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JPH07101859A - Mutagenic inhibitor - Google Patents

Mutagenic inhibitor

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Publication number
JPH07101859A
JPH07101859A JP5269691A JP26969193A JPH07101859A JP H07101859 A JPH07101859 A JP H07101859A JP 5269691 A JP5269691 A JP 5269691A JP 26969193 A JP26969193 A JP 26969193A JP H07101859 A JPH07101859 A JP H07101859A
Authority
JP
Japan
Prior art keywords
mutagenicity
myristicin
essential oil
inhibitor
mutagenic
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
JP5269691A
Other languages
Japanese (ja)
Inventor
Toru Nakasugi
徹 中杉
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.)
INAHATA KORYO KK
Original Assignee
INAHATA KORYO KK
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 INAHATA KORYO KK filed Critical INAHATA KORYO KK
Priority to JP5269691A priority Critical patent/JPH07101859A/en
Publication of JPH07101859A publication Critical patent/JPH07101859A/en
Pending legal-status Critical Current

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  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines Containing Plant Substances (AREA)

Abstract

PURPOSE:To provide the inhibitor exhibiting a good inhibiting action against mutagenic substances contained in daily environments such as the atmosphere or foods and capable of being ingested into bodies as a medicine or a specific healthy food for the prevention of cancers because having extremely high safety. CONSTITUTION:The mutagenic inhibitor contains at least a trihydric phenolic substance selected from dillapiole, apiole and myristicin. The trihydric phenolic substance can be recovered from the essential oils of Petroselinum crispum and/or Anethum graveolens L. and subsequently used.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】この発明は変異原性抑制剤に係
り、その目的は食品や大気、糞便等の環境中に存在する
変異原物質に対して良好な活性抑制作用を示し、且つそ
の安全性も高いため、がん予防の目的で医薬品或いは特
定保健食品として日常好適に摂取することのできる変異
原性抑制剤の提供にある。
FIELD OF THE INVENTION The present invention relates to a mutagenicity inhibitor, the purpose of which is to show a good activity-inhibiting effect on mutagens present in the environment such as food, air, and feces, and its safety. Therefore, it is intended to provide a mutagenicity inhibitor that can be appropriately ingested daily as a drug or a specified health food for the purpose of cancer prevention.

【0002】[0002]

【従来の技術】日本人の癌による死亡率は、数年前より
脳卒中を抜いて第一位となっている。癌は、細菌による
感染症とは異なり、固体を形成している細胞そのものが
何らかの機作で癌細胞に変化し、それが際限なく増殖を
行い、その結果、固体を最終的に死に至らしめるもので
ある。近年、疫学的研究が進められてくるに至り、ヒト
の癌の大部分が環境中の化学発ガン物質によるものであ
るとの認識が強くなってきている。すなわち、ヒトの癌
の大部分はウイルスによるものではなく、環境中に存在
する化学発ガン物質によって体細胞遺伝子が損傷を受け
るために発生すると考えられている。化学発ガン物質の
多くは、それ自身が、またはその代謝活性化物がDNA
を修飾する変異原物質である。変異原物質とは、生物に
自然に起こる突然変異よりも高い割合で突然変異を誘発
する化学物質で、DNA中の塩基対の一つを他の塩基対
に換える塩基対置換型変異原物質と塩基対を付加又は欠
失させるフレームシフト型変異原物質とに分けられる。
2. Description of the Related Art The mortality rate due to cancer in Japan has been the highest for several years, even after stroke. Cancer is different from bacterial infections, in that the cells that form the solid itself change into cancer cells by some mechanism, and they grow endlessly, and as a result, the individual eventually die. Is. With recent advances in epidemiological studies, it is becoming more and more recognized that most of human cancers are caused by chemical carcinogens in the environment. That is, it is considered that most human cancers are not caused by viruses but are caused by damage to somatic genes by chemical carcinogens existing in the environment. Many chemical carcinogens are DNA themselves or their metabolic activators.
It is a mutagen that modifies. A mutagen is a chemical substance that induces a mutation at a higher rate than a mutation that naturally occurs in an organism, and is a base pair substitution type mutagen that changes one of the base pairs in DNA to another base pair. It is classified as a frameshift type mutagen that adds or deletes base pairs.

【0003】われわれの環境中には多くの変異原物質が
存在している。変異原物質としては、たばこの煙や自動
車の排ガス中に含まれる3,4−ベンツピレンが、従来
よりよく知られている。また、最近になって、バクテリ
アの突然変異原性を指標にし、発ガン性を予測するAm
es法が普及されてくるようになると、食品や大気等の
環境中から様々な発ガン物質、変異原性物質が見い出さ
れるようになってきている。具体例を挙げると、肉や魚
の加熱調理品においては、アミノ酸やタンパク質の加熱
により、ベンツピレン以上の高い活性作用を示す変異原
物質が生じることが報告されている。例えば、トリプト
ファンからは3−アミノ−1,4−ジメチル−5H−ピ
リド〔4,3−b〕インドール(Trp−P−1)及び
3−アミノ−1−メチル−5H−ピリド〔4,3−b〕
インドール(Trp−P−2)が、グルタミン酸からは
2−アミノ−6−メチルジピリド〔1,2−α:3’,
2’−d〕イミダゾール(Glu−P−1)及び2−ア
ミノ−6−ジピリド〔1,2−α:3’,2’−d〕イ
ミダゾール(Glu−P−2)がそれぞれ加熱により生
じることが報告されている。また、ソラマメやしょう油
などの食品中においても、変異原前駆物質が存在してい
ることが報告されている。一方、ディーゼル排ガス中か
らは、1−ニトロピレンや1,6−ニトロピレンなどの
強力な変異原物質が検出されている。さらに、ヒト糞便
中においては、フェカペンタエン−12やフェカペンタエ
ン−14などの変異原物質も検出されている。
Many mutagens are present in our environment. As a mutagen, 3,4-benzpyrene contained in cigarette smoke and exhaust gas from automobiles has been well known. In addition, recently, Am that predicts carcinogenicity by using bacterial mutagenicity as an index
With the spread of the es method, various carcinogens and mutagenic substances have been found in the environment such as food and air. As a specific example, it has been reported that, in cooked meat and fish products, the heating of amino acids and proteins produces a mutagen having a higher activity than benzpyrene. For example, from tryptophan, 3-amino-1,4-dimethyl-5H-pyrido [4,3-b] indole (Trp-P-1) and 3-amino-1-methyl-5H-pyrido [4,3- b]
Indole (Trp-P-2) was converted from glutamic acid to 2-amino-6-methyldipyrido [1,2-α: 3 ′,
2′-d] imidazole (Glu-P-1) and 2-amino-6-dipyrido [1,2-α: 3 ′, 2′-d] imidazole (Glu-P-2) are respectively produced by heating. Has been reported. It has also been reported that mutagenic precursors are present in foods such as broad beans and soy sauce. On the other hand, powerful mutagens such as 1-nitropyrene and 1,6-nitropyrene have been detected in diesel exhaust gas. Furthermore, mutagenic substances such as fecapentaene-12 and fecapentaene-14 have been detected in human feces.

【0004】[0004]

【発明が解決しようとする課題】以上のように、我々の
日常生活と深いかかわりを持つ食品、大気、糞便などか
ら、続々と強力な変異原物質が検出されている。ところ
が、これら食品や大気等は我々の生活のためには欠くこ
とができないものである。従って、業界では、前記変異
原物質による細胞の変異原性を抑制し、癌の予防や制圧
を目的に、薬剤又は特定保健用食品として有効に利用す
ることのできる安全性の高い変異原性抑制剤の創出が望
まれていた。
As described above, strong mutagens are being detected one after another in foods, air, faeces, etc., which are closely related to our daily lives. However, these foods and air are indispensable for our lives. Therefore, in the industry, it is possible to suppress the mutagenicity of cells caused by the mutagen, and for the purpose of preventing or controlling cancer, a highly safe mutagenicity inhibitor that can be effectively used as a drug or a food for specified health uses. The creation of agents was desired.

【0005】[0005]

【課題を解決するための手段】この発明ではディルアピ
オール、アピオール、ミリスチシン、のうちの少なくと
も一種の3価フェノール物質を有効成分としてなること
を特徴とする変異原性抑制剤を提供することにより、前
記従来の課題を悉く解消する。
The present invention provides a mutagenic inhibitor characterized by comprising at least one trihydric phenol substance selected from diluapiol, apiol and myristin as an active ingredient. , The above-mentioned conventional problems are solved.

【0006】[0006]

【発明の構成】以下、この発明に係る変異原性抑制剤の
構成について詳述する。この発明においては、ディルア
ピオール、アピオール、ミリスチシンのうちの少なくと
も一種の3価フェノール物質が有効成分とされる。ディ
ルアピオールは、一般式1(化1)にて示される3価フ
ェノールであり、イノンド(Anethum) 属 A. graveolens
L. (ディル)、A. Sowa D.C.(インディアンディ
ル)、コショウ(Piper) 属の P. angustifolium Ruizet
Pavon (matico)、或いはCrithmun maritimum L. (sea
fennel)、M. formosana Maxim.(タイワンヒメジソ) か
ら得られる精油中に含有されている物質である。
BEST MODE FOR CARRYING OUT THE INVENTION The constitution of the mutagenicity inhibitor according to the present invention will be described in detail below. In the present invention, at least one trihydric phenol substance selected from diluapiol, apiol and myristicin is used as an active ingredient. Diluapiol is a trihydric phenol represented by the general formula 1 (Formula 1), and is a genus of Anethum A. graveolens.
L. (Dill), A. Sowa DC (Indian Dill), P. angustifolium Ruizet of the genus Pepper
Pavon (matico), or Crithmun maritimum L. (sea
fennel), a substance contained in the essential oil obtained from M. formosana Maxim .

【化1】 [Chemical 1]

【0007】ディルアピオールを得るための出発物質と
しては、上記のような植物の全草、葉部、茎部、花部、
種子部等いずれの部位でも使用でき、これら部位の精油
中から回収されるものがいずれのものでも好適に使用さ
れるが、香辛料として使用されているイノンド(Anethu
m) 属 A. graveolens L. (ディル)又はA. Sowa D.C.
(インディアンディル)の全草若しくは種子の精油(Di
ll Oil)より得られるものが、回収率等の観点からより
好ましく使用できる。ここで、A. graveolens L.(ディ
ル)とは、日本名をイノンドといい、地中海沿岸、ソ連
南部原産のセリ科(Unbelliferae)一年生草で、草丈は60
〜150cm 、茎は直立して分枝し、葉は羽状に分裂、裂片
は細長い線形とされ、夏に枝先に散形花序をなして黄色
の小花をつける植物である。また、この果実は扁平な楕
円形を有するとともに2つの癒合した心皮からなり、そ
れぞれの心皮は1個の種子を包含している。
Starting materials for obtaining diluapiol include whole plants, leaves, stems, flowers,
It can be used in any part such as the seed part, and any of those recovered from the essential oil in these parts is preferably used, but the inondo (Anethu) used as a spice is used.
m) Genus A. graveolens L. (Dill) or A. Sowa DC
(Indian dill) whole plant or seed essential oil (Di
ll Oil) can be more preferably used from the viewpoint of recovery rate and the like. Here, A. graveolens L. (dill) is the Japanese name for inondo, which is an annual grass of the Unbelliferae family native to the southern Soviet Union on the Mediterranean coast, with a plant height of 60.
〜150cm, the stem is erect and branched, the leaves are divided like feathers, the debris is elongated linear, and it is a plant with florets at the end of branches and yellow floret in summer. The fruit also has a flat oval shape and consists of two fused carpels, each carcass containing one seed.

【0008】また、アピオールは一般式2(化2)で示
される3価フェノールであり、セリ(Umbelliferae)科オ
ランダセリ(Petroselinum)属のP.crispum(Mill.)(パセ
リ)、コショウ(Piper) 属の P. angustifolium Ruizet
Pavon (matico)から得られる精油中に含有されている
物質である。
Apiol is a trihydric phenol represented by the general formula 2 (Chemical formula 2), and P. crispum (Mill.) (Parsley) and pepper (Piper) belonging to the genus Petroselinum of the family Umbelliferae . Genus P. angustifolium Ruizet
It is a substance contained in the essential oil obtained from Pavon (matico) .

【化2】 [Chemical 2]

【0009】アピオールを得るための出発物質として
は、前記植物の全草、葉部、茎部、花部、種子部等いず
れの部位でも好適に使用でき、これら部位の精油中から
回収されるアピオールがいずれのものでも好適に使用で
きるが、オランダセリ(Petroselinum)属P.crispum(Mil
l.)(パセリ)の葉部又は種子部の精油より得られるも
のが、回収率等の観点からより好ましく使用できる。こ
こで、P.crispum(Mill.)(パセリ)とは、地中海東部地
域並びにヨーロッパ中部・北部原産のセリ科(Umbellife
rae)二年生草で、有溝で高さ30〜60cmの茎から多くの分
枝を出し、葉は鮮やかな濃緑色で長い柄を有し、三出複
葉をつけ、特有の香気を持つため料理用に広く使用され
ている植物である。
The starting material for obtaining apiol can be suitably used in any part of the plant such as whole grass, leaves, stems, flowers and seeds, and apiol recovered from the essential oil in these parts. Although any of these can be preferably used, the Dutch seri (Petroselinum) genus P. crispum (Mil
l.) (Parsley), which is obtained from the essential oil of the leaf part or seed part, can be more preferably used from the viewpoint of recovery rate and the like. Here, P. crispum (Mill.) (Parsley) means the Umbellife (Umbellife) native to the eastern Mediterranean region and central and northern Europe.
(rae) It is a so-called biennial grass, which has many branches from a stem with a height of 30 to 60 cm in a groove, leaves are bright dark green with a long handle, Sanje compound leaves are attached, and it has a distinctive aroma. It is a widely used plant for plants.

【0010】さらに、ミリスチシンは一般式3(化3)
で示される3価フェノールであり、オランダセリ(Petro
selinum)属P.crispum(Mill.)(パセリ)、イノンド(Ane
thum) 属 A. graveolens L. (ディル)又はA. Sowa D.
C.(インディアンディル)、或いは Salvia plebeia R.
(ミゾコウジュ)から得られる精油、或いはニクズク(M
yristicaceae) より得られるナッツメグ油、メース油等
の精油中に含有されている物質である。
Further, myristicin is represented by the general formula 3
It is a trihydric phenol represented by
selinum) P. crispum (Mill.) (parsley), Inondo (Ane
thum) Genus A. graveolens L. (Dill) or A. Sowa D.
C. (Indian dill) or Salvia plebeia R.
Essential oil obtained from (Mizoukouju) or nutmeg (M
yristicaceae) is a substance contained in essential oils such as nut meg oil and mace oil.

【化3】 [Chemical 3]

【0011】ミリスチシンを得るための出発物質として
は、上記植物の全草、葉部、茎部、花部、種子部等いず
れの部位でも好適に使用でき、これら部位の精油中から
回収されるミリスチシンがいずれのものでも好適に使用
できるが、オランダセリ(Petroselinum)属P.crispum(Mi
ll.)(パセリ)、イノンド(Anethum) 属 A. graveolens
L. (ディル)又はA. Sowa D.C.(インディアンディ
ル)、或いは Salvia plebeia R.(ミゾコウジュ)の精
油中に含有されているものが、回収率等の観点からより
好ましく使用できる。
As the starting material for obtaining myristicin, any part of the above plant such as whole grass, leaves, stems, flowers and seeds can be preferably used, and myristicin recovered from the essential oil in these parts. Can be preferably used, but the Dutch seri (Petroselinum) genus P. crispum (Mi
ll.) (parsley), genus Anethum (Anethum) A. graveolens
What is contained in the essential oil of L. (dill) or A. Sowa DC (Indian dill), or Salvia plebeia R. (Mizoukouju) can be more preferably used from a viewpoint of recovery rate.

【0012】また、上記した植物から精油を得るための
手法としては、特に限定はされず、水蒸気蒸留法や圧搾
法、極性溶媒又は非極性溶媒による抽出法、さらには再
蒸留(減圧蒸留)、吸着、分配など通常公知の手法が限
定されることなく使用できる。一方、この発明において
有効成分とされる上記3価フェノール類は、植物精油か
ら得られるもの以外に、合成品も好適に使用できる。
The method for obtaining the essential oil from the above-mentioned plants is not particularly limited, and includes steam distillation method, squeezing method, extraction method with polar solvent or non-polar solvent, redistillation (vacuum distillation), Any known method such as adsorption or distribution can be used without limitation. On the other hand, the above-mentioned trihydric phenols used as the active ingredient in the present invention are not limited to those obtained from plant essential oils, and synthetic products can also be suitably used.

【0013】以上のようなディルアピオール、アピオー
ル、ミリスチシンの中から得られる少なくとも一種の3
価フェノールを有効成分として、この発明に係る変異原
性抑制剤とすることができる。この変異原性抑制剤の投
与剤型としては、溶液状でも、軟エキス状でも、或いは
粉末状でもよく、特に限定はされない。また、この投与
形態としても、特に限定はされず、適宜任意の賦形剤や
補助剤等を加えて、製剤製造の常法に従って、散剤、顆
粒剤、錠剤、カプセル剤、シロップ剤などの薬剤として
もよく、或いは変異原性抑制効果を期待した特定保健用
食品として、ドリンク剤、ジュース等の飲料、菓子、そ
の他食品としてもよく、特に限定はされない。
At least one of 3 obtained from diluapiol, apiol and myristicin as described above.
A polyphenol as an active ingredient can be used as the mutagenicity inhibitor according to the present invention. The dosage form of this mutagenicity inhibitor may be in the form of solution, soft extract, or powder, and is not particularly limited. Also, this dosage form is not particularly limited, and drugs such as powders, granules, tablets, capsules, and syrups are added in accordance with the usual method of preparation production by appropriately adding arbitrary excipients and adjuvants. Or as a food for specified health use that is expected to have a mutagenicity-suppressing effect, it may be a drink, a drink such as juice, a confectionery, or other food, and is not particularly limited.

【0014】[0014]

【実施例】以下、実施例、試験例を挙げることにより、
この発明の変異原性抑制剤の効果を一層明確なものとす
る。但し、この発明は以下の実施例により、何ら限定さ
れるものではない。 (実施例1) 〔インド産ディル (Indian dill; Anethum sowa D.C.)
種子からのディルアピオールの単離〕市販のIndian dil
l seedを粉砕機により粉末とし、その500gを5リットル
容量のコルペン中に入れ、この中に水2リットルを加え
た。この状態で、常法に従って水蒸気蒸留を行って9Kg
の留分を得た。上層に分離したオイルを分液し、Indian
dill seed oilを得た。前記Indian dill seed oil 4.0
g をシリカゲル[ 商品名;Silica gel 60 No.5385、(Mer
ck社製)] 6.0g に吸着させた後、乾燥粉末とした。この
乾燥粉末を、予め作成しておいたドライカラム〔充填
剤:シリカゲル200g/including 2.0 % UV indicator
、80×80cmナイロンカラム使用) にチャージし、充分
に安定化させた。この際の展開溶媒にはノルマルヘキサ
ン: エチルアセテート=95:5を用いた。展開溶媒の先
端がカラムの底に達すると展開を止め、予め確認してお
いたディルアピオールに相当する部分〔紫外線(254nm)
を照射して確認された分離帯〕をナイフ等によりカット
し、99%エタノールを用いて抽出した。得られた抽出液
を自然濾過(ToYo No.2 4A )した後、減圧濃縮し、粗オ
イルを得た。この粗オイルを分取薄層クロマトグラフ法
により精製した(展開溶媒はドライカラム法と同様のノ
ルマルヘキサン: エチルアセテート=95:5を用い
た)。得られた分取物質を前記同様に自然濾過し、濃縮
した後、ジエチルエーテルにて抽出してシリカゲルを除
去した。この抽出液を濾過後、濃縮してディルアピオー
ル442.0mg (純度98.4%)を得た。得られたディルアピ
オールを実施例1の成分とした。尚、ディルアピオール
の同定はガスクロマトグラフ分析及びGC−MS分析に
より行なった。分析条件は、ガスクロマトグラフ〔HP 5
890 ( Hewlett Packrad 社製)]、カラム[DB WAXO 25 ×
30m (J&W社製)]、カラム温度 60-230 ℃(3℃/min.) 、
検出器; FD、sprit ratio; 100:1で行なった。得られ
たディルアピオールのガスクロマトグラフ分析の結果を
図1に示す。
[Examples] Hereinafter, by giving examples and test examples,
The effect of the mutagenicity inhibitor of the present invention will be further clarified. However, the present invention is not limited to the following embodiments. (Example 1) [Indian dill (Anethum sowa DC )
Isolation of diluapiol from seed] Commercial Indian dil
l Seed was pulverized by a crusher, and 500 g of the seed was put into a 5 liter capacity corpen, and 2 liters of water was added thereto. In this state, steam distillation is performed according to the usual method to obtain 9 kg.
Was obtained. The oil separated in the upper layer is separated, and Indian
I got dill seed oil. Said Indian dill seed oil 4.0
g for silica gel [trade name; Silica gel 60 No.5385, (Mer
(manufactured by ck Co., Ltd.)] After being adsorbed on 6.0 g, a dry powder was obtained. A dry column prepared in advance [filler: silica gel 200 g / including 2.0% UV indicator
, 80 × 80 cm nylon column was used) to fully stabilize it. At this time, the developing solvent used was normal hexane: ethyl acetate = 95: 5. When the tip of the developing solvent reaches the bottom of the column, the development is stopped, and the part corresponding to the diluapiol that was previously confirmed [ultraviolet (254 nm)
The separated band confirmed by irradiation with a) was cut with a knife or the like and extracted with 99% ethanol. The obtained extract was subjected to gravity filtration (ToYo No. 24A) and then concentrated under reduced pressure to obtain a crude oil. This crude oil was purified by preparative thin layer chromatography (the developing solvent used was normal hexane: ethyl acetate = 95: 5 as in the dry column method). The obtained preparative substance was naturally filtered in the same manner as above, concentrated, and then extracted with diethyl ether to remove silica gel. The extract was filtered and then concentrated to obtain 442.0 mg of diluapiol (purity 98.4%). The resulting diluapiol was used as the component of Example 1. The identification of diluapiol was carried out by gas chromatography analysis and GC-MS analysis. Analysis conditions are gas chromatograph [HP 5
890 (manufactured by Hewlett Packrad)], column [DB WAXO 25 ×
30m (manufactured by J & W)], column temperature 60-230 ° C (3 ° C / min.),
Detector: FD, sprit ratio; 100: 1. The result of gas chromatographic analysis of the obtained diluapiol is shown in FIG.

【0015】(実施例2) 〔Parsley leaf oilからのアピオールの単離〕市販のPa
rsley leaf oil 810420 (Flavador 社製) 4.0gをシリカ
ゲル〔商品名;Silica gel 60 No.5385 (Merck社製) 〕
6.0g に吸着させた後、乾燥粉末とした。 この乾燥粉
末を、予め作成しておいたドライカラム〔充填剤:シリ
カゲル200g/including 2.0 % UV indicator 、80×80
cmナイロンカラム使用) にチャージし、充分に安定化さ
せた。このカラムと同じものを5本作成し、ノルマルヘ
キサン: エチルアセテート=95:5溶媒を用いて展開し
た。展開溶媒の先端がカラムの底に達すると展開を止
め、予め確認しておいたミリスチシン、アピオールに相
当する部分〔紫外線(254nm)を照射して確認された分離
帯〕をナイフ等によりカットし、99%エタノールを用い
て抽出した。得られた抽出液を自然濾過(ToYo No.2 4A
)した後、減圧濃縮した。この濃縮液を再び前記同様の
ドライカラムクロマトグラフィーに供し、前記同様にア
ピオールに相当する部分を集め、99%エタノールを用い
て抽出した。抽出液を自然濾過した後、減圧濃縮し、分
取薄層クロマトグラフ法により精製した(展開溶媒はド
ライカラム法と同様のノルマルヘキサン: エチルアセテ
ート=95:5を用いた)。得られた分取物質を前記同様
に自然濾過し、濃縮した後、ジエチルエーテルにて抽出
してシリカゲルを除去した。この抽出液を濾過後、濃縮
してアピオール89.0mg(純度96.23%)を得た。得られ
たアピオールを実施例2の成分とした。尚、アピオール
の同定はガスクロマトグラフ分析及びGC−MS分析に
より行なった(分析条件は前記実施例1と同様に行なっ
た)。Parsley leaf oilから得られたアピオールのガス
クロマトグラフ分析の結果を図2に示す。
(Example 2) [Isolation of apiol from Parsley leaf oil] Commercially available Pa
4.0g of rsley leaf oil 810420 (Flavador) is silica gel (trade name; Silica gel 60 No.5385 (Merck))
After being adsorbed on 6.0 g, it was made into a dry powder. A dry column prepared in advance [filler: silica gel 200 g / including 2.0% UV indicator, 80 × 80
cm nylon column was used) to sufficiently stabilize it. Five same columns as this column were prepared and developed using a solvent of normal hexane: ethyl acetate = 95: 5. When the tip of the developing solvent reaches the bottom of the column, the development is stopped, and the myristin, which has been confirmed in advance, the portion corresponding to apiol (the separation band confirmed by irradiation with ultraviolet rays (254 nm)) is cut with a knife or the like, Extracted with 99% ethanol. The resulting extract is gravity filtered (ToYo No.2 4A
After that, the mixture was concentrated under reduced pressure. This concentrated solution was again subjected to the same dry column chromatography as described above, and the portion corresponding to apiol was collected as described above and extracted with 99% ethanol. The extract was naturally filtered, concentrated under reduced pressure, and purified by preparative thin-layer chromatography (developing solvent was normal hexane: ethyl acetate = 95: 5 as in the dry column method). The obtained preparative substance was naturally filtered in the same manner as above, concentrated, and then extracted with diethyl ether to remove silica gel. The extract was filtered and then concentrated to obtain 89.0 mg of apiol (purity 96.23%). The obtained apiol was used as the component of Example 2. The apiol was identified by gas chromatographic analysis and GC-MS analysis (analytical conditions were the same as in Example 1). The results of gas chromatographic analysis of apiol obtained from Parsley leaf oil are shown in FIG.

【0016】(実施例3) 〔Parsley leaf oilからのミリスチシンの単離〕市販の
Parsley leaf oil 810420 (Flavador 社製) 4.0gをシリ
カゲル〔商品名;Silica gel 60 No.5385(Merck社製) 〕
6.0g に吸着させた後、乾燥粉末とした。 この乾燥粉
末を、予め作成しておいたドライカラム〔充填剤:シリ
カゲル200g/including 2.0 % UV indicator 、80×80
cmナイロンカラム使用) にチャージし、充分に安定化さ
せた。このカラムと同じものを5本作成し、ノルマルヘ
キサン: エチルアセテート=95:5溶媒を用いて展開し
た。展開溶媒の先端がカラムの底に達すると展開を止
め、予め確認しておいたミリスチシンに相当する部分
〔紫外線(254nm)を照射して確認された分離帯〕をナイ
フ等によりカットし、99%エタノールを用いて抽出し
た。得られた抽出液を自然濾過(ToYo No.2 4A )した
後、減圧濃縮した。この濃縮液を分取薄層クロマトグラ
フ法により精製した(展開溶媒はドライカラム法と同様
のノルマルヘキサン: エチルアセテート=95:5を用い
た)。得られた分取物質を前記同様に自然濾過し、濃縮
した後、ジエチルエーテルにて抽出してシリカゲルを除
去した。この抽出液を濾過後、濃縮してミリスチシン49
3.0mg(純度98.1%)を得た。得られたミリスチシンを
実施例3の成分とした。尚、ミリスチシンの同定はガス
クロマトグラフ分析及びGC−MS分析により行なっ
た。Parsley leaf oilから得られたミリスチシンのガス
クロマトグラフ分析の結果を図3にそれぞれ示す。
(Example 3) [Isolation of myristicin from Parsley leaf oil] commercially available
Parsley leaf oil 810420 (manufactured by Flavador) 4.0 g of silica gel (trade name; Silica gel 60 No.5385 (manufactured by Merck))
After being adsorbed on 6.0 g, it was made into a dry powder. A dry column prepared in advance [filler: silica gel 200 g / including 2.0% UV indicator, 80 × 80
cm nylon column was used) to sufficiently stabilize it. Five same columns as this column were prepared and developed using a solvent of normal hexane: ethyl acetate = 95: 5. When the tip of the developing solvent reaches the bottom of the column, the development is stopped, and the portion corresponding to myristicin that was confirmed in advance (separation band confirmed by irradiation with ultraviolet rays (254 nm)) was cut with a knife, etc., and 99% Extracted with ethanol. The obtained extract was subjected to gravity filtration (ToYo No. 24A) and then concentrated under reduced pressure. This concentrated liquid was purified by preparative thin layer chromatography (the developing solvent used was normal hexane: ethyl acetate = 95: 5 as in the dry column method). The obtained preparative substance was naturally filtered in the same manner as above, concentrated, and then extracted with diethyl ether to remove silica gel. The extract is filtered and concentrated to give myristicin 49
3.0 mg (purity 98.1%) was obtained. The obtained myristicin was used as the component of Example 3. The identification of myristicin was performed by gas chromatography analysis and GC-MS analysis. The results of gas chromatographic analysis of myristicin obtained from Parsley leaf oil are shown in Fig. 3, respectively.

【0017】(比較例1)植物精油の一種であるサフロ
ール(市販品;関東化学(株)製)を用いて比較例1の
成分とした。 (比較例2)植物精油の一種であるカルボン(市販品;
GIVAUDAN(株)製)を用いて比較例2の成分とした。
Comparative Example 1 Safrole (commercial product; manufactured by Kanto Kagaku Co., Ltd.), which is a kind of plant essential oil, was used as a component of Comparative Example 1. (Comparative Example 2) Carvone which is a kind of plant essential oil (commercial product;
GIVAUDAN Co., Ltd. was used as the component of Comparative Example 2.

【0018】[0018]

【試験例】[Test example]

(1)薬理試験(変異原性抑制試験) 変異原性抑制試験は、ヒスチジン(His)要求性のサ
ルモネラ菌TA98菌株を用いた食品の焦げから検出される
変異原物質Trp−P−2に対する抑制効果を指標に行
なった。 〔Ames変法(プレート法);His- (ヒスチジン
を合成できない)のサルモネラ菌の変異株が検体との接
触によりHis+ への復帰突然変異を起こすがどうかを
試験〕また、変異原物質Trp−P−2は、代謝活性化
を受け、N−OH−Trp−P−2となり、変異原性を
示すことが知られているので、代謝活性化酵素S9−m
ixを添加して試験を行なった。
(1) Pharmacological test (mutagenicity suppression test) The mutagenicity suppression test is an inhibitory effect on the mutagen Trp-P-2 detected from charred foods using a histidine (His) -requiring Salmonella TA98 strain. Was used as an index. [Ames variant (plate method); His - test if it causes a reverse mutation to His + mutants of Salmonella (unable to synthesize histidine) by contact with the specimen] Further, mutagen Trp-P -2 undergoes metabolic activation to become N-OH-Trp-P-2, which is known to exhibit mutagenicity. Therefore, the metabolic activation enzyme S9-m
The test was conducted by adding ix.

【0019】a)サルモネラ菌TA98菌株の調製 SDB液体培地の調製 NaCl 0.5g 、Bacto nutrient broth (Difco) 0.8g を10
0ml の蒸留水中に溶解後、pH 7.0に調製してオートクレ
ーブにて滅菌した。 植菌・増菌 上記滅菌済SDB液体培地の中にサルモネラ菌TA98
菌原液0.2ml を添加して植菌し、37℃で18時間、振盪培
養し、菌の増菌を行なった。 調製・保存 TA98菌培養液を遠心分離(0℃、3,500r.p.m. 、15
分間、11cmローター使用)し、菌体を分離した。OD値
が0.5 となるように全液の希釈率を求めリン酸緩衝液及
びジメチルスルホキシド(DMSO)(最終濃度12%)で希釈
した。この希釈液を4mlバイアルビンに入れ、変異原性
抑制試験を行なうまで−80℃で保存した。これをTA9
8菌原液とした。
A) Preparation of Salmonella TA98 strain Preparation of SDB liquid medium NaCl 0.5 g, Bacto nutrient broth (Difco) 0.8 g 10
It was dissolved in 0 ml of distilled water, adjusted to pH 7.0 and sterilized in an autoclave. Inoculation / enrichment Salmonella TA98 in the sterilized SDB liquid medium
0.2 ml of the stock solution was added to inoculate the cells, and the cells were cultured at 37 ° C for 18 hours with shaking to enrich the cells. Preparation and storage TA98 bacterial culture was centrifuged (0 ℃, 3,500rpm, 15
The cells were separated for 11 minutes using an 11 cm rotor). The dilution ratio of all the solutions was determined so that the OD value was 0.5, and the solution was diluted with phosphate buffer and dimethylsulfoxide (DMSO) (final concentration 12%). This diluted solution was placed in a 4 ml vial and stored at -80 ° C until the mutagenicity inhibition test was performed. This is TA9
Eight bacterial stock solutions were used.

【0020】b)MBB寒天培地の調製 (MBB寒天培地処方) i. Bacto ager (Difco) 30g 蒸留水 1,860g ii. MM (Modified Voger Bonner's 20X)培地 (NH4)2 SO4 20g KH2 PO4 200g MgSO4 ・ 7H20 2g Na3C6H5O7 (Sodium citrate) 10g KOH 34.5g/900ml (※KOH 水溶液でpH7.0 に調製後、全液量を1リットル
に調製) iii.DB solution Bacto nutrient broth (Difco) 400ml 蒸留水 40ml (※pH6.8 〜7.0 に調製) iv.40% Glucose solution Glucose (Anhydrous) 20g 蒸留水 30ml v.Biotin solution Biotin 4mg Srerilized water 40ml (※用時調製) (MBB寒天培地調製法) 前記 i〜ivをそれぞれ調製した後、別々にオートクレ
ーブで滅菌した。 前記 v を調製後クリーンベンチ内で濾過滅菌した。 前記 i を70℃位まで放冷した後、ii 100ml , iii 2
0ml, iv 20ml, v 2ml を無菌的に加え、よく混和した。 予め加熱滅菌した9cmシャーレ中に、前記の培地を
約25mlずつ注加し、平板培地を作成した。 前記平板培地表面を風乾した後、変異原性抑制試験に
用いるまで、1日以上保存した。
B) Preparation of MBB agar medium (MBB agar medium formulation) i. Bacto ager (Difco) 30 g distilled water 1,860 g ii. MM (Modified Voger Bonner's 20X) medium (NH 4 ) 2 SO 4 20 g KH 2 PO 4 200g MgSO 4・ 7H 2 0 2g Na 3 C 6 H 5 O 7 (Sodium citrate) 10g KOH 34.5g / 900ml (* Adjust the total volume to 1 liter after adjusting pH to 7.0 with KOH aqueous solution) iii.DB solution Bacto nutrient broth (Difco) 400ml Distilled water 40ml (* Adjusted to pH 6.8 to 7.0) iv.40% Glucose solution Glucose (Anhydrous) 20g Distilled water 30ml v.Biotin solution Biotin 4mg Srerilized water 40ml (* Prepared for use) (MBB Agar Medium Preparation Method) After the above i to iv were prepared, they were separately sterilized in an autoclave. After v was prepared, it was sterilized by filtration in a clean bench. After cooling the i to about 70 ° C., ii 100 ml, iii 2
0 ml, iv 20 ml and v 2 ml were added aseptically and mixed well. About 25 ml of the above medium was poured into a 9 cm dish that had been sterilized by heat in advance to prepare a plate medium. After air-drying the surface of the plate medium, it was stored for 1 day or more until it was used for a mutagenicity inhibition test.

【0021】c)変異原性抑制試験 50℃に保温したソフトアガー(※1)3.0ml中
に、前記実施例及び比較例の成分(※2)100μl、
解凍したサルモネラTA98菌原液を100μl、Tr
p−P−2水溶液1.5μg/mlを100μl、S−
9mix(ラット肝抽出物)(※3)を500μlずつ
入れ、すばやく攪拌した後、予め作製しておいたMBB
寒天培地上にまいた。同様に、前記実施例及び比較例の
成分に代えてジメチルスルホキシド(DMSO)を10
0μl入れて同様に行い、これをコントロールとした。
各サンプルの平板培地は3枚ずつ作製し、37℃で3日
間培養した。培養後、復帰突然変異したHis+ revart
rant のコロニー数を測定し、その平均を用いて、次式
(1) に基づいて突然変異抑制率を求めた。この結果を表
1に示す。 ※1: NaCl 3.0g、 Ager 3.5gを500ml の蒸留水に溶解
し、オートクレーブで滅菌後、50℃で保温したもの ※2:各成分の希釈にはDMSOを用いた ※3:S−9(オリエンタル酵母社製(※3-1)) 1mlに
対して9mlの蒸留水にに溶解したCofactor-I(オリエン
タル酵母社製(※3-2))を加えたものを濾過滅菌した
もの。 ※3-1: 誘導剤として、フェノバルビタール(PB)及び5,
6-ベンゾフラボン(BF)を併用投与したラット雄肝臓をホ
モジネート後、9,000×g で遠心して得られた上清分画 ※3-2: 組成 MgCl2・6H2O 16.3mg NADH 30.5mg KCl 24.6mg NA2HPO4 119.6mg G-6-P 17.0mg NAH2PO4・2H2O 24.7mg NADPH 36.2mg C:コントロールの His + revartrant のコロニー数 S:各サンプルの His + revartrant のコロニー数
C) Mutagenicity Inhibition Test In 3.0 ml of soft agar (* 1) kept at 50 ° C., 100 μl of the component (* 2) of the above Examples and Comparative Examples,
100 μl of thawed Salmonella TA98 stock solution
100 μl of 1.5 μg / ml p-P-2 aqueous solution, S-
MBB prepared in advance after adding 9 mix (rat liver extract) (* 3) 500 μl each and stirring rapidly
Spread on agar. Similarly, 10 parts of dimethyl sulfoxide (DMSO) was used instead of the components of the above-mentioned Examples and Comparative Examples.
The same procedure was carried out with 0 μl added, and this was used as a control.
Three plates of each sample were prepared and cultured at 37 ° C. for 3 days. After culturing, the reverse mutation His + revart
The number of rant colonies was measured and the average was used to calculate
The mutation suppression rate was calculated based on (1). The results are shown in Table 1. * 1: NaCl 3.0g, Ager 3.5g dissolved in 500ml distilled water, sterilized by autoclave and kept at 50 ° C * 2: DMSO was used to dilute each component * 3: S-9 ( Oriental Yeast Co., Ltd. (* 3-1) 1 ml of Cofactor-I (Oriental Yeast Co., Ltd. (* 3-2)) dissolved in 9 ml of distilled water was sterilized by filtration. * 3-1: As an inducer, phenobarbital (PB) and 5,
Supernatant fraction obtained by homogenizing rat male liver co-administered with 6-benzoflavone (BF) and centrifuging at 9,000 × g * 3-2: Composition MgCl 2 / 6H 2 O 16.3mg NADH 30.5mg KCl 24.6 mg NA 2 HPO 4 119.6mg G- 6-P 17.0mg NAH 2 PO 4 · 2H 2 O 24.7mg NADPH 36.2mg C: number of colonies in the control of His + revartrant S: number of colonies His + revartrant of each sample

【0022】[0022]

【表1】 [Table 1]

【0023】d)生菌数測定試験 サルモネラTA98菌原液をリン酸緩衝液(※4)で1
-5に段階希釈した。50℃に保温したソフトアガー
(※5)3.0ml中に、前記各実施例及び比較例で得ら
れた成分100 μlと、この希釈液100 μl(D
MSOにより希釈)を入れ、すばやく攪拌後、予め作製
しておいたMBB寒天平板培地上にまいた。同様に前記
実施例及び比較例に代えてジメチルスルホキシド(DM
SO)を100μl入れ、これをコントロールとした。
各サンプルの平板培地は3枚ずつ作製し、37℃で3日
間培養した。培養後、生菌数を測定し、その平均を求
め、各実施例及び比較例の成分のサルモネラTA98菌
に対する毒性の有無を試験した。この結果を表2に示
す。 ※4: Na2PO4 ・12H2O 14.3g と、 KH2PO4 3.6gを蒸留
水1リットルに溶解後、pH7.0 に調製 ※5: NaCl 3.0g、 Ager 3.5gを500ml の蒸留水に溶解
し、オートクレーブで滅菌後、50℃で保温したもの
D) Viable cell count test 1 Salmonella TA98 stock solution with phosphate buffer (* 4)
Serially diluted to 0-5. In 3.0 ml of soft agar (* 5) kept at 50 ° C., 100 μl of the components obtained in each of the examples and comparative examples and 100 μl of this diluted solution (D
(Diluted with MSO) was added, and the mixture was quickly stirred and then spread on an MBB agar plate medium prepared in advance. Similarly, dimethyl sulfoxide (DM
100 μl of SO) was added and used as a control.
Three plates of each sample were prepared and cultured at 37 ° C. for 3 days. After culturing, the number of viable bacteria was measured, the average thereof was determined, and the presence or absence of toxicity of the components of each Example and Comparative Example to Salmonella TA98 was tested. The results are shown in Table 2. * 4: Dissolve 14.3g of Na 2 PO 4 · 12H 2 O and 3.6g of KH 2 PO 4 in 1 liter of distilled water and adjust to pH 7.0 * 5: 3.0g of NaCl and 3.5g of Ager in 500ml of distilled water Dissolved in, sterilized by autoclave, and kept at 50 ℃

【0024】[0024]

【表2】 [Table 2]

【0025】表1の結果から明らかな如く、実施例1〜
3の成分ではいずれも変異原性抑制作用があり、特に実
施例1のディルアピオールには高い抑制作用があること
が判る。また比較例1〜2の成分は、いずれも植物精油
中より回収される物質ではあるが、変異原性抑制活性は
認められなかった。表2の結果から明らかな如く、サル
モネラTA98菌に対する毒性は、実施例、比較例のいずれ
の成分においても認められなかった。
As is clear from the results shown in Table 1, Examples 1 to 1
It is understood that all of the components of 3 have a mutagenicity-suppressing action, and that diluapiol of Example 1 has a particularly high inhibiting action. Further, the components of Comparative Examples 1 and 2 were substances recovered from the plant essential oil, but no mutagenicity-suppressing activity was observed. As is clear from the results in Table 2, no toxicity to Salmonella TA98 was observed in any of the components of Examples and Comparative Examples.

【0026】[0026]

【発明の効果】以上詳述した如く、この発明はディルア
ピオール、アピオール、ミリスチシンのうちの少なくと
も一種の3価フェノール物質を有効成分としてなること
を特徴とする変異原性抑制剤であるから、前記試験例の
結果からも明らかな如く、我々の日常生活と深いかかわ
りを持つ食品や大気中に存在する変異原性物質に対して
良好な抑制作用を有し、しかもその安全性も極めて高い
ため、癌の予防を目的に、医薬品、特定保健用食品とし
て利用し、体内に摂取することができるという優れた効
果を奏する。
As described in detail above, since the present invention is a mutagenic inhibitor characterized by comprising at least one trihydric phenolic substance of diluapiol, apiol and myristin as an active ingredient, As is clear from the results of the above-mentioned test examples, it has a good inhibitory action on mutagenic substances present in foods and air that are deeply related to our daily lives, and its safety is also extremely high. Also, it has an excellent effect that it can be used as a medicine or a food for specified health use and taken into the body for the purpose of preventing cancer.

【図面の簡単な説明】[Brief description of drawings]

【図1】実施例1のディルアピオールを示すGC−MS
分析のチャート図である。
FIG. 1 is a GC-MS showing diluapiol of Example 1.
It is a chart figure of an analysis.

【図2】実施例2のアピオールを示すGC−MS分析の
チャート図である。
FIG. 2 is a GC-MS analysis chart showing apiol of Example 2.

【図3】実施例3のミリスチシンを示すGC−MS分析
のチャート図である。
FIG. 3 is a GC-MS analysis chart showing myristicin of Example 3.

─────────────────────────────────────────────────────
─────────────────────────────────────────────────── ───

【手続補正書】[Procedure amendment]

【提出日】平成6年3月17日[Submission date] March 17, 1994

【手続補正1】[Procedure Amendment 1]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】請求項1[Name of item to be corrected] Claim 1

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【手続補正2】[Procedure Amendment 2]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】請求項2[Name of item to be corrected] Claim 2

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【手続補正3】[Procedure 3]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】0006[Correction target item name] 0006

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【0006】[0006]

【発明の構成】以下、この発明に係る変異原性抑制剤の
構成について詳述する。この発明においては、ディルア
ピオール、アピオール、ミリスチシンのうちの少なくと
も一種の物質が有効成分とされる。ディルアピオール
は、一般式1(化1)にて示される物質であり、イノン
ド(Anethum)属 A.graveolens
.(ディル)、A.Sowa D.C.(インディア
ンディル)、コショウ(Piper)属のP.angu
stifolium Ruizet Pavon(ma
tico)、或いはCrithmun maritim
um L.(sea fennel)、M.formo
sana Maxim.(タイワンヒメジソ)、Foe
nicum vulgare will(ウイキョウ)
等から得られる精油中に含有されている物質である。
BEST MODE FOR CARRYING OUT THE INVENTION The constitution of the mutagenicity inhibitor according to the present invention will be described in detail below. In the present invention, at least one substance selected from diluapiol, apiol and myristicin is used as the active ingredient. Diluapiol is a substance represented by the general formula 1 (Chemical formula 1), and A. graveolens
L. (Dill), A. Sowa D. C. (Indian dill), P. of pepper genus angu
stifolium Ruizet Pavon (ma
tico), or Crithmun maritim
um L. (Sea fennel), M.A. formo
sana Maxim . (Taiwan Himediso), Foe
nicum vulgare will
It is a substance contained in the essential oil obtained from the etc.

【化1】 [Chemical 1]

【手続補正4】[Procedure amendment 4]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】0008[Correction target item name] 0008

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【0008】また、アピオールは一般式2(化2)で示
される物質であり、セリ(Umbelliferae)
科オランダセリ(Petroselinum)属のP.
crispum(Mill.)(パセリ)、コショウ
(Piper)属のP.angustifolium
Ruizet Pavon (matico)から得ら
れる精油中に含有されている物質である。
Apiol is a substance represented by the general formula 2 (Chemical Formula 2), and it is a substance such as Umbelliferae.
P. of the genus Petroselinum of the family Netherlands
crispum (Mill.) (parsley), P. of pepper genus . angustifolium
It is a substance contained in the essential oil obtained from Ruizet Pavon (matico).

【化2】 [Chemical 2]

【手続補正5】[Procedure Amendment 5]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】0010[Correction target item name] 0010

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【0010】さらに、ミリスチシンは一般式3(化3)
で示される物質であり、オランダセリ(Petrose
linum)属P.crispum(Mill.)(パ
セリ)、イノンド(Anethum)属A.grave
olens L.(ディル)又はA.Sowa D.
C.(インディアンディル)、或いはSalvia p
lebeia R.(ミゾコウジュ)、アメリカぼうふ
Pastinacasativa L.)から得ら
れる精油、或いはニクズク(Myristicacea
e)より得られるナッツメグ油等の精油中に含有されて
いる物質である。
Further, myristicin is represented by the general formula 3
It is a substance represented by
Linum) genus P. crispum (Mill.) (parsley), Anethum genus A. grave
olens L. (Dill) or A. Sowa D.
C. (Indian dill) or Salvia p
lebeia R. (Mizo Kouju), America
Cormorant (Pastinacasativa L.) essential oil obtained from, or nutmeg (Myristicacea
It is a substance contained in the essential oil such as nutmeg oil obtained from e).

【化3】 [Chemical 3]

【手続補正6】[Procedure correction 6]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】0012[Correction target item name] 0012

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【0012】また、上記した植物から精油を得るための
手法としては、特に限定はされず、水蒸気蒸留や圧搾
法、極性溶媒又は非極性溶媒による抽出法、さらには再
蒸留(減圧蒸留)、吸着、分配など通常公知の手法が限
定されることなく使用できる。一方、この発明において
有効成分とされる上記三種の物質は、植物精油から得ら
れるもの以外に、合成品も好適に使用できる。
The method for obtaining the essential oil from the above-mentioned plants is not particularly limited, and includes steam distillation, compression method, extraction method with polar solvent or non-polar solvent, redistillation (vacuum distillation), adsorption. Commonly known methods such as distribution can be used without limitation. On the other hand, as the above-mentioned three kinds of substances used as the active ingredients in the present invention, synthetic products can be suitably used in addition to those obtained from plant essential oils.

【手続補正7】[Procedure Amendment 7]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】0013[Correction target item name] 0013

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【0013】以上のようなディルアピオール、アピオー
ル、ミリスチシンの中から得られる少なくとも一種の
を有効成分として、この発明に係る変異原性抑制剤と
することができる。この変異原性抑制剤の投与剤型とし
ては、溶液状でも、軟エキス状でも、或いは粉末状でも
よく、特に限定はされない。また、この投与形態として
も、特に限定はされず適宜任意の賦形剤や補助剤等を加
えて、製剤製造の常法に従って、散剤、顆粒剤、錠剤、
カプセル剤、シロップ剤などの薬剤としてもよく、或い
は変異原性抑制効果を期待した特定保健用食品として、
ドリンク剤、ジュース等の飲料、菓子、その他食品とし
てもよく、特に限定はされない。
At least one substance obtained from diluapiol, apiol and myristicin as described above .
With the quality as an active ingredient, the mutagenicity inhibitor according to the present invention can be used. The dosage form of this mutagenicity inhibitor may be in the form of solution, soft extract, or powder, and is not particularly limited. Also, this dosage form is not particularly limited, and appropriately added with any excipients, auxiliaries and the like, and according to a conventional method for manufacturing a preparation, a powder, granules, tablets,
It may be a drug such as a capsule or a syrup, or as a food for specified health use expected to have a mutagenicity-suppressing effect
It may be a drink, a drink such as juice, confectionery, or other food, and is not particularly limited.

【手続補正8】[Procedure Amendment 8]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】0026[Correction target item name] 0026

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【0026】以上詳述した如く、この発明はディルアピ
オール、アピオール、ミリスチシンのうちの少なくとも
一種の物質を有効成分としてなることを特徴とする変異
原性抑制剤であるから、前記試験例の結果からも明らか
な如く、我々の日常生活と深いかかわりを持つ食品や大
気中に存在する変異原性物質に対して良好な抑制作用を
有し、しかもその安全性も極めて高いため、癌の予防を
目的に、医薬品、特定保健用食品として利用し、体内に
接種することができるという優れた効果を奏する。
As described above in detail, since the present invention is a mutagenicity inhibitor characterized by comprising at least one substance selected from diluapiol, apiol and myristicin as an active ingredient, the results of the above test examples As can be seen from the above, it has a good inhibitory action against mutagenic substances present in foods and air that are deeply related to our daily lives, and its safety is extremely high, so it is necessary to prevent cancer. It has an excellent effect that it can be used as a medicine or a food for specified health purposes and can be inoculated into the body.

Claims (3)

【特許請求の範囲】[Claims] 【請求項1】 ディルアピオール、アピオール、ミリス
チシンのうちの少なくとも一種の3価フェノール物質を
有効成分としてなることを特徴とする変異原性抑制剤。
1. A mutagenic inhibitor comprising at least one trihydric phenolic substance selected from diluapiol, apiol and myristicin as an active ingredient.
【請求項2】 前記3価フェノール物質が植物精油から
得られる物質であることを特徴とする請求項1に記載の
変異原性抑制剤。
2. The mutagenic inhibitor according to claim 1, wherein the trihydric phenol substance is a substance obtained from plant essential oil.
【請求項3】 前記植物精油がパセリ(Petroselinum cr
ispum)及び/又はディル(Anethum graveolens L.)から
得られる精油であることを特徴とする請求項2に記載の
変異原性抑制剤。
3. The plant essential oil is parsley (Petroselinum cr
The mutagenic inhibitor according to claim 2, which is an essential oil obtained from ispum) and / or dill (Anethum graveolens L.).
JP5269691A 1993-09-30 1993-09-30 Mutagenic inhibitor Pending JPH07101859A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5269691A JPH07101859A (en) 1993-09-30 1993-09-30 Mutagenic inhibitor

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5269691A JPH07101859A (en) 1993-09-30 1993-09-30 Mutagenic inhibitor

Publications (1)

Publication Number Publication Date
JPH07101859A true JPH07101859A (en) 1995-04-18

Family

ID=17475851

Family Applications (1)

Application Number Title Priority Date Filing Date
JP5269691A Pending JPH07101859A (en) 1993-09-30 1993-09-30 Mutagenic inhibitor

Country Status (1)

Country Link
JP (1) JPH07101859A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002526415A (en) * 1998-10-05 2002-08-20 ミユールバオアー,ロマーン・コンラツト Plant extract for treatment of increased bone resorption
JP2003238432A (en) * 2002-02-15 2003-08-27 Fancl Corp Hyaluronic acid acuumulation-accelerating agent
US6638540B2 (en) 1997-05-06 2003-10-28 Universitat Bern Plant extracts for the treatment of increased bone resorption
KR100652789B1 (en) * 2005-11-09 2006-12-01 인제대학교 산학협력단 Pharmaceutical composition for the prevention or treatment of immune diseases induced by overproduction of IEL-4 containing myristicin as an active ingredient
WO2021221456A1 (en) * 2020-04-29 2021-11-04 한국 한의학 연구원 Composition comprising anethum graveolens extract as active ingredient for prevention, alleviation, or treatment of bone disease

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6638540B2 (en) 1997-05-06 2003-10-28 Universitat Bern Plant extracts for the treatment of increased bone resorption
JP2002526415A (en) * 1998-10-05 2002-08-20 ミユールバオアー,ロマーン・コンラツト Plant extract for treatment of increased bone resorption
JP4714343B2 (en) * 1998-10-05 2011-06-29 ウニフェルシテット ベルン Plant extract for treatment of increased bone resorption
JP2003238432A (en) * 2002-02-15 2003-08-27 Fancl Corp Hyaluronic acid acuumulation-accelerating agent
JP4542300B2 (en) * 2002-02-15 2010-09-08 株式会社ファンケル Hyaluronic acid accumulation promoter
KR100652789B1 (en) * 2005-11-09 2006-12-01 인제대학교 산학협력단 Pharmaceutical composition for the prevention or treatment of immune diseases induced by overproduction of IEL-4 containing myristicin as an active ingredient
WO2021221456A1 (en) * 2020-04-29 2021-11-04 한국 한의학 연구원 Composition comprising anethum graveolens extract as active ingredient for prevention, alleviation, or treatment of bone disease

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