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Corylin

$113

  • Brand : BIOFRON

  • Catalogue Number : BF-C2015

  • Specification : 98%

  • CAS number : 53947-92-5

  • Formula : C20H16O4

  • Molecular Weight : 320.35

  • PUBCHEM ID : 5316097

  • Volume : 20mg

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Catalogue Number

BF-C2015

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

320.35

Appearance

White powder

Botanical Source

Cullen corylifolium,Pueraria montana var. lobata

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1(C=CC2=C(O1)C=CC(=C2)C3=COC4=C(C3=O)C=CC(=C4)O)C

Synonyms

2,2,8-trimethyl-7-hydroxychromanone/Corylin/7-hydroxy-2,2,8-trimethyl-2,3-dihydro-4H-benzopyran-4-one/isowighteone/2,3-dihydro-7-hydroxy-2,2,8-trimethyl-4H-benzopyran-4-one/7-Hydroxy-2,2,8-trimethylchroman-4-one/7-Hydroxy-2,2,8-trimethyl-4-chromanone/7-HYDROXY-2,2,8-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE/4H-1-Benzopyran-4-one, 3-(2,2-dimethyl-2H-1-benzopyran-6-yl)-7-hydroxy-/7-Hydroxy-2',2'-dimethyl-2'H,4H-3,6'-bichromen-4-one

IUPAC Name

3-(2,2-dimethylchromen-6-yl)-7-hydroxychromen-4-one

Density

1.3±0.1 g/cm3

Solubility

Methanol; Ethyl Acetate; DMF

Flash Point

193.1±23.6 °C

Boiling Point

527.4±50.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C20H16O4/c1-20(2)8-7-13-9-12(3-6-17(13)24-20)16-11-23-18-10-14(21)4-5-15(18)19(16)22/h3-11,21H,1-2H3

InChl Key

PWAACAMQKVIVPZ-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

2914400000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:53947-92-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

28397806

Abstract

Corylin is a main compound isolated from Psoralea corylifolia L. (Fabaceae). A variety of pharmacological effects such as antioxidant, anti-proliferation, and anti-inflammatory properties of corylin have been reported. Nevertheless, the effect of corylin in microbial infection and sepsis remains unclear. In the present study, we investigated the anti-inflammatory effects of corylin. Our experimental results demonstrated that corylin inhibited the production of TNF-α, IL-6 and NO by both LPS-activated RAW 264.7 cells and LPS-activated murine peritoneal macrophages. Moreover, corylin suppressed the expression levels of iNOS and COX-2, reduced the production of PGE2 and HMGB1, blocked the translocation of HMGB1 from the nucleus to cytosol, and decreased the phosphorylation of MAPKs in LPS-activated RAW 264.7 cells as well as suppressed the activity of NF-κB in LPS-activated J-Blue cells. In addition, the administration of corylin reduced the production of NO and TNF-α, decreased LPS-induced liver damage markers (AST and ALT) and kidney damage markers (BUN and CRE), attenuated infiltration of inflammatory cells and tissue damage of lung, liver and kidney, and enhanced the survival rate of LPS-challenged mice. Taken together, these results show the anti-inflammatory properties of corylin on LPS-induced inflammation and sepsis. Corylin could potentially be a novel anti-inflammatory and immunosuppressive drug candidate in the treatment of sepsis and septic shock.

Title

Corylin protects LPS-induced sepsis and attenuates LPS-induced inflammatory response.

Author

Hung YL1, Fang SH2, Wang SC3, Cheng WC4, Liu PL5, Su CC6,7, Chen CS8, Huang MY9, Hua KF10, Shen KH6,11,12, Wang YT7, Suzuki K13, Li CY7,14,15.

Publish date

2017 Apr 11

PMID

30107806

Abstract

BACKGROUND:
Inflammation has been found to be associated with many neurodegenerative diseases, including Parkinson’s and dementia. Attenuation of microglia-induced inflammation is a strategy that impedes the progression of neurodegenerative diseases.

METHODS:
We used lipopolysaccharide (LPS) to simulate murine microglia cells (BV2 cells) as an experimental model to mimic the inflammatory environment in the brain. In addition, we examined the anti-inflammatory ability of corylin, a main compound isolated from Psoralea corylifolia L. that is commonly used in Chinese herbal medicine. The production of nitric oxide (NO) by LPS-activated BV2 cells was measured using Griess reaction. The secretion of proinflammatory cytokines including tumor necrosis factor (TNF-α), interleukin-1β (IL-1β) and interleukin-6 (IL-6) by LPS-activated BV2 cells was analyzed using enzyme-linked immunosorbent assay (ELISA). The expression of inducible NO synthase (iNOS), cyclooxygenase-2 (COX-2), nucleotide-binding oligomerization domain-like receptor containing pyrin domain 3 (NLRP3), apoptosis-associated speck-like protein containing a caspase-activation and recruitment domain (ASC), caspase-1, IL-1β and mitogen-activated protein kinases (MAPKs) in LPS-activated BV2 cells was examined by Western blot.

RESULTS:
Our experimental results demonstrated that corylin suppressed the production of NO and proinflammatory cytokines by LPS-activated BV2 cells. In addition, corylin inhibited the expression of iNOS and COX-2, attenuated the phosphorylation of ERK, JNK and p38, decreased the expression of NLRP3 and ASC, and repressed the activation of caspase-1 and IL-1β by LPS-activated BV2 cells.

CONCLUSION:
Our results indicate the anti-inflammatory effects of corylin acted through attenuating LPS-induced inflammation and inhibiting the activation of NLRP3 inflammasome in LPS-activated BV2 cells. These results suggest that corylin might have potential in treating brain inflammation and attenuating the progression of neurodegeneration diseases.

KEYWORDS

Anti-inflammation; Corylin; MAPK signaling pathway; Microglia; NLRP3 inflammasome

Title

Corylin inhibits LPS-induced inflammatory response and attenuates the activation of NLRP3 inflammasome in microglia.

Author

Huang MY1,2, Tu CE2, Wang SC3, Hung YL4, Su CC2,5,6, Fang SH7, Chen CS8, Liu PL9, Cheng WC10, Huang YW11, Li CY12.

Publish date

2018 Aug 15

PMID

29631076

Abstract

Corylin, an phenolic compound from Psoralea corylifolia, has been reported with various pharmacological properties but has poor bioavailability due to massive metabolism. In this study, twelve metabolites of corylin mainly involving in oxidation, hydration, glucuronidation and sulfation were detected in mice. Furthermore, the oxidation and hydration of corylin (M4) in human liver microsomes (HLM) and human intestine microsomes (HIM) were both efficient with high CLint (intrinsic clearance) values of 24.29 and 42.85 μL/min/mg, respectively. CYP1A1, 1B1 and 2C19 contributed most for M4 with the CLint values of 26.63, 33.09 and 132.41 μL/min/mg, respectively. Besides, M4 was strongly correlated with phenacetin-N-deacetylation (r = 0.885, p = 0.0001) and tolbutamide-4-oxidation (r = 0.727, p = 0.001) in twelve individual HLMs, respectively. In addition, corylin was efficiently glucuronidated (M7) in HLM (125.33 μL/min/mg) and in HIM (108.74 μL/min/mg). UGT1A1 contributed the most for M7 with the CLint value of 122.32 μL/min/mg. Meanwhile, M7 was significantly correlated with β-estradiol-3-O-glucuronidation (r = 0.742, p = 0.006) in twelve individual HLMs. Moreover, the metabolism of corylin showed marked species differences. Taken together, corylin was subjected to massive first-pass metabolism in liver and intestine, while CYP1A1, 1B1, 2C19 and UGT1A1 were the main contributors. Finally, the proposed metabolic pathway of corylin involed CYP and UGT isoforms were summarized, which could help to understand the metabolic fate of corylin in vivo.

Copyright © 2018. Published by Elsevier B.V.

KEYWORDS

Corylin; Cytochromes P450; Metabolites profile; Species differences; UDP-glucuronosyltransferase

Title

Metabolic profiling of corylin in vivo and in vitro.

Author

Qin Z1, Li S2, Yao Z3, Hong X2, Xu J2, Lin P2, Zhao G4, Gonzalez FJ5, Yao X6.

Publish date

2018 Jun 5


Description :

Corylin is a major bioactive compound isolated from Psoralea corylifolia L; antibiotic or anticancer compound.IC50 value:Target: in vitro: Corylin showed an inhibitory effect on IL-6-induced STAT3 promoter activity in Hep3B cells with IC50 value of 1.37 uM [1].