JPH0377823A - Mutation-suppressing agent - Google Patents

Mutation-suppressing agent

Info

Publication number
JPH0377823A
JPH0377823A JP1212766A JP21276689A JPH0377823A JP H0377823 A JPH0377823 A JP H0377823A JP 1212766 A JP1212766 A JP 1212766A JP 21276689 A JP21276689 A JP 21276689A JP H0377823 A JPH0377823 A JP H0377823A
Authority
JP
Japan
Prior art keywords
persimmon
condensed
tannin
mutation
fruit
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
Application number
JP1212766A
Other languages
Japanese (ja)
Inventor
Katsuyoshi Tsukumo
津雲 勝義
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.)
Kanebo Ltd
Original Assignee
Kanebo Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kanebo Ltd filed Critical Kanebo Ltd
Priority to JP1212766A priority Critical patent/JPH0377823A/en
Publication of JPH0377823A publication Critical patent/JPH0377823A/en
Pending legal-status Critical Current

Links

Classifications

    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Landscapes

  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Pyrane Compounds (AREA)

Abstract

PURPOSE:To provide a mutation-suppressing agent consisting of a condensed persimmon tannin extracted and purified from the fruit of astringent persimmon, important for the prevention of carcinogenesis and having mutagenicity caused by direct mutagen which does not particularly necessitate metabolic activation. CONSTITUTION:The objective mutation-suppressing agent is composed of a condensed persimmon tannin expressed by the estimated structural formula (m=2 to 5) and having a weight-average molecular weight of 1.35X10<4> and a number-average molecular weight of 0.64X10<4>. The condensed persimmon tannin can be produced by pressing small pieces of astringent persimmon fruit to collect fruit juice, removing solid components by filtration, optionally adding ethanol to the obtained astringent persimmon juice, contacting and adsorbing the tannin to a synthetic adsorbent packed in a column, washing the column with water, eluting the adsorbed component with hydrous ethanol, concentrating the eluate under reduced pressure and lyophilizing the concentrate.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、渋柿(旧ospyros Kaki Thu
rib)の果実より抽出、精製して得られた檀合型柿タ
ンニンから成る、突然変異抑w1w4に関し、更に詳し
くは、特に2−ニトロフルオレンに代表される直接変異
原に糾する抗変異原性剤に関する。
[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to the use of astringent persimmons (formerly Ospyros Kaki Thu).
Concerning mutagenic w1w4, which is composed of tango-type persimmon tannin extracted and purified from the fruit of Rib), more specifically, it has antimutagenicity against direct mutagens, particularly 2-nitrofluorene. Regarding drugs.

〔従来の技術〕[Conventional technology]

我々の日常環境には敗多くの突然変異原性物質が存在し
、これらの多くは発癌物質として、我々の健康を脅かす
原因ともなっている。自然界に存在する変異原では、フ
ラボノイドやフロクマリンなどの植物成分が知られてお
り、また焼き魚中のトリプトファン熱分解物や、代表的
なカビ毒であるアフラトキシン類なども強烈な変異原性
を示す。
There are many mutagenic substances in our daily environment, and many of these are carcinogens that threaten our health. Plant components such as flavonoids and furocoumarins are known to be mutagens that exist in nature, and tryptophan thermal decomposition products in grilled fish and aflatoxins, which are typical mycotoxins, also exhibit strong mutagenicity.

また、大気汚染の原因としては、工場排煙や暖房などが
挙げられるが、主たる汚染源である自動車排ガスは特に
部会における重大な社会問題の一つである。この自勅車
排ガス中には各種のニトロ化合物や多環芳香族炭化水素
が含まれており、強い変異原性を有する化合物が多い。
In addition, while the causes of air pollution include factory smoke and heating, automobile exhaust gas, which is the main source of pollution, is one of the most important social issues for the committee. The exhaust gas from privately-owned vehicles contains various nitro compounds and polycyclic aromatic hydrocarbons, many of which have strong mutagenic properties.

、−トロピレン。, -tropylene.

ベンゾ(a)ピレン、ニトロフルオレンなどであるが、
とりわけ、2−ニトロフルオレンは生体内に於ける代謝
活性化を必要としない強い直接変異原であり、また発癌
物質でもある。
benzo(a)pyrene, nitrofluorene, etc.
In particular, 2-nitrofluorene is a strong direct mutagen that does not require metabolic activation in vivo, and is also a carcinogen.

これらの変異原に対し、その化学的構造の解明だけでな
く、生体に及ぼず作用機構を明らかにし、さらには生体
に作用するのを防止するための努力も続りられている8
例えば、野菜などに含まれる食物繊鯵は変異原を1薯す
る作用があるとされ、またビタミンCも還元作用により
ニトロソ化合物の生成を抑制することがわかり、変異原
の不活性化機構も次第に明らかになってきた。そのなか
に於て、強い変異原性を有する多環芳香族炭化水木のう
ぢ、2−ニトロフルオレンのように直接的に変異原性を
示す直接変異原に対しては今のところ有効な除去物質は
見出されていない。
Efforts are being made not only to elucidate the chemical structure of these mutagens, but also to elucidate their mechanism of action without affecting living organisms, and further efforts to prevent them from acting on living organisms8.
For example, the dietary fiber contained in vegetables, horse mackerel, is said to have the effect of reducing mutagens, and vitamin C has also been found to suppress the production of nitroso compounds through its reducing action, and the mechanism for inactivating mutagens is gradually becoming more active. It's becoming clear. Among these, there are currently no effective removal methods against direct mutagens such as polycyclic aromatic hydrocarbons, which have strong mutagenicity, and 2-nitrofluorene. No substance has been found.

(発明が解決しようとする課題) すなわち、本発明の目的は、2−二トロフルオレンに代
表される直接変異原に対する抗変異原性剤を従供するこ
とにある。
(Problems to be Solved by the Invention) That is, an object of the present invention is to provide an antimutagenic agent against a direct mutagen represented by 2-nitrofluorene.

(課題を解決するための手段〕 本発明は、渋柿(Diospyroa Kaki Th
unb)の果実より抽出、精製して得られた縮合型柿タ
ンニンから成る、突然変異抑制剤である。
(Means for Solving the Problems) The present invention is directed to the cultivation of astringent persimmons (Diospyroa Kaki Th.
This is a mutation suppressor consisting of condensed persimmon tannin extracted and purified from the fruits of M. unb).

タンニンは加水分解型タンニンと縮合型タンニンに分け
られ、前者は糖または環状多価アルコールにガロイル基
またはその誘導体が結合したもので、後者はカテキン、
エビカテキンのようなフラバン−3−オールなどの縮合
体である。
Tannins can be divided into hydrolyzed tannins and condensed tannins, the former consisting of sugars or cyclic polyhydric alcohols bound to galloyl groups or their derivatives, and the latter consisting of catechins,
It is a condensate of flavan-3-ols such as shrimp catechin.

本発明における縮合型棒タンニンは下記の構造式(1)
のごとく推定されている(松属、伊藤、化学と生物、 
Vol、15.411.732−6(1977))。
The condensed tannin in the present invention has the following structural formula (1):
It is estimated that (pine genus, Ito, chemistry and biology,
Vol. 15.411.732-6 (1977)).

尚、松属らによれば重量平均分子量は1.38 x10
4、数平均分子量は0.64X10’ と言われ縮合型
柿タンニンの製造法としては、例えば下記の方法が例示
される。
Furthermore, according to Matsugen et al., the weight average molecular weight is 1.38 x 10
4. The number average molecular weight is said to be 0.64 x 10', and the following method is exemplified as a method for producing condensed persimmon tannin.

渋柿(Diospyros Kakl Thunb)の
果実を小細片とし、圧搾して果汁を採取した後、−過に
より固形分を除去して柿渋を得る。この柿渋にエタノー
ルを添加するかまたは添加せずして、これを、合成吸着
j11(例えばダイヤイオンI P 20 、三菱化成
工業■製)を充填したカラムに接触吸着させ、そのカラ
ムを水洗した後、含水エタノールを用いて溶出させる。
The fruit of Diospyros Kakl Thunb is cut into small pieces, the juice is collected by squeezing, and the solid content is removed by filtration to obtain persimmon astringent. This persimmon tannin, with or without the addition of ethanol, is catalytically adsorbed in a column filled with synthetic adsorption J11 (for example, Diaion I P 20, manufactured by Mitsubishi Chemical Industries, Ltd.), and after washing the column with water. , and elute using aqueous ethanol.

この溶出液を減圧下で濃縮した後、凍結乾燥して縮合型
柿タンニンを得る。
This eluate is concentrated under reduced pressure and then freeze-dried to obtain condensed persimmon tannin.

また、別の方法としては、溶媒沈澱法(松属伊藤、「化
学と生物J 、 Vol、15.1til 1.733
(1977) )や、特開昭56−51497号公報に
記載の方法等が挙げられる。
Another method is the solvent precipitation method (Matsugen Ito, Chemistry and Biology J, Vol. 15.1til 1.733).
(1977)) and the method described in Japanese Patent Application Laid-Open No. 56-51497.

本発明に使用する縮合型柿タンニンは、水、エタノール
、メタノールに易溶で、ピリジンに可溶であり、アセト
ン、エーテル−、クロロホルム。
The condensed persimmon tannin used in the present invention is easily soluble in water, ethanol, and methanol, and soluble in pyridine, acetone, ether, and chloroform.

石油ベンジン、酢酸に難溶である。Slightly soluble in petroleum benzene and acetic acid.

【発明の効果〕【Effect of the invention〕

m=2〜5 ング手法として近年確立されたエームズ法を用いて試験
した所、優れた突然変異抑制活性を示し、特に代謝活性
化を必要としない直接変異原による変異原性を阻害する
発癌予防上重要な意義を有する。
m = 2 to 5 When tested using the Ames method, which has been established in recent years, it showed excellent mutation-suppressing activity, and is particularly effective in preventing carcinogenesis by inhibiting mutagenicity caused by direct mutagens that do not require metabolic activation. It has important significance.

〔実施例〕〔Example〕

(1)縮合型棒タンニンの製造法 渋柿(口1oapyros Kaki Thunh)の
果実を小絹片とし、圧搾して果汁を採取した後、浜過に
より固形分を除去して柿渋を得た。柿渋に適量のエタノ
ールを添加し、このエタノールを含有した柿渋1000
kgを、合成吸着剤のダイヤイオンHF20(三菱化成
工業■製)1001を充填したカラムに接触吸着させ、
このカラムをIll製水20001で水洗した後、含水
エタノール2000I!を用いて溶出させた6次にこの
溶出液を減圧下で濃縮した後、凍結乾燥して、縮合型柿
タンニン30kgを得たゆ (2)突然変異抑制効果の測定方法 (i)突然変異原性試験方法 突然変異原性の測定には、発癌性のスクリー、ニング手
法として近年確立されたエームズ法を用い、菌株はサル
モネラ・ティフィムリウムTA98株(以PTA98と
略す)を使用した。
(1) Method for producing condensed rod tannin The fruit of astringent persimmon (Kaki Thunh) was cut into small pieces of silk, and the juice was collected by squeezing, and the solid content was removed by filtering to obtain persimmon astringency. Kakishibu 1000, which contains ethanol, is made by adding an appropriate amount of ethanol to persimmon juice.
kg was catalytically adsorbed in a column packed with a synthetic adsorbent, Diaion HF20 (manufactured by Mitsubishi Chemical Industries, Ltd.) 1001.
After washing this column with Ill Water 20001, aqueous ethanol 2000I! Next, this eluate was concentrated under reduced pressure and lyophilized to obtain 30 kg of condensed persimmon tannin. (2) Method for measuring mutation suppression effect (i) Mutagen Sex test method: To measure mutagenicity, the Ames method, which has been established in recent years as a screening method for carcinogenicity, was used, and Salmonella typhimurium strain TA98 (hereinafter abbreviated as PTA98) was used.

(ii )測定試料の調製 柿タンニン(以下抗変異原と略す)を水に10rng/
m1の濃度で溶解し、6段階に希釈し、た。
(ii) Preparation of measurement sample 10rng/persimmon tannin (hereinafter abbreviated as antimutagen) in water.
It was dissolved at a concentration of ml and diluted in 6 steps.

調製した。Prepared.

(ii )突然変異原性の測定 抗変異原の各濃度溶液100μfに対し、100mMリ
ン酸すトリウム緩衝1(pH7,4)500μ!及びT
a2Oの前培養液100μlを混合し、これに1−NF
20μ戸を加え撹はんしたのち、2m7!の軟寒天を加
えて、鹸小グルコース寒天平板墳地1に重層固化し、3
7℃にて2日間培養した。培養後、プレー1〜上の復帰
変異コロニー数をカウントした。
(ii) Measurement of mutagenicity 500μf of 100mM sodium phosphate buffer 1 (pH 7,4) per 100μf of each concentration solution of antimutagen! and T
Mix 100 μl of a2O preculture solution and add 1-NF to this.
After adding 20μ and stirring, 2m7! of soft agar was added to the solidified small glucose agar flat plate mound 1, and solidified in layers.
The cells were cultured at 7°C for 2 days. After culturing, the number of revertant colonies on plates 1 to 1 was counted.

抗変異原性の評価は、変異原および抗変異原を加えた系
でカウントしたプレート当りのコロニー数(A)、変異
原のみのコロニー数(B)、水のみの自然復帰コロニー
数(C)をもとに次式により突然変異率を算出して行な
った。
Antimutagenicity was evaluated using the number of colonies per plate counted in the system containing mutagen and antimutagen (A), the number of colonies with mutagen only (B), and the number of naturally reverted colonies with water only (C). Based on this, the mutation rate was calculated using the following formula.

(2)結果 (縮合型棒タンニンの突然変異抑制活性)表1に示した
通り、縮合型柿タンニン無添加の場合を100%とした
時、抗変異原の濃度上昇とともに突然変異率の減少が明
らかに認められた。
(2) Results (mutation suppression activity of condensed rod tannins) As shown in Table 1, when the case without condensed persimmon tannins is taken as 100%, the mutation rate decreases as the concentration of antimutagen increases. clearly recognized.

従って縮合型棒タンニンの2−NFに対する突然表 1、  2 NFに対する縮合型棒タンニンの効果 0     5     13 67      5      11 33      5       1000     
 5        967      5     
  9 33      5       8 00      5        70 *:HおOのみのコロニー数
Therefore, the effect of condensed rod tannins on 2-NF suddenly Table 1, 2 Effect of condensed rod tannins on NF 0 5 13 67 5 11 33 5 1000
5 967 5
9 33 5 8 00 5 70 *: Number of colonies of H and O only

Claims (1)

【特許請求の範囲】[Claims] 渋柿(Diospyros Kaki Thunb)の
果実より抽出、精製して得られた縮合型柿タンニンから
成る、突然変異抑制剤。
A mutation inhibitor consisting of condensed persimmon tannin extracted and purified from the fruit of Diospyros Kaki Thunb.
JP1212766A 1989-08-17 1989-08-17 Mutation-suppressing agent Pending JPH0377823A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP1212766A JPH0377823A (en) 1989-08-17 1989-08-17 Mutation-suppressing agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1212766A JPH0377823A (en) 1989-08-17 1989-08-17 Mutation-suppressing agent

Publications (1)

Publication Number Publication Date
JPH0377823A true JPH0377823A (en) 1991-04-03

Family

ID=16628044

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1212766A Pending JPH0377823A (en) 1989-08-17 1989-08-17 Mutation-suppressing agent

Country Status (1)

Country Link
JP (1) JPH0377823A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04190774A (en) * 1990-11-26 1992-07-09 Kikkoman Corp Antimutagenic agent
JP2001336544A (en) * 2000-03-22 2001-12-07 Aisin Seiki Co Ltd Friction clutch for vehicle
US20100240600A1 (en) * 2007-06-12 2010-09-23 Hiroshima University Anti-Norovirus Agent and Composition Containing the Same

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04190774A (en) * 1990-11-26 1992-07-09 Kikkoman Corp Antimutagenic agent
JP2857646B2 (en) * 1990-11-26 1999-02-17 キッコーマン株式会社 Anti-mutagenic agent
JP2001336544A (en) * 2000-03-22 2001-12-07 Aisin Seiki Co Ltd Friction clutch for vehicle
US20100240600A1 (en) * 2007-06-12 2010-09-23 Hiroshima University Anti-Norovirus Agent and Composition Containing the Same
US8431168B2 (en) * 2007-06-12 2013-04-30 Hiroshima University Anti-norovirus agent and composition containing the same
US8790718B2 (en) 2007-06-12 2014-07-29 Hiroshima University Method of disinfection or infection control against norovirus

Similar Documents

Publication Publication Date Title
Kapaun et al. A chitin-like glycan in the cell wall of a Chlorella sp.(Chlorococcales, Chlorophyceae)
Sato et al. Desmutagenic effect of humic acid
DE2915872C2 (en) Polysaccharides and processes for their preparation
CN113337545A (en) Schizophyllum commune fermentation product, preparation method thereof, skin care product and schizophyllum commune culture medium
CN112545962A (en) Moisturizing and bacteriostatic gel containing aloe arborescens extract and preparation method thereof
DE2521197C2 (en) 1- (2-Deoxy-β-D-erythro-pentofuranosyl) -5,6-dihydro-5-methyl-s-triazine-2,4 (1H, 3H) -dione and derivatives
Eluvakkal et al. Extraction of antibacterial substances, galactofucoidan and alginate successively from the Gulf of Mannar brown seaweed Sargassum wightii Greville ex J. Agardh
JPH04190774A (en) Antimutagenic agent
JPH0377823A (en) Mutation-suppressing agent
CN111234322B (en) High-oxidation-resistance edible packaging film and preparation method thereof
JPH04298501A (en) Polysaccharide composition or polysaccharide having heparinoid activity, production thereof and anticoagulant containing same as active ingredient
CN105124716A (en) Method of preparing food preservative through extraction waste liquid of cinnamon oil
CN102757925B (en) Marine bacterium Aerococcus urinaeequi HZ and polysaccharide produced by bacterium
CN105495282A (en) Application of encapsulated cryptococcus laurentii to removal of patulin
CN111018822B (en) Compound with bacteriostatic action, preparation method thereof and application thereof in cigarettes
CN113925081A (en) Natural plant anticorrosion composition, preparation method and application thereof
Zhang et al. Highly efficient separation and enrichment of polyphenols by 6-aminopyridine-3-boronic acid-functionalized magnetic nanoparticles assisted by polyethylenimine
Kou et al. Functional characterization of oligosaccharides purified from Asparagus officinalis peel.
JP2559679B2 (en) Mutation suppressor
CN107955745B (en) Vehicle-mounted air conditioner foam cleaning agent with antibacterial effect and preparation method thereof
DE69209328T2 (en) Acidic heteropolysaccharide, sulfated polysaccharide and process for its manufacture
JPH03218320A (en) Preventive for periodontosis and foul breath
CN115844938B (en) Artemisia sphaerocephala total flavone and preparation method and application thereof
CN116712476B (en) Hypericum perforatum extract and preparation method thereof
JPH09315992A (en) Suppressor of mutation induced by ultraviolet light