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5-Hydroxy-7,8-dimethoxyflavone

$182

  • Brand : BIOFRON

  • Catalogue Number : AV-H19051

  • Specification : 98%

  • CAS number : 3570-62-5

  • Formula : C17H14O5

  • Molecular Weight : 298.29

  • PUBCHEM ID : 188316

  • Volume : 20mg

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Catalogue Number

AV-H19051

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

298.29

Appearance

Yellow crystal

Botanical Source

Scutellaria baicalensis Georgi/Mosla soochowensis Matsuda

Structure Type

Category

Standards;Natural Pytochemical;API

SMILES

OC1=C(C2=C(C(=C1)O)C(=O)C=C(O2)C3=CC=CC=C3)OC

Synonyms

/7-O-methylwogonin/4H-1-Benzopyran-4-one, 5-hydroxy-7,8-dimethoxy-2-phenyl-/Ambotz/5-Hydroxy-7,8-dimethoxy-2-phenyl-4H-chromen-4-one/5-hydroxy-7,8-dimethoxy-2-phenyl-chromen-4-one/5-hydroxy-7,8-dimehtoxyflavone/norwogenin-6,7-dimethyl ether/7-O-methylwogonine/Moslosooflavone/5-Hydroxy-7,8-dimethoxyflavone

IUPAC Name

5-hydroxy-7,8-dimethoxy-2-phenylchromen-4-one

Applications

Density

1.3±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

200.6±23.6 °C

Boiling Point

532.9±50.0 °C at 760 mmHg

Melting Point

182-183℃

InChl

InChI=1S/C17H14O5/c1-20-14-9-12(19)15-11(18)8-13(10-6-4-3-5-7-10)22-17(15)16(14)21-2/h3-9,19H,1-2H3

InChl Key

IHLSBQVBFDTNTC-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:3570-62-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

30199903

Abstract

Polo-like kinase 1, a mitotic Ser/Thr kinase, has emerged as a molecular target for the development of anticancer drugs. In this study, we found that polo-like kinase 1 activity was inhibited by 7-O-methylwogonin and related flavones, including baicalein, dihydrobaicalein, and viscidulin II, isolated from Scutellaria baicalensis. Although dihydrobaicalein exhibited the highest polo-like kinase 1 inhibitory activity among the four compounds, it also inhibited other kinases, such as vaccinia-related kinase 2 and polo-like kinase 2. Baicalein and viscidulin II also showed low selectivity to polo-like kinase 1 since they inhibited polo-like kinase 3 and polo-like kinase 2, respectively. However, 7-O-methylwogonin exhibited selective polo-like kinase 1 inhibitory activity, as evidenced from in vitro kinase assays based on fluorescence resonance energy transfer assays and ADP-Glo kinase assays. In addition, examination of mitotic morphology and immunostaining using specific antibodies for the mitotic markers, p-histone H3 and mitotic protein monoclonal 2, in Hep3B cells showed that 7-O-methylwogonin treatment increased mitotic cell populations due to inhibition of mitotic progression as a result of polo-like kinase 1 inhibition. The pattern of 7-O-methylwogonin-induced mitotic arrest was similar to that of BI 2536, a specific polo-like kinase 1 inhibitor. Thus, it was suggested that 7-O-methylwogonin disturbed mitotic progression by inhibiting polo-like kinase 1 activity. These data suggest that 7-O-methylwogonin, a polo-like kinase 1 inhibitor, may be a useful anticancer agent because of its polo-like kinase 1 selectivity and effectiveness.

Georg Thieme Verlag KG Stuttgart · New York.

Title

7-O-Methylwogonin from Scutellaria baicalensis Disturbs Mitotic Progression by Inhibiting Plk1 Activity in Hep3B Cells.

Author

Woo SU1, Jang HR1, Chin YW2, Yim H1.

Publish date

2019 Feb;

PMID

29082692

Abstract

By means of preparative HPTLC and column chromatography over silica gel and Sephadex LH-20, nineteen flavonoids were isolated and purified from the whole plants of Scutellaria moniliorrhiza. Based on the physico-chemical properties and spectral data, their structures were identified as: apigenin (1), luteolin (2), wogonin (3), oroxylin A (4), 6-methoxynaringein (5), 5,7,4′-trihydroxy-6,8-dimethoxyflavone (6), 5,7,8-trimethoxyflavone (7), 3,5,6,7-tetramethoxyflavone (8), 7-hydroxy-4′,5,6,8-tetramethoxyflavone (9), 5,7,2′-trihydroxy-6-methoxyflavanone (10), 5,7,4′-trihydroxy-6-methoxyflavone (11), 5,7-dihydroxy-6,8-dimethoxy -flavone (12), 5,2′,6′-trihydroxy-7,8-dimethoxyflavone (13), 5,7,2′-trihydroxy-8-methoxyflavone (14), 5,2′-dihydroxy-7,8-dimethoxyflavanone (15), 2′-hydroxy-5,7,8-trimethoxyflavone (16), 5-hydroxy-7,8-dimethoxyflavone (17), 5,2′-dihydroxy-7,8-dimethoxyflavone (18), and 5-hydroxy-6,7,8-trimethoxyflavone (19). For the first time, compounds 1-19 were isolated from S. moniliorrhiza, and compounds 6, 8, 9, 12, 19 were isolated from the Scutellaria genus.

Copyright? by the Chinese Pharmaceutical Association.

KEYWORDS

Lamiaceae ; Scutellaria ; Scutellaria moniliorrhiza ; flavonoids

Title

[Studies on flavonoids from Scutellaria moniliorrhiza].

Author

Han QT1, Xiao K1, Cai Y1, Dai SJ1.

Publish date

2017 May

PMID

27195463

Abstract

The flavonoids mosloflavone, oroxylin A, and norwogonin, which were purified from Scutellaria baicalensis Georgi, significantly protected Vero cells against Coxsackievirus B3 (CVB3)-induced cell death. To investigate the in vivo antiviral activity of oroxylin A, we intraperitoneally inoculated CVB3 into 4-week-old BALB/c mice. Body weights and blood glucose levels of the mice were decreased after CVB3 infection, and these changes were attenuated by the administration of oroxylin A. Importantly, treatment of mice with oroxylin A reduced viral titers in the pancreas and decreased the serum levels of the inflammatory cytokines including interleukin-6 (IL-6) and tumor necrosis factor (TNF)-α. Additionally, the administration of oroxylin A mitigated the histological pancreatic lesions and apoptotic cell death induced by CVB3 infection and increased the levels of phospho-eIF2α in infected pancreata. The results suggest that oroxylin A may represent a potent antiviral agent against CVB3 infection.

Title

Antiviral Activity of Oroxylin A against Coxsackievirus B3 Alleviates Virus-Induced Acute Pancreatic Damage in Mice.

Author

Kwon BE1, Song JH1, Song HH2, Kang JW3, Hwang SN3, Rhee KJ3, Shim A1, Hong EH1, Kim YJ4, Jeon SM5, Chang SY5, Kim DE6, Cho S6, Ko HJ1.

Publish date

2016 May 19