JPH0688063A - Ultraviolet protective - Google Patents
Ultraviolet protectiveInfo
- Publication number
- JPH0688063A JPH0688063A JP23738392A JP23738392A JPH0688063A JP H0688063 A JPH0688063 A JP H0688063A JP 23738392 A JP23738392 A JP 23738392A JP 23738392 A JP23738392 A JP 23738392A JP H0688063 A JPH0688063 A JP H0688063A
- Authority
- JP
- Japan
- Prior art keywords
- quercetin
- glycoside
- protective
- ultraviolet
- cells
- 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
Landscapes
- Saccharide Compounds (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
【０００１】[0001]
本発明は、植物由来のケルセチン(quercetin) の配糖体
を有効成分とする紫外線防御剤に関する。The present invention relates to an ultraviolet protective agent containing a plant-derived quercetin glycoside as an active ingredient.
【０００２】[0002]
紫外線は、物質に光化学反応を誘起する力が強く、物質
の劣化、変質の原因となる。従って、例えば食品におい
ては、含有脂質の酸化、色素の退色、更には栄養成分の
分解などが起こり、品質劣化の重要な一因となる。ま
た、生物に対しても大きな影響を及ぼすが、特にＤＮＡ
は感受性が高く、紫外線照射により生成したラジカル分
子が細胞に傷害を与え、突然変異等を引き起こす。結果
として生体に重大な傷害を与えることになるが、特に近
年、大気中のオゾンの減少による地上の紫外線量の増加
により、皮膚ガンの増加が懸念されている。Ultraviolet rays have a strong force of inducing a photochemical reaction in a substance and cause deterioration and deterioration of the substance. Therefore, for example, in foods, oxidation of contained lipids, discoloration of pigments, and decomposition of nutritional components occur, which is an important cause of quality deterioration. It also has a great impact on living things, especially DNA.
Is highly sensitive, and radical molecules generated by UV irradiation damage cells and cause mutations. As a result, the living body is seriously injured, but in recent years, in particular, there is concern that skin cancer may increase due to an increase in the amount of ultraviolet rays on the ground due to a decrease in ozone in the atmosphere.
【０００３】 このような状況にあって、より有効な紫外線防御剤が望
まれているが、現在化粧品等に使われている紫外線吸収
剤には、光毒性や累積刺激性があるなど、安全性の面と
物性の面での問題がある。また、食品に使用可能で十分
効果的な紫外線防御物質も見あたらない。 一方、ケルセチンは、次式：Under these circumstances, a more effective ultraviolet protective agent is desired, but the ultraviolet absorbers currently used in cosmetics and the like have safety such as phototoxicity and cumulative irritation. There are problems in terms of physical properties and physical properties. Also, there is no UV protection substance that can be used in foods and is sufficiently effective. On the other hand, quercetin has the following formula:
【０００４】[0004]
【化１】 [Chemical 1]
【０００５】 で示される公知のフラボノイドであり、その配糖体の一
種であるルチン（ケルセチン−３−ルチノシド）はソ
バ、タバコ、エンジュなどから得られ、毛細血管の脆弱
化を防止し、毛細血管を強化する作用を有することか
ら、脳溢血、動脈硬化、高血圧症の治療、予防に用いら
れている。 しかしながら、ケルセチン又はその配糖体の紫外線防御
作用については知られていない。[0005] Rutin (quercetin-3-rutinoside), which is a known flavonoid represented by and is one of its glycosides, is obtained from buckwheat, tobacco, endhu, etc., and prevents weakening of capillaries, and It is used for the treatment and prevention of cerebral hemorrhage, arteriosclerosis, and hypertension due to its potentiating effect. However, the UV protective action of quercetin or its glycoside is not known.
【０００６】[0006]
以上の事情に鑑み、本発明者等は、化粧品に有効でしか
も食品加工の分野にも使用できる安全で効果的な紫外線
防御物質を得るべく、最近これら物質の探索源として注
目されている植物体、特に食用として生産されている野
菜を対象に鋭意スクリーニングを行った。その結果、一
般的な植物色素のフラボノイドに属する化合物の一部が
紫外線防御作用を示すことを認め本発明を完成した。In view of the above circumstances, the present inventors have recently attracted attention as a search source for these substances in order to obtain safe and effective UV protection substances that are effective for cosmetics and can also be used in the field of food processing. In particular, we conducted a thorough screening of vegetables that were produced for food. As a result, the present inventors have completed the present invention by recognizing that some of the compounds belonging to the general plant pigment flavonoids have an ultraviolet protective action.
【０００７】[0007]
本発明の紫外線防御剤は、ケルセチンの配糖体を有効成
分として含有するものである。 本発明の紫外線防御剤において、有効成分として用いる
ケルセチンの配糖体としては、例えばケルセチン−３，
４’−ジグルコシド、ケルセチン−３−アラビノグルコ
シド（ペルタトシド(peltatoside))、ケルセチン−３−
ルチノシド（ルチン(rutin))、ケルセチン−３−グルコ
シド（イソケルシトリン（isoquercitrin））、ケルセ
チン−３−Ｌ−ラムノシド（ケルシトリン(quercitri
n)）、ケルセチン−３−アラビノシド（アビクラリン(a
vicularin)）が挙げられるが、特にケルセチン−３，
４’−ジグルコシド、ケルセチン−３−アラビノグルコ
シド、ケルセチン−３−ルチノシドが好ましい。The ultraviolet protective agent of the present invention contains a glycoside of quercetin as an active ingredient. Examples of the glycoside of quercetin used as an active ingredient in the ultraviolet protective agent of the present invention include quercetin-3,
4'-diglucoside, quercetin-3-arabinoglucoside (peltatoside), quercetin-3-
Rutinoside (rutin), quercetin-3-glucoside (isoquercitrin), quercetin-3-L-rhamnoside (quercitri
n)), quercetin-3-arabinoside (aviclarin (a
vicularin)), especially quercetin-3,
4'-diglucoside, quercetin-3-arabinoglucoside and quercetin-3-rutinoside are preferred.
【０００８】 紫外線防御効果の判定法として種々の物理化学的方法が
用いられるが、培養細胞、特にヒト細胞を用いる方法
が、紫外線の生体に対する有害作用の阻止効果を評価す
る方法として最も適していると考えられる。種々検討の
結果、ヒト由来培養細胞を、各種検体を添加した培養液
中で紫外線照射下に培養し、細胞のバイアビリティーを
ＭＴＴアッセイ法（培養細胞III 、4477−4482(1984)）
で測定する生物検定法を確立した。Although various physicochemical methods are used to determine the ultraviolet protection effect, a method using cultured cells, particularly human cells, is most suitable as a method for evaluating the effect of blocking the harmful effects of ultraviolet rays on the living body. it is conceivable that. As a result of various studies, human-derived cultured cells were cultured under UV irradiation in a culture medium containing various samples, and the viability of the cells was measured by the MTT assay method (cultured cells III, 4477-4482 (1984))
Established a bioassay method to measure at.
【０００９】 ヒト培養細胞は、組織球性リンパ腫細胞、Ｕ−937 を用
い、培養用の培地は５％ウシ胎児血清及びインシュリ
ン、トランスフェリン、エタノールアミン等の成長促進
因子を加えたＥＲＤＦ培地（日本水産科学、55(4)、 525
-527(1987)）を使用した。この培地に試験用サンプルと
共に細胞を８×105／mlの濃度で撒き、主波長254nm の
紫外線を300uW／cm2の強度で照射した。照射時間は５分
間とし、照射後４時間、37℃で培養を継続した。培養終
了後、ＭＴＴアッセイに供した。The human cultured cells were histiocytic lymphoma cells, U-937, and the culture medium was ERDF medium (5% fetal calf serum and growth promoting factors such as insulin, transferrin, ethanolamine, etc. Science, 55 (4), 525
-527 (1987)) was used. Cells were seeded on this medium together with a test sample at a concentration of 8 × 10 5 / ml and irradiated with ultraviolet rays having a main wavelength of 254 nm at an intensity of 300 uW / cm 2 . The irradiation time was 5 minutes, and the culture was continued at 37 ° C. for 4 hours after the irradiation. After completion of the culture, the cells were subjected to MTT assay.
【００１０】 ＭＴＴ［臭化３−（４，５−ジメチルチアゾリル）−
２，５−ジフェニル−２Ｈテトラゾリウム］は、細胞の
ミトコンドリア内膜中に存在する呼吸鎖に関与する酵素
により開裂、ＭＴＴフォルマザンへ変換される。このフ
ォルマザンの生成量は細胞の活性と密接に関連してお
り、ほぼ比例関係にある。また、フォルマザンは着色し
ているので、その強度を比色定量することにより細胞の
活性、即ち生細胞数や増殖能を判定できる。これが、Ｍ
ＴＴアッセイ法の原理である。MTT [3- (4,5-dimethylthiazolyl) bromide-
2,5-diphenyl-2H tetrazolium] is cleaved by an enzyme involved in the respiratory chain present in the inner mitochondrial membrane of cells and converted into MTT formazan. The amount of formazan produced is closely related to the activity of cells and is in a proportional relationship. Further, since formazan is colored, the activity of the cells, that is, the number of viable cells and the proliferative ability can be determined by colorimetrically quantifying the intensity. This is M
This is the principle of the TT assay method.
【００１１】 上記培養液にＭＴＴ試薬（５mg／mlリン酸緩衝液（0.14
M NaCl含有))を加え、更に37℃で４時間培養した。培養
終了後、1,000 ×ｇで５分遠心分離し、沈殿したフォル
マザンの結晶を得た。これをジメチルスルホキシドに溶
解し、540 nmの吸光度をマイクロプレートリーダーで測
定した。 タマネギ等の各種食用植物から80％メタノールで抽出し
たフラボノイド化合物を、オクタデシル基等を支持体に
結合した逆相カラムを用いた高速液体クロマトグラフィ
ー、あるいはアンバーライトＣＧ50等のイオン交換クロ
マトグラフィー等で分画し、種々のケルセチン配糖体を
得た。得られた各種化合物を種々の濃度で細胞培養液に
加え、上記方法で紫外線の細胞致死作用の抑制効果につ
いて検討した。同時に、当該化合物の細胞に対する致死
作用についても調べた。MTT reagent (5 mg / ml phosphate buffer (0.14
(Containing M NaCl)) was added, and the mixture was further incubated at 37 ° C. for 4 hours. After completion of the culture, centrifugation was carried out at 1,000 xg for 5 minutes to obtain precipitated formazan crystals. This was dissolved in dimethyl sulfoxide, and the absorbance at 540 nm was measured with a microplate reader. Flavonoid compounds extracted from various edible plants such as onions with 80% methanol were separated by high-performance liquid chromatography using a reversed-phase column having octadecyl groups bound to a support, or ion exchange chromatography such as Amberlite CG50. And various quercetin glycosides were obtained. The obtained various compounds were added to the cell culture medium at various concentrations, and the effect of suppressing the cell killing action of ultraviolet rays was examined by the above method. At the same time, the lethal action of the compound on cells was also examined.
【００１２】 各種ケルセチン配糖体の中で、３，４’−ジグルコシド
及び３−アラビノグルコシドや３−ルチノシドでほぼ10
0 ％の防御効果が認められ、また、致死作用は殆ど認め
られず、食品用及び化粧品用の紫外線防御剤として極め
て優れていることが判明した。 本発明の紫外線防御剤は、食品中の脂質の酸化や色素の
退色の防止を目的に、食品に混合することが可能であ
る。また、化粧品に配合し日焼け止め化粧料を作ること
が可能である。Among various quercetin glycosides, 3,4′-diglucoside, 3-arabinoglucoside and 3-rutinoside account for almost 10
A protective effect of 0% was observed, and almost no lethal action was observed, which proved to be extremely excellent as an ultraviolet protective agent for foods and cosmetics. The ultraviolet protective agent of the present invention can be mixed with foods for the purpose of preventing oxidation of lipids and discoloration of pigments in foods. In addition, it is possible to make a sunscreen cosmetic by mixing it with cosmetics.
【００１３】 ケルセチン配糖体の紫外線防御剤としての使用量は、添
加する対象商品により異なるが、例えば食品に対しては
500〜800マイクロモル／食品kg、化粧品に対しては400
〜600 マイクロモル／化粧品kgが好ましい。The amount of quercetin glycoside used as an ultraviolet protective agent varies depending on the target product to be added, but for example for foods
500-800 micromoles / kg of food, 400 for cosmetics
~ 600 micromoles / kg cosmetic is preferred.
【００１４】[0014]
以下、実施例により本発明を更に具体的に説明するが、
本発明の範囲はこれらの実施例に限定されるものではな
い。 （実施例１） （１）ケルセチン−３，４’−ジグルコシドの調製 タマネギを皮ごと等量の80％メタノール中でホモジナイ
ズした後、濾紙により吸引濾過した。濾液を減圧濃縮し
て得た抽出物を脱イオン水に溶解し、脱イオン水で平衡
化した逆相系のアンバーライトＸＡＤ−２カラムに通し
た。試料液と等量の脱イオン水でカラムを洗浄後、メタ
ノールで溶出した。メタノール溶出画分を減圧濃縮乾固
させた。この画分を少量の50％メタノールに溶解し、50
％メタノールで平衡化したトヨパールＨＷ−40でゲル濾
過を行った。その一画分にケルセチン−３，４’−ジグ
ルコシドをほぼ純度100 ％の状態で得た。このようにし
て得られたケルセチン−３，４’−ジグルコシドは、塩
化アルミニウムや酢酸ナトリウムの添加に伴う吸収スペ
クトルの変化やマスフラグメント分析において、公知の
ものと一致した。 （２）紫外線防御効果の検定 次いで、ケルセチン−３，４’−ジグルコシドを種々の
濃度で培養液に添加し、ヒト組織球性リンパ腫細胞、Ｕ
-937を用いたアッセイ系で紫外線防御効果を調べた。濃
度と共に防御効果は上昇し、400 マイクロモル／リット
ル程度でほぼ100 ％の効果が得られた。一方、致死効果
は800 マイクロモル／リットルの濃度においても全く認
められなかった（図１）。Hereinafter, the present invention will be described in more detail with reference to Examples.
The scope of the invention is not limited to these examples. (Example 1) (1) Preparation of quercetin-3,4'-diglucoside The onions were homogenized together with the skin in an equal amount of 80% methanol, and then suction filtered with a filter paper. The extract obtained by concentrating the filtrate under reduced pressure was dissolved in deionized water and passed through a reverse phase Amberlite XAD-2 column equilibrated with deionized water. The column was washed with deionized water in an amount equal to that of the sample solution, and then eluted with methanol. The methanol elution fraction was concentrated under reduced pressure to dryness. Dissolve this fraction in a small amount of 50% methanol.
Gel filtration was performed on Toyopearl HW-40 equilibrated with% methanol. Quercetin-3,4'-diglucoside was obtained in a fraction with a purity of 100%. The quercetin-3,4′-diglucoside thus obtained was in agreement with a known one in the change of absorption spectrum with addition of aluminum chloride and sodium acetate and in the mass fragment analysis. (2) Assay for UV protection effect Subsequently, quercetin-3,4'-diglucoside was added to the culture solution at various concentrations to give human histiocytic lymphoma cells, U
The ultraviolet protection effect was examined by an assay system using -937. The protective effect increased with the concentration, and an effect of almost 100% was obtained at about 400 μmol / l. On the other hand, no lethal effect was observed even at a concentration of 800 micromol / liter (Fig. 1).
【００１５】 （実施例２） ケルセチン−３−アラビノグルコシドとケルセチン−３
−ルチノシドを種々の濃度で培養液に添加し、ヒト組織
球性リンパ腫細胞、Ｕ−937 を用いたアッセイの系で効
果を調べた。ＭＴＴ法で調べた培養細胞のバイアビリテ
ィーはいずれの化合物においても添加濃度の増加と共に
急激に上昇し、400 マイクロモル／リットルで100 ％に
達し、紫外線の有害作用を完全に防御した。一方、致死
効果はいずれも、800 マイクロモル／リットルの濃度に
おいても全く認められなかった（図２、図３）。Example 2 Quercetin-3-Arabinoglucoside and Quercetin-3
-Rutinoside was added to the culture medium at various concentrations, and the effect was examined in an assay system using human histiocytic lymphoma cells, U-937. The viability of cultured cells examined by the MTT method sharply increased with increasing concentration of any compound and reached 100% at 400 micromol / liter, and completely protected the harmful effect of ultraviolet rays. On the other hand, no lethal effect was observed even at a concentration of 800 μmol / liter (FIGS. 2 and 3).
【００１６】[0016]
本発明により、優れた紫外線防御作用を示し、しかも極
めて安全性の高い紫外線防御剤が提供される。EFFECTS OF THE INVENTION The present invention provides a UV protective agent which exhibits an excellent UV protective action and is extremely safe.
【図１】ケルセチン−３，４’−ジグルコシドのヒト組
織球性リンパ腫細胞系における紫外線防御効果を示す図
である。BRIEF DESCRIPTION OF THE FIGURES Figure 1: Quercetin-3,4'-diglucoside UV protection effect in human histiocytic lymphoma cell line.
【図２】ケルセチン−３−アラビノグルコシドのヒト組
織球性リンパ腫細胞系における紫外線防御効果を示す図
である。FIG. 2. UV protection effect of quercetin-3-arabinoglucoside in human histiocytic lymphoma cell line.
【図３】ケルセチン−３−ルチノシドのヒト組織球性リ
ンパ腫細胞系における紫外線防御効果を示す図である。FIG. 3: UV protection effect of quercetin-3-rutinoside in human histiocytic lymphoma cell lines.
Claims (4)
有する紫外線防御剤。1. An ultraviolet protective agent containing a glycoside of quercetin as an active ingredient.
４’−ジグルコシドである請求項１の紫外線防御剤。2. The glycoside of quercetin is quercetin-3,
The UV protection agent according to claim 1, which is 4'-diglucoside.
アラビノグルコシドである請求項１の紫外線防御剤。3. A quercetin glycoside is quercetin-3-.
The ultraviolet protection agent according to claim 1, which is arabinoglucoside.
ルチノシドである請求項１の紫外線防御剤。4. A quercetin glycoside is quercetin-3-.
The ultraviolet protection agent according to claim 1, which is rutinoside.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23738392A JP2909522B2 (en) | 1992-09-04 | 1992-09-04 | UV protection |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23738392A JP2909522B2 (en) | 1992-09-04 | 1992-09-04 | UV protection |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0688063A true JPH0688063A (en) | 1994-03-29 |
| JP2909522B2 JP2909522B2 (en) | 1999-06-23 |
Family
ID=17014578
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23738392A Expired - Lifetime JP2909522B2 (en) | 1992-09-04 | 1992-09-04 | UV protection |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2909522B2 (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003002819A (en) * | 2001-06-22 | 2003-01-08 | Naris Cosmetics Co Ltd | Skin care composition |
| WO2003057700A1 (en) * | 2001-12-28 | 2003-07-17 | Sansho Seiyaku Co., Ltd. | Compositions containing pigmentatin inhibitor, use thereof and process for producing the same |
| US6824797B2 (en) * | 2001-02-15 | 2004-11-30 | Institut National De La Recherche Agronomique Inra | Method for extracting, fractionating and purifying polyphenolic compounds originating from fresh plant sorting deviations using a high adsorption and elution performance resin |
| JP2012502022A (en) * | 2008-09-04 | 2012-01-26 | チェジュ テクノパーク | Skin whitening composition containing an extract, fraction or compound derived from anthracnose |
| JP2016013075A (en) * | 2014-07-01 | 2016-01-28 | イビデン株式会社 | Quercetin-containing extract |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103641865A (en) * | 2013-12-19 | 2014-03-19 | 青岛农业大学 | Method for extracting onion oligosaccharides and extract thereof |
-
1992
- 1992-09-04 JP JP23738392A patent/JP2909522B2/en not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6824797B2 (en) * | 2001-02-15 | 2004-11-30 | Institut National De La Recherche Agronomique Inra | Method for extracting, fractionating and purifying polyphenolic compounds originating from fresh plant sorting deviations using a high adsorption and elution performance resin |
| JP2003002819A (en) * | 2001-06-22 | 2003-01-08 | Naris Cosmetics Co Ltd | Skin care composition |
| WO2003057700A1 (en) * | 2001-12-28 | 2003-07-17 | Sansho Seiyaku Co., Ltd. | Compositions containing pigmentatin inhibitor, use thereof and process for producing the same |
| JPWO2003057700A1 (en) * | 2001-12-28 | 2005-05-19 | 三省製薬株式会社 | Composition containing pigmentation inhibitor, its use and production method |
| JP2012502022A (en) * | 2008-09-04 | 2012-01-26 | チェジュ テクノパーク | Skin whitening composition containing an extract, fraction or compound derived from anthracnose |
| JP2016013075A (en) * | 2014-07-01 | 2016-01-28 | イビデン株式会社 | Quercetin-containing extract |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2909522B2 (en) | 1999-06-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| de Gaulejac et al. | Free radical scavenging effect of anthocyanins in red wines | |
| Hosseinimehr et al. | Radioprotective effects of citrus extract against γ;-irradiation in mouse bone marrow cells | |
| Chang et al. | Antioxidant activities and polyphenol contents of six folk medicinal ferns used as “Gusuibu” | |
| Phrueksanan et al. | Protection of Clitoria ternatea flower petal extract against free radical-induced hemolysis and oxidative damage in canine erythrocytes | |
| Materska et al. | Antioxidant activity and protective effects against oxidative damage of human cells induced by X-radiation of phenolic glycosides isolated from pepper fruits Capsicum annuum L. | |
| Bonarska-Kujawa et al. | Biophysical mechanism of the protective effect of blue honeysuckle (Lonicera caerulea L. var. kamtschatica Sevast.) polyphenols extracts against lipid peroxidation of erythrocyte and lipid membranes | |
| NL8004699A (en) | FUROCOUMARINE, PHARMACEUTICAL COMPOSITIONS WITH FUROCOUMARINE AS AN ACTIVE SUBSTANCE AND METHOD FOR PROCESSING A PHOTOCHEMOTHERAPEUTIC TREATMENT. | |
| Mohajer et al. | Phytochemical constituents and radical scavenging properties of Borago officinalis and Malva sylvestris | |
| EP0752871A1 (en) | Adhesion inhibiting composition | |
| ES2655562T3 (en) | Cosmetic compositions containing fractions of cranberry extracts | |
| Liu et al. | Investigation of conformation change of glycated ovalbumin obtained by Co-60 gamma-ray irradiation under drying treatment | |
| JPH09241637A (en) | Composition for removing active oxygen free radical and removal thereof | |
| Bekhit et al. | Effect of extraction system and grape variety on anti-influenza compounds from wine production residue | |
| JPH0688063A (en) | Ultraviolet protective | |
| JP3048311B2 (en) | Hydroxy radical scavenging activator | |
| Nikkhah et al. | In vitro screening for antioxidant activity and cancer suppressive effect of blackberry (Morus nigra) | |
| JP3031844B2 (en) | Hydroxy radical scavenger | |
| Birner et al. | Passicol, an antibacterial and antifungal agent produced by Passiflora plant species: preparation and physicochemical characteristics | |
| JPH0640876A (en) | External preparation for shielding human health from adverse effect due to ultraviolet light | |
| Shapolova et al. | Antiviral Activity of SIO 2–Polyphenol Composites Prepared Mechanochemically from Plant Raw Materials | |
| Arun et al. | Phenolic composition, antioxidant activity and FT-IR spectroscopic analysis of halophyte Sesuvium portulacastrum L. extract | |
| Mondal | Screening of bioactive compounds from Cucurbitaceae family edible plants of Bangladesh–Cucurbita pepo Linn.: A case study | |
| Shrivastava et al. | Phytochemical analysis of Adiantum and Pteris ferns & its role as antioxidant | |
| RU2423985C1 (en) | Enterosorbent with antioxidant properties | |
| Cyboran-Mikołajczyk et al. | Allium ursinum L. leaves components modified the physico-chemical properties of red blood cells protecting them from the effects of oxidative stress |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313111 |
|
| R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
| EXPY | Cancellation because of completion of term |