5,7-Dihydroxy-3-(4-hydroxyphenyl)-4-benzopyron

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H302：Gesundheitsschädlich bei Verschlucken.

• Sicherheit

  P264：Nach Gebrauch gründlich waschen.

  P264：Nach Gebrauch gründlich waschen.

  P270：Bei Gebrauch nicht essen, trinken oder rauchen.

  P301+P312：BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

  P501：Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Genistein Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R36/38:Reizt die Augen und die Haut.

• S-Sätze Betriebsanweisung:

  S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
  S24/25:Berührung mit den Augen und der Haut vermeiden.
  S22:Staub nicht einatmen.

• Beschreibung

  Genistein (446-72-0) is a naturally occurring flavonoid with a wide range of biological actions. Inhibits protein tyrosine kinases including epidermal growth factor receptor kinase.1,2?Phytoestrogen3?and agonist at GPR304. Displays cancer chemopreventive activity.5

• Chemische Eigenschaften

  Yellow Crystalline Solid

• Verwenden

  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

• Verwenden

  Genistein, a phytoestrogen found in soy products, is a highly specific inhibitor of protein tyrosine kinase (PTK) which blocks the mitogenic effect mediated by EGF on NIH-3T3 cells with IC50 of 12μM or by insulin with IC50 of 19 μM.

• Verwenden

  cytotoxic inhibitor of tyrosine kinase and topoisomerase II kinase

• Verwenden

  genistein is an isoflavone commonly found in soy. It has demonstrated uV-protection properties through anti-oxidant activity. Studies indicate genistein can promote collagen synthesis, making it applicable in anti-aging cosmetics.

• Definition

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

• Allgemeine Beschreibung

  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

• Biologische Aktivität

  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™ .

• Biochem/physiol Actions

  Inhibitor of tyrosine protein kinase; competitive inhibitor of ATP in other protein kinase reactions. Antiangiogenic agent, down-regulates the transcription of genes involved in controlling angiogenesis.

• Mechanism of action

  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.

• Anticancer Research

  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).

• Sicherheitsprofil

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

• Lager

  -20°C (desiccate)

• läuterung methode

  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.

• Einzelnachweise

  1) Akiyama?et al.?(1987),?Genistein, a specific inhibitor of tyrosine-specific protein kinases; J. Biol. Chem.,?262?5592 2) Linassier?et al.?(1990),?Mechanisms of action in NIH-3T3 cells of genistein, an inhibitor if EGF receptor tyrosine kinase?Biochem. Pharmacol.,?39?187 3) Dang?et al.?(2003),?Peroxisome proliferator-activated receptor gamma (PPARgamma) as a molecular target for the soy phytoestrogen genistein; J. Biol. Chem.,?278?962 4) Vivacqua?et al.?(2006),?17beta-estradiol, genistein, and 4-hydroxytamoxifen induce the proliferation of thyroid cancer cells through the g protein-coupled receptor GPR30; Mol. Pharmacol., 70?1414 5) Sarker and Li (2002),?Mechanisms of cancer chemoprevention by soy isoflavone genistein; Cancer Metastasis Rev.,?21?265

Genistein Upstream-Materialien And Downstream Produkte

5,7-Dihydroxy-3-(4-hydroxyphenyl)-4-benzopyron Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global(729)Suppliers

446-72-0, Genistein Verwandte Suche: