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Cimifugin

$113

  • Brand : BIOFRON

  • Catalogue Number : BF-C1009

  • Specification : 98%

  • CAS number : 37921-38-3

  • Formula : C16H18O6

  • Molecular Weight : 306.32

  • PUBCHEM ID : 441960

  • Volume : 20mg

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Catalogue Number

BF-C1009

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

306.32

Appearance

White crystalline powder

Botanical Source

Angelica polymorpha,Saposhnikovia divaricata,Cimicifuga foetida,Jatropha curcas

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

CC(C)(C1CC2=C(O1)C=C3C(=C2OC)C(=O)C=C(O3)CO)O

Synonyms

(2R)-7-(Hydroxymethyl)-2-(2-hydroxy-2-propanyl)-4-methoxy-2,3-dihydro-5H-furo[3,2-g]chromen-5-one/5H-Furo[3,2-g][1]benzopyran-5-one, 2,3-dihydro-7-(hydroxymethyl)-2-(1-hydroxy-1-methylethyl)-4-methoxy-, (2R)-/(2S)-7-(Hydroxymethyl)-2-(2-hydroxypropan-2-yl)-4-methoxy-2,3-dihydro-5H-furo[3,2-g]chromen-5-one/5H-Furo[3,2-g][1]benzopyran-5-one, 2,3-dihydro-7-(hydroxymethyl)-2-(1-hydroxy-1-methylethyl)-4-methoxy-, (2S)-/Cimifugin/I07-0216/(2S)-7-(Hydroxymethyl)-2-(2-hydroxy-2-propanyl)-4-methoxy-2,3-dihydro-5H-furo[3,2-g]chromen-5-one/N1342

IUPAC Name

(2S)-7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-4-methoxy-2,3-dihydrofuro[3,2-g]chromen-5-one

Density

1.4±0.1 g/cm3

Solubility

Methanol

Flash Point

204.9±23.6 °C

Boiling Point

546.4±50.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C16H18O6/c1-16(2,19)13-5-9-11(22-13)6-12-14(15(9)20-3)10(18)4-8(7-17)21-12/h4,6,13,17,19H,5,7H2,1-3H3/t13-/m0/s1

InChl Key

ATDBDSBKYKMRGZ-ZDUSSCGKSA-N

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:37921-38-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

28597545

Abstract

Cimifugin is a bioactive component of Saposhnikovia divaricata, a Chinese herb for treating allergy. Our previous studies demonstrated that cimifugin inhibited allergic inflammation efficiently. This study aims to determine the mechanism of cimifugin on epithelial cells in allergic inflammation. Mice were sensitized and challenged with FITC to establish type 2 atopic dermatitis (AD) model. The initial stage of AD model, in which mice were just sensitized with FITC, was established in vivo and immortalized human epidermal (HaCaT) cells were utilized in vitro. Initiative key cytokines, TSLP and IL-33, were measured by ELISA, the junctions in ECs were observed by electron microscopy and TJs (CLDN-1, occludin and CLDND1) were assessed by Western blot, immunohistochemistry and immunofluorescence. The results showed that TSLP and IL-33 were inhibited significantly by cimifugin in the initial stage of AD model. Simultaneously, cimifugin reduced the separated gap among the epithelial cells and increased the expression of TJs. Similar effects on TSLP/IL-33 and TJs were obtained in vitro. The effect of cimifugin on TSLP decreased significantly when expression of CLDN1 was interfered with siRNA and this implied cimifugin inhibits initiative cytokines through restoring TJs. Furthermore, cimifugin administered only in the initial stage obviously attenuated the ultimate allergic inflammation, which indicate that impacts of cimifugin in the initial stage on TSLP/IL-33 and TJs are sufficient for suppressing allergic inflammation. This study not only revealed the mechanisms of cimifugin, but also indicated the possibility of initiative key cytokines and TJs as therapeutic targets.

KEYWORDS

TSLP; IL-33; atopic dermatitis; cimifugin; tight junctions.

Title

Cimifugin Suppresses Allergic Inflammation by Reducing Epithelial Derived Initiative Key Factors via Regulating Tight Junctions

Author

Xiaoyu Wang 1 , Xiaoyan Jiang 1 , Xi Yu 1 , Hailiang Liu 1 , Yu Tao 1 2 , Guorong Jiang 2 , Min Hong 1 Affiliations Expand

Publish date

2017 Nov

PMID

30638197

Abstract

BACKGROUND RAW264.7 cells are induced by lipopolysaccharide (LPS) as a rheumatoid arthritis (RA) model. The present study investigated the effect of cimifugin on the proliferation, migration, chemotaxis, and release of inflammation-related factors and inflammation-related signaling pathways of LPS-induced RAW264.7 cells. MATERIAL AND METHODS MTS assay was used to determine the proliferation of RAW264.7 cells. Transwell assay was employed to examine the migration and chemotaxis of the cells. ELISA was performed to measure the contents of chemotactic factors and inflammatory factors in cell culture supernatants. Western blotting was carried out to detect the expression of factors related with MAPKs and NF-κB signaling pathways. RESULTS Cimifugin (0-100 mg/L) had no cytotoxicity for RAW264.7 cells. LPS stimulation induced morphological differentiation of RAW264.7 cells, but intervention by cimifugin inhibited the activation effect by LPS by about 50%. Cimifugin (100 mg/L) decreased the migration and chemotaxis of RAW264.7 cells to 1/3 of that in control cells by decreasing the release of migration- and chemotaxis-associated factors by at least 30%. Cimifugin (100 mg/L) suppressed the release of inflammatory factors from RAW264.7 cells to less than 60% of that in the LPS group. In addition, cimifugin (100 mg/L) inhibited the activities of MAPKs and NF-κB signaling pathways. CONCLUSIONS The present study demonstrates that cimifugin reduces the migration and chemotaxis of RAW264.7 cells and inhibits the release of inflammatory factors and activation of related signaling pathways induced by LPS. Cimifugin may have potential pharmacological effects against RA.

KEYWORDS

TSLP; IL-33; atopic dermatitis; cimifugin; tight junctions.

Title

Cimifugin Inhibits Inflammatory Responses of RAW264.7 Cells Induced by Lipopolysaccharide

Author

Bin Han 1 2 3 , Yuan Dai 1 4 , Haiyan Wu 3 , Yuanyuan Zhang 3 , Lihong Wan 3 , Jianlei Zhao 3 , Yuanqi Liu 3 , Shijun Xu 1 4 , Liming Zhou 3

Publish date

2019 Jan 14

PMID

18972874

Abstract

High performance liquid chromatography (HPLC) coupled with the solid phase extraction method was developed for determining cimifugin (a coumarin derivative; one of Saposhnikovia divaricatae’s constituents) in rat plasma after oral administration of Saposhnikovia divaricatae extract (SDE), and the pharmacokinetics of cimifugin either in SDE or as a single compound was investigated. The HPLC analysis was performed on a commercially available column (4.6 mm x 200 mm, 5 pm) with the isocratic elution of solvent A (Methanol) and solvent B (Water) (A:B=60:40) and the detection wavelength was set at 250 nm. The calibration curve was linear over the range of 0.100-10.040 microg/mL. The limit of detection was 30 ng/mL. At the rat plasma concentrations of 0.402, 4.016, 10.040 microg/mL, the intra-day precision was 6.21%, 3.98%, and 2.23%; the inter-day precision was 7.59%, 4.26%, and 2.09%, respectively. The absolute recovery was 76.58%, 76.61%, and 77.67%, respectively. When the dosage of SDE was equal to the pure compound calculated by the amount of cimifugin, it was found to have two maximum peaks while the pure compound only showed one peak in the plasma concentration-time curve. The pharmacokinetic characteristics of SDE showed the superiority of the extract and the properties of traditional Chinese medicine.

Title

Pharmacokinetics of Cimifugin in Rat Plasma After Oral Administration of the Extract of Saposhnikovia Divaricatae Root. Determination of Cimifugin by High Performance Liquid Chromatography Coupled With Solid Phase Extraction

Author

Xijun Wang 1 , Zenghui Wang, Hui Sun, Haitao Lv, Hongying Guan, Xiangcai Meng, Haifeng Sun, Guangmei Zhang, Hongxin Cao

Publish date

2008


Description :

Cimifugin is a major components of Yu-ping-feng-san, a Chinese medical formula that is used clinically for allergic diseases and characterized by reducing allergy relapse.