JPH0356585A - Antioxidant - Google Patents
AntioxidantInfo
- Publication number
- JPH0356585A JPH0356585A JP1191261A JP19126189A JPH0356585A JP H0356585 A JPH0356585 A JP H0356585A JP 1191261 A JP1191261 A JP 1191261A JP 19126189 A JP19126189 A JP 19126189A JP H0356585 A JPH0356585 A JP H0356585A
- Authority
- JP
- Japan
- Prior art keywords
- family
- belongs
- belonging
- plant
- antioxidant
- 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
- 230000003078 antioxidant effect Effects 0.000 title claims abstract description 29
- 239000003963 antioxidant agent Substances 0.000 title claims abstract description 24
- 239000000284 extract Substances 0.000 claims abstract description 31
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000002904 solvent Substances 0.000 claims abstract description 21
- 241000196324 Embryophyta Species 0.000 claims abstract description 15
- 244000078534 Vaccinium myrtillus Species 0.000 claims abstract description 11
- 240000004784 Cymbopogon citratus Species 0.000 claims abstract description 7
- 235000017897 Cymbopogon citratus Nutrition 0.000 claims abstract description 7
- 235000006576 Althaea officinalis Nutrition 0.000 claims abstract description 6
- 241000209524 Araceae Species 0.000 claims abstract description 6
- 235000007689 Borago officinalis Nutrition 0.000 claims abstract description 6
- 235000005881 Calendula officinalis Nutrition 0.000 claims abstract description 6
- 244000308760 Helichrysum petiolatum Species 0.000 claims abstract description 6
- 244000208060 Lawsonia inermis Species 0.000 claims abstract description 6
- 235000013939 Malva Nutrition 0.000 claims abstract description 6
- 240000000982 Malva neglecta Species 0.000 claims abstract description 6
- 235000000060 Malva neglecta Nutrition 0.000 claims abstract description 6
- 240000002299 Symphytum officinale Species 0.000 claims abstract description 6
- 235000005865 Symphytum officinale Nutrition 0.000 claims abstract description 6
- 235000003095 Vaccinium corymbosum Nutrition 0.000 claims abstract description 6
- 235000017537 Vaccinium myrtillus Nutrition 0.000 claims abstract description 6
- 241001073567 Verbenaceae Species 0.000 claims abstract description 6
- 235000021014 blueberries Nutrition 0.000 claims abstract description 6
- 235000001035 marshmallow Nutrition 0.000 claims abstract description 6
- 241000208838 Asteraceae Species 0.000 claims abstract description 5
- 241000208421 Ericaceae Species 0.000 claims abstract description 5
- 241000220222 Rosaceae Species 0.000 claims abstract description 5
- 235000017848 Rubus fruticosus Nutrition 0.000 claims abstract description 5
- 235000021029 blackberry Nutrition 0.000 claims abstract description 5
- 244000307697 Agrimonia eupatoria Species 0.000 claims abstract description 4
- 244000208874 Althaea officinalis Species 0.000 claims abstract description 4
- 240000003538 Chamaemelum nobile Species 0.000 claims abstract description 4
- 235000007866 Chamaemelum nobile Nutrition 0.000 claims abstract description 4
- 241000219071 Malvaceae Species 0.000 claims abstract description 4
- 235000007232 Matricaria chamomilla Nutrition 0.000 claims abstract description 4
- 235000002901 Mentha sylvestris Nutrition 0.000 claims abstract description 4
- 240000007508 Monarda fistulosa Species 0.000 claims abstract description 4
- 235000010669 Monarda fistulosa Nutrition 0.000 claims abstract description 4
- 235000002439 Monarda punctata Nutrition 0.000 claims abstract description 4
- 235000010679 Nepeta cataria Nutrition 0.000 claims abstract description 4
- 241000209504 Poaceae Species 0.000 claims abstract description 4
- 235000004789 Rosa xanthina Nutrition 0.000 claims abstract description 4
- 240000007651 Rubus glaucus Species 0.000 claims abstract description 4
- 235000011034 Rubus glaucus Nutrition 0.000 claims abstract description 4
- 235000009122 Rubus idaeus Nutrition 0.000 claims abstract description 4
- 235000000125 common agrimony Nutrition 0.000 claims abstract description 4
- ZDKZHVNKFOXMND-UHFFFAOYSA-N epinepetalactone Chemical compound O=C1OC=C(C)C2C1C(C)CC2 ZDKZHVNKFOXMND-UHFFFAOYSA-N 0.000 claims abstract description 4
- 241000219991 Lythraceae Species 0.000 claims abstract description 3
- 241001093501 Rutaceae Species 0.000 claims abstract 3
- 239000004480 active ingredient Substances 0.000 claims abstract 3
- 240000009215 Nepeta cataria Species 0.000 claims abstract 2
- 240000000785 Tagetes erecta Species 0.000 claims abstract 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 38
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 21
- 239000001569 carbon dioxide Substances 0.000 claims description 19
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 19
- 239000007788 liquid Substances 0.000 claims description 10
- 235000014749 Mentha crispa Nutrition 0.000 claims description 8
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 claims description 8
- 235000003261 Artemisia vulgaris Nutrition 0.000 claims description 6
- 235000004357 Mentha x piperita Nutrition 0.000 claims description 6
- 235000003092 Artemisia dracunculus Nutrition 0.000 claims description 5
- 240000001851 Artemisia dracunculus Species 0.000 claims description 5
- 240000004355 Borago officinalis Species 0.000 claims description 5
- 235000008495 Chrysanthemum leucanthemum Nutrition 0.000 claims description 5
- 244000035851 Chrysanthemum leucanthemum Species 0.000 claims description 5
- 235000016623 Fragaria vesca Nutrition 0.000 claims description 5
- 235000011363 Fragaria x ananassa Nutrition 0.000 claims description 5
- 235000010654 Melissa officinalis Nutrition 0.000 claims description 5
- 244000062730 Melissa officinalis Species 0.000 claims description 5
- 244000246386 Mentha pulegium Species 0.000 claims description 5
- 235000016257 Mentha pulegium Nutrition 0.000 claims description 5
- 235000001050 hortel pimenta Nutrition 0.000 claims description 5
- 235000010650 Hyssopus officinalis Nutrition 0.000 claims description 4
- 240000006891 Artemisia vulgaris Species 0.000 claims description 3
- 240000009088 Fragaria x ananassa Species 0.000 claims description 3
- 241000220317 Rosa Species 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 235000015700 Artemisia abrotanum Nutrition 0.000 claims description 2
- 244000249062 Artemisia abrotanum Species 0.000 claims description 2
- 244000078639 Mentha spicata Species 0.000 claims description 2
- 240000006054 Agastache cana Species 0.000 claims 1
- 241000201290 Bellardia viscosa Species 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 6
- 235000013305 food Nutrition 0.000 abstract description 5
- 241000201295 Euphrasia Species 0.000 abstract description 4
- 241000207923 Lamiaceae Species 0.000 abstract description 4
- 235000017927 Pelargonium graveolens Nutrition 0.000 abstract description 2
- 244000270673 Pelargonium graveolens Species 0.000 abstract description 2
- 235000007212 Verbena X moechina Moldenke Nutrition 0.000 abstract description 2
- 240000001519 Verbena officinalis Species 0.000 abstract description 2
- 235000001594 Verbena polystachya Kunth Nutrition 0.000 abstract description 2
- 235000007200 Verbena x perriana Moldenke Nutrition 0.000 abstract description 2
- 235000002270 Verbena x stuprosa Moldenke Nutrition 0.000 abstract description 2
- 241001072256 Boraginaceae Species 0.000 abstract 3
- 244000205574 Acorus calamus Species 0.000 abstract 1
- 235000011996 Calamus deerratus Nutrition 0.000 abstract 1
- 241000208150 Geraniaceae Species 0.000 abstract 1
- 235000010676 Ocimum basilicum Nutrition 0.000 abstract 1
- 240000007926 Ocimum gratissimum Species 0.000 abstract 1
- 244000063464 Vitex agnus-castus Species 0.000 abstract 1
- 235000009347 chasteberry 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 description 26
- 235000006708 antioxidants Nutrition 0.000 description 19
- 238000000605 extraction Methods 0.000 description 18
- 229940087168 alpha tocopherol Drugs 0.000 description 14
- 229960000984 tocofersolan Drugs 0.000 description 14
- 239000002076 α-tocopherol Substances 0.000 description 14
- 235000004835 α-tocopherol Nutrition 0.000 description 13
- 230000000694 effects Effects 0.000 description 12
- 239000002994 raw material Substances 0.000 description 12
- 238000000034 method Methods 0.000 description 9
- 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 8
- 244000024873 Mentha crispa Species 0.000 description 6
- 240000001432 Calendula officinalis Species 0.000 description 5
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 4
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 4
- 235000020778 linoleic acid Nutrition 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 241001307241 Althaea Species 0.000 description 3
- 235000003826 Artemisia Nutrition 0.000 description 3
- 240000001812 Hyssopus officinalis Species 0.000 description 3
- 241001529733 Nepeta Species 0.000 description 3
- 244000030166 artemisia Species 0.000 description 3
- 235000009052 artemisia Nutrition 0.000 description 3
- 235000013399 edible fruits Nutrition 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 241000207199 Citrus Species 0.000 description 2
- 244000307700 Fragaria vesca Species 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 235000020971 citrus fruits Nutrition 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 239000001220 mentha spicata Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- AJBZENLMTKDAEK-UHFFFAOYSA-N 3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-4,9-diol Chemical compound CC12CCC(O)C(C)(C)C1CCC(C1(C)CC3O)(C)C2CCC1C1C3(C)CCC1C(=C)C AJBZENLMTKDAEK-UHFFFAOYSA-N 0.000 description 1
- 235000006578 Althaea Nutrition 0.000 description 1
- 241000722877 Borago Species 0.000 description 1
- 235000003880 Calendula Nutrition 0.000 description 1
- 241001110062 Euphrasia officinalis Species 0.000 description 1
- 241000234435 Lilium Species 0.000 description 1
- 241000245240 Lonicera Species 0.000 description 1
- 241001570521 Lonicera periclymenum Species 0.000 description 1
- 241001479543 Mentha x piperita Species 0.000 description 1
- 241001520478 Phlogis Species 0.000 description 1
- 235000011449 Rosa Nutrition 0.000 description 1
- 241001092459 Rubus Species 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- SOIFLUNRINLCBN-UHFFFAOYSA-N ammonium thiocyanate Chemical compound [NH4+].[S-]C#N SOIFLUNRINLCBN-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000010420 art technique Methods 0.000 description 1
- 235000021028 berry Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 229960002089 ferrous chloride Drugs 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000001771 mentha piperita Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
Landscapes
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- General Preparation And Processing Of Foods (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、油脂や食品等の酸化防止に用いられる抗酸化
剤に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an antioxidant used for preventing oxidation of oils, fats, foods, etc.
従来、油脂や食品の酸化防止に用いられる抗酸化剤とし
ては、植物戒分から得られるα一トコフェロールや合威
品の２．６−ジーｔ−ブチルーｐークレゾール（Ｂ｝ｉ
Ｔ）等が一般によく知られている。Conventionally, antioxidants used to prevent the oxidation of fats and oils and foods include α-tocopherol obtained from plant compounds and 2,6-di-t-butyl-p-cresol (B}i
T) etc. are generally well known.
現在使われているα一トコフエロールは抗酸化力が弱く
、また合戒品のＢＨＴは毒性の面で問題となっている．
本発明は現在使用されているα−トコフェロールと同等
あるいはそれ以上の抗酸化力を有する天然物質の抗酸化
剤を提供するものである．
〔課題を解決するための手段〕
本発明者等は、各種植物の有機溶媒抽出物に着目し、そ
の抗酸化力について鋭意研究を重ねていたところ、種々
の植物抽出物に強い抗酸化活性を見つけ本発明を完戒す
るに至った。Currently used α-tocopherol has weak antioxidant power, and BHT, which is a commercially available product, is problematic in terms of toxicity.
The present invention provides a natural antioxidant having an antioxidant power equivalent to or greater than that of the currently used α-tocopherol. [Means for Solving the Problems] The present inventors focused on organic solvent extracts of various plants and conducted intensive research on their antioxidant power, and found that various plant extracts have strong antioxidant activity. This led me to completely abandon the invention.
すなわち、本発明はバラ科の植物に属するアグリモニー
、ブラックベリー、ラスプベリー、バラ、イチゴ、キク
科の植物に属するカモマイル、ヘリクリサム、マリーゴ
ールド、マグオート、サザンウソド、タンジー、タラゴ
ン、ヨモギ、シソ科の植物に属するバージル、キャトニ
プ、ホースミント、ヒソγブ、レモンバーム、スペア壽
ント、ペパーミント、ツツジ科の植物に属するブルーベ
リー、ムラサキ科の植物に属するボリジ、コンフリー、
サトイモ科の植物に属するガラマス、ゴマノハグサ科の
植物に属するアイブライト、スイカズラ科の植物に属す
るエルダー、ミソハギ科の植物に属するヘンナ、イネ科
の植物に属するレモングラス、アオイ科の植物に属する
マルバ、マシュマロ、ξカン科の植物に属するオレンジ
、フウロソウ科の植物に属するローステラニウム、クマ
ツヅラ科の植物に属するヴェルヴァナ、ハマゴウからな
る群から選ばれた少なくとも１種の植物体の溶剤抽出物
を有効成分として含有する抗酸化剤である．
本発明の抗酸化剤は、上記の植物の葉，花，実あるいは
植物体の全草を用いて溶剤により抽出される．この際に
使用される溶剤は、酢酸エチル、メタノール、クロロホ
ルム−メタノール混合物などの有機溶媒、あるいは液体
二酸化炭素、超臨界二酸化炭素などであることが好まし
い。That is, the present invention applies to agrimony, blackberry, raspberry, rose, strawberry, which belongs to the Rosaceae family, chamomile, helichrysum, marigold, maguoto, southern lily, tansy, tarragon, mugwort, which belongs to the Asteraceae family, and a plant of the Lamiaceae family. Virgil, catnip, horsemint, hiso-gamma, lemon balm, spearmint, peppermint, blueberry, which belongs to the Ericaceae family, borage, comfrey, which belongs to the Ericaceae family,
Galamus, which belongs to the Araceae family, Eyebright, which belongs to the Locustaceae family, Elder, which belongs to the Lonicera family, Henna, which belongs to the Lythraceae family, Lemongrass, which belongs to the Poaceae family, Malva, which belongs to the Malvaceae family, Uses a solvent extract of at least one plant selected from the group consisting of marshmallow, orange belonging to the ξ Citrus family, rosterranium belonging to the Verbenaceae family, vervana belonging to the Verbenaceae family, and Hamago. It is an antioxidant contained as an ingredient. The antioxidant of the present invention is extracted with a solvent using leaves, flowers, fruits, or whole plants of the above plants. The solvent used at this time is preferably an organic solvent such as ethyl acetate, methanol, or a chloroform-methanol mixture, or liquid carbon dioxide or supercritical carbon dioxide.
このような溶剤を用いて抽出するに当っては、植物体を
必要に応じて粉砕したのち溶剤中に浸漬し、冷却または
加温条件下で抽出を行なったのち抽出液のみを分離し、
溶剤を蒸発除去して抽出物を回収する方法を用いること
ができる。When extracting using such a solvent, the plant body is crushed as necessary, immersed in the solvent, extracted under cooling or heating conditions, and then only the extract is separated.
A method of recovering the extract by evaporating the solvent can be used.
本発明の抗酸化剤は、そのまま、あるいは適宜の溶剤に
溶解し、油脂や食品等に混合しまたは溶解して共存させ
ることにより、酸化変賞め発生を防止することができる
．
〔実施例１〕
バラ科の植物に属するアグリモニー（Ａｇｒｉ＊ｏｎｉ
ａｅｕｐａｔｒｉａ） 、ブランクベリー（Ｒｕｂｕｓ
ｆｒｕｉｔｉｃｏｓｕｓ）、ラスプベリー（Ｒｕｂｕ
ｓ ｉｄａｅｕｓ） 、ストローベリー（Ｆｒａｇａｒ
ｉａ ｖｅｓｃａ）葉、バラ（Ｒｏｓａ ｓｐｐ．）の
花及び実の乾燥品をコーヒーミルで粉砕し抽出用原料と
した。The antioxidant of the present invention can prevent the occurrence of oxidative deterioration by being used as it is or by dissolving it in an appropriate solvent and mixing or dissolving it in oils, fats, foods, etc., or allowing them to coexist. [Example 1] Agri*oni belonging to the Rosaceae plant
aeupatria), blank berry (Rubus
fruiticosus), raspberry (Rubu
s idaeus), strawberry (Fragar
ia vesca) leaves, dried flowers and fruits of Rosa spp. were ground in a coffee mill and used as raw materials for extraction.
前記原料各々について１００ｇづつを５１の容器に入れ
、これに酢酸エチル、メタノール、またはクロロホルム
−メタノール（１：１，ｖ／ｖ）２ｌを加えて、それぞ
れ２日間５℃で抽出を行った。100 g of each of the above raw materials was placed in a 51 container, 2 liters of ethyl acetate, methanol, or chloroform-methanol (1:1, v/v) was added thereto, and extraction was performed at 5° C. for 2 days.
次いで、抽出溶液をろ過し、ろ液を減圧濃縮し、溶剤を
除去してそれぞれの抽出物を得た．また、前記原料各々
について１００ｇづつを液体二酸化炭素抽出装置の容器
に入れ、１ｋＪｒの液体二酸化炭素を加えて、１５℃で
５１ｋｇ／一の条件で１．５時間抽出を行ったのち、Ｏ
℃で二酸化炭素を蒸発分離し、それぞれ抽出物を得た．
さらに、前記原料各々１００ｇづつを液体二酸化炭素抽
出装置に入れ、液体二酸化炭素１ｋｇを加えて、５０℃
２５０ｋｇ／一の二酸化炭素が超臨界となる条件のもと
で４時間抽出を行ったのち、３０℃で二酸化炭素を蒸発
分離し、それぞれ抽出物を得た。それぞれの収量を表１
に示す．
次に、上記各々の抽出物の抗酸化力を調べるために、上
記抽出物の少量をｌＯ■／一となるように、クロロホロ
ムーメタノール（１：１．ν／Ｖ ）に溶解させ、被験
試料とした．抗酸化力の試験は以下のように行った。す
なわち、２５−の共栓付き試験管にリノール酸５０ｑｒ
、エタノール４＋ｄ、０． ０ ５ Ｍリン酸バッファ
一（ｐＨ６．８） ６ａｄ、及び被験試料を０．１ｉｄ
（抽出物１■相当）または０．０１−（抽出物０．１■
相当）を加え、これを空気雰囲気中で密閉して４０℃の
恒温槽中に入れ、２週間後にリノール酸の酸化程度を調
べた。また、リノール酸に何も加えていないものを対照
として、α一トコフェロールまたは、ＢＩＴを同様に１
■あるいは０． １■加えたものを比較例とした。リノ
ール酸の酸化程度を調べるために、上記リノール酸溶液
を０． １一取り、７５％エタノール溶液４−、３０％
チオシアン酸アンモニウム水溶液０．１−および、２Ｘ
１０−”Ｍ塩化第１鉄の３．５％塩酸溶液０．１ ｄを
加え、３分後に５００ｎｍの吸光度を測定した。その結
果を表２に抗酸化力の活性として示す。表より、いづれ
の抽出物も従来抗酸化剤として用いられているα一トコ
フェロールを上回り、ＢＩＴに匹敵する活性を示すこと
がわかる。Next, the extract solution was filtered, the filtrate was concentrated under reduced pressure, and the solvent was removed to obtain each extract. In addition, 100 g of each of the above raw materials was placed in a container of a liquid carbon dioxide extractor, 1 kJr of liquid carbon dioxide was added, and extraction was performed at 15°C for 1.5 hours at a rate of 51 kg/1.
Carbon dioxide was separated by evaporation at ℃ to obtain extracts.
Furthermore, 100 g of each of the above raw materials were put into a liquid carbon dioxide extraction device, 1 kg of liquid carbon dioxide was added, and the mixture was heated to 50°C.
After extraction was performed for 4 hours under conditions in which 250 kg/1 of carbon dioxide became supercritical, carbon dioxide was evaporated and separated at 30° C. to obtain extracts. Table 1 shows the yield of each
It is shown in Next, in order to examine the antioxidant power of each of the above extracts, a small amount of the above extracts was dissolved in chloroform methanol (1:1.ν/V) at a ratio of 1O/1, and the It was used as a sample. The antioxidant power test was conducted as follows. That is, 50 qr of linoleic acid was placed in a 25-mm test tube with a stopper.
, ethanol 4+d, 0. 0.5M phosphate buffer (pH 6.8) 6ad, and test sample 0.1id
(equivalent to 1■ extract) or 0.01-(equivalent to 0.1■ extract
This was sealed in an air atmosphere and placed in a constant temperature bath at 40°C, and after two weeks, the degree of linoleic acid oxidation was examined. In addition, as a control, linoleic acid to which nothing was added, α-tocopherol or BIT was added in the same way.
■Or 0. 1) was added as a comparative example. In order to examine the degree of oxidation of linoleic acid, the above linoleic acid solution was mixed with 0. 1. 75% ethanol solution 4.30%
Ammonium thiocyanate aqueous solution 0.1- and 2X
0.1 d of a 3.5% hydrochloric acid solution of 10-''M ferrous chloride was added, and after 3 minutes, the absorbance at 500 nm was measured.The results are shown in Table 2 as the antioxidant activity. It can be seen that the extract of BIT also exhibits an activity that exceeds that of α-tocopherol, which has been conventionally used as an antioxidant, and is comparable to that of BIT.
表
１
抽出溶剤”Ｉ ｎ ＩＩＩ ＩＶ Ｖ
植物名 収量（ｇ． １００ｇ ｄｒｙ当た
り）アグリモニー
ブラックベリー
ラスプベリー
バラ（花）
（実）
ストローベリー
２．９
３．０
３．２
８．３
５．３
６．５
１７，９
１６．２
ｌ８．５
２０．５
１２．４
２１．２
４．６
５．６
６．２
ｌ７．３
８．６
１２．３
０．９
０．９
１．０
２．５
１．６
２．０
１．５
１，６
１．７
４．２
２．７
３．２
本１．酢酸エチル；■，メタノール；■，クロロホルム
−メタノール；■．液体二酸化炭素；ｖ．超臨界二酸化
炭素
表
２
植物名
抽出？容削０
ｔｎｍｒｖｖ
１ ｆｆ．１ １ ０．１ １ ０．１
１ ０．１ １ ０．１活 性８“
アグリモニ−００
ブラックベリーｑ９
ラスブベリ−■の
バラ０
（力
ストローベリーｑ０
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋÷＋＋
＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋十＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋
＋＋ 十＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋÷＋＋ ＋＋＋
＋＋ ＋＋＋
＋＋ ＋＋＋
＋＋ ＋＋＋
＋＋ ＋＋＋
＋十＋＋＋
α一トコフェロール
＋−＋−＋−＋
＋
ＢＩＴ
＋十＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋コン
トロール
率表１に同じ． ＃５ ０ ０ｎｍのＯＤが０．３５以
下を＋＋＋，０．３５以上０．５未満を＋＋． ０．
５以上１６０未満を＋，１．０以上を一と表示する。Table 1 Extraction solvent “I n III IV V
Plant name Yield (g. per 100g dry) Agrimony Blackberry Raspberry Rose (Flowers) (Fruit) Strawberry 2.9 3.0 3.2 8.3 5.3 6.5 17,9 16.2 l8. 5 20.5 12.4 21.2 4.6 5.6 6.2 l7.3 8.6 12.3 0.9 0.9 1.0 2.5 1.6 2.0 1.5 1 ,6 1.7 4.2 2.7 3.2 Book 1. Ethyl acetate; ■; Methanol; ■; Chloroform-methanol; ■. liquid carbon dioxide; v. Supercritical carbon dioxide table 2 Plant name extraction? Cutting 0 tnmrvv 1 ff. 1 1 0.1 1 0.1
1 0.1 1 0.1 Activity 8 "Agrimony-00 Blackberry q9 Rusbuberry-■ Rose 0 (Strawberry q0 +++ + +++ ++++ +++ ++++ ++÷+++
＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋10＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋
＋＋ 10＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋÷＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋10＋＋＋ α-Tocopherol＋−＋−＋−＋ ＋BIT ＋10＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
+++ + +++ +++ +++ +++ Same as control rate table 1. #5 00nm OD is 0.35 or less +++, 0.35 or more and less than 0.5 is ++. 0.
5 or more and less than 160 is displayed as +, and 1.0 or more is displayed as 1.
〔実施例２〕
キク科の植物に属するカマモイル（Ａｎｔｈｅ＋ａｉｓ
ｎｏｂｌｅ）、ヘリクリサム（Ｈｅｌｉｃｈｒｙｓｕ＋
ｓ）、マリーゴールド（Ｃａｌｅｎｄｕｌａ ｏｆｆｉ
ｃｉｎａｌｉｓ）の花、マグオー｝ （Ａｒｔｅｍｉｓ
ｉａ ｖｕｌｇａｒｉｓ） 、サザンウンド（Ａｒｔｅ
ｍｉｓｉａ ａｂｒｏｔａｎｕｓ ） 、タラゴン（Ａ
ｒｔｅｍｆｓｉａ ｄｒａｃｕｎｃｕｌｕａ）、ヨモギ
（Ａｒｔｅｗｉｓｉａ）の葉、タンジー（Ｃｈｒｙｓａ
ｎｔｈｅｍｕｍ ｖｕｌｇａｒｅ）の葉及び花の乾燥品
をコーヒーξルで粉砕し抽出用原料とした。[Example 2] Camamoil (Anthe+ais) belonging to the Asteraceae family
Noble), Helichrysum (Helichrysu+
s), marigold (Calendula offi)
cinalis) flower, Magoo} (Artemis)
ia vulgaris), Southernound (Arte
misia abrotanus), tarragon (A
rtemfsia dracunculua), artemisia (Artewisia) leaves, tansy (Chrysa)
Dried leaves and flowers of Nthemum vulgare were ground with a coffee grinder and used as raw materials for extraction.
前記原料各々について、実施例１と全く同様の方法を用
いて、それぞれ抽出物を得た．それぞれの収量を表３に
示す．
次に、上記各々の抽出物の抗酸化力の活性を、実施例１
と全く同様の方法を用いて評価した。その結果を表４に
示す．表より、いつれの抽出物も従来抗酸化剤として用
いられているα一トコフェロールを上回り、ＢＩＴに匹
敵する活性を示すことがわかる．
表
３
植物名
抽出溶剤１
■ ■ ■ ■ Ｖ
収量（ｇ， １００ｇ ｄｒｙ当たり）カモマイル（花
）
ヘリクリサム（花）
マリーゴールド（花）
マグオート（葉）
サザンウッド（葉）
タラゴン（葉）
ヨモギ（葉）
タンジー（葉及び花）
１７．Ｏ
ｌ２．１
１５．１
１１，７
１０．２
１９，９
２０，６
１１．５
１４．４
８．９
１６．ｌ
６．０
５．２
１２， １
１１．８
８．４
＊Ｉ．酢酸エチル：■，メタノール；■，クロロホルム
−メタノール；■．液体二酸化炭素；■，超臨界二酸化
炭素
表 ４
抽出溶剤１
植物名
カマモイルａＤ
ヘリクリサムｑＤ
マリーゴールドｑの
マグオートＧ０
サザンウンドａの
タラゴンｑＤ
ヨモギ■
タンジー■騒状Ｎり
α一トコフェロール
ＢＨＴ
コントロール
ｘｎｍｒｖｖ
１ ０．１ １ ０．１ １ ０．１ １ ０，
１ １ ０．１活 性“１
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋ ＋＋＋＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ÷＋
＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋÷＋＋ ＋＋＋
＋＋＋ ＋＋ ＋＋＋＋＋十 辛＋＋ ＋＋＋
＋＋＋ 十＋＋ ＋＋＋ ＋＋＋ ＋＋
十十＋＋＋＋ ｍ ＋＋十 千＋＋ ＋＋＋
＋ｎ ＋＋＋ ÷＋ 十＋十＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋ ＋Ｕ ＋＋ ＋＋
十＋−＋−＋−＋−＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋十＋＋＋ ÷＋＋傘表３に同
じ．＊＊５００ｎｍのｏＤが０．３５以下を＋＋＋．０
．３５以上０．５未満を＋＋． ０．５以上１．０未
満を＋，１．０以上を−と表示する。Extracts were obtained for each of the raw materials using the same method as in Example 1. The yield of each is shown in Table 3. Next, the antioxidant activity of each of the above extracts was measured in Example 1.
It was evaluated using exactly the same method. The results are shown in Table 4. From the table, it can be seen that all of the extracts exhibit activity superior to α-tocopherol, which is conventionally used as an antioxidant, and comparable to BIT. Table 3 Botanical name Extraction solvent 1 ■ ■ ■ ■ V Yield (g, per 100g dry) Chamomile (flower) Helichrysum (flower) Marigold (flower) Magaut (leaf) Southernwood (leaf) Tarragon (leaf) Mugwort (leaf) Tansy (leaves and flowers) 17. O l2.1 15.1 11,7 10.2 19,9 20,6 11.5 14.4 8.9 16. l 6.0 5.2 12, 1 11.8 8.4 *I. Ethyl acetate: ■, Methanol; ■, Chloroform-methanol; ■. Liquid carbon dioxide; ■, Supercritical carbon dioxide Table 4 Extraction solvent 1 Botanical name Camamoyle aD Helichrysum qD Marigold q's Magauto G0 Southernound a's Tarragon qD Artemisia ■ Tansy ■ Nuri-alpha-tocopherol BHT Control xnmrvv 1 0.1 1 0.1 1 0.1 1 0,
1 1 0.1 activity “1 +++ +++ ++++ +++ +++ ++++
＋＋ ＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋ ＋＋＋＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ÷＋
＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋÷＋＋ ＋＋＋
＋＋＋ ＋＋ ＋＋＋＋＋10 Spicy ＋＋＋＋
+++ 10++ +++ + +++ ++
Ten + + + + m + + ten thousand + + + +
+n +++ ÷+ ten+ten+++ +++
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋ ＋U ＋＋ ＋＋
10＋−＋−＋−＋−＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋10＋＋＋ ÷＋＋Umbrella Same as Table 3. **oD at 500nm is 0.35 or less +++. 0
．． 35 or more and less than 0.5 ++. 0.5 or more and less than 1.0 is displayed as +, and 1.0 or more is displayed as -.
〔実施例３〕
シソ科の植物に属するバージル（Ｏｃｉｍｍｕｓ ｂａ
ｓｉ１ｉｃｕｍ）、キャトニップ（Ｎｅｐｅｔａ ｃａ
ｒｔａｎｉａ）、ホースξント、ヒソソブ（Ｈｙｓｓｏ
ｐｕｓ ｏｆｆｉｃｉｎａｌｉｓ）、レモンバーム（Ｍ
ｅｌｉｓｓａ ｏｆｆｉｃｉｎａｌｉｓ）、スペアミン
ト（Ｍｅｎｔｈａ ｓｐｉｃａｔａ） 、ペパーミント
（Ｍｅｎｔｈａｐｉｐｅｒｉｔａ）の葉の乾燥品をコー
ヒーミルで粉砕し、抽出用原料とした。[Example 3] Ocimmus ba belonging to the Lamiaceae family
silicum), catnip (Nepeta ca.
rtania), Hose ξnt, Hysso
pus officinalis), lemon balm (M
Dried leaves of Spearmint (Mentha spicata), Spearmint (Mentha spicata), and Peppermint (Menthapiperita) were ground in a coffee mill and used as raw materials for extraction.
前記原料各々について、実施例ｌと全く同様の方法を用
いて、それぞれ抽出物を得た。それぞれの収量を表５に
示す。Extracts were obtained for each of the raw materials using the same method as in Example 1. The respective yields are shown in Table 5.
次に、上記各々の抽出物の抗酸化力の活性を、実施例ｌ
と全く同様の方法を用いて評価した。その結果を表６に
示す。表より、いづれの抽出物も従来抗酸化剤として用
いられているα一トコフェロールを上回り、ＢＨＴに匹
敵する活性を示すことがわかる．
表
５
植物名
抽出溶剤１
ｒｒｉｍｒｖｖ
収ＭＣＩｔ． １００ｇ ｄｒｙ当たり）バージル（葉
）
キャトニンプＣ葉）
ホースミント（葉）
ヒソップ（葉）
レモンバーム（葉）
スペアミント（葉）
ペパー壽ント（葉）
１６．６
ｌ８．３
１２．８
１４．３
１５．２
２３．７
１９．８
”Ｌ酢酸エチル；■，メタノール：■，クロロホルム−
メタノール；■，液体二酸化炭素ｉ Ｖ，超臨界二酸化
炭素
表
６
植物名
抽出溶剤“
Ｉ１１Ｉ［［ＩＶＶ
１ ０．１ １ ０．１ １ ０．１ １
０．１ １ ０．１活 性一
バージル０９
キャトニソブ■
ホースξント０９
ヒソップ■
レモンバーム０○
スペアミント■
ペパーミント０の
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ 十÷＋＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋＋
＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋
＋＋＋ ＋＋＋
＋＋ ＋＋＋
÷÷＋＋＋
＋＋ ＋＋＋
＋＋ ＋＋＋
＋＋ ＋＋十
＋＋ ＋＋＋
α一トコフェロール
＋−＋−＋−＋
＋
ＢＨＴ
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋十＋＋＋傘表５に
同じ。ｗ５００ｒｍのＯＤが０，３５以下を＋＋＋，０
．３５以上０．５未満を＋＋．０．５以上１．０未満を
＋，１．０以上を−と表示する．〔実施例４〕
ツツジ科の植物に属するブルベリー（Ｖａｃｃｉｎｉｕ
ｍａｙｒｔｙｉｌｌｕｓ）の葉、ムラサキ科の植物に属
するボリジ（Ｂｏｒａｇｏ ｏｆｆｉｃｉｎａｌｉｓ）
の花、コンフリー（Ｓｙｍｐｈｙｔｕｓ ｏｆｆｉｃｉ
ｎａｌｅ）の根、サトイモ科の植物に属するガラマス（
Ａｃｏｒｓ ｃａｌａａｉｕｓ）の根、ゴマノハグサ科
の植物に属するアイブライト（Ｅｕｐｈｒａｓｉａｏｆ
ｆｉｃｉｎａｌｉｓ）の葉、スイカズラの植物に属する
エルダー（Ｓａｓｂｕｃｕｓ ｎｉｇｒａ）の花、逅ソ
ハギ科の植物に属するヘンナ（Ｌｏｗｓｏｎｉａ ｉｎ
ｅｒｍｉｓ）の葉、イネ科の植物に属するレモングラス
（Ｃｙｍｂｏｐｏｇｏｎｃｉｔｒａｔｕｓ）の葉の乾燥
品をコーヒーミルで粉砕し抽出用原料とした。Next, the antioxidant activity of each of the above extracts was determined in Example 1.
It was evaluated using exactly the same method. The results are shown in Table 6. From the table, it can be seen that all the extracts exhibit activity superior to α-tocopherol, which is conventionally used as an antioxidant, and comparable to BHT. Table 5 Botanical name Extraction solvent 1 rrimrvv Yield MCIt. per 100g dry) Virgil (leaves) Catnymph C leaves) Horsemint (leaves) Hyssop (leaves) Lemon balm (leaves) Spearmint (leaves) Peppermint (leaves) 16.6 l8.3 12.8 14.3 15.2 23.7 19.8 “L Ethyl acetate;■, Methanol:■, Chloroform-
Methanol; ■, liquid carbon dioxide i V, supercritical carbon dioxide Table 6 Botanical name Extraction solvent “I11I[[IVV 1 0.1 1 0.1 1 0.1 1
0.1 1 0.1 active Virgil 09 Catonisob ■ Hose ξnt 09 Hyssop ■ Lemon balm 0○ Spearmint ■ Peppermint 0 +++ +++ + +++ +++ +++
＋＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ Ten÷＋＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋＋
＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋
＋＋＋ ＋＋＋ ＋＋ ＋＋＋ ÷÷＋＋＋ ＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋＋ ＋＋十＋＋ ＋＋＋ α-Tocopherol＋−＋−＋−＋ ＋BHT ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋ ++10＋＋＋Umbrella Same as Table 5. w500rm OD is 0.35 or less +++,0
．． 35 or more and less than 0.5 ++. 0.5 or more but less than 1.0 is displayed as +, 1.0 or more is displayed as -. [Example 4] Blueberry (Vacciniu) belonging to the Ericaceae family
leaves of Borago (Borago officinalis), which belongs to the family Boragoaceae
Flowers of comfrey (Symphytus offici)
root of Galamas (nale), which belongs to the Araceae family.
Roots of Acors calaius), Eyebright (Euphrasia officinalis), which belongs to the family
leaves of Sasbucus nigra, which belongs to the honeysuckle plant, and flowers of henna (Lowsonia in the family Sasbucus).
ermis leaves and dried lemongrass (Cymbopogoncitratus) leaves belonging to the Poaceae family were ground in a coffee mill and used as raw materials for extraction.
前記原料各々について、実施例１と全く同様の方法を用
いて、それぞれ抽出物を得た。それぞれの収量を表７に
示す。For each of the raw materials, extracts were obtained using the same method as in Example 1. The respective yields are shown in Table 7.
次に、上記各々の抽出物の抗酸化力の活性を、実施例１
と全く同様の方法を用いて評価した。その結果を表８に
示す。表より、いつれの抽出物も従来抗酸化剤として用
いられているα一トコフエロールを上回り、
とがわかる。Next, the antioxidant activity of each of the above extracts was measured in Example 1.
It was evaluated using exactly the same method. The results are shown in Table 8. From the table, it can be seen that all of the extracts exceeded alpha-tocopherol, which is conventionally used as an antioxidant.
ＢＨＴに匹敵する活性を示すこ
表
７
植物名
抽出溶剤０
Ｉｍｌｌ［ＩＶＶ
収量（ｇ． １００ｇ ｄｒｙ当たり）ブルーベリー（
葉）
ボリジ（花）
コンフリ−（根）
ガラマス（根）
アイプライト（葉）
エルダー（花）
ヘンナ（葉）
レモングラス（葉）
ｌ８．５
９．５
２２．１
２２．３
２０．１
３３．Ｏ
３５．０
２３．５
１０．０
７．０
５．０
１３．０
４．４
９．６
２０．１
６．８
ネＩ，酢９エチル；■，メタノール：■．クロロホルム
−メタノール；■，液体二酸化炭素；Ｖ，超臨界二酸化
炭素
表
８
抽出溶剤１
植物名
ブルーベリー■
ボリジ（自）
コンフリ一〇〇
ガラマス〈（資）
アイブライト ■
エルダーｑの
ヘンナｑ９
レモングラス０の
α一トコフェロール
ＢＩＴ
コントロール
ＩｎｎｌｌＶＶ
１ ０，１ １ ０，１ １ ０，１ １
０，１ １ ０．１活 性一
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
十＋＋ ＋＋十十＋＋ ＋＋＋ ＋＋＋ ＋＋
＋ ＋＋＋ 十＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋＋＋
＋＋＋ ＋＋＋＋÷＋＋＋＋ ＋＋＋＋＋＋ ＋＋
＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋
＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋
＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋＋−＋ − ÷
一 ＋
＋＋ ＋＋十
＋＋ ＋＋＋
＋＋ ＋＋＋
＋＋ ＋＋＋
＋＋ ＋＋＋
＋＋ ＋＋＋
＋＋ ＋＋＋
＋＋ ＋＋＋
＋
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋ Ｈ→傘表７に同じ。林５ ０
０ｎＩ１（７）ＯＤが０．３５以下を＋＋＋，０．３５
以上０．５未満を＋＋． ０．５以上１．０未満を＋
．１．０以上を一と表示する。Showing activity comparable to BHT Table 7 Botanical name Extraction solvent 0 Imll [IVV Yield (g. per 100 g dry) Blueberry (
Leaves) Borage (Flowers) Comfrey (Roots) Galamus (Roots) Iiprite (Leaves) Elder (Flowers) Henna (Leaves) Lemongrass (Leaves) l8.5 9.5 22.1 22.3 20.1 33. O 35.0 23.5 10.0 7.0 5.0 13.0 4.4 9.6 20.1 6.8 Ne I, 9 ethyl vinegar; ■, Methanol: ■. Chloroform-methanol; ■, liquid carbon dioxide; V, supercritical carbon dioxide Table 8 Extraction solvent 1 Botanical name Blueberry ■ Borage (own) Comfrey 100 Galamus (funded) Eyebright ■ Elder q henna q9 Lemongrass 0 α-Tocopherol BIT Control InnllVV 1 0, 1 1 0, 1 1 0, 1 1
0,1 1 0.1 activity +++ +++ +++ +++ +++
Ten++ ++10++ ++++ ++++ ++
＋ ＋＋＋ 1＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋＋＋
＋＋＋ ＋＋＋＋÷＋＋＋＋ ＋＋＋＋＋＋ ＋＋
＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋
＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋
＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋＋−＋ − ÷
One ＋ ＋＋ ＋＋ten＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
++ +++ +++ H→Umbrella Same as Table 7. Hayashi 5 0
0nI1 (7) OD is 0.35 or less +++, 0.35
More than 0.5 ++. 0.5 or more and less than 1.0 +
．． 1.0 or more is displayed as 1.
〔実施例５〕
アオイ科の植物に属するマルバ（Ｍａｌｖａ ｓｙｌｖ
ｅｓｔｒｉｓ）の花、マシュマロ（Ａｌｔｈａｅａ ｏ
ｆｆｉｃｉｎａｌｉｓ）の葉、ξカン科の植物に属する
オレンジ（Ｃｉｔｒｕｓｓｐｐ． ）の葉、フウロソウ
科の植物に属するローステラニウム（Ｐｅｌａｒｇｏｎ
ｉｕｍ ｇｒａｖｅｏｌｅｎｓ） 、クマツヅラ科の植
物に属するヴエルバナ（Ｖｅｒｂｅｎａ ｐｈｌｏｇｉ
ｔｌｏｒａ）、ハマゴウの（葉〉の乾燥品をコーヒー
ξルで粉砕し抽出用原料とした．
前記原料各々について、実施例１と全く同様の方法を用
いて、それぞれ抽出物を得た．それぞれの収量を表９に
示す。[Example 5] Malva sylv belonging to the mallow family
estris) flowers, marshmallow (Althaea o
fficinalis) leaves, orange (Citrusspp.) leaves belonging to the ξ Citrus family, and low terraneum (Pelargon
ium graveolens), Verbena phlogi, which belongs to the Verbenaceae family.
The dried products of the leaves of C. trolla and Hamago were ground in a coffee mill and used as raw materials for extraction. For each of the raw materials, extracts were obtained using exactly the same method as in Example 1. The yield is shown in Table 9.
次に、上記各々の抽出物の抗酸化力の活性を、実施例ｌ
と全く同様の方法を用いて評価した。その結果を表１０
に示す。表より、いづれの抽出物も従来抗酸化剤として
用いられているαニトコフェロールを上回り、ＢＩＴに
匹敵する活性を示すことがわかる．
表
９
植物名
抽出溶剤１
ｔｎｍｔｖｖ
収１（ｇ，１００ｇ ｄｒｙ当たり〉
マルバ（花〉
マシュマロ（葉）
オレンジ（葉）
ローステラニウム
ヴエルバナ（葉）
ハマゴウ（葉〉
１３．５
７．０
６．６
１３．８
１５．３
１８．７
ｍｌ，酢酸エチル；■，メタノール；■．クロロホルム
−メタノールｉｌＶ＋液体二酸化炭素；ｖ，超臨界二酸
化炭素
表
１０
植物名
抽出溶剤１
Ｉｎｌｌ［ＩＶＶ
１ ０．１ １ ０，１ １ ０，１ １
０．１ １ ０．１活 性”
マルバＣｊＦ）
マシュマロ■
オレンジ０９
ローステラニウムｑ９
ヴエルバナ０９
ハマゴウ００
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋＋＋ ＋＋＋
＋＋ ＋＋＋
＋＋÷＋＋
＋＋ ＋＋十
＋＋ ＋＋＋
＋＋ ＋＋＋
α一トコフエロール
＋−＋−＋−＋
＋
ＢＨＴ
＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋ ＋＋＋コントロール
傘表９に同じ。韓５００ｎｍのＯＤが０．３５以下を＋
＋＋．０．３５以上０．５未満を＋＋． ０．５以上
１．０未満を＋，１．０以上をーと表示する。Next, the antioxidant activity of each of the above extracts was determined in Example 1.
It was evaluated using exactly the same method. Table 10 shows the results.
Shown below. From the table, it can be seen that all extracts exhibit activity superior to α-nitocopherol, which is conventionally used as an antioxidant, and comparable to BIT. Table 9 Botanical name Extraction solvent 1 tnmtvv Yield 1 (g, per 100g dry) Malva (flower) Marshmallow (leaf) Orange (leaf) Rosterranium vulvana (leaf) Hamago (leaf) 13.5 7.0 6. 6 13.8 15.3 18.7 ml, ethyl acetate; 0,1 1 0,1 1
0.1 1 0.1 activity” Malva CjF) Marshmallow ■ Orange 09 Roasted Terranium Q9 Vuelbana 09 Hamagou 00 +++ + +++ +++ + +++ +++ +++ +
＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
＋＋ ＋＋＋ ＋＋＋＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋
＋＋＋ ＋＋＋ ＋＋＋＋＋ ＋＋＋ ＋＋ ＋＋＋ ＋＋÷＋＋ ＋＋ ＋＋ten＋＋ ＋＋＋ ＋＋ ＋＋＋ α-Tocopherol＋−＋−＋−＋ ＋BHT ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋＋＋ ＋
++ +++ +++ +++ Same as Control Umbrella Table 9. Korea 500nm OD is 0.35 or less +
++. 0.35 or more and less than 0.5 ++. 0.5 or more but less than 1.0 is displayed as +, 1.0 or more is displayed as -.
実施例から明らかなように、本発明の抗酸化剤は、従来
抗酸化剤として用いられているα一トコフェロールを上
回り、合威のＢＨＴと同程度の活性を有する。以上のこ
とから本発明の抽出物は、食品や生体系における抗酸化
剤として優れた性能を有するものであることがわかる。As is clear from the examples, the antioxidant of the present invention has an activity higher than that of α-tocopherol, which has been conventionally used as an antioxidant, and has an activity comparable to that of Hewei's BHT. From the above, it can be seen that the extract of the present invention has excellent performance as an antioxidant in foods and biological systems.
Claims (2)
リー、ラスプベリー、バラ、イチゴ、キク科の植物に属
するカモマイル、ヘリクリサム、マリーゴールド、マグ
オート、サザンウッド、タンジー、タラゴン、ヨモギ、
シソ科の植物に属するバージル、キャトニプ、ホースミ
ント、ヒソップ、レモンバーム、スペアミント、ペパー
ミント、ツツジ科の植物に属するブルーベリー、ムラサ
キ科の植物に属するボリジ、コンフリー、サトイモ科の
植物に属するガラマス、ゴマノハグサ科の植物に属する
アイブライト、スイカズラ科の植物に属するエルダー、
ミソハギ科の植物に属するヘンナ、イネ科の植物に属す
るレモングラス、アオイ科の植物に属するマルバ、マシ
ュマロ、ミカン科の植物に属するオレンジ、フウロソウ
科の植物に属するローステラニウム、クマツヅラ科の植
物に属するヴェルヴァナ、ハマゴウからなる群から選ば
れた少なくとも１種の植物体の溶剤抽出物を有効成分と
して含有する抗酸化剤。(1) Agrimony, blackberry, raspberry, rose, strawberry, belonging to the Rosaceae family, chamomile, helichrysum, marigold, maguato, southernwood, tansy, tarragon, mugwort, belonging to the Asteraceae family,
Virgil, catnip, horsemint, hyssop, lemon balm, spearmint, peppermint, blueberry belonging to the Ericaceae family, borage and comfrey belonging to the Araceae family, galamus belonging to the Araceae family, and Prunusaceae family. Eyebright, which belongs to the plant family Lonicerae, Elder, which belongs to the plant family Loniceraceae;
Henna, which belongs to the Lythraceae family, lemongrass, which belongs to the Poaceae family, malva, which belongs to the Malvaceae family, marshmallow, orange, which belongs to the Rutaceae family, low terrarium, which belongs to the Rutaceae family, and Verbenaceae, a plant of the Verbenaceae family. An antioxidant containing, as an active ingredient, a solvent extract of at least one plant selected from the group consisting of Vervana and Hamago.
、クロロホルム−メタノール混合物、液体二酸化炭素、
超臨界二酸化炭素のいづれかを溶剤として抽出処理して
得たものである、特許請求の範囲第１項記載の抗酸化剤
。(2) Solvent extract extracts the plant body from ethyl acetate, methanol, chloroform-methanol mixture, liquid carbon dioxide,
The antioxidant according to claim 1, which is obtained by extracting supercritical carbon dioxide as a solvent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1191261A JPH0356585A (en) | 1989-07-26 | 1989-07-26 | Antioxidant |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1191261A JPH0356585A (en) | 1989-07-26 | 1989-07-26 | Antioxidant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0356585A true JPH0356585A (en) | 1991-03-12 |
Family
ID=16271595
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1191261A Pending JPH0356585A (en) | 1989-07-26 | 1989-07-26 | Antioxidant |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0356585A (en) |
Cited By (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1066465A (en) * | 1996-05-23 | 1998-03-10 | Pola Chem Ind Inc | New mint hybrid and composition containing its essence |
| JPH1112270A (en) * | 1997-06-26 | 1999-01-19 | Asahi Breweries Ltd | New compound having anti-oxidizing activity |
| JPH11137224A (en) * | 1997-11-13 | 1999-05-25 | Ogawa Koryo Co Ltd | Agent for inhibiting deterioration of flavor and taste |
| JP2001122765A (en) * | 2000-09-28 | 2001-05-08 | Naris Cosmetics Co Ltd | Active oxygen scavenger and cosmetic |
| JP2001178440A (en) * | 1999-12-24 | 2001-07-03 | Yoshiya Sano | Mixed liquor and method for producing the same |
| JP2004520357A (en) * | 2001-01-22 | 2004-07-08 | ソシエテ ドゥ クルタージュ エ ドゥ ディフュジョン−コディフ アンテルナショナル エス．アー．エス | Cosmetics |
| JP2004238310A (en) * | 2003-02-05 | 2004-08-26 | Ichimaru Pharcos Co Ltd | Cosmetic composition, drink or food |
| JP2004262862A (en) * | 2003-03-03 | 2004-09-24 | Naris Cosmetics Co Ltd | External preparation for skin |
| JP2005505544A (en) * | 2001-08-31 | 2005-02-24 | ラトガーズ， ザ ステイト ユニバーシティ オブ ニュー ジャージー | Method for treating disorders using plant extracts |
| JP2007016077A (en) * | 2005-07-05 | 2007-01-25 | Kanebo Cosmetics Inc | Antioxidant, perfume composition and cosmetic composition |
| JP2007044053A (en) * | 2006-11-13 | 2007-02-22 | Ogawa & Co Ltd | Flavor deterioration inhibitor |
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| WO2017038612A1 (en) * | 2015-08-28 | 2017-03-09 | 日本化薬株式会社 | Pharmaceutical composition containing rapamycin or derivative thereof |
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| JPS56113284A (en) * | 1980-02-07 | 1981-09-07 | Tanabe Seiyaku Co Ltd | Antioxidant |
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| JPS56113284A (en) * | 1980-02-07 | 1981-09-07 | Tanabe Seiyaku Co Ltd | Antioxidant |
| JPH0284486A (en) * | 1988-09-20 | 1990-03-26 | Kurabo Ind Ltd | Antioxidant |
Cited By (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1066465A (en) * | 1996-05-23 | 1998-03-10 | Pola Chem Ind Inc | New mint hybrid and composition containing its essence |
| JPH1112270A (en) * | 1997-06-26 | 1999-01-19 | Asahi Breweries Ltd | New compound having anti-oxidizing activity |
| JPH11137224A (en) * | 1997-11-13 | 1999-05-25 | Ogawa Koryo Co Ltd | Agent for inhibiting deterioration of flavor and taste |
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