JPS63309585A - Antioxidizing agent - Google Patents
Antioxidizing agentInfo
- Publication number
- JPS63309585A JPS63309585A JP14651887A JP14651887A JPS63309585A JP S63309585 A JPS63309585 A JP S63309585A JP 14651887 A JP14651887 A JP 14651887A JP 14651887 A JP14651887 A JP 14651887A JP S63309585 A JPS63309585 A JP S63309585A
- Authority
- JP
- Japan
- Prior art keywords
- antioxidizing
- soybean lecithin
- hydrogenated
- hydrogenated soybean
- phosphatidylethanolamine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 230000003064 anti-oxidating effect Effects 0.000 title abstract 7
- JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical class CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 claims abstract description 12
- 229940099578 hydrogenated soybean lecithin Drugs 0.000 claims abstract description 9
- JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 claims abstract description 5
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 claims abstract description 5
- 150000008104 phosphatidylethanolamines Chemical class 0.000 claims abstract description 5
- 229930003799 tocopherol Natural products 0.000 claims abstract description 3
- 239000011732 tocopherol Substances 0.000 claims abstract description 3
- 230000003078 antioxidant effect Effects 0.000 claims description 13
- 239000003963 antioxidant agent Substances 0.000 claims description 7
- 235000006708 antioxidants Nutrition 0.000 claims description 7
- 235000019149 tocopherols Nutrition 0.000 claims description 2
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 abstract description 3
- 235000013305 food Nutrition 0.000 abstract description 3
- 229910052740 iodine Inorganic materials 0.000 abstract description 3
- 239000011630 iodine Substances 0.000 abstract description 3
- 239000002537 cosmetic Substances 0.000 abstract description 2
- 239000008347 soybean phospholipid Substances 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 230000002459 sustained effect Effects 0.000 abstract 1
- 229960001295 tocopherol Drugs 0.000 abstract 1
- 235000010384 tocopherol Nutrition 0.000 abstract 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 abstract 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 7
- 239000000787 lecithin Substances 0.000 description 6
- 235000010445 lecithin Nutrition 0.000 description 6
- 229940067606 lecithin Drugs 0.000 description 5
- 239000004006 olive oil Substances 0.000 description 4
- 235000008390 olive oil Nutrition 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 3
- 238000002481 ethanol extraction Methods 0.000 description 3
- JQWAHKMIYCERGA-UHFFFAOYSA-N (2-nonanoyloxy-3-octadeca-9,12-dienoyloxypropoxy)-[2-(trimethylazaniumyl)ethyl]phosphinate Chemical class CCCCCCCCC(=O)OC(COP([O-])(=O)CC[N+](C)(C)C)COC(=O)CCCCCCCC=CCC=CCCCCC JQWAHKMIYCERGA-UHFFFAOYSA-N 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 229940083466 soybean lecithin Drugs 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 239000008344 egg yolk phospholipid Substances 0.000 description 1
- 229940068998 egg yolk phospholipid Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 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 description 1
- 238000000034 method Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
- A61K8/553—Phospholipids, e.g. lecithin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
- A61K2800/522—Antioxidants; Radical scavengers
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Molecular Biology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Biophysics (AREA)
- Dermatology (AREA)
- Edible Oils And Fats (AREA)
- Cosmetics (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は抗酸化剤に関し、より詳しくは食品用および化
粧料用の安全性の高い抗酸化剤に関する。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to an antioxidant, and more particularly to a highly safe antioxidant for food and cosmetics.
（従来の技術）
レシチンおよび水素添加レシチンに抗酸化作用があるこ
とは知られている（特開昭５９−２１９３９６．特開昭
６Ｏ−１３７３８）。 また、レシチンがビタミンＥ類
に対して保護効果を有し、ビタミンＥＭの酸化を抑制す
るという報告もある。(Prior Art) It is known that lecithin and hydrogenated lecithin have an antioxidant effect (Japanese Patent Application Laid-Open No. 59-219396, JP-A No. 6O-13738). There is also a report that lecithin has a protective effect on vitamin E and suppresses the oxidation of vitamin EM.
（発明が解決しようとする問題点）
しかし、本発明者らが検討した結果、レシチンの種類に
より、抗酸化作用が大きく異なることを見い出した。(Problems to be Solved by the Invention) However, as a result of studies conducted by the present inventors, it has been found that the antioxidant effect varies greatly depending on the type of lecithin.
（問題点を解決するための手段）
本発明者らは、このような事情にかんがみ、レシチンの
抗酸化作用について鋭意検討を重ねた結果、アルコール
抽出法により、フォスファチジルコリン（以下ＰＣ）と
フォスファチジルエタノールアミン（以下ＰＥ）を１：
１〜２０：１の比率で含有するよう調製した水素添加レ
シチンが最も強い抗酸化作用を持つことを見出し、本発
明を完成するに至った。(Means for Solving the Problems) In view of the above circumstances, the present inventors have conducted intensive studies on the antioxidant effect of lecithin, and have found that phosphatidylcholine (hereinafter referred to as PC) and Phosphatidylethanolamine (hereinafter referred to as PE) in 1:
It was discovered that hydrogenated lecithin prepared at a ratio of 1 to 20:1 has the strongest antioxidant effect, and the present invention was completed.
本発明で使用する水素添加大豆レシチンは常法により得
た大豆リン脂質をアルコールで抽出し、可溶画分を常法
により水素添加し、ヨウ素価を０〜５０に調製したもの
である。The hydrogenated soybean lecithin used in the present invention is obtained by extracting soybean phospholipids obtained by a conventional method with alcohol, and hydrogenating the soluble fraction by a conventional method to adjust the iodine value to 0 to 50.
以下に実施例を挙げて、本発明について更に詳細に説明
する。EXAMPLES The present invention will be explained in more detail with reference to Examples below.
実験例１゜
オリーブ油２０．０ｇに各種大豆レシチン０．２０ｇを
添加し、強制酸化法（ＡＯＭ）により過酸化物価（ＰＯ
Ｖ）が１００に達するのに要する時間を求めた。Experimental Example 1 0.20g of various soybean lecithins were added to 20.0g of olive oil, and the peroxide value (PO
The time required for V) to reach 100 was determined.
水素添加大豆レシチンは、常法により得た大豆レシチン
をエタノール抽出法により精製し、水素添加を行いヨウ
素価を５０程度に調製した。 なおエタノール抽出時の
エタノールの温度を変えることにより、ＰＣ，ＰＥの含
有比率を調製した。Hydrogenated soybean lecithin was obtained by refining soybean lecithin obtained by a conventional method using an ethanol extraction method, and then hydrogenating the soybean lecithin to adjust the iodine value to about 50. Note that the content ratio of PC and PE was adjusted by changing the temperature of ethanol during ethanol extraction.
エタノール抽出精製を行い、ＰＣ： ＰＥがｌ：３〜２
０：１に調製した水素添加大豆レシチンは、抽出精製を
行なわないものと比較して明らかに抗酸化力が強化され
ている。Perform ethanol extraction and purification, PC: PE l: 3-2
Hydrogenated soybean lecithin prepared at a ratio of 0:1 clearly has enhanced antioxidant power compared to that without extraction and purification.
実験例２
オリーブ油２０．０ｇに水素添加卵黄レシチン０．２０
ｇを添加し、実験例１と同様ＰＯｖが１００に達するの
に要する時間を求めた。Experimental example 2 Hydrogenated egg yolk lecithin 0.20 g in 20.0 g olive oil
g was added, and the time required for POv to reach 100 was determined in the same manner as in Experimental Example 1.
＊水素添加卵黄リン脂質
水素添加卵黄レシチンには、オリーブ油に対する抗酸化
作用は見られない。*Hydrogenated egg yolk phospholipid Hydrogenated egg yolk lecithin has no antioxidant effect on olive oil.
実験３
オリーブ油２０．０ｇを用いて、水素大豆添加レシチン
０．２ｇ ）コフェロール０．０２ｇを表３に示した
組合せのものを実験例１と同様に抗酸化力を評価する。Experiment 3 Using 20.0 g of olive oil, 0.2 g of hydrogenated soybean-added lecithin, and 0.02 g of copherol, the combinations shown in Table 3 were evaluated for antioxidant power in the same manner as in Experimental Example 1.
表３．抗酸化剤組成
表４．ＰＯＶが１００に達するのに要する時間実験例１
で最も有効であったＰＣ： ｐｃ＝ ３： １の系にト
コフェロール類を添加すると更に抗酸化作用の持続時間
が向上する。Table 3. Antioxidant composition table 4. Time required for POV to reach 100 Experimental example 1
When tocopherols were added to the system with PC: 3:1, which was the most effective, the duration of the antioxidant effect was further improved.
Claims (2)
ノールアミンを１：１〜２０：１の比率で含有する水素
添加大豆レシチンからなる抗酸化剤(1) Antioxidant consisting of hydrogenated soybean lecithin containing phosphatidylcholine and phosphatidylethanolamine in a ratio of 1:1 to 20:1
含有することを特徴とする特許請求範囲第１項記載の抗
酸化剤(2) The antioxidant according to claim 1, which contains tocopherols together with hydrogenated soybean lecithin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14651887A JPS63309585A (en) | 1987-06-11 | 1987-06-11 | Antioxidizing agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14651887A JPS63309585A (en) | 1987-06-11 | 1987-06-11 | Antioxidizing agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63309585A true JPS63309585A (en) | 1988-12-16 |
Family
ID=15409461
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14651887A Pending JPS63309585A (en) | 1987-06-11 | 1987-06-11 | Antioxidizing agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63309585A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2690343A1 (en) * | 1992-04-28 | 1993-10-29 | Inocosm Laboratoires | Compsn. with anti-radical and anti-lipo-peroxidising effect contg. polar lipid - for use in cosmetics, dietetics, food industry and pharmacology |
| JPH08173035A (en) * | 1994-12-22 | 1996-07-09 | Kao Corp | Stabilized tocopherol-containing oil and fat composition |
| JP2016079179A (en) * | 2014-10-17 | 2016-05-16 | 御木本製薬株式会社 | Emulsion composition |
| JP2017500429A (en) * | 2013-10-24 | 2017-01-05 | ポラリス | Antioxidant composition for oxidative stabilization of marine oil, animal oil or vegetable oil |
-
1987
- 1987-06-11 JP JP14651887A patent/JPS63309585A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2690343A1 (en) * | 1992-04-28 | 1993-10-29 | Inocosm Laboratoires | Compsn. with anti-radical and anti-lipo-peroxidising effect contg. polar lipid - for use in cosmetics, dietetics, food industry and pharmacology |
| JPH08173035A (en) * | 1994-12-22 | 1996-07-09 | Kao Corp | Stabilized tocopherol-containing oil and fat composition |
| JP2017500429A (en) * | 2013-10-24 | 2017-01-05 | ポラリス | Antioxidant composition for oxidative stabilization of marine oil, animal oil or vegetable oil |
| JP2016079179A (en) * | 2014-10-17 | 2016-05-16 | 御木本製薬株式会社 | Emulsion composition |
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