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Cirsimaritin

$1,120

  • Brand : BIOFRON

  • Catalogue Number : BD-P0896

  • Specification : 98.0%(HPLC)

  • CAS number : 6601-62-3

  • Formula : C17H14O6

  • Molecular Weight : 314.29

  • PUBCHEM ID : 188323

  • Volume : 25mg

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Catalogue Number

BD-P0896

Analysis Method

HPLC,NMR,MS

Specification

98.0%(HPLC)

Storage

-20℃

Molecular Weight

314.29

Appearance

Yellow powder

Botanical Source

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)OC

Synonyms

5,4'-dihydroxy-6,7-dimethoxyflavone/5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxychromen-4-one/Flavone, 4',5-dihydroxy-6,7-dimethoxy-/6,7-Dimethoxyscutellarein/Circimaritin/7-Methylcapillarisin/5-Hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-chromen-4-one/cirsimartin/5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-chromen-4-one/Scrophulein/4H-1-Benzopyran-4-one,5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy/Skrofulein/4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-/4',5-Dihydroxy-6,7-dimethoxyflavone/cirsimaritin

IUPAC Name

5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxychromen-4-one

Applications

Cirsimaritin binds weakly to the benzodiazepine site on GABAA receptors, with antidepressant, anxiolytic and antinociceptive activities.

Density

1.4±0.1 g/cm3

Solubility

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

Flash Point

211.5±23.6 °C

Boiling Point

563.6±50.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3

InChl Key

ZIIAJIWLQUVGHB-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

2914500000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:6601-62-3) 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

29783993

Abstract

BACKGROUND:
Artemisia scoparia Waldst and Kit is a famous traditional Chinese medicine widely distributed in Xinjiang, China. Flavonoids extracted from it exhibits inhibitory activities against several influenza virus strains. Despite this fact, the antiviral properties of CST, one of such flavonoids, against the influenza virus has not been reported. Thus, the aim of this study is to investigate the anti-influenza virus efficacy and antiviral mechanism of CST.

METHODS:
The inhibitory activity of CST against influenza viruses was assessed by using viral titers and performing Western blot, qRT-PCR, and immunofluorescence assays in Madin-Darby canine kidney (MDCK) cells and a human monocytic cell line (THP-1). The mechanism of CST against influenza virus was analyzed by hemagglutination inhibition (HI) assay, neuraminidase (NA) inhibition assay, and Western blot.

RESULTS:
CST reduced viral titers and influenza A virus (IAV) RNA and protein synthesis in a dose-dependent manner. Mechanistically, CST had no inhibitory effect on the attachment and release processes of the viral life cycle, as indicated by the HI and NA assays. Conversely, the CST-mediated inhibition of IAV is possibly linked to the inactivation of the NF-κB/p65 signal pathway. CST also suppressed the activation of JNK MAPK and P38 MAPK in vitro. In line with NF-κB/p65 inhibition, the expression levels of proinflammatory cytokines (TNF-α, IL-1β, IL-8, and IL-10) and the inflammation-related protein COX-2 were downregulated by CST.

CONCLUSIONS:
CST inhibited IAV replication by downregulating the NF-κB signal transduction pathway. CST may be a potential agent or supplement against IAV infection.

KEYWORDS

Antiviral activity; Cirsimaritin; Influenza a virus

Title

Cirsimaritin inhibits influenza A virus replication by downregulating the NF-κB signal transduction pathway.

Author

Yan H1, Wang H1, Ma L1,2, Ma X3, Yin J1, Wu S1, Huang H4, Li Y5.

Publish date

2018 May 21

PMID

28397263

Abstract

OBJECTIVES:
Maintaining glucose homoeostasis is essential for the survival of cells. Despite the various health benefits of Korean thistle (Cirsium japonicum var. maackii), their effects on pancreatic β-cell apoptosis in type 1 diabetes mellitus and the underlying mechanisms remain unclear, and experimentally investigated in this study.

METHODS:
The effects of C. japonicum var. maackii and its active component cirsimaritin against streptozotocin (STZ)-induced cytotoxicity were assessed in INS-1 cells. By Western blotting analysis, protein expressions related to apoptosis were evaluated. The involvement of apoptosis was also confirmed with image-based cytometric assay and caspase activity tests.

KEY FINDINGS:
Cirsium japonicum var. maackii extract and cirsimaritin in non-toxic concentrations improved cell viability to near normal levels and protected INS-1 cells against STZ-induced damage. In addition, cirsimaritin reduced the intracellular oxidative stress induced by STZ. Cirsimaritin effectively suppressed apoptosis in pancreatic β cells by decreasing the activation of caspase-8 and caspase-3, BID and the DNA repair protein poly (ADP-ribose) polymerase (PARP) and increasing anti-apoptotic BCL-2 protein expression.

CONCLUSIONS:
This study demonstrates the therapeutic potential and action mechanism of cirsimaritin for the prevention and treatment of type 1 diabetes mellitus.

© 2017 Royal Pharmaceutical Society.

KEYWORDS

Cirsium japonicum var. maackii; apoptosis; cirsimaritin; streptozotocin

Title

Protective effect of cirsimaritin against streptozotocin-induced apoptosis in pancreatic beta cells.

Author

Lee D1, Kim KH1, Lee J2, Hwang GS3, Lee HL3, Hahm DH4, Huh CK5, Lee SC5, Lee S2, Kang KS3.

Publish date

2017 Jul

PMID

28554870

Abstract

In this study, we investigated the anti-inflammatory effects and mechanisms of cirsimaritin isolated from an ethanol extract of the aerial parts of Cirsium japonicum var. maackii Maxim. using RAW264.7 cells. The extract and its flavonoid cirsimaritin inhibited nitric oxide (NO) production and inducible nitric oxide synthase expression in RAW264.7 cells. Cirsimaritin inhibited interleukin-6, tumor necrosis factor-α, and NO production in a concentration-dependent manner in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. From a western blot study, pretreatment with cirsimaritin inhibited phosphorylation/degradation of IκBα and phosphorylation of Akt in LPS-stimulated RAW264.7 cells. Moreover, cirsimaritin suppressed activation of LPS-induced transcription factors, such as c-fos and signal transducer and activator of transcription 3 (STAT3), in RAW264.7 cells. Collectively, these results show that cirsimaritin possesses anti-inflammatory activity, which is regulated by inhibition of c-fos and STAT3 phosphorylation in RAW264.7 cells.

Copyright © 2017 Elsevier Ltd. All rights reserved.

KEYWORDS

Cirsimaritin; Cirsium japonicum; Inflammation

Title

Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim.

Author

Shin MS1, Park JY2, Lee J3, Yoo HH4, Hahm DH5, Lee SC6, Lee S3, Hwang GS2, Jung K7, Kang KS8.

Publish date

2017 Jul 15