JPH03217484A - Antioxidant - Google Patents
AntioxidantInfo
- Publication number
- JPH03217484A JPH03217484A JP2012517A JP1251790A JPH03217484A JP H03217484 A JPH03217484 A JP H03217484A JP 2012517 A JP2012517 A JP 2012517A JP 1251790 A JP1251790 A JP 1251790A JP H03217484 A JPH03217484 A JP H03217484A
- Authority
- JP
- Japan
- Prior art keywords
- cardol
- cardanol
- antioxidant
- cashew nut
- anacardic acid
- 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.)
- Granted
Links
- 230000003078 antioxidant effect Effects 0.000 title claims abstract description 27
- 239000003963 antioxidant agent Substances 0.000 title claims abstract description 18
- KVVSCMOUFCNCGX-UHFFFAOYSA-N cardol Chemical compound CCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1 KVVSCMOUFCNCGX-UHFFFAOYSA-N 0.000 claims abstract description 40
- 244000226021 Anacardium occidentale Species 0.000 claims abstract description 27
- 235000020226 cashew nut Nutrition 0.000 claims abstract description 27
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 claims abstract description 21
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 claims abstract description 21
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 claims abstract description 21
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 claims abstract description 21
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 claims abstract description 21
- UFMJCOLGRWKUKO-UHFFFAOYSA-N cardol diene Natural products CCCC=CCC=CCCCCCCCC1=CC(O)=CC(O)=C1 UFMJCOLGRWKUKO-UHFFFAOYSA-N 0.000 claims abstract description 20
- 235000014398 anacardic acid Nutrition 0.000 claims abstract description 17
- KAOMOVYHGLSFHQ-UTOQUPLUSA-N anacardic acid Chemical compound CCC\C=C/C\C=C/CCCCCCCC1=CC=CC(O)=C1C(O)=O KAOMOVYHGLSFHQ-UTOQUPLUSA-N 0.000 claims abstract description 17
- ADFWQBGTDJIESE-UHFFFAOYSA-N anacardic acid 15:0 Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1C(O)=O ADFWQBGTDJIESE-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000004480 active ingredient Substances 0.000 claims abstract description 8
- 235000013305 food Nutrition 0.000 claims abstract description 6
- 239000002537 cosmetic Substances 0.000 claims abstract description 5
- 235000006708 antioxidants Nutrition 0.000 claims description 15
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 10
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- 229930003427 Vitamin E Natural products 0.000 claims description 5
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 claims description 5
- 235000019165 vitamin E Nutrition 0.000 claims description 5
- 229940046009 vitamin E Drugs 0.000 claims description 5
- 239000011709 vitamin E Substances 0.000 claims description 5
- 238000010000 carbonizing Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 abstract description 16
- 238000010438 heat treatment Methods 0.000 abstract description 12
- 238000000605 extraction Methods 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 239000005445 natural material Substances 0.000 abstract description 2
- 230000003647 oxidation Effects 0.000 abstract description 2
- 238000007254 oxidation reaction Methods 0.000 abstract description 2
- 238000000638 solvent extraction Methods 0.000 abstract description 2
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
- 239000003921 oil Substances 0.000 description 17
- 235000019198 oils Nutrition 0.000 description 17
- 235000014571 nuts Nutrition 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000002035 hexane extract Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 2
- 235000020778 linoleic acid Nutrition 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241000693997 Anacardium Species 0.000 description 1
- 235000001271 Anacardium Nutrition 0.000 description 1
- 239000004255 Butylated hydroxyanisole Substances 0.000 description 1
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- SOIFLUNRINLCBN-UHFFFAOYSA-N ammonium thiocyanate Chemical compound [NH4+].[S-]C#N SOIFLUNRINLCBN-UHFFFAOYSA-N 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000012259 ether extract Substances 0.000 description 1
- 229960002089 ferrous chloride Drugs 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 1
- DXTCFKRAUYBHRC-UHFFFAOYSA-L iron(2+);dithiocyanate Chemical compound [Fe+2].[S-]C#N.[S-]C#N DXTCFKRAUYBHRC-UHFFFAOYSA-L 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 231100000957 no side effect Toxicity 0.000 description 1
- 239000010466 nut oil Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は化学合成によらない酸化防止剤及びこれを配合
した化粧料及び食品に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an antioxidant that is not chemically synthesized, and cosmetics and foods containing the same.
現在、主に利用されている酸化防止剤にはプチルヒドロ
キシアニソール（Ｂ．Ｈ．Ａ．） 、ブチルヒドロキシ
トルエン（Ｂ．Ｈ．Ｔ．） 、ビタミンＥやその誘導体
がある。Currently, antioxidants mainly used include butylated hydroxyanisole (B.H.A.), butylated hydroxytoluene (B.H.T.), vitamin E and its derivatives.
Ｂ．Ｈ．Ａ．やＢ．Ｈ．Ｔ． は合成品であり、現在一
般的な意識として、合成品の使用については厳しい批判
があり、実際の法規制でも使用が甚だしく規制されつつ
ある。B. H. A. YaB. H. T. is a synthetic product, and the current general awareness is that there is severe criticism of the use of synthetic products, and actual laws and regulations are severely restricting their use.
またビタミンＥやその誘導体は、酸化防止作用が比較的
弱く、天然物で強い酸化防止作用のある物質が求められ
ている。Furthermore, vitamin E and its derivatives have relatively weak antioxidant effects, and there is a need for natural substances with strong antioxidant effects.
本発明の目的は、天然物より得られる物質であって、強
い酸化防止作用があり、且つ人手が容易で安価な物質を
提供することである。An object of the present invention is to provide a substance that is obtained from natural products, has a strong antioxidant effect, is easy to handle, and is inexpensive.
本発明者らは、前記のような課題を解決するため鋭意研
究を行い、各種の植物、動物、食品等よリスクリーニン
グを行った結果、カシューナッツ殻油及びこの油の主成
分であるカルダノール及び／又はカルドール、アナカル
ド酸が有効であることを見い出した。In order to solve the above problems, the present inventors conducted intensive research and rescreened various plants, animals, foods, etc. As a result, cashew nut shell oil and the main components of this oil, cardanol and/or It has also been found that cardol and anacardic acid are effective.
カシューナッツ自体弱い酸化防止作用があることは文献
で公知の事実−であるが、非常に弱い酸化防止作用であ
り、且つナッツは食品として利用されるので、そのコス
トは高くなる。It is a well-known fact in the literature that cashew nuts themselves have a weak antioxidant effect, but this is a very weak antioxidant effect, and since the nuts are used as food, their cost is high.
また、該文献では酸化防止作用を発現する物質の同定も
されていない。Furthermore, this document does not identify a substance that exhibits antioxidant activity.
本発明者らは、現在用途の少ないカシューナッツの殻に
注目し、化学的手段を用いて、酸化防止作用を発現する
物質を同定した。The present inventors focused on cashew nut shells, which currently have few uses, and used chemical means to identify substances that exhibit antioxidant activity.
その結果、カシューナッツ中に含まれる酸化防止物質の
量の数十倍もカシューナッツ殻に含有されていることが
判明した。As a result, it was found that cashew nut shells contain dozens of times more antioxidants than cashew nuts.
即ち本発明はカルダノール、カルドール、アナカルド酸
よりなる群より選んだ１種以上を有効成分として含む酸
化防止剤である。That is, the present invention is an antioxidant containing one or more selected from the group consisting of cardanol, cardol, and anacardic acid as an active ingredient.
また本発明はカシューナッツ殻を乾留して得たカシュー
ナッツ殻油又は該殻をｎ−ヘキサンで抽出した殻油成分
を有効成分として含む酸化防止剤である。The present invention also provides an antioxidant containing cashew nut shell oil obtained by carbonizing cashew nut shells or a shell oil component obtained by extracting the shells with n-hexane as an active ingredient.
また本発明はカシューナッツ殻油又はカルダノール、カ
ルドール、アナカルド酸よりなる群より選んだ１種以上
とビタミンＥを有効成分として含む酸化防止剤である。The present invention also provides an antioxidant containing cashew nut shell oil or one or more selected from the group consisting of cardanol, cardol, and anacardic acid and vitamin E as active ingredients.
また本発明は前記の酸化防止剤を含む化粧料及び食品で
ある。The present invention also provides cosmetics and foods containing the above-mentioned antioxidant.
カシューナッツ殻油は、カシューナッツ殻液又はカシュ
ーナッツオイルとも呼ばれている。カシューナッ’７ト
リ−（Ａｎａｃａｒｄｉｕｍ ａｃｃｉｄｅｎｔａｌｅ
Ｌ．．ウルシ科）の実の殻に含まれる油状の液である
。Cashew nut shell oil is also called cashew nut shell liquid or cashew nut oil. Cashew nut '7 tree (Anacardium accidentale)
L. ．． It is an oily liquid contained in the shell of the fruit of the family Anamondaceae).
採取法には溶剤抽出法と加熱法があり、産地では主とし
て加熱法が用いられる。即ち殻油はカシューナッツの殻
を乾留することによって得られる。Collection methods include solvent extraction method and heating method, and heating method is mainly used in production areas. That is, shell oil is obtained by carbonizing the shells of cashew nuts.
成分としては、抽出法の場合はアナカルド酸とカルドー
ルが主成分であり、加熱法の時はカルダノールとカルド
ールが主成分である。In the case of the extraction method, the main components are anacardic acid and cardol, and in the case of the heating method, the main components are cardanol and cardol.
現在、カシューナッツ殻油は、カシューワニスの原料と
して専ら用いられている。このカシューナッツ殻油から
、酸化防止物質以外の物質を除いて用いることはなんら
問題はなく、その選択は用途によって選択すればよい。Currently, cashew nut shell oil is used exclusively as a raw material for cashew varnish. There is no problem in using this cashew nut shell oil except for substances other than antioxidants, and the selection may be made depending on the intended use.
一番容易な採取法としてはｎ−へキサンを用いて抽出す
る方法が安価、迅速である。The easiest collection method is extraction using n-hexane, which is cheap and quick.
さらに精製を加えるならば、上記ｎ−へキサン抽出物よ
りカルダノール、カルドールを選択的に得る。If further purification is required, cardanol and cardol can be selectively obtained from the n-hexane extract.
加熱法の場合、直接力ルダノールとカルドールを得るの
は加熱によりアナカルド酸が脱炭酸され、カルダノール
となるためである。In the case of the heating method, anacardic acid is decarboxylated by heating and becomes cardanol.
抽出物より、カルダノール、カルドールを選択的に得る
精製方法を例示すれば、カシューナッツ殻油２０ｇを、
第１表のような溶媒各１リットルづつに溶解し、Ａ，Ｂ
，Ｃの順にシリカゲル力ラム（メルク社製２３０〜４０
０メッシュ，３００ｇ）に通す。To illustrate a purification method for selectively obtaining cardanol and cardol from the extract, 20g of cashew nut shell oil is
Dissolve in 1 liter each of the solvents shown in Table 1, A and B.
, C in order of silica gel strength ram (230-40 manufactured by Merck & Co.)
0 mesh, 300g).
各フラクショシを２ ０ ｍｌづつ採取し、純品のカル
ダノール、カルドールと薄層クロマトグラフィーを用い
て比較確認し、同物質の存在するフラクションを回収し
、溶媒を除去する。20 ml of each fraction is collected and compared with pure cardanol and cardol using thin layer chromatography. Fractions containing the same substance are collected and the solvent is removed.
カシューナッツ殻油、該油からのｎ−ヘキサン抽出物、
あるいはカルダノール、カルドールを単離する場合、乾
留などの熱処理が工程内に入っている場合は、カシュー
ナッツ殻油に含有されているアナカルド酸はカルダノー
ルに変化している。Cashew nut shell oil, n-hexane extract from the oil,
Alternatively, when cardanol or cardol is isolated, if heat treatment such as carbonization is included in the process, the anacardic acid contained in cashew nut shell oil is converted to cardanol.
アナカルド酸自体にも酸化防止作用があるが、カルダノ
ールより弱いので、カシューナッツ殻油、該油からのｎ
−へキサン抽出物を用いるときは、熱処理工程が入って
いないときは、工程に熱処理を加えた方か有効である。Anacardic acid itself has an antioxidant effect, but it is weaker than cardanol, so cashew nut shell oil and n from this oil
- When using a hexane extract, if a heat treatment step is not included, it is effective to add heat treatment to the process.
また力ルダノール、カルドールを単離する場合は、弔離
する前に熱処理工程を加える方が、より酸化防止作用が
強くなる。Furthermore, when isolating tridanol and cardol, adding a heat treatment step before isolation will strengthen the antioxidant effect.
ただ、用途によっては、これらの熱処理を加えなくとも
よく、カルダノール、カルドール、アナカルド酸を９１
離する場合は、アナカルド酸も一緒に分離し、利用する
ことも可能であり、また利用しなくてもよい。 本発明
は、カシューナッツ殻浦、該殻の溶媒抽出物、カルダノ
ール及び／又はカルドール、アナカルド酸に強力な酸化
防止作用かある事を見い出した事にあり、これは後記の
実施例によって示される。However, depending on the application, these heat treatments may not be necessary, and cardanol, cardol, and anacardic acid may be heated to 91%.
When separated, anacardic acid can also be separated and used, or may not be used. The present invention is based on the discovery that cashew nut shells, solvent extracts of the shells, cardanol and/or cardol, and anacardic acid have strong antioxidant effects, and this is demonstrated by the examples below.
以丁に実施例によって本発明を更に具体的に説明するか
、本発明は、この実施例に限定されるものではない。The present invention will now be explained in more detail with reference to examples, but the present invention is not limited to these examples.
カシューナッツ殻油（乾留油でなく、エチルエーテル抽
出物）よりカルダノール、カルドール、アナカルド酸を
単離して、以下の酸化防止作用の実験に供した。Cardanol, cardol, and anacardic acid were isolated from cashew nut shell oil (not carbonized oil, but an ethyl ether extract) and subjected to the following antioxidant effect experiment.
なお、それぞれの得られた量は、カンユーナッツ殻浦２
０ｇよりカルダノールが０．７２ｇ，カルドールが２．
７８ｇ，アナカルド酸４．６８ｇであった。In addition, each obtained amount is Kanyu Nuts Kaura 2
0g, cardanol is 0.72g, cardol is 2.
78 g, and 4.68 g of anacardic acid.
（酸化防止作用の実験方法）
試料１０ｍｇをエタノール２ ０ ｍｌに溶解、２．５
％リノール酸のエタノール溶液を２０ｍｌ加えて、屹
０５モル リン酸緩衝液（ＫＨ２ＰＯ４０．０４Ｍ，Ｎ
ａ ＨＰＯ Ｏ．０３ＭのｐＨ２４
７．０の緩衝液）を４０ｍｌ加えて、精製水で１００ｍ
ｌに定容した。(Experimental method for antioxidant effect) Dissolve 10 mg of sample in 20 ml of ethanol, 2.5
Add 20 ml of % linoleic acid solution in ethanol and
05M phosphate buffer (KH2PO40.04M, N
a HPO O. Add 40ml of 03M pH24 7.0 buffer) and dilute to 100ml with purified water.
The volume was adjusted to 1.
これを５０℃の暗所に放置し、２４時間ごとにチオシャ
ン酸鉄法で酸化された割合をみた。This was left in a dark place at 50°C, and the oxidation rate was checked every 24 hours using the iron thiocyanate method.
その方法は、上記のサンプルを０．５ｍｌ、７５％エタ
ノール水溶液４８．５ｍｌ、３０％チオシャン酸アンモ
ニウム０．５ｍｌを加えて、３分間放置した後、０．０
２Ｎ塩化第一鉄３、５％ＨＣＩ水溶液０．５ｍｌを加え
て、７５％エタノール溶液で定容した。The method is to add 0.5 ml of the above sample, 48.5 ml of 75% ethanol aqueous solution, and 0.5 ml of 30% ammonium thiocyanate, leave it for 3 minutes, and then
0.5 ml of a 2N ferrous chloride 3, 5% HCI aqueous solution was added, and the mixture was made to a constant volume with a 75% ethanol solution.
３分間放置した後、波長５００ｎｍで吸光度を測定した
。After standing for 3 minutes, absorbance was measured at a wavelength of 500 nm.
セル長は１０ｍｍ、対照セルは試料１０ｍｇをエタノー
ル２０ｍｌに溶解し、２．５％リノール酸のエタノール
溶液を２０ｍｌ加える代りに、エタノールを４０ｍｌ加
えて、そのあと同様の処理を行ったものを入れた。The cell length was 10 mm, and the control cell was prepared by dissolving 10 mg of the sample in 20 ml of ethanol, adding 40 ml of ethanol instead of adding 20 ml of 2.5% linoleic acid in ethanol, and then performing the same treatment. .
またコントロールとして、試料１０ｍｇをエタノル２
０ ｍｌに溶解する代りにエタノールを２０ｍｌ加えて
、そのあと同様の処理を行ったものを実験した。結果を
第２表に示す。In addition, as a control, 10 mg of sample was added to ethanol 2
An experiment was conducted in which 20 ml of ethanol was added instead of dissolving in 0 ml, and then the same treatment was performed. The results are shown in Table 2.
果
２
表
このように、コントロールに比べては勿論、ビタミンＥ
アセテートに比較してもカルドール、カルダノール、ア
ナカルト酸いすれも酸化防止作用が強いことが判明した
。特にカルドールはＢ．Ｈ，Ａ，に匹敵するほどその効
果は強い。Results 2 As shown in Table 2, compared to the control, vitamin E
Cardol, cardanol, and anacartoic acid were all found to have stronger antioxidant effects than acetate. Especially Kaldor is B. The effect is so strong that it is comparable to H and A.
合成化合物としての酸化防止剤は種々の副作用かあり、
人体に対して副作用のない天然物より得られる酸化防止
剤か求められていたが、本発明によって、カシューナッ
ツの殻の部分を利用することによって、現在用途の少な
い同原料の有効活用をはかると共に、化粧品添加用、食
品添加用の酸化防止剤として極めて有効である。Antioxidants as synthetic compounds have various side effects.
There was a need for an antioxidant obtained from natural products that has no side effects on the human body, and the present invention makes effective use of the raw material, which currently has few uses, by using the shell part of cashew nuts. It is extremely effective as an antioxidant for cosmetics and food additives.
Claims (1)
群より選んだ１種以上を有効成分として含有する酸化防
止剤。 ２、カシューナッツ殻を乾留して得たカシューナッツ殻
油又は該殻をｎ−ヘキサンで抽出した殻油成分を有効成
分として含む酸化防止剤。 ３、カシューナッツ殻油又はカルダノール、カルドール
、アナカルド酸よりなる群より選んだ１種以上とビタミ
ンＥを有効成分として含む酸化防止剤。 ４、請求項１、２、３の何れかに記載の酸化防止剤を含
む化粧料及び食品。[Claims] 1. An antioxidant containing one or more selected from the group consisting of cardanol, cardol, and anacardic acid as an active ingredient. 2. An antioxidant containing cashew nut shell oil obtained by carbonizing cashew nut shells or a shell oil component obtained by extracting the shells with n-hexane as an active ingredient. 3. An antioxidant containing cashew nut shell oil or one or more selected from the group consisting of cardanol, cardol, and anacardic acid and vitamin E as active ingredients. 4. Cosmetics and foods containing the antioxidant according to any one of claims 1, 2, and 3.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012517A JPH0781137B2 (en) | 1990-01-24 | 1990-01-24 | Antioxidant |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012517A JPH0781137B2 (en) | 1990-01-24 | 1990-01-24 | Antioxidant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03217484A true JPH03217484A (en) | 1991-09-25 |
| JPH0781137B2 JPH0781137B2 (en) | 1995-08-30 |
Family
ID=11807544
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012517A Expired - Fee Related JPH0781137B2 (en) | 1990-01-24 | 1990-01-24 | Antioxidant |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0781137B2 (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997029166A1 (en) * | 1996-02-07 | 1997-08-14 | Sangi Co., Ltd. | Antioxidant and process for producing the same |
| FR2883003A1 (en) * | 2005-03-14 | 2006-09-15 | Aldivia Sa | NOVEL ANTIOXIDANTS BASED ON ANACARDIACEA SPECIES, ESPECIALLY SCLEROCARYA BIRREA, METHODS OF OBTAINING THEM AND THEIR APPLICATIONS |
| WO2007093375A1 (en) * | 2006-02-16 | 2007-08-23 | Dsm Ip Assets B.V. | Novel nutraceutical compositions and pharmaceutical compositions and use thereof for the treatment, co-treatment or prevention of inflammatory disorders |
| WO2008149992A1 (en) * | 2007-06-08 | 2008-12-11 | Idemitsu Kosan Co., Ltd. | Lumen fermentation improving agent |
| WO2010143627A1 (en) * | 2009-06-08 | 2010-12-16 | 出光興産株式会社 | Coccidiosis control agent and feed containing same |
| CN107072903A (en) * | 2014-10-30 | 2017-08-18 | 欧莱雅 | The purposes of lipophilicity salicyclic acid derivatives |
| KR102824337B1 (en) * | 2024-10-01 | 2025-06-24 | 주식회사 광군컴퍼니 | Manufaturing of rice cake for tteokbokki having Oryza sativa L. |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9234109B2 (en) * | 2008-09-30 | 2016-01-12 | Xerox Corporation | Phase change inks |
-
1990
- 1990-01-24 JP JP2012517A patent/JPH0781137B2/en not_active Expired - Fee Related
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997029166A1 (en) * | 1996-02-07 | 1997-08-14 | Sangi Co., Ltd. | Antioxidant and process for producing the same |
| FR2883003A1 (en) * | 2005-03-14 | 2006-09-15 | Aldivia Sa | NOVEL ANTIOXIDANTS BASED ON ANACARDIACEA SPECIES, ESPECIALLY SCLEROCARYA BIRREA, METHODS OF OBTAINING THEM AND THEIR APPLICATIONS |
| WO2006097806A1 (en) * | 2005-03-14 | 2006-09-21 | Aldivia | Antioxidants based on anacardiaceae species, methods for obtaining same and uses thereof |
| WO2007093375A1 (en) * | 2006-02-16 | 2007-08-23 | Dsm Ip Assets B.V. | Novel nutraceutical compositions and pharmaceutical compositions and use thereof for the treatment, co-treatment or prevention of inflammatory disorders |
| WO2008149992A1 (en) * | 2007-06-08 | 2008-12-11 | Idemitsu Kosan Co., Ltd. | Lumen fermentation improving agent |
| WO2008149994A1 (en) * | 2007-06-08 | 2008-12-11 | Idemitsu Kosan Co., Ltd. | Tympanites ventriculi-controlling agent for ruminant animals |
| US8349370B2 (en) | 2007-06-08 | 2013-01-08 | National University Corporation Hokkaido University | Bloat controlling agent for a ruminant |
| WO2010143627A1 (en) * | 2009-06-08 | 2010-12-16 | 出光興産株式会社 | Coccidiosis control agent and feed containing same |
| CN102458381A (en) * | 2009-06-08 | 2012-05-16 | 出光兴产株式会社 | Coccidiosis control agent and feed containing same |
| JP5611203B2 (en) * | 2009-06-08 | 2014-10-22 | 出光興産株式会社 | Coccidiosis control agent and feed containing the same |
| CN107072903A (en) * | 2014-10-30 | 2017-08-18 | 欧莱雅 | The purposes of lipophilicity salicyclic acid derivatives |
| KR102824337B1 (en) * | 2024-10-01 | 2025-06-24 | 주식회사 광군컴퍼니 | Manufaturing of rice cake for tteokbokki having Oryza sativa L. |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0781137B2 (en) | 1995-08-30 |
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