Cortex Pseudolaricis acid or paclitaxel and derivant thereof;
Sesquiterpenoid comprises arteannuin and derivant thereof;
Monoterpene comprises curcumenol or pyrethrin and derivant thereof;
Glycoside comprises baicalin, psoralen, chrysophanic acid, the fragrant glycoside of cloud, aesculetin, digitophyllin, digoxin, convallatoxin and derivant thereof.
9. according to the preparation method of each said clathrate of claim 1~8, it is characterized in that comprising the steps:
Insoluble drug is put in the organic solvent of cyclodextrin derivative, reflux to medicine dissolves fully, flings to organic solvent, promptly obtains water miscible clathrate.
10. preparation method according to claim 9 is characterized in that said non-water-soluble matchmaker includes but not limited to: one or more in ethanol, methanol, acetonitrile, acetone, isopropyl alcohol, n-butyl alcohol or the oxolane.
CN 02155140 2002-12-17 2002-12-17 Water soluble dressing for insoluble medicines and preparation thereof Pending CN1424112A (en)

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WO2008031286A1 (en) * 2006-09-12 2008-03-20 Nanjing Normal University Pharmaceutical composition comprising cyclodextrin paclitaxel inclusion and preparation method thereof
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CN106667906A (en) * 2017-03-22 2017-05-17 中国人民解放军第三军医大学第二附属医院 Coptisine injection as well as preparation method and application thereof
CN106943605A (en) * 2017-05-08 2017-07-14 重庆植恩药业有限公司 Orlistat inclusion compound and preparation method thereof and the application in antineoplastic
CN107260694A (en) * 2017-06-14 2017-10-20 广西大海阳光药业有限公司 One kind treats silicosis, rheumatalgia, arthralgia and neuralgic long-acting novel formulation
CN107736345A (en) * 2017-10-17 2018-02-27 天津农学院 A kind of composition of medicine for having selectively killing Microcystis aeruginosa and promoting to grow beneficial to swim alga
CN107982212A (en) * 2017-11-28 2018-05-04 杭州赫尔斯科技有限公司 A kind of atropic category medicament slow release eye drops and preparation method thereof
CN108338969A (en) * 2018-02-08 2018-07-31 胡敏 A kind of low concentration tropane class drug eye drops and preparation method thereof
CN110507698A (en) * 2019-09-04 2019-11-29 淮北师范大学 A kind of agent of common rabdosia leaf extract particles and preparation method of anti-mycobacterium tuberculosis
CN112190498A (en) * 2020-10-31 2021-01-08 华南理工大学 Water-soluble theophylline and cyclodextrin inclusion compound and preparation method thereof
CN112190498B (en) * 2020-10-31 2022-03-25 华南理工大学 Water-soluble theophylline and cyclodextrin inclusion compound and preparation method thereof

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