ゲニステイン

危険有害性情報のコード(GHS)

• 絵表示(GHS)

  

• 注意喚起語

  Warning

• 危険有害性情報

  H302：飲み込むと有害

• 注意書き

  P264：取扱い後は皮膚をよく洗うこと。

  P264：取扱い後は手や顔をよく洗うこと。

  P270：この製品を使用する時に、飲食または喫煙をしないこ と。

  P301+P312：飲み込んだ場合：気分が悪い時は医師に連絡する こと。

  P501：内容物/容器を．．．に廃棄すること。

ゲニステイン 価格

MSDS Information

• Genistein

ゲニステイン 化学特性,用途語,生産方法

• 外観

  白色〜うすい黄褐色, 結晶〜粉末

• 定義

  本品は、次の化学式で表される有機化合物である。

• 溶解性

  エタノールに溶ける。

• 化粧品の成分用途

  皮膚コンディショニング剤

• 効能

  無色 (再結 メタノール)；4',7 -ジメチルエーテル〔mp. 145 °C〕；トリアセタート〔mp. 201～202 °C〕

• 化学的特性

  Yellow Crystalline Solid

• 使用

  Exhibits specific inhibitory activity against tyrosine kinases,including autophosphorylation of epidermal growth factor receptor kinase (IC50 - 2.6uM). Also inhibits other protein kinases through competitive inhibition of ATP. Inhibits tumor cell proliferation and induces tumor cell differentiation. Produces cell-cycle arrest and apoptosis in Jurat T-leukemia cells. However, it prevents anti-CD3 monoclonal antibody-induced thymic apoptosis. Genistein also inhibits topoisomerase II activity in vitro. Genistein has also been shown to inhibit the action of GABA on recombinant GABAA receptors 2. uv(max)ethanol: 262.5 nm (e= 138). moderately sol. in hot alcohol

• 定義

  ChEBI: 7-Hydroxyisoflavone with additional hydroxy groups at positions 5 and 4'. It is a phytoestrogenic isoflavone with antioxidant properties.

• 一般的な説明

  Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

• 生物活性

  Phytoestrogen with a wide range of biological actions. Inhibits protein tyrosine kinases including epidermal growth factor receptor kinase. Also binds to PPAR γ and estrogen receptors and acts as an agonist at GPR30. Also available as part of the MAPK Cascade Inhibitor Tocriset™ .

• 作用機序

  Genistein, an isoflavone isolated from soybeans, exhibits anticarcinogenic and antioxidant properties. Particularly, genistein has been shown to inhibit production of IL-6 and MAPK. Modulation to these cellular events may help regulate and attenuate UVB-induced inflammatory damage to the skin. Moreover, genistein inhibits UV-induced oxidative DNA damage and blocks UV-induced expression of c-fos and c-jun proto-oncogenes.

• 抗がん研究

  It is an isoflavone and is obtained from a variety of plants like psoralea (Psoraleacorylifolia), kudzu (Pueraria lobata), faba beans (Vicia faba), and soybeans(Glycine max). It exhibits anticancer effect by inhibiting NF-κB and protein kinaseB (Akt) signaling pathways (Singh et al. 2016b). It blocks the proliferation of cancercells via the inhibition of cell growth enzymes and survival like tyrosine kinase andtopoisomerase II; hence it is used to treat leukemia. Genistein increases the growthrate of some estrogen receptors in breast cancer cells and the rate of proliferation of estrogen-dependent breast cancer by competitive binding to the estrogen-β receptors.It may be involved in JNK pathway in inducing activator protein-1(AP-1) activity(Wang et al. 2012; Dixon and Ferreira 2002).

• 安全性プロファイル

  Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

• 合成

  Genistein is synthesized from commercially available (2,4,6-trihydroxyphenyl)ethanone via a novel five-step route comprising enamino ketone formation, ring closure, iodination and a phosphine-free Suzuki coupling using palladium acetate, sodium carbonate and PEG 10000 in methanol at a mild temperature of 50 °C, with an overall yield of 63%; the PEG and palladium acetate can be reused [6].
  

• 純化方法

  Crystallise it from EtOH or aqueous EtOH. It has UV: max at 290nm (EtOH). The S(-)-enantiomer (natural form) has m 255-256o (from EtOH) and [] D 20 -28.0o (c 2, EtOH), [ ] D 20 -35.2o (c 1, pyridine).[Beilstein 18 H 503, 18 II 164, 18 III/IV 2630.] Genistein (4',5,7-trihydroxyisoflavone) [446-72-0]M 270.2 crystallises from 60% aqueous EtOH or water with m 297-298o and [] D 20 -28o (c 0.6, 20mM NaOH). [Beilstein 18/4 V 594.]For Naringin (naringenin 7-rhamnoglucoside) See “Carbohydrates” in Chapter 6.

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