Baicalein

Bezeichnung:Baicalein

CAS-Nr491-67-8

Englisch Name:Baicalein

CBNumberCB0738154

SummenformelC15H10O5

Molgewicht270.24

MOL-Datei491-67-8.mol

Baicalein physikalisch-chemischer Eigenschaften

Schmelzpunkt	256-271 °C (lit.)
Siedepunkt	373.35°C (rough estimate)
Dichte	1.3280 (rough estimate)
Brechungsindex	1.5000 (estimate)
storage temp.	Keep in dark place,Sealed in dry,2-8°C
Löslichkeit	DMSO (Slightly), Methanol (Slightly)
Aggregatzustand	Yellow solid
pka	6.31±0.40(Predicted)
Farbe	Yellow or yellow-green
Merck	14,942
BRN	272683
Stabilität	Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week.
InChIKey	FXNFHKRTJBSTCS-UHFFFAOYSA-N
LogP	3.310 (est)
CAS Datenbank	491-67-8(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	36/37/38-20/21/22
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	DJ3100898
Hazard Note	Irritant
HS Code	29329990

Gefahreninformationscode (GHS)

Baicalein Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
Baicalein (491-67-8) is an inhibitor of protein tyrosine kinase in leukemia (CEM) cells. Induces cell cycle arrest and apoptosis.1?Originally reported as a selective inhibitor of 12-lipoxygenase, baicalein has since been shown to inhibit both 12-LO and 15-LO (IC50=0.64 μM for 12-LO and 1.6 μM for 15-LO).2 Baicalein displays anti-inflammatory activity and inhibits adjuvant-induced arthritis. Also inhibits prolyl oligopeptidase (IC50=36 μM).3
Chemische Eigenschaften
Yellow Crystalline Solid
Verwenden
An inhibitor of Ca2+ uptake, 5-LO, and 12-LO
Verwenden
inhibitor of lipoxidase and leukotriene biosynthesis
Verwenden
Baicalein is a flavonoid originally isolated from the roots of Scutellaria baicalensis Georgi. Several different functions of baicalein have been reported. Platelet 12-lipoxygenase is inhibited by baicalein with an ID50 value of 0.12 μM, with minimal inhibition of platelet cyclooxygenase-1 (IC50 = 0.83 mM). Baicalein inhibits lipid peroxidation, as assessed by production of TBARS, with an IC50 value of 5 μM. In addition to these effects, baicalein may play a role in apoptosis, as the compound inhibits cell growth of three human hepatocellular carcinoma cell lines with IC50 values ranging from 17-70 μg/ml.
Verwenden
antiviral (HIV)
Verwenden
An inhibitor of 12-lipoxygenase, leukotriene biosynthesis and release of lysosomal enzymes. It also inhibits cellular Ca2+ uptake and mobilization and adjuvant-induced arthritis. Baicalein is the fl avonoid component of Nepalese and Sino-Japanese crude drugs.
Definition
ChEBI: A trihydroxyflavone with the hydroxy groups at positions C-5, -6 and -7.
Allgemeine Beschreibung
Baicalein, a flavonoid, is a xanthine oxidase inhibitor. Anti-inflammatory effects of baicalein in peripheral human leukocytes has been studied.
Biologische Aktivität
Inhibitor of 5- and platelet 12-lipoxygenases (IC 50 values are 9.5 and 0.12 mM respectively). Also inhibits Raf-mediated MEK-1 phosphorylation in C6 rat glioma cells and induces G1 and G2 cell cycle arrest by decreasing cdk1, cdk2, cyclin D2 and cyclin A expression. Anti-inflammatory in vivo .
Biochem/physiol Actions
The flavonoid component of Nepalese and Sino-Japanese crude drugs. Baicalein, a major flavone of Scutellariae baicalensis, inhibits the 12-lipoxygenase (12-LOX) pathway of arachidonic acid metabolism, which inhibits cancer cell proliferation and induces apoptosis.
Einzelnachweise
1) Lee?et al. (2005),?Baicalein induced cell cycle arrest and apoptosis in human lung squamous carcinoma CH27 cells; Anticancer Res.,?25?959 2) Deschamps?et al. (2006),?Baicalein is a potent in vitro inhibitor against both reticulocyte 15-human and platelet 12-human lipoxygenases; Bioorg. Med. Chem.,?14?4295 3) Tarrago?et al. (2008),?Baicalin, a prodrug able to reach the CNS, is a prolyl oligopeptidase inhibitor; Bioorg. Med. Chem.,?16?7516

Baicalein Upstream-Materialien And Downstream Produkte

Baicalein Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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