US20150209481A1 - Antiadhesive Material - Google Patents

Antiadhesive Material Download PDF

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Publication number
US20150209481A1
US20150209481A1 US14/419,260 US201314419260A US2015209481A1 US 20150209481 A1 US20150209481 A1 US 20150209481A1 US 201314419260 A US201314419260 A US 201314419260A US 2015209481 A1 US2015209481 A1 US 2015209481A1
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United States
Prior art keywords
antiadhesive material
poly
cst
glutamic acid
adhesion
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.)
Abandoned
Application number
US14/419,260
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English (en)
Inventor
Yusuke Nakamura
Kazuhisa Matsuda
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nipro Corp
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Nipro Corp
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Filing date
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Assigned to NIPRO CORPORATION reassignment NIPRO CORPORATION ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: MATSUDA, KAZUHISA, NAKAMURA, YUSUKE
Publication of US20150209481A1 publication Critical patent/US20150209481A1/en
Abandoned legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L31/00Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/04Macromolecular materials
    • A61L31/06Macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L31/00Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/04Macromolecular materials
    • A61L31/043Proteins; Polypeptides; Degradation products thereof
    • A61L31/047Other specific proteins or polypeptides not covered by A61L31/044 - A61L31/046
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L31/00Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/14Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L31/00Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/14Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L31/145Hydrogels or hydrocolloids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L2300/00Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/424Anti-adhesion agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L2400/00Materials characterised by their function or physical properties
    • A61L2400/06Flowable or injectable implant compositions

Definitions

  • the present invention relates to an antiadhesive material, and more particularly relates to an antiadhesive material that provides high safety and favorable handleability on the surgery.
  • postoperative adhesions cause, for example, infertility due to fallopian tube adhesions, intestinal obstruction due to intestinal adhesions, and the like, and require a second surgery, which imposes a heavy burden on patients. Furthermore, the second surgery may even cause additional damage to the organs as a result of dissection of the adhesion site.
  • an antiadhesive material in film form is known with which a wound site is physically covered on the surgery.
  • Patent Document 1 WO 2006/054624
  • Patent Document 2 WO 2007/132785
  • the present invention has been made to solve the above-described problems, and it is an object thereof to provide an antiadhesive material that is easy to handle even when applied to a case such as endoscopic surgery and that can effectively prevent postoperative adhesion of organs in a wound site.
  • the present invention provides an antiadhesive material containing a poly- ⁇ -glutamic acid having a weight-average molecular weight of 600,000 to 13,000,000 and/or a salt thereof as an effective ingredient.
  • the poly- ⁇ -glutamic acid and/or a salt thereof has a kinematic viscosity at 37° C. of 2 cSt to 15 cSt when dissolved in distilled water at a concentration of 0.05% by mass.
  • the antiadhesive material is processed into powder or gel form.
  • the antiadhesive material is used to prevent postoperative adhesion of an organ in a wound site.
  • the present invention also provides an antiadhesive material containing a poly- ⁇ -glutamic acid having a kinematic viscosity at 37° C. of 2 cSt to 15 cSt when dissolved in distilled water at a concentration of 0.05% by mass and/or a salt thereof as an effective ingredient.
  • the poly- ⁇ -glutamic acid has a weight-average molecular weight of 600,000 to 13,000,000 and/or a salt thereof.
  • the antiadhesive material is processed into powder or gel form.
  • the antiadhesive material is used to prevent postoperative adhesion of an organ in a wound site.
  • the present invention it is possible to provide an antiadhesive material that can effectively prevent postoperative adhesion of organs in a wound site and that is easy to handle even in relatively localized surgery such as endoscopic surgery. Moreover, the antiadhesive material of the present invention does not essentially require the use of ingredients derived from living organisms, and therefore confirmation of the safety in relation to contamination with infectious agents as strictly required for formulations derived from living organisms is not necessary. Furthermore, there is no need for crosslinking treatment, and it is therefore possible to solve the problems in manufacturing, such as the control of the degree of crosslinking.
  • An antiadhesive material of the present invention contains poly- ⁇ -glutamic acid and/or a salt thereof as an effective ingredient.
  • poly- ⁇ -glutamic acid is a linear polymer of glutamic acid bound by peptide linkages between y-carboxyl and a-amino groups.
  • An example of the salt of poly- ⁇ -glutamic acid is sodium poly- ⁇ -glutamate.
  • the poly- ⁇ -glutamic acid and/or a salt thereof that is used in the present invention is uncrosslinked.
  • the poly- ⁇ -glutamic acid and/or a salt thereof in the present invention has a weight-average molecular weight of, for example, 600,000 to 13,000,000, preferably 800,000 to 10,000,000. If the weight-average molecular weight of the poly- ⁇ -glutamic acid and/or a salt thereof is less than 600,000, even when the material is applied to an affected part of a subject in order to prevent adhesion, the material may not appropriately stay in that affected part due to insufficient viscosity and thus allow the progression of adhesion between the surface of an organ and surrounding tissues without sufficiently exercising appropriate physical barrier functions for the affected part.
  • weight-average molecular weight there is no particular limitation on the upper limit of the weight-average molecular weight, but it is considered that a poly- ⁇ -glutamic acid having a molecular weight exceeding 13,000,000 and/or a salt thereof would be difficult to manufacture using a conventionally known method of manufacturing.
  • the poly- ⁇ -glutamic acid and/or a salt thereof in the present invention is a polymer having a kinematic viscosity at 37° C. of, for example, 2 cSt to 15 cSt and preferably 2.5 cSt to 8 cSt when dissolved in distilled water at a concentration of 0.05% by mass.
  • the kinematic viscosity of the poly- ⁇ -glutamic acid and/or a salt thereof is less than 2 cSt, even when the material is applied to an affected part of a subject in order to prevent adhesion, the material may not stay in that affected part due to insufficient viscosity and thus allow the progression of adhesion between the surface of an organ and surrounding tissues without sufficiently exercising appropriate physical barrier functions for the affected part.
  • There is no particular limitation on the upper limit of the kinematic viscosity but it is considered that a poly- ⁇ -glutamic acid having a kinematic viscosity exceeding 15 cSt and/or a salt thereof would be difficult to manufacture using a conventionally known method of manufacturing.
  • the poly- ⁇ -glutamic acid and/or a salt thereof, which is contained as the effective ingredient satisfies either of the above-described range of weight-average molecular weight or the above-described range of kinematic viscosity under the predetermined conditions, or both.
  • Examples of the poly- ⁇ -glutamic acid and a salt thereof as described above include those conventionally designated as food additives. Therefore, the safety for living organisms including human bodies has already been ensured.
  • the poly- ⁇ -glutamic acid or a salt thereof satisfying either of the above-described predetermined range of weight-average molecular weight or the predetermined range of kinematic viscosity, or both that composes the antiadhesive material of the present invention can be easily produced by a person skilled in the art from, for example, a Bacillus microorganism such as Bacillus subtilis by using, for example, a method described in Biosci. Biotech., 56, 1031-1035 (1992).
  • the antiadhesive material of the present invention may also contain other ingredient that is effective in preventing adhesion, other ingredient that is effective in retaining a given form, a molecularly targeted drug that targets for a molecule related to adhesion formation, and the like without interfering with the adhesion preventing ability that the poly- ⁇ -glutamic acid or a salt thereof itself has.
  • Examples of the other ingredient that is effective in preventing adhesion include, but not limited to, commonly-used polysaccharides such as amylose, amylopectin, inulin, dextran, dextrin, pectin, alginic acid, carboxymethyl cellulose, and the like; glycosaminoglycans such as hyaluronic acid, alginic acid, heparan sulfate, chondroitin sulfate, chondroitin, dermatan sulfate, keratosulfate, heparin, and the like; disaccharides such as trehalose and the like; alcohols such as glycerin and the like; and synthetic polymers such as polyethylene glycol and the like.
  • commonly-used polysaccharides such as amylose, amylopectin, inulin, dextran, dextrin, pectin, alginic acid, carboxymethyl cellulose, and the like
  • the form of the antiadhesive material of the present invention is not particularly limited, but may be a powder or a gel for the reasons that postoperative adhesion of organs in a wound site can be effectively prevented and that handling is easy even in an area of relatively localized surgery such as endoscopic surgery.
  • a powder for example, a poly- ⁇ -glutamic acid and/or a salt thereof that is originally in powder form can be used as it is.
  • a poly- ⁇ -glutamic acid and/or a salt thereof that is originally in gel form can be selected and used as it is, or a poly- ⁇ -glutamic acid and/or a salt thereof in powder form can be used after appropriate mixing with a biocompatible medium such as water, saline, or the like and processing into a gel form.
  • a biocompatible medium such as water, saline, or the like
  • processing into a gel form it is desirable that a person skilled in the art pays attention to the amount of medium that is used so as not to significantly increase the fluidity of the resultant antiadhesive material.
  • the antiadhesive material processed into a gel form has excessively high fluidity, even when the antiadhesive material is applied to an affected part of a subject in order to prevent adhesion, the antiadhesive material may not stay in the affected part due to insufficient viscosity and thus allow the progression of adhesion between the surface of an organ and surrounding tissues without sufficiently exercising appropriate physical barrier functions for the affected part.
  • the antiadhesive material of the present invention can be applied on the surgery by, for example, coating or spraying onto a wound site and the surfaces of organs located around the wound site or surrounding tissues.
  • the application may be performed with a plurality of times coating or spraying onto a local portion of the surface of the target organ or surrounding tissues, or with coating or spraying onto the entire target surface at one time.
  • a coating or spraying device may be used. The dose can be appropriately selected by a person skilled in the art.
  • the antiadhesive material of the present invention can be applied, without limitation, to organs of humans and other mammals (e.g., laboratory animals, pets, or domestic animals, such as mice, rats, hamsters, rabbits, dogs, cats, cattle, swine, sheep, deer, wild boars, and the like).
  • organs include digestive organs (stomach, small intestine, large intestine, and the like), genital organs (uterus, ovary, or the like), circulatory organs (heart, blood vessels, lymphatic vessels, and the like), respiratory organs (e.g., lung), locomotive organs (muscles, bones, ligaments, and the like), and sensory organs (eyeballs and the like).
  • the antiadhesive material of the present invention can be effectively used in not only endoscopic surgery but also common surgery.
  • kinematic viscosity (cSt) was measured using an Ubbelohde viscometer (manufactured by Sibata Scientific Technology Ltd., (model) SU-00286) at a sample temperature of 37° C.
  • the kinematic viscosity was calculated by the following equation using the obtained efflux time (sec):
  • Donryu rats male, 5 to 8 weeks old were divided into five groups, namely, Groups A, B, C, D, and E such that each group was composed of 4 to 8 rats.
  • Each rat was subjected to laparotomy by abdominal midline incision under general anesthesia.
  • the ileocecum of the large intestine was taken out of the abdominal cavity.
  • the serosal surface thereof was rubbed with gauze until small bleeding spots appeared, and then exposed to warm air from a dryer for about 10 seconds.
  • an about 1 cm ⁇ 1 cm area of the abdominal wall directly above the ileocecum of the the large intestine was excised, and the abdominal wall was exposed to warm air from a dryer for about 10 seconds, and then dried in room air for about 10 minutes.
  • the rubbed portion of the ileocecum and the excision portion of the abdominal wall were coated with about 0.2 g of a sodium poly- ⁇ -glutamate powder having a weight-average molecular weight of 1,100,000 to 1,300,000 and a kinematic viscosity of 3.2 cSt to 3.5 cSt (PGA; Example 1) such that the entire surface of those portions was covered, and the abdomen was closed such that the rubbed portion of the ileocecum and the excision portion of the abdominal wall came into contact with each other.
  • PGA kinematic viscosity
  • the rubbed portion of the ileocecum and the excision portion of the abdominal wall were coated with about 0.2 g of a sodium poly- ⁇ -glutamate powder having a weight-average molecular weight of 9,800,000 and a kinematic viscosity of 7.7 cSt (PGA; Example 2) such that the entire surface of those portions was covered, and the abdomen was closed such that the rubbed portion of the ileocecum and the excision portion of the abdominal wall came into contact with each other.
  • PGA kinematic viscosity
  • the rubbed portion of the ileocecum and the excision portion of the abdominal wall were coated with about 0.2 g of a crosslinked poly- ⁇ -glutamic acid obtained by crosslinking poly- ⁇ -glutamic acid by gamma-irradiation (crosslinked PGA; Comparative Example 1) such that the entire surface of those portions was covered, and the abdomen was closed such that the rubbed portion of the ileocecum and the excision portion of the abdominal wall came into contact with each other.
  • Example 2 Example 3 1 2 Group C Group D Group E Group A Group B (Cross- (Sepra- (No (PGA) (PGA) linked PGA) film) treatment) Score: 0 4 1 1 0 0 Score: 1 0 3 5 0 0 Score: 2 0 0 2 1 0 Score: 3 2 0 0 3 0 Score: 4 0 0 0 1 3 Score: 5 0 0 0 1 2 Average 1.0 ⁇ 1.5 0.8 ⁇ 0.5 1.1 ⁇ 0.6 3.3 ⁇ 1.0 4.4 ⁇ 0.5 Value Numerical values in the table show the number of individuals.
  • Example 3 Three polystyrene (PSt) Petri dishes were prepared. Then, 20 mg each of a sodium poly- ⁇ -glutamate powder having a weight-average molecular weight of 800,000 and a kinematic viscosity of 2.8 cSt (Example 3), a sodium poly- ⁇ -glutamate powder having a weight-average molecular weight of 1,500,000 to 2,500,000 (catalog value) and a kinematic viscosity of 5.5 cSt (manufactured by Wako Pure Chemical Industries, Ltd.; Example 4), and a sodium poly- ⁇ -glutamate powder having a weight-average molecular weight of 200,000 to 500,000 (catalog value) and a kinematic viscosity of 1.1 cSt (manufactured by Wako Pure Chemical Industries, Ltd.; Comparative Example 4) were applied to the respective Petri dishes by coating. After that, 0.1 ml of distilled water was added to each Petri dish and mixed using
  • the sodium poly- ⁇ -glutamate powder of Comparative Example 4 as having a weight-average molecular weight of less than 600,000 or a kinematic viscosity of less than 2 cSt, exhibited increased fluidity when gelled, and readily flowed when the Petri dish was tilted.
  • the sodium poly- ⁇ -glutamate powders of Examples 3 and 4 having a weight-average molecular weight or a kinematic viscosity exceeding these ranges had a tendency of the gel to be likely to stay in place on the bottom surface of the Petri dish.
  • the antiadhesive material of the present invention after being applied to an affected part of a subject has a tendency to stay in that affected part even when swelled with, for example, moisture etc. in the body of the subject and gelled, and thus can prevent the progression of adhesion between the surface of an organ and surrounding tissues by exercising appropriate physical barrier functions for the affected part.
  • the antiadhesive material of the present invention may have any form such as powder or gel form, and therefore, for example, is easy to handle even in relatively localized surgery such as endoscopic surgery and can more reliably prevent adhesion.

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  • Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Surgery (AREA)
  • Vascular Medicine (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials For Medical Uses (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
US14/419,260 2012-08-16 2013-07-23 Antiadhesive Material Abandoned US20150209481A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2012-180332 2012-08-16
JP2012180332 2012-08-16
PCT/JP2013/069921 WO2014027545A1 (ja) 2012-08-16 2013-07-23 癒着防止材

Related Parent Applications (1)

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US15/715,210 Division US10744234B2 (en) 2012-08-16 2017-09-26 Method for preventing postoperative adhesion of an organ in a wound site

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US14/419,260 Abandoned US20150209481A1 (en) 2012-08-16 2013-07-23 Antiadhesive Material
US15/715,210 Expired - Fee Related US10744234B2 (en) 2012-08-16 2017-09-26 Method for preventing postoperative adhesion of an organ in a wound site

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US (2) US20150209481A1 (enExample)
EP (1) EP2839851A4 (enExample)
JP (1) JP6225906B2 (enExample)
CN (1) CN104379184A (enExample)
IN (1) IN2014MN02651A (enExample)
WO (1) WO2014027545A1 (enExample)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10752733B2 (en) * 2016-04-08 2020-08-25 Idemitsu Kosan Co.,Ltd. Binder for electrochemical element
US20230040901A1 (en) * 2018-01-04 2023-02-09 PlantTec Medical GmbH Pharmaceutical composition for inhibiting postoperative adhesions

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107596456A (zh) * 2017-10-11 2018-01-19 广州新诚生物科技有限公司 一种具有止血功能的生物医用膜及其制备方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080118907A1 (en) * 2004-11-18 2008-05-22 Keio University Adhesion-Preventing Material And Process For Preventing Adhesion

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3466318B2 (ja) * 1994-03-22 2003-11-10 株式会社日本触媒 吸水剤組成物およびその製法、並びにこれら吸水剤組成物を含有する吸収物品
JPH09296039A (ja) * 1996-05-02 1997-11-18 Eiweiss Kk 活性化ポリ−l−グルタミン酸、これを用いた止血用・医療用接着キット、および該キットの使用方法
JPH11276572A (ja) * 1998-03-31 1999-10-12 Kanegafuchi Chem Ind Co Ltd ポリ(γ−グルタミン酸)塩複合体からなる医療材料
US7364879B2 (en) * 2003-12-19 2008-04-29 Tung Hai Biotechnology Corporation Stable biodegradable, high water absorbable polyglutamic acid hydrogel by 3-dimensional cross-linking and its preparation method
AU2006279218B2 (en) 2005-08-11 2013-05-02 Adetherapeutics, Inc. Reducing post-operative adhesion formation with intraperitoneal glutamine
EP2025354A4 (en) * 2006-05-16 2010-06-02 Univ Keio AGENT FOR THE PREVENTION OF ORGAN ADHESION AND METHOD FOR PREVENTING ADHESION THEREWITH
KR101125934B1 (ko) * 2008-11-19 2012-03-21 한남대학교 산학협력단 열감응성 조직 유착 방지 조성물 및 이의 제조 방법

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080118907A1 (en) * 2004-11-18 2008-05-22 Keio University Adhesion-Preventing Material And Process For Preventing Adhesion

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Ho et al (Polyglutamic Acid Produced by Bacillus subtilis (natto): Structural characteristics, Chemical Properties and Biological Functionalities, Journal of the Chinese Chemical Society, 2006, 53, 1363-1384). *
Tsao et al (Evaluation of chitosan/γ-poly(glutamic acid) polyelectrolyte complex for wound dressing materials, Carbohydrate polymers, Vol. 84, Issue 2, March 2011, pages 812-819). *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10752733B2 (en) * 2016-04-08 2020-08-25 Idemitsu Kosan Co.,Ltd. Binder for electrochemical element
US20230040901A1 (en) * 2018-01-04 2023-02-09 PlantTec Medical GmbH Pharmaceutical composition for inhibiting postoperative adhesions

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CN104379184A (zh) 2015-02-25
WO2014027545A1 (ja) 2014-02-20
IN2014MN02651A (enExample) 2015-08-21
JP6225906B2 (ja) 2017-11-08
EP2839851A1 (en) 2015-02-25
JPWO2014027545A1 (ja) 2016-07-25
US20180015208A1 (en) 2018-01-18
EP2839851A4 (en) 2015-11-25
US10744234B2 (en) 2020-08-18

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Owner name: NIPRO CORPORATION, JAPAN

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:NAKAMURA, YUSUKE;MATSUDA, KAZUHISA;REEL/FRAME:034872/0404

Effective date: 20141203

STCB Information on status: application discontinuation

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