ST057152 Baicalein

baicalein 491-67-8 Biacalein

Reference: Merck 13., 944Reference:

THERAPEUTIC CATEGORY: Astringent

REFERENCE: Merck Index, 12th Ed., 971

SOURCE: From root of Scutellaria baicalensis

ACTIVITY: The flavonoid component of Nepalese and Sino-Japanese crude drugs.1,2 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.

Specification: Tri-substituted Flavones; The group of Scutellaria; Inhibitors Baicalein Chemical Properties:

mp 256-271 C(lit.) storage temp. 2-8C Merck 14,942 BRN 272683 CAS DataBase Reference491-67-8(CAS DataBase Reference) Safety Information Hazard Codes Xi,Xn Risk Statements 36/37/38-20/21/22 Safety Statements 26-36 WGK Germany 3 Hazard Note Irritant Baicalein Usage And Synthesis Chemical Properties:

Yellow Crystalline Solid UsageAn 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 flavonoid component of Nepalese and Sino-Japanese crude d Biological ActivityInhibitor 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.

Merck 13 Reference: Monograph Number: 0000944

Percent Composition: C 66.67%, H 3.73%, O 29.60%

Literature References: From roots of Scutellaria baicalensis. Isoln and structure: Bargellini, Gazz. Chim. Ital. 49, II, 47 (1919); Shibata et al., Acta Phytochim. 1, 109 (1923). Synthesis: Sastri, Seshadri, Proc. Indian Acad. Sci. 23A, 262 (1946), C.A. 41, 449 (1947); Schonberg et al., J. Am. Chem. Soc. 77, 5390 (1955); Jouanne, Mentzer, Compt. Rend. 254, 727 (1962); Agasimundin, Siddappa, J. Chem. Soc. Perkin Trans. 1 1973, 503. Pharmacology: Koda et al., C.A. 75, 47200d (1971).

Properties: Yellow prisms from alc, dec 264-265. uv max (ethanol): 324, 276 nm (log e 4.18, 4.42). Sol in alcohol, methanol, ether, acetone, ethyl acetate, hot glacial acetic acid. Sparingly sol in chloroform, nitrobenzene. Practically insol in water. Sol in dil NaOH with greenish-brown color. Concd H2SO4 gives yellow color, green fluorescence.

Absorption maximum: uv max (ethanol): 324, 276 nm (log e 4.18, 4.42)

Therap-Cat: Astringent.

InChIKey=FXNFHKRTJBSTCS-UHFFFAOYSA-N