CN108236732A - A kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan - Google Patents
A kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan Download PDFInfo
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- CN108236732A CN108236732A CN201611231186.7A CN201611231186A CN108236732A CN 108236732 A CN108236732 A CN 108236732A CN 201611231186 A CN201611231186 A CN 201611231186A CN 108236732 A CN108236732 A CN 108236732A
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4738—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4745—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having nitrogen as a ring hetero atom, e.g. phenantrolines
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- A61K9/1605—Excipients; Inactive ingredients
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- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
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- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
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- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
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- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
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Abstract
A kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan by studying the formula of synthetic reaction, improves drugloading rate of the Polyvinyl Alcohol Embolization microballoon to Irinotecan, including following drip irrigation device：Polyvinyl alcohol is completely dissolved postcooling and is cooled to 10~20 DEG C, the ratio of 2 methyl propane sulfonic acid sodium of Calli B and 2 acrylamide is 1.00: 0.16, agitating paddle selects axial flow type agitating valve, mixing speed control temperature of reaction system in 500rpm, polymer monomer solution addition is controlled at 60~70 DEG C.This method is by studying formula, agitating mode, mixing speed and the reaction temperature of synthetic reaction, solve the problems, such as that Polyvinyl Alcohol Embolization microballoon is relatively low to the drugloading rate of Irinotecan, increase drugloading rate of the microballoon to Irinotecan, carry the microballoon of medicine constantly can discharge Irinotecan in tumor locus to cancer target area.
Description
Technical field
The present invention relates to a kind of Polyvinyl Alcohol Embolization microballoon synthetic methods for carrying chemotherapeutic Irinotecan, belong to medical material
Expect technical field.
Background technology
Minimally Interventional Therapy method is particularly rich in blood vessel in field of medical technology in such as liver cancer, kidney and fibroid etc.
Cancer treatment in terms of just have been more and more widely used, and have become treatment and can not carry out the swollen of operation excision
The preferred alternative solution of knurl.Its principle is by high-definition medical image instrument, and guiding catheter is reached by artery in human body
Tumor locus, then reach the blood supply for blocking tumor tissues by the suppository of catheter perfusion antitumor drug, so as to make tumour
The therapeutic purposes of atrophy, necrosis in a short time.
Liver cancer is one of highest cancer of Chinese incidence, Transcaheter cloure (Transcatheter
Arterial ChemoEmbolization, abbreviation TACE) it is main method in traditional interventional treatment, it is generally acknowledged middle and advanced stage
Liver cancer (cannot perform the operation) prefered method of non-operative treatment.At present, it is lipiodol that domestic TACE treatments liver cancer is still the most frequently used, is existed
To artery occlusion not enough thoroughly, in a short time easily by tumor tissues absorbed the shortcomings of big to normal liver tissue damage.Mesh
Before, foreign countries are using hepatocellular carcinoma with transcatheter artery medicine elution microballoon Embolization (Drug Eluting Beads-TACE, letter of new generation
Claim DEB-TACE), it is the artery for dominating tumor tissues by super selection vessel catheter merging obstruction with the microballoon of drug containing, makes not
It is only capable of blocking the required blood supply source of tumor cell proliferation, and the microballoon for carrying medicine can be constantly to tumor target in tumor locus
To area's release anti-cancer medicine, targeting is strong, the toxic side effect of minimally invasive, whole body other organs is small, and external clinical practice shows to carrying
High mid and late liver cancer disease quality of life of patients extends life cycle, reduces whole body toxic side effect, therefore developing DEB-TACE to China
Liver cancer treatment it is very significant.
Polyvinyl Alcohol Embolization microballoon is that the first generation production domesticization of Suzhou perseverance Rui Jialisheng biological medicines Science and Technology Ltd. is micro-
Ball-type suppository, unique reticular structure, make it have quick adsorption simultaneously can slow release chemotherapeutics in vivo design work(
Energy.Irinotecan is mainly used for the treatment of Metastatic Colorectal Cancer and late stage colorectal cancer patients treatment, has been reported that shift recently
Property the various clinicals experiment such as liver cancer, gastric cancer, popularity Small Cell Lung Cancer, from the point of view of the interim observation result just obtained, have very
Good potential applicability in clinical practice is worth paying close attention to.Major systemic toxic side effect has, gastrointestinal reaction, Nausea and vomiting, appetite
Decline, haematics toxicity, cholinergic syndrome etc..Therefore it needs to be controlled around tumour using DEB-TACE, subtract
Few general toxicity, improves the therapeutic effect to tumour.Drug bearing microsphere is on the one hand using Hepatic artery injection perfusion administration embolism
(TACE), targeting is strong, blood concentration of the anticarcinogen in peripheral blood is greatly reduced compared with drug systemic administration route, so as to drop
On the other hand the low toxic side effect of other organs of whole body, compared with simple Perfusion and embolism (TACE), resists loading Irinotecan
Cancer medicine, which is loaded into microballoon, makes it be sustained in tumor region, extends administration time and reduces whole body toxic side effect again.
Invention content
The object of the present invention is to provide a kind of Polyvinyl Alcohol Embolization microballoon synthetic methods for carrying chemotherapeutic Irinotecan, should
Method is by studying the formula of synthetic reaction, to increase drugloading rate of the microballoon to Irinotecan.
The present invention is achieved through the following technical solutions：
Polyvinyl alcohol is added in into the flask for fill pure water, is dispersed with stirring uniformly.96 DEG C are heated to, in polyvinyl alcohol
It after being completely dissolved, cools to 10~20 DEG C, adds in intermediate acrylamido alkyl dialkoxy acetal, N- third thereto
Acrylamide base dimethoxy-ethyl acetal, stirring after ten minutes, concentrated hydrochloric acid are added dropwise into solution, are reacted after completion of dropwise addition and continue to stir
It mixes 6 hours, then collects crude product, required function macromolecule hydrogel (abbreviation Calli-B) is obtained after washed drying.
Increase the dosage of 2- acrylamide-2-methyl propane sulfonic sodium on formula.By 2- acrylamide-2-methyl propane sulfonics
Sodium, potassium peroxydisulfate are sequentially added in water, are dissolved, after mixing, are added in Calli-B and are simultaneously stirred evenly, obtain polymer monomer
Solution.Acetic acid fourth vinegar, cellulose acetate are added in reaction vessel, while be passed through N successively2Gas stirs, heating, then successively
Above-mentioned polymer monomer solution and tetramethylethylenediamine are added in, forms oil mixing with water reaction system, heating, stirring 3 hours.Reaction
After, microballoon is collected by filtration in reaction mixture, is then being passed through successively with butyl acetate, ethyl acetate and acetone washing
Vacuum drying, obtains microsphere type embolic agent.
Irinotecan is dissolved in pure water, above-mentioned microsphere type embolic agent is taken to be put into container, Irinotecan solution is added in, makes
Microballoon is soaked in Irinotecan solution, shakes mixing frequently, and after the reaction was complete, mixture is collected by filtration microballoon, is being passed through
After vacuum drying, the Polyvinyl Alcohol Embolization microballoon of loading Irinotecan is obtained.
In above-mentioned technical proposal, polyvinyl alcohol is completely dissolved postcooling and is cooled to 10~20 DEG C.
In above-mentioned technical proposal, the ratio of Calli-B and 2- acrylamide-2-methyl propane sulfonic sodium is 1.00: 0.16.
In above-mentioned technical proposal, agitating paddle selects axial flow type agitating valve.
In above-mentioned technical proposal, mixing speed is controlled in 500rpm.
In above-mentioned technical proposal, temperature of reaction system control is at 60~70 DEG C when polymer monomer solution adds in.
Compared with present technology, the beneficial effects of the present invention are：The there is provided one kind of invention can carry chemotherapeutic Yi Li
Polyvinyl Alcohol Embolization microballoon synthetic method for health is the formula by studying synthetic reaction, and procedure is succinct, of low cost,
Drugloading rate of the existing Polyvinyl Alcohol Embolization microballoon to chemotherapeutic Irinotecan can be effectively improved, the close perfection of the suppository shape
Spheroidal, surface is smooth, and compression deformation rate can preserve 2 years or more in physiological saline at room temperature up to more than 50%.
Specific embodiment：
With reference to specific embodiment, the invention will be further described.
Embodiment 1：
Polyvinyl alcohol 150g is added in into the flask for fill pure water, is dispersed with stirring uniformly.96 DEG C are heated to, in poly- second
It after enol is completely dissolved, cools to after 10~20 DEG C, adds in the contracting of intermediate acrylamido alkyl dialkoxy thereto
Aldehyde 3.0g, N acrylamide base dimethoxy-ethyl acetal 3.0g, stirring after ten minutes, concentrated hydrochloric acid 100ml are added dropwise into solution,
Reaction continues stirring 6 hours after completion of dropwise addition, then collects crude product, required function macromolecular water is obtained after washed drying
Gel (abbreviation Calli-B).
Embodiment 2：
2- acrylamide-2-methyl propane sulfonic sodium 16g, potassium peroxydisulfate 10g are sequentially added in water, dissolving is uniformly mixed
Afterwards, it adds in functionalization macromolecular gel intermediate (Calli-B) 100g prepared by embodiment 1 and stirs evenly, obtain polymer
Monomer solution.Acetic acid fourth vinegar 10g, cellulose acetate 5g are added in reaction vessel, while are passed through N2Gas stirs, heating, then
Above-mentioned polymer monomer solution and tetramethylethylenediamine are sequentially added, forms oil mixing with water reaction system, heating, stirring 3 hours.
In the reaction, agitating paddle selects axial flow type agitating valve, and mixing speed control is reacted in 500rpm, polymer monomer solution when adding in
System temperature is controlled at 60~70 DEG C.After reaction, microballoon is collected by filtration in reaction mixture, then uses acetic acid fourth successively
Ester, ethyl acetate and acetone washing, by being dried in vacuo, obtain microsphere type embolic agent.
Embodiment 3：
10mg Irinotecans are dissolved in 2.0ml pure water, the microsphere type embolic agent synthesized in Example 2 accurately weighs
0.25g is put into 20ml cillin bottles, is added in above-mentioned Irinotecan solution 2ml, microballoon is made to be soaked in Irinotecan solution, no
When shake mixing.With micro syringe the 5th, 10,20,40,20 μ L of 60min timing samplings, add in 5.0ml pure water and dilute,
Absorbance is measured at 485nm, absorbance is substituted into calibration curve equation, the concentration of sample contained drug is calculated, so as to calculate
Microballoon is to the drugloading rate of Irinotecan：Drugloading rate=(solution content of dispersion after solution content of dispersion-load medicine before load medicine)/microspheres weight.
It is every gram of microballoon of 110mg/ to measure microballoon loading Irinotecan drugloading rate.
The above embodiments merely illustrate the technical concept and features of the present invention, and its object is to allow person skilled in the art
Scholar can understand present disclosure and implement according to this, and it is not intended to limit the scope of the present invention.It is all according to the present invention
The equivalent change or modification that Spirit Essence is made, should be covered by the protection scope of the present invention.
Claims (7)
1. a kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan, it is characterized in that anti-by studying synthesis
The formula and synthesis technology answered improve drugloading rate of the Polyvinyl Alcohol Embolization microballoon to Irinotecan.
2. a kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan according to claim 1,
It is characterized in that the preparation process is as follows：
Polyvinyl alcohol is added in into the flask for fill pure water, is dispersed with stirring uniformly.It is heated to 96 DEG C, it is complete in polyvinyl alcohol
It after dissolving, cools to 10~20 DEG C, adds in intermediate acrylamido alkyl dialkoxy acetal, N- acryloyls thereto
Amido dimethoxy-ethyl acetal, stirring after ten minutes, concentrated hydrochloric acid are added dropwise into solution, are reacted after completion of dropwise addition and continue stirring 6
Hour, crude product is then collected, required function macromolecule hydrogel (abbreviation Calli-B) is obtained after washed drying.
Increase the dosage of 2- acrylamide-2-methyl propane sulfonic sodium on formula.By 2- acrylamide-2-methyl propane sulfonics sodium,
Potassium peroxydisulfate is sequentially added in water, is dissolved, after mixing, is added in Calli-B and is simultaneously stirred evenly, it is molten to obtain polymer monomer
Liquid.Acetic acid fourth vinegar, cellulose acetate are added in reaction vessel, while be passed through N successively2Gas stirs, heating, then adds successively
Enter above-mentioned polymer monomer solution and tetramethylethylenediamine, form oil mixing with water reaction system, heating, stirring 3 hours.Reaction knot
Microballoon is collected by filtration in reaction mixture by Shu Hou, true passing through then successively with butyl acetate, ethyl acetate and acetone washing
Sky is dry, obtains microsphere type embolic agent.
Irinotecan is dissolved in pure water, above-mentioned microsphere type embolic agent is taken to be put into container, Irinotecan solution is added in, makes microballoon
It is soaked in Irinotecan solution, shakes mixing frequently, after the reaction was complete, microballoon is collected by filtration in mixture, by vacuum
After drying, the Polyvinyl Alcohol Embolization microballoon of loading Irinotecan is obtained.
3. a kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan according to claim 2,
It is characterized in that the polyvinyl alcohol is completely dissolved postcooling and is cooled to 10~20 DEG C.
4. a kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan according to claim 2,
The ratio for being characterized in that Calli-B the and 2- acrylamide-2-methyl propane sulfonics sodium is 1.00: 0.16.
5. a kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan according to claim 2,
It is characterized in that the agitating paddle selects axial flow type agitating valve.
6. a kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan according to claim 2,
It is characterized in that the mixing speed control in 500rpm.
7. a kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan according to claim 2,
It is characterized in that temperature of reaction system control is at 60~70 DEG C when the polymer monomer solution adds in.
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| CN201611231186.7A CN108236732A (en) | 2016-12-26 | 2016-12-26 | A kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan |
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| CN201611231186.7A CN108236732A (en) | 2016-12-26 | 2016-12-26 | A kind of Polyvinyl Alcohol Embolization microballoon synthetic method for carrying chemotherapeutic Irinotecan |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110327300A (en) * | 2019-07-23 | 2019-10-15 | 赵修文 | A kind of polyvinyl alcohol microparticles of carrying medicament |
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- 2016-12-26 CN CN201611231186.7A patent/CN108236732A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110327300A (en) * | 2019-07-23 | 2019-10-15 | 赵修文 | A kind of polyvinyl alcohol microparticles of carrying medicament |
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