JPH026327B2 - - Google Patents
Info
- Publication number
- JPH026327B2 JPH026327B2 JP18364282A JP18364282A JPH026327B2 JP H026327 B2 JPH026327 B2 JP H026327B2 JP 18364282 A JP18364282 A JP 18364282A JP 18364282 A JP18364282 A JP 18364282A JP H026327 B2 JPH026327 B2 JP H026327B2
- Authority
- JP
- Japan
- Prior art keywords
- animals
- humans
- infections
- diseases
- immune dysfunction
- 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.)
- Expired
Links
- 241001465754 Metazoa Species 0.000 claims description 19
- 239000003814 drug Substances 0.000 claims description 15
- 201000010099 disease Diseases 0.000 claims description 14
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- 239000001707 (E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol Substances 0.000 claims description 3
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- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
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- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
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Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Description
本発明は、ヒトまたは動物の免疫機能不全によ
る疾患の予防・治療剤、特にヒトまたは動物の感
染症に対する防禦剤に関する。
更に詳しく述べれば、
7,11,15−トリメチル−ヘキサデカ−1−エ
ン−3−オール、3,7,11,15−テトラメチル
−1,6,10,14−ヘキサデカテトラエン−3−
オール、フイトール、イソフイトールから選択さ
れたポリプレニルアルコール系化合物を有効成分
とするヒトまたは動物の免疫機能不全による疾患
の予防・治療剤、特にヒトまたは動物の感染症に
対する防禦剤に関する。
近年、免疫学の進歩が急速であり、種々の疾患
が免疫機能不全に起因しているものと考えられて
きている。例えば、癌、細菌感染症、喘息、関節
リウマチ、自己免疫疾患などが免疫機能不全に起
因している疾患としてあげられている。
細菌感染症は、単に病原菌の侵入のみによる単
純性感染症に加えて、各種重篤な基礎疾患を伴う
複雑性感染症の増加が深刻な問題となつてきてい
る。例えば癌に伴う感染症は臨床上最もわずらわ
しい問題である。癌を担うことによつて、全身
性、局所的な抵抗力低下を招き、易感染状態下で
感染症を合併、続発する。癌に伴う感染は、初期
においては呼吸器感染、尿路感染、胎道感染、皮
膚感染が多く、末期においては肺炎、敗血症が多
い。この腫瘍に伴う感染症併発の機序について
は、次のような過程が一般的である。
すなわち、白血病、悪性リンパ腫、癌の進展に
伴い、正常な組織、細胞の障害、特にリンパ系細
胞や、顆粒球細胞機能の低下をきたすので、易感
染性となり、感染症を併発すると考えられてい
る。このような場合、抗生剤投与による根治効果
が乏しく、反復感染、菌交代症、難治感染にいた
ることが多い。したがつて、従来の抗生剤、化学
療法剤のみでは根治がほとんど期待できず、生体
防禦機能の改善なくしては治療不可能であり、生
体の防禦機能を高める薬剤の開発が望まれてい
る。
一方、家畜・家禽などの動物の細菌感染に対し
ては、抗生物質がその中心的存在となつており、
事実、各種の抗生物質の登場によつて病原細菌に
よる重篤な感染症は減少している。しかし、畜産
界では抗菌剤の乱用から、畜水産物中の残留・耐
性菌の増加、菌交代症などを引き起こし、社会問
題となつている。すなわち、宿主は感染防禦能が
著しく低下し、感染症に対する修復機能も障害さ
れているため、細菌感染症は直りにくく再感染し
易い状態を作つている。更に、自発性感染症(日
和見感染症)が家畜の生産性を低下させ、その損
失は大きい。そこで宿主の免疫能の活性を高め、
生体の防禦機能を高める必要がある。
本発明者等は、上述の実情に鑑み、免疫機能を
正常化し、生体の防禦機能を高める薬剤について
長年鋭意研究してきたが、意外にも3,7,11,
15−テトラメチル−ヘキサデカ−1−エン−3−
オール、3,7,11,15−テトラメチル−1,
6,10,14−ヘキサデカテトラエン−3−オー
ル、フイトール、イソフイトールから選択された
ポリプレニルアルコール系化合物がヒトおよび動
物の免疫機能不全による疾患の予防・治療剤、特
にヒトおよび動物の感染症に対する防禦剤として
有効であることを見い出し、本発明を完成したも
のである。
すなわち、本発明化合物は、ヒトおよび動物の
免疫機能を正常化し、感染抵抗性を高める作用を
有するので、ヒトおよび動物の免疫機能不全によ
る疾患の予防・治療剤、各種感染症に対する防禦
剤として有用である。
ヒトの場合の具体例をあげれば、関節リウマ
チ、自己免疫疾患、癌、喘息、および例えば敗血
症、肺炎、髄膜炎、各種ウイルス感染症などの各
種感染症などに有効である。
また動物の場合の具体例をあげれば、例えば豚
の下痢、肺炎(SEP、AR、ヘモフイルス、パス
ツレラ)、TGE、鶏の肺炎(マイクロプラズマ、
ヘモフイルス)、マレツク病、牛の下痢、肺炎、
乳房炎などに有効である。
また、ヒトおよび動物の感染症に本発明化合物
を投与する場合、抗生物質との併用により著しく
その治療効果を高める。このことは、前述した畜
産業界で問題となつている抗生物質の乱用という
問題をも解決するものであり重要な意義がある。
更に、家畜・家禽などの動物の場合を例にとれ
ば、生体の感染抵抗性を高めるので、初生時のベ
ース薬として有用であること、多頭羽飼育、輸送
などに起因するストレスの緩和に有用であるこ
と、およびワクチン効果の増強に有用である。
したがつて、本発明の目的は、ヒトおよび動物
の免疫機能不全の新規な予防・治療剤を提供する
にある。
更に、本発明の目的は、ヒトおよび動物の感染
症に対する新規な防禦剤を提供するにある。
次に本発明化合物の効果を実験例にて詳述す
る。
実験例
1 感染防禦効果
(1) 実験方法
slc:ICR雄性マウス(6〜7週令、体重
22〜30g)に、下記に記載した被験化合物を
次表(表1)に示す量筋肉内投与し、24時間
後に臨床由来の大腸菌(Escherichia Coli)
を2.8×108/マウスを皮下接種し、感染後7
日目の生存数から生残率を求めた。
(2) 被験化合物
3,7,11,15−テトラメチル−ヘキサデカ
−1−エン−3−オール
3,7,11,15−テトラメチル−1,6,
10,14−ヘキサデカテトラエン−3−オール
対照化合物:MDP(AcMur−L−Ala−D
−Glu)
(3) 実験結果
結果を表1に示す。
TECHNICAL FIELD The present invention relates to preventive and therapeutic agents for diseases caused by immune dysfunction in humans or animals, and particularly to agents for preventing infectious diseases in humans or animals. More specifically, 7,11,15-trimethyl-hexadeca-1-en-3-ol, 3,7,11,15-tetramethyl-1,6,10,14-hexadecatetraene-3-
The present invention relates to a prophylactic/therapeutic agent for diseases caused by immune dysfunction in humans or animals, which contains a polyprenyl alcohol compound selected from ol, phytol, and isophytol as an active ingredient, and particularly to a preventive agent against infectious diseases in humans or animals. In recent years, advances in immunology have been rapid, and various diseases are thought to be caused by immune dysfunction. For example, cancer, bacterial infections, asthma, rheumatoid arthritis, autoimmune diseases, and the like are listed as diseases caused by immune dysfunction. BACKGROUND ART Bacterial infections are becoming a serious problem, with an increase in complex infections accompanied by various serious underlying diseases, in addition to simple infections caused solely by the invasion of pathogenic bacteria. For example, infectious diseases associated with cancer are one of the most troublesome clinical problems. Carrying cancer leads to a decrease in systemic and local resistance, which leads to complications and subsequent infections in an immunocompromised state. Infections associated with cancer often include respiratory tract infections, urinary tract infections, fetal canal infections, and skin infections in the early stages, and pneumonia and sepsis in the late stages. The following process is the general mechanism of infection associated with this tumor. In other words, as leukemia, malignant lymphoma, and cancer progress, they cause damage to normal tissues and cells, especially lymphoid cells and granulocyte cell function, which makes them susceptible to infection and is thought to cause infections. There is. In such cases, antibiotic administration has little curative effect, often leading to repeated infections, bacterial replacement, and intractable infections. Therefore, conventional antibiotics and chemotherapeutic agents alone cannot be expected to provide a complete cure, and treatment is not possible without improving the body's defense function, and there is a desire for the development of drugs that enhance the body's defense function. On the other hand, antibiotics play a central role in treating bacterial infections in animals such as livestock and poultry.
In fact, with the advent of various antibiotics, serious infections caused by pathogenic bacteria are decreasing. However, in the livestock industry, overuse of antibacterial agents has caused an increase in residual and resistant bacteria in livestock and marine products, as well as bacterial replacement disease, which has become a social problem. In other words, the host's ability to defend against infection is significantly reduced and its repair function against infection is impaired, creating a state in which bacterial infections are difficult to cure and reinfection is easy to occur. Furthermore, spontaneous infections (opportunistic infections) reduce the productivity of livestock, resulting in large losses. Therefore, it increases the activity of the host's immune system,
It is necessary to enhance the defense function of the living body. In view of the above-mentioned circumstances, the present inventors have been conducting intensive research for many years on drugs that normalize the immune function and enhance the defense function of the living body.
15-tetramethyl-hexadec-1-ene-3-
ol, 3,7,11,15-tetramethyl-1,
A polyprenyl alcohol compound selected from 6,10,14-hexadecatetraen-3-ol, phytol, and isophytol is used as a prophylactic/therapeutic agent for diseases caused by immune dysfunction in humans and animals, especially infectious diseases in humans and animals. The present invention was completed based on the discovery that it is effective as a repellent against. That is, the compound of the present invention has the effect of normalizing the immune function of humans and animals and increasing resistance to infection, and is therefore useful as a prophylactic/therapeutic agent for diseases caused by immune dysfunction in humans and animals, and as a preventive agent against various infectious diseases. It is. To give specific examples in humans, it is effective against rheumatoid arthritis, autoimmune diseases, cancer, asthma, and various infectious diseases such as sepsis, pneumonia, meningitis, and various viral infections. Specific examples for animals include diarrhea in pigs, pneumonia (SEP, AR, Haemophilus, pasteurella), TGE, pneumonia in chickens (microplasma,
haemophilus), Maretske's disease, bovine diarrhea, pneumonia,
It is effective for mastitis, etc. Furthermore, when the compounds of the present invention are administered to treat infectious diseases in humans and animals, their therapeutic effects are significantly enhanced when used in combination with antibiotics. This is of great significance as it also solves the aforementioned problem of overuse of antibiotics in the livestock industry. Furthermore, in the case of animals such as livestock and poultry, it increases the organism's resistance to infection, so it is useful as a base drug at the beginning of life, and it is useful for alleviating stress caused by raising multiple birds and transporting them. and is useful for enhancing vaccine efficacy. Therefore, an object of the present invention is to provide a novel prophylactic/therapeutic agent for immune dysfunction in humans and animals. A further object of the present invention is to provide a novel protective agent against infectious diseases in humans and animals. Next, the effects of the compounds of the present invention will be explained in detail using experimental examples. Experimental Example 1 Infection prevention effect (1) Experimental method slc: ICR male mice (6-7 weeks old, body weight
The test compound described below was intramuscularly administered to the subjects (22 to 30 g) in the amount shown in the following table (Table 1), and 24 hours later, clinical Escherichia coli (Escherichia coli)
2.8 × 10 8 /mouse were inoculated subcutaneously, and 7 days after infection.
The survival rate was calculated from the number of survivors on the day. (2) Test compound 3,7,11,15-tetramethyl-hexadec-1-en-3-ol 3,7,11,15-tetramethyl-1,6,
10,14-hexadecatetraen-3-ol Control compound: MDP (AcMur-L-Ala-D
-Glu) (3) Experimental results The results are shown in Table 1.
【表】
2 マクロフアージ貪食能の増大効果
(1) 実験方法および結果
slc:ICR系雄性マウス(8週令、体重22
〜30g)に、前記した被験化合物を100mg/
Kg筋肉内投与し、24時間後にカーボン・クリ
アランステストをおこない、マクロフアージ
の貪食能を測定した。なお、カーボン・クリ
アランステストは、G.BIOZZI、B.
BENACERRAF AND B.N.HALPERN、
Brit.J.exp.Path.、34、441−457に記載され
ている方法に準じておこなつた。
具体的に述べれば以下の方法で行つた。
カーボン・クリアランステストはコロイドカー
ボンの血中からのクリアランスを指標として肝・
脾のマクロフアージ機能を測定するものである。
Gu¨nter Wagner社製のカーボンを160mg/Kgの
割合でマウス尾静脈内に注入した。注入後、1、
4、7、10、13分後に後眼窩静脈叢より20μを
採血し、小試験管中で2mlの0.1%炭酸ナトリウ
ムと混合した。これについて660nMの波長で吸
光度を測定した。
横軸に時間(分)を、縦軸に吸光度の対数値を
とり、3分毎の値プロツトする。この直線の勾配
を求めて半減時間を算出した。Control群の半減
時間を100として、それに対する各被験化合物の
半減時間の割合を比較した(数値が小さくなつて
いればマクロフアージの亢進を示す)。
その結果を表2に示す。
表2において、貪食能の変化(%)の数値は、
コントロールの半減時間を100とし、これに対し
て変化した割合を示す。[Table] 2 Effect of increasing macrophage phagocytosis (1) Experimental methods and results slc: ICR male mice (8 weeks old, body weight 22
~30g) of the test compound described above at 100mg/
Kg was administered intramuscularly, and 24 hours later, a carbon clearance test was performed to measure the phagocytic ability of macrophages. The carbon clearance test was conducted by G.BIOZZI, B.
BENACERRAF AND BNHALPERN,
It was carried out according to the method described in Brit.J.exp.Path., 34, 441-457. Specifically, the following method was used. The carbon clearance test uses the clearance of colloidal carbon from the blood as an indicator to assess liver and
This test measures the macrophage function of the spleen. Carbon manufactured by Gunter Wagner was injected into the mouse tail vein at a rate of 160 mg/Kg. After injection, 1,
After 4, 7, 10, and 13 minutes, 20μ of blood was collected from the retroorbital venous plexus and mixed with 2ml of 0.1% sodium carbonate in a small test tube. The absorbance of this was measured at a wavelength of 660 nM. The horizontal axis represents time (minutes), the vertical axis represents the logarithm of absorbance, and the values are plotted every 3 minutes. The half-life time was calculated by finding the slope of this straight line. The half-life time of the control group was set as 100, and the ratio of the half-life time of each test compound to that was compared (a smaller value indicates enhancement of macrophages). The results are shown in Table 2. In Table 2, the numerical values of changes (%) in phagocytosis are as follows:
The half-life time of the control is set as 100, and the percentage change is shown.
【表】
表2において、貪食能力が高まつている場合
は、半減時間が減少するが、20(%)以上、すな
わち、その数値が80より少い場合は強い貪食能の
促進を示す。したがつて、本発明化合物のうち、
化合物Cについては特にその増大作用が著しかつ
た。
上記の実験例により、本発明化合物は免疫機能
を正常化し、感染抵抗性を高ることが明らかとな
つた。
本発明化合物は、極めて毒性の低いものであ
り、安全性は非常に高いものであり、したがつて
長期連用投与が可能であり、この意味でも本発明
の価値は高い。
すなわち、SD系ラツト(体重約200g)に前記
の化合物(化合物A〜C)を500mg/Kgを経口投
与したが、死亡例、副作用は何ら観察されなかつ
た。
本発明化合物をヒトの免疫機能不全による疾患
の予防・治療剤、あるいはヒトの感染症に対する
防禦剤として患者に投与する際の投与量は、疾患
の種類、症状の程度、化合物の種類などにより大
きく異なり特に限定されないが、成人1日あたり
約10mg〜4000mg、好ましくは50mg〜500mgを経口
若しくは非経口的に投与する。感染症に対する防
禦剤として投与する場合、抗生物質との併用はも
ちろんさしつかえない。投与剤型としては、例え
ば散剤、細粒剤、顆粒剤、錠剤、カプセル剤、注
射剤などがあげられる。製剤化の際は、通常の製
剤担体を用い、常法により製造する。
すなわち、経口用固形製剤を調製する場合は主
薬に賦形剤、更に必要に応じて結合剤、崩壊剤、
滑沢剤、着色剤、矯味矯臭剤などを加えた後、常
法により錠剤、被覆錠剤、顆粒剤、散剤、カプセ
ル剤などとする。
賦形薬としては、例えば乳糖、コーンスター
チ、白糖、ブドウ糖、ソルビツト、結晶セルロー
スなどが、結合剤としては例えば、ポリビニルア
ルコール、ポリビニールエーテル、エチルセルロ
ース、メチルセルロース、アラビアゴム、トラガ
ント、ゼラチン、シエラツク、ヒドロキシプロピ
ルセルロース、ヒドロキシプロピルスターチ、ポ
リビニルピロリドンなどが、崩壊剤としては例え
ば、デンプン、寒天、ゼラチン末、結晶セルロー
ス、炭酸カルシウム、炭酸水素ナトリウム、クエ
ン酸カルシウム、デキストリン、ペクチン等が、
滑沢剤としては例えば、ステアリン酸マグネシウ
ム、タルク、ポリエチレングリコール、シリカ、
硬化植物油等が、着色剤としては医薬品に添加す
ることが許可されているものが、矯味矯臭剤とし
ては、ココア末、ハツカ脳、芳香酸、ハツカ油、
竜脳、桂皮末等が用いられる。これらの錠剤、顆
粒剤には糖衣、ゼラチン衣、その他必要により適
宜コーテイングすることはもちろんさしつかえな
い。
注射剤を調製する場合には、主薬に必要により
PH調整剤、緩衝剤、安定化剤、保存剤、可溶化剤
などを添加し、常法により皮下、筋肉内、静脈内
用注射剤とする。
家畜・家禽などの動物に投与する際も、経口投
与若しくは非経口投与により投与する。経口投与
は通常飼料に添加しておこなう。また非経口投与
の例をあげれば、常法により注射剤を調製し、皮
下、筋肉内、静脈内などに投与する。[Table] In Table 2, when the phagocytic ability is enhanced, the half-life time decreases, but when the value is 20 (%) or more, that is, less than 80, it indicates strong promotion of the phagocytic ability. Therefore, among the compounds of the present invention,
The increasing effect of Compound C was particularly remarkable. The above experimental examples revealed that the compound of the present invention normalizes immune function and increases resistance to infection. The compounds of the present invention have extremely low toxicity and are extremely safe, and therefore can be administered continuously over a long period of time, and in this sense, the value of the present invention is also high. That is, when 500 mg/Kg of the above-mentioned compounds (Compounds A to C) was orally administered to SD rats (body weight approximately 200 g), no deaths or side effects were observed. When administering the compound of the present invention to a patient as a prophylactic or therapeutic agent for diseases caused by human immune dysfunction or as a preventive agent against human infectious diseases, the dosage will vary depending on the type of disease, severity of symptoms, type of compound, etc. Although not particularly limited, the dose for adults is about 10 mg to 4000 mg, preferably 50 mg to 500 mg per day, administered orally or parenterally. When administered as a preventive agent against infectious diseases, it is of course possible to use it in combination with antibiotics. Examples of dosage forms include powders, fine granules, granules, tablets, capsules, and injections. When preparing a formulation, it is produced by a conventional method using a conventional pharmaceutical carrier. That is, when preparing oral solid preparations, excipients are added to the main drug, and if necessary, binders, disintegrants,
After adding lubricants, coloring agents, flavoring agents, etc., it is made into tablets, coated tablets, granules, powders, capsules, etc. by conventional methods. Excipients include, for example, lactose, cornstarch, sucrose, glucose, sorbitol, crystalline cellulose, etc. Binders include, for example, polyvinyl alcohol, polyvinyl ether, ethyl cellulose, methyl cellulose, gum arabic, tragacanth, gelatin, sierrac, and hydroxypropyl. Cellulose, hydroxypropyl starch, polyvinylpyrrolidone, etc., and disintegrants include starch, agar, gelatin powder, crystalline cellulose, calcium carbonate, sodium bicarbonate, calcium citrate, dextrin, pectin, etc.
Examples of lubricants include magnesium stearate, talc, polyethylene glycol, silica,
Hydrogenated vegetable oils, etc. are permitted to be added to pharmaceuticals as coloring agents, but as flavoring agents, cocoa powder, peppermint, aromatic acids, peppermint oil,
Dragon brain, cinnamon powder, etc. are used. Of course, these tablets and granules may be coated with sugar coating, gelatin coating, or other coatings as appropriate. When preparing injections, add as necessary to the main drug.
Add PH regulators, buffers, stabilizers, preservatives, solubilizers, etc., and prepare subcutaneous, intramuscular, or intravenous injections using conventional methods. When administering to animals such as livestock and poultry, the drug is administered orally or parenterally. Oral administration is usually done by adding it to feed. As an example of parenteral administration, an injection is prepared by a conventional method and administered subcutaneously, intramuscularly, intravenously, etc.
Claims (1)
−1−エン−3−オール、3,7,11,15−テト
ラメチル−1,6,10,14−ヘキサデカテトラエ
ン−3−オール、フイトール、イソフイトールか
ら選択されたポリプレニルアルコール系化合物を
有効成分とするヒトまたは動物の免疫機能不全に
よる疾患の予防・治療剤。 2 ヒトまたは動物の免疫機能不全による疾患の
予防・治療が、ヒトまたは動物の感染症に対する
防禦である特許請求の範囲第1項記載のヒトまた
は動物の免疫機能不全による疾患の予防・治療
剤。[Scope of Claims] 1 3,7,11,15-tetramethyl-hexadec-1-en-3-ol, 3,7,11,15-tetramethyl-1,6,10,14-hexadecatetra A prophylactic/therapeutic agent for diseases caused by immune dysfunction in humans or animals, which contains a polyprenyl alcohol compound selected from en-3-ol, phytol, and isophytol as an active ingredient. 2. The preventive/therapeutic agent for diseases caused by immune dysfunction in humans or animals according to claim 1, wherein the prevention/treatment of diseases caused by immune dysfunction in humans or animals is protection against infectious diseases in humans or animals.
Priority Applications (39)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18364282A JPS5973513A (en) | 1982-10-21 | 1982-10-21 | Preventive and remedy for disease caused by immunological function insufficiency |
| DE3348500A DE3348500C2 (en) | 1982-05-28 | 1983-05-25 | beta, gamma-dihydropolyprenyl alcohol derivative |
| DE3348492A DE3348492C2 (en) | 1982-05-28 | 1983-05-25 | Di:hydro-poly:prenyl alcohol and ester and ether derivs. |
| DE3348493A DE3348493C2 (en) | 1982-05-28 | 1983-05-25 | Di:hydro-poly:prenyl alcohol and ester and ether derivs. |
| GB08314419A GB2122610B (en) | 1982-05-28 | 1983-05-25 | A polyprenyl compound and a pharmaceutical composition containing a polyprenyl compound |
| DE3318989A DE3318989C2 (en) | 1982-05-28 | 1983-05-25 | ß, gamma-dihydropolyprenyl alcohol derivatives and medicaments containing them and their use |
| ES522789A ES522789A0 (en) | 1982-05-28 | 1983-05-27 | A DERIVATIVE OF ALCOHOL B, V-DIHIDROPOLIPRENILICO. |
| CA000429108A CA1310660C (en) | 1982-05-28 | 1983-05-27 | B, -dihydropolyprenyl alcohol derivatives and pharmaceutical composition containing a polyprenyl compound |
| SE8303013A SE461650B (en) | 1982-05-28 | 1983-05-27 | B-DIHYDROPOLYPRENYL ALCOHOL DERIVATIVES AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME |
| DK239483A DK171640B1 (en) | 1982-05-28 | 1983-05-27 | Analogous Process for Preparation of Beta, Gamma-dihydro-polyprenyl Alcohol Derivatives |
| NL8301892A NL194300C (en) | 1982-05-28 | 1983-05-27 | Pharmaceutical composition containing a polyprenol as an active ingredient and polyprenols suitable for use therein. |
| CH2902/83A CH654823A5 (en) | 1982-05-28 | 1983-05-27 | ALCOHOL DERIVATIVES BETA, GAMMA-DIHYDROPOLYPRENYLIQUE AND PHARMACEUTICAL COMPOSITIONS CONTAINING A POLYPRENYLIC COMPOUND. |
| AT0197283A AT389871B (en) | 1982-05-28 | 1983-05-30 | METHOD FOR PRODUCING BETA, GAMMA -DIHYDROPOLYPRENYL ALCOHOL DERIVATIVES |
| IT21364/83A IT1164256B (en) | 1982-05-28 | 1983-05-30 | BETA DERIVATIVES, ALPHA DIHYDROPOLIPRENYL ALCOHOL AND PHARMACEUTICAL COMPOSITION CONTAINING A POLYPRENYL COMPOUND |
| FR838308941A FR2527597B1 (en) | 1982-05-28 | 1983-05-30 | ALCOHOL B DERIVATIVES, G-DIHYDROPOLYPRENYLIC AND PHARMACEUTICAL COMPOSITION CONTAINING A POLYPRENYLIC COMPOUND |
| FR8317170A FR2532848B1 (en) | 1982-05-28 | 1983-10-27 | PHARMACEUTICAL COMPOSITION CONTAINING A POLYPRENYL DERIVATIVE |
| FR8317175A FR2532846B1 (en) | 1982-05-28 | 1983-10-27 | PHARMACEUTICAL COMPOSITION COMPRISING AS ACTIVE INGREDIENT 3,7,11,15 - TETRAMETHYL -1,6,10,14-HEXADECATETRAENE-3-OL |
| FR8317171A FR2532844B1 (en) | 1982-05-28 | 1983-10-27 | PHARMACEUTICAL COMPOSITION CONTAINING A POLYPRENYL COMPOUND |
| FR8317176A FR2532847B1 (en) | 1982-05-28 | 1983-10-27 | PHARMACEUTICAL COMPOSITION COMPRISING AS ACTIVE INGREDIENT 3,7,11,15-TETRAMETHYLHEXADECA-1-ENE-3-OL |
| FR8317169A FR2532843A1 (en) | 1982-05-28 | 1983-10-27 | PHARMACEUTICAL COMPOSITION COMPRISING PHYTOL OR ISOPHYTOL AS ACTIVE INGREDIENT |
| FR8317173A FR2532845B1 (en) | 1982-05-28 | 1983-10-27 | PHARMACEUTICAL COMPOSITION COMPRISING DOCOSANOL AS ACTIVE INGREDIENT |
| ES529753A ES529753A0 (en) | 1982-05-28 | 1984-02-15 | A PROCEDURE FOR THE PREPARATION OF A DERIVATIVE OF AN ALCOHOL, -DIHYDROPOLYPRENYLIC |
| ES529754A ES8507444A1 (en) | 1982-05-28 | 1984-02-15 | Beta, gamma-dihydropolyprenyl alcohol derivatives and pharmaceutical composition containing a polyprenyl compound |
| GB08508217A GB2159710B (en) | 1982-05-28 | 1985-03-29 | Containing a polyprenyl compound |
| GB08508220A GB2159713A (en) | 1982-05-28 | 1985-03-29 | Containing a polyprenyl compound |
| GB08508214A GB2159054B (en) | 1982-05-28 | 1985-03-29 | Pharmaceutical compositions of polyprenyl alcohols |
| GB08508218A GB2159711B (en) | 1982-05-28 | 1985-03-29 | Containing a polyprenyl compound |
| GB08508216A GB2159055B (en) | 1982-05-28 | 1985-03-29 | Pharmaceutical compositions of 3,7,11,15-tetra-methylhexadec-1-en-3-ol |
| GB08508219A GB2159712B (en) | 1982-05-28 | 1985-03-29 | Containing a polyprenyl compound |
| US06/760,221 US4624966A (en) | 1982-05-28 | 1985-07-29 | β,γ-dihydropolyprenyl alcohol derivatives and pharmaceutical composition containing a polyprenyl compound |
| FR858513026A FR2569108B1 (en) | 1982-05-28 | 1985-09-02 | PHARMACEUTICAL COMPOSITION CONTAINING A POLYPRENYL COMPOUND |
| SE8801513A SE502922C2 (en) | 1982-05-28 | 1988-04-22 | Use of a polyprenyl compound for the preparation of prophylactic / therapeutic agent for human and animal diseases due to defective immune system |
| SE8801514A SE502923C2 (en) | 1982-05-28 | 1988-04-22 | Use of a polyprenyl compound for the preparation of protylactic / therapeutic agent for human and animal diseases due to defective immune system |
| SE8801515A SE502924C2 (en) | 1982-05-28 | 1988-04-22 | Pharmaceutical composition containing an effective amount of 3,7,11,15-tetramethyl-hexadeca-1-en-3-ol or 3,7,11,15-tetramethyl-1,6,10,14-hexadecatetraen-3-ol |
| US08/011,197 US5280048A (en) | 1982-05-28 | 1993-01-29 | β,γ-dihydropolyprenyl alcohol derivatives and pharmaceutical composition containing a polyprenyl compound |
| US08/584,145 US6111131A (en) | 1982-05-28 | 1996-01-11 | Beta, gamma-dihydropolyprenyl alcohol derivatives and pharmaceutical composition containing a polyprenyl compound |
| US08/601,489 US6288128B1 (en) | 1982-05-28 | 1996-02-14 | β,γ-dihydropolyprenyl alcohol derivatives and pharmaceutical composition containing a polyprenyl compound |
| US08/599,944 US5658958A (en) | 1982-05-28 | 1996-02-14 | β, γ-dihydropolyprenyl alcohol derivatives effective at mitigating stress in animals |
| NL9900009A NL9900009A (en) | 1982-05-28 | 2000-12-05 | Di:hydro-poly:prenyl alcohol and ester and ether derivs. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18364282A JPS5973513A (en) | 1982-10-21 | 1982-10-21 | Preventive and remedy for disease caused by immunological function insufficiency |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14887989A Division JPH0228109A (en) | 1989-06-12 | 1989-06-12 | Preventive and treating agent for disease caused by immunological dysfunction |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5973513A JPS5973513A (en) | 1984-04-25 |
| JPH026327B2 true JPH026327B2 (en) | 1990-02-08 |
Family
ID=16139356
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18364282A Granted JPS5973513A (en) | 1982-05-28 | 1982-10-21 | Preventive and remedy for disease caused by immunological function insufficiency |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5973513A (en) |
-
1982
- 1982-10-21 JP JP18364282A patent/JPS5973513A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5973513A (en) | 1984-04-25 |
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