JPS62145015A - Anti-inflammatory agent - Google Patents
Anti-inflammatory agentInfo
- Publication number
- JPS62145015A JPS62145015A JP28731485A JP28731485A JPS62145015A JP S62145015 A JPS62145015 A JP S62145015A JP 28731485 A JP28731485 A JP 28731485A JP 28731485 A JP28731485 A JP 28731485A JP S62145015 A JPS62145015 A JP S62145015A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- inflammatory agent
- sialic acid
- edema
- injection
- 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.)
- Pending
Links
- 239000002260 anti-inflammatory agent Substances 0.000 title claims abstract description 13
- 229940121363 anti-inflammatory agent Drugs 0.000 title claims abstract description 13
- SQVRNKJHWKZAKO-UHFFFAOYSA-N beta-N-Acetyl-D-neuraminic acid Natural products CC(=O)NC1C(O)CC(O)(C(O)=O)OC1C(O)C(O)CO SQVRNKJHWKZAKO-UHFFFAOYSA-N 0.000 claims abstract description 27
- SQVRNKJHWKZAKO-OQPLDHBCSA-N sialic acid Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)OC1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-OQPLDHBCSA-N 0.000 claims abstract description 16
- SQVRNKJHWKZAKO-PFQGKNLYSA-N N-acetyl-beta-neuraminic acid Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)O[C@H]1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-PFQGKNLYSA-N 0.000 claims abstract description 11
- 239000004480 active ingredient Substances 0.000 claims description 7
- 239000000284 extract Substances 0.000 abstract description 7
- 238000002347 injection Methods 0.000 abstract description 7
- 239000007924 injection Substances 0.000 abstract description 7
- 210000002826 placenta Anatomy 0.000 abstract description 5
- 241001465754 Metazoa Species 0.000 abstract description 4
- 239000002674 ointment Substances 0.000 abstract description 4
- 239000000839 emulsion Substances 0.000 abstract description 3
- 150000004676 glycans Chemical class 0.000 abstract description 2
- 229920001282 polysaccharide Polymers 0.000 abstract description 2
- 239000005017 polysaccharide Substances 0.000 abstract description 2
- 239000000829 suppository Substances 0.000 abstract description 2
- 239000000725 suspension Substances 0.000 abstract description 2
- 239000003826 tablet Substances 0.000 abstract description 2
- 239000006187 pill Substances 0.000 abstract 1
- 206010030113 Oedema Diseases 0.000 description 14
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 5
- 229960001138 acetylsalicylic acid Drugs 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 239000000679 carrageenan Substances 0.000 description 5
- 229920001525 carrageenan Polymers 0.000 description 5
- 235000010418 carrageenan Nutrition 0.000 description 5
- 229940113118 carrageenan Drugs 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 5
- 230000003110 anti-inflammatory effect Effects 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- 230000001629 suppression Effects 0.000 description 4
- 241000699670 Mus sp. Species 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 241000700159 Rattus Species 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000000144 pharmacologic effect Effects 0.000 description 3
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 2
- 230000037396 body weight Effects 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 102000002260 Alkaline Phosphatase Human genes 0.000 description 1
- 108020004774 Alkaline Phosphatase Proteins 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 102000053602 DNA Human genes 0.000 description 1
- 108020004414 DNA Proteins 0.000 description 1
- 206010060891 General symptom Diseases 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- KBGAYAKRZNYFFG-BOHATCBPSA-N aceneuramic acid Chemical compound OC(=O)C(=O)C[C@H](O)[C@@H](NC(=O)C)[C@@H](O)[C@H](O)[C@H](O)CO KBGAYAKRZNYFFG-BOHATCBPSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 230000001601 anti-carrageenan Effects 0.000 description 1
- 208000013404 behavioral symptom Diseases 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000007884 disintegrant Substances 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 210000000548 hind-foot Anatomy 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 210000004993 mammalian placenta Anatomy 0.000 description 1
- CERZMXAJYMMUDR-UHFFFAOYSA-N neuraminic acid Natural products NC1C(O)CC(O)(C(O)=O)OC1C(O)C(O)CO CERZMXAJYMMUDR-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 239000002831 pharmacologic agent Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Landscapes
- Saccharide Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は新規な抗炎症剤、さらに詳しくはシアル酸、と
くにN−アセチルノイラミン酸を有効成分とする抗炎症
剤に関する。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a novel anti-inflammatory agent, and more particularly to an anti-inflammatory agent containing sialic acid, particularly N-acetylneuraminic acid, as an active ingredient.
技術的背景と先行技術
哺乳動物の胎盤抽出物、プラセンタエキスには種々の薬
理活性成分が含まれ、そのために医薬品、化粧品などに
配合されている。このプラセンタエキスには、動物の種
類によっても多少変動があるが、多くのアミノ酸類、ビ
タミン類、無機成分、アルカリホスファターゼ、デオキ
シリボ核酸、中性Cttケトステロイドなどが含まれて
いることが知られている。Technical background and prior art Mammalian placenta extracts contain various pharmacologically active ingredients, and are therefore incorporated into pharmaceuticals, cosmetics, and the like. This placenta extract is known to contain many amino acids, vitamins, inorganic components, alkaline phosphatase, deoxyribonucleic acid, neutral Ctt ketosteroids, etc., although it varies depending on the type of animal. There is.
発明の目的
本発明者らは、永年、プラセンタエキス、とくにウシの
プラセンタエキスの薬理活性、有効成分などについて研
究を重ね、今回、そのプラセンタエキスはシアル酸がN
−アセチルノイラミン酸の形で含まれていることを発見
し、このシアル酸に注目し、その薬理活性について種々
検討した。その結果、シアル酸にすぐれた抗炎症作用が
あることを知り本発明を完成した。Purpose of the Invention The present inventors have spent many years researching the pharmacological activity and active ingredients of placenta extract, especially bovine placenta extract, and have now discovered that the placenta extract contains sialic acid and N.
-We discovered that it is contained in the form of acetylneuraminic acid, focused on this sialic acid, and conducted various studies on its pharmacological activities. As a result, they discovered that sialic acid has an excellent anti-inflammatory effect and completed the present invention.
すなわち、本発明はシアル酸、ことにN−アセチルノイ
ラミン酸を有効成分とする抗炎症剤を提供するものであ
る。That is, the present invention provides an anti-inflammatory agent containing sialic acid, particularly N-acetylneuraminic acid, as an active ingredient.
発明の構成および効菓
本発明の抗炎症剤における有効成分であるシアル酸は本
発明者らによりグラセンタエキス中に含まれることが見
い出されたが、このシアル酸とはノイラミン酸のアシル
誘導体の一群を意味し、多くの動物多糖類の重要成分で
あることが知られており、その主な一種であるN−アセ
チルノイラミン酸は試薬などとしてずてに市販に供され
ている。Structure of the Invention and Effects Sialic acid, which is an active ingredient in the anti-inflammatory agent of the present invention, was found to be contained in Gracenta extract, but this sialic acid is an acyl derivative of neuraminic acid. It is known to be an important component of many animal polysaccharides, and one of its main types, N-acetylneuraminic acid, is commercially available as a reagent.
本発明にはいずれのシアル酸ら含むが、とくにN−アセ
デルノイラミン酸が好ましい活性成分として用いられる
。Although the present invention includes any sialic acid, N-acedelneuraminic acid is particularly preferably used as an active ingredient.
本発明者らの実験によれば、シアル酸(N−アセチルノ
イラミン酸)は下記のような薬理学的および生化学的作
用を示す。According to experiments conducted by the present inventors, sialic acid (N-acetylneuraminic acid) exhibits the following pharmacological and biochemical actions.
(+)抗炎症作用
市販のN−アセチルノイラミン酸を用い、ラットにおけ
るカラゲニン誘発浮腫に対する抑制作用を実験した。な
お、対象薬物としてアスピリンを用いた。(+) Anti-inflammatory effect Commercially available N-acetylneuraminic acid was used to test its inhibitory effect on carrageenan-induced edema in rats. Note that aspirin was used as the target drug.
(i)実験1
方法・
ウィスター系雄ラット(体重130〜1629.1群7
匹)を室内(温度23±1℃、湿度55±5%)に保ち
、1週間固型飼料(CE−2、日本クリア社製)および
飲料水を与えて飼育した。これにN−アセチルノイラミ
ン酸(S E A)30.100.300.500よた
はl O00w9/に9のグツド緩衝液(pH6,4)
[Good N、ll、バイオケミストリイ(11i
ochcmisLry)、 5.467〜47 G(
1966)]の溶液を皮下注射した。ついで、1%カラ
ゲニン生理食塩水溶液0 、1 m(lを動物の右後肢
の足’1Jjfへ注射してカラゲニン浮腫を誘発させた
。注射後30分〜24時間に亙って浮腫を観察した。(i) Experiment 1 Method - Wistar male rats (body weight 130-1629.1 Group 7
The mice were kept indoors (temperature: 23±1° C., humidity: 55±5%) and raised for one week with solid feed (CE-2, manufactured by Nippon Clear Co., Ltd.) and drinking water. Add N-acetylneuraminic acid (SEA) 30.100.300.500 liters to this and 000w9/9 gud buffer (pH 6,4).
[Good N,ll, Biochemistry (11i
ochcmisLry), 5.467-47 G(
(1966)] was injected subcutaneously. Next, 0.1 ml of 1% carrageenan saline solution was injected into the right hind paw of the animal to induce carrageenan edema. Edema was observed for 30 minutes to 24 hours after the injection.
結果:
得られた浮腫率を添付の第1図に示す。また、その浮腫
率よりN−アセチルノイラミン酸(SIA)の浮腫抑制
率を算出すると下記第1表に示すとおりである。Results: The edema rates obtained are shown in the attached Figure 1. Furthermore, the edema suppression rate of N-acetylneuraminic acid (SIA) was calculated from the edema rate as shown in Table 1 below.
第 1 表 (抑制率%)(1
1)実験2
シアル酸とアスピリンとの効果を比較するために、前記
実験lと同様にして、ラットにN−アセデルノイラミン
酸(S I A)300.o/&yおよび対照としてア
スピリン1o o mg/kgのグツド緩衝液(pH6
、4)の溶液を皮下注射したのち、カラゲニンによる浮
腫誘発を行なった。Table 1 (Suppression rate %) (1
1) Experiment 2 In order to compare the effects of sialic acid and aspirin, rats were given 300. o/&y and as a control aspirin 1 o o mg/kg in Gud buffer (pH 6
, 4) was injected subcutaneously, and edema was induced with carrageenan.
その浮腫率を第2図に示す。まlこ、その浮腫率より浮
腫抑制率を算出すると下記第2表に示すとおりである。The edema rate is shown in Figure 2. The edema suppression rate was calculated from the edema rate as shown in Table 2 below.
第 2 表 (抑制率%)上記結果
から明らかなように、N−アセチルノイラミン酸300
m9/kft以上でかなりの浮腫抑制率を示し、また
アスピリンに比べて作用持続性を示した。Table 2 (Inhibition rate %) As is clear from the above results, N-acetylneuraminic acid 300
It showed a considerable edema suppression rate at m9/kft or higher, and also showed a longer duration of action than aspirin.
2、急性毒性
ddY系雄マウス(体重22〜aoy、1群10匹)に
N−アセデルノイラミン酸100.300.1000お
よび5000巧/に9のグツド緩衝液(pl−16,4
)の溶液を皮下注射し、!週間一般症状を観察し、また
投与後24時間、アーウィン(I rwin)の変法[
ザイコファルマコロジア(P sychopharma
−cologia)、 1,3. 2 2 2〜2
5 7(+ 9 6 8)コ(こ準じて行動症状を
観察した。その結果、死亡例はの影響ら認めら机なかっ
fこ。これより、N−アセデルノイラミン酸の急性毒性
、L D s oは500’mg/kg以」二であり、
毒性はきわめて低く安全であることがわかる。2. Acutely toxic ddY male mice (body weight 22~aoy, 10 mice per group) were injected with N-acedelneuraminic acid 100.300.1000 and 5000 μg/9 gud buffer (pl-16,4
) solution was injected subcutaneously, and! Observe general symptoms for a week and also for 24 hours after administration using a modified Irwin method [
P sychopharmacology
-cologia), 1,3. 2 2 2~2
5 7 (+ 9 6 8) (Accordingly, behavioral symptoms were observed. As a result, there were no cases of death due to the effects of Dso is 500'mg/kg or more,
It is found that toxicity is extremely low and safe.
本発明の抗炎症剤は、経口投与、注射、外用のいずれの
投与形態でら用いられ、一般的な医薬製剤、例えば錠剤
、乳剤、溶液剤、懸副剤、乳剤、顆粒剤、カプセル剤、
坐剤、注射剤、軟膏剤などの種々の剤形が採用される。The anti-inflammatory agent of the present invention can be used in any form of administration, including oral administration, injection, and external administration, and can be used in common pharmaceutical preparations, such as tablets, emulsions, solutions, suspensions, emulsions, granules, capsules,
Various dosage forms such as suppositories, injections, and ointments are employed.
これらの製剤は通常使用される充填剤、増m剤、結合剤
、付湿剤、崩壊剤、滑沢剤などの賦形剤、希釈剤を用い
て常法により製造される。なお本発明の抗炎症剤には他
の公知の抗炎症活性薬物を適宜配合してもよい。These preparations are manufactured by conventional methods using commonly used excipients and diluents such as fillers, thickeners, binders, wetting agents, disintegrants, and lubricants. Note that the anti-inflammatory agent of the present invention may be appropriately blended with other known anti-inflammatory active drugs.
本発明の抗炎症剤における活性成分のシアル酸の用量は
、小者の年令、体重、さらに症状の程度などによっても
多少変動するが、通常、ヒトの大人において、I O〜
2000mg/kg/日、好ましくはI 00−100
0mg/kg/日の投与量にて用いられる。The dose of sialic acid, which is the active ingredient in the anti-inflammatory agent of the present invention, varies somewhat depending on the age and weight of the child, as well as the severity of symptoms, but usually, in an adult human, I O ~
2000mg/kg/day, preferably I 00-100
It is used at a dosage of 0 mg/kg/day.
つぎに実施例により本発明の抗炎症剤をさらに具体的に
説明−6るか本発明はこれらに限定されな0゜
実施例1
錠剤
成分 用量
N−アセチルノイラミン酸 100mgアスピ
リン 100mg乳糖
20(1119″乾燥デンプン
20011gステアリン酸マグ
ネシウム 5019常法により1錠中に」−
記組成を有する錠剤を調製する。Next, the anti-inflammatory agent of the present invention will be explained in more detail with reference to Examples.
20 (1119″Dry starch 20011g Magnesium stearate 5019 in 1 tablet by conventional method”)
A tablet having the following composition is prepared.
実施例2
注射剤
成分 用量
N−アセチルノイラミン酸 10011gグツ
ド緩衝液 計100011f2常法に
より上記組成からなる注射剤を調製する。Example 2 Injection Components Dosage N-acetylneuraminic acid 10011g Gud buffer Total 100011f2 An injection having the above composition is prepared by a conventional method.
実施例3
軟膏剤(0/W型)
麻り一分□ 用量
流動パラフィン 9.00重量%ステア
リン酸 4.00 〃セタノール
3.00 〃モノステアリン酸ボ
キオキシ
エヂレンソルビタン(20EO)0.50 〃ノリコ
ン樹脂 0.50 〃N−アセデル
ノイラミン酸 3.00 〃プロピレングリコール
18.00”パラオキシ安息谷酸メヂル 0
.20 〃アヤコールLC−ワックス 3.00
〃精製水 58.50 〃常
法により上記組成からなる軟膏剤を調製する。Example 3 Ointment (0/W type) Asari Ichibu□ Dose Liquid paraffin 9.00% by weight Stearic acid 4.00 Setanol
3.00 Boxoxyethylene sorbitan monostearate (20EO) 0.50 Noricon resin 0.50 N-acedelneuraminic acid 3.00 Propylene glycol 18.00” Medyl paraoxybenzoate 0
.. 20 Ayacol LC-Wax 3.00
Purified water 58.50 An ointment having the above composition is prepared by a conventional method.
第1図はカラゲニン誘発浮腫に対するN−アセデルノイ
ラミン酸の浮腫抑制活性(抗炎症活性)を示すグラフ、
第2図は、N−アセデルノイラミン酸および対照のアス
ピリンの抗カラゲニン誘発浮腫活性を示すグラフである
。
シー−1コントラージFigure 1 is a graph showing the edema-suppressing activity (anti-inflammatory activity) of N-acedelneuraminic acid against carrageenan-induced edema;
FIG. 2 is a graph showing the anti-carrageenan-induced edema activity of N-acedelneuraminic acid and control aspirin. C-1 Contrage
Claims (2)
する抗炎症剤。(1) An anti-inflammatory agent characterized by containing sialic acid as an active ingredient.
第1項記載の抗炎症剤。(2) The anti-inflammatory agent according to item 1 above, wherein the sialic acid is N-acetylneuraminic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28731485A JPS62145015A (en) | 1985-12-19 | 1985-12-19 | Anti-inflammatory agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28731485A JPS62145015A (en) | 1985-12-19 | 1985-12-19 | Anti-inflammatory agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62145015A true JPS62145015A (en) | 1987-06-29 |
Family
ID=17715760
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP28731485A Pending JPS62145015A (en) | 1985-12-19 | 1985-12-19 | Anti-inflammatory agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62145015A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01163125A (en) * | 1987-12-21 | 1989-06-27 | Shiseido Co Ltd | Anti-inflammatory drug |
| WO2008096775A1 (en) | 2007-02-08 | 2008-08-14 | Nippon Zoki Pharmaceutical Co., Ltd. | Therapeutic agent for pain disease |
| US7781408B2 (en) | 2003-04-02 | 2010-08-24 | Mti Meta Tech Inc. | Formulations for mediating inflammation and for reducing blood cholesterol |
| US7851451B2 (en) | 2004-03-12 | 2010-12-14 | Mti Meta Tech Inc. | Formulations for mediating inflammatory bowel disorders |
| US8536140B2 (en) | 2004-03-12 | 2013-09-17 | Mti Meta Tech Inc. | Methods for treating inflammatory bowel disease |
| CN104586642A (en) * | 2015-02-06 | 2015-05-06 | 武汉中科光谷绿色生物技术有限公司 | Applications of N-acetvlneuraminic acid monomer, N-acetvlneuraminic acid hydrate or N-acetvlneuraminic acid salt in personal care supplies |
-
1985
- 1985-12-19 JP JP28731485A patent/JPS62145015A/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| AGENTS AND ACTIONS=1978 * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01163125A (en) * | 1987-12-21 | 1989-06-27 | Shiseido Co Ltd | Anti-inflammatory drug |
| US7781408B2 (en) | 2003-04-02 | 2010-08-24 | Mti Meta Tech Inc. | Formulations for mediating inflammation and for reducing blood cholesterol |
| US7851451B2 (en) | 2004-03-12 | 2010-12-14 | Mti Meta Tech Inc. | Formulations for mediating inflammatory bowel disorders |
| US8536140B2 (en) | 2004-03-12 | 2013-09-17 | Mti Meta Tech Inc. | Methods for treating inflammatory bowel disease |
| WO2008096775A1 (en) | 2007-02-08 | 2008-08-14 | Nippon Zoki Pharmaceutical Co., Ltd. | Therapeutic agent for pain disease |
| US8492350B2 (en) | 2007-02-08 | 2013-07-23 | Nippon Zoki Pharmaceutical Co., Ltd. | Therapeutic agent for pain disease |
| CN104586642A (en) * | 2015-02-06 | 2015-05-06 | 武汉中科光谷绿色生物技术有限公司 | Applications of N-acetvlneuraminic acid monomer, N-acetvlneuraminic acid hydrate or N-acetvlneuraminic acid salt in personal care supplies |
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