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Sciadopitysin

$275

  • Brand : BIOFRON

  • Catalogue Number : BF-S4001

  • Specification : 95%(HPLC)

  • CAS number : 521-34-6

  • Formula : C33H24O10

  • Molecular Weight : 580.54

  • PUBCHEM ID : 5281696

  • Volume : 10mg

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Catalogue Number

BF-S4001

Analysis Method

HPLC,NMR,MS

Specification

95%(HPLC)

Storage

2-8°C

Molecular Weight

580.54

Appearance

White crystal

Botanical Source

Ginkgo biloba

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)OC

Synonyms

Amentoflavone-4',4",7-trimethyl Ether/I-7,I-4',II-4'-tri-O-methylamentoflavone/Amentoflavone-7,4',4'''-trimethyl ether/5,7-Dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-4H-chromen-4-one/Sciadopitysin/5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one/4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-/Sciadopytissin/Jin Song biflavone

IUPAC Name

5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one

Applications

Density

1.4±0.1 g/cm3

Solubility

Methanol; DMF

Flash Point

276.2±27.8 °C

Boiling Point

839.6±65.0 °C at 760 mmHg

Melting Point

296-298ºC

InChl

InChI=1S/C33H24O10/c1-39-18-7-4-16(5-8-18)27-15-25(38)32-23(36)13-22(35)30(33(32)43-27)20-10-17(6-9-26(20)41-3)28-14-24(37)31-21(34)11-19(40-2)12-29(31)42-28/h4-15,34-36H,1-3H3

InChl Key

YCXRBCHEOFVYEN-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:521-34-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

29603293

Abstract

Increased glycation of macromolecules via the reactive dicarbonyl and α-oxoaldehyde methylglyoxal (MG) has shown an association with diabetes and its complications. In the present study, the protective effects of sciadopitysin against MG-induced oxidative cell damage were investigated in the insulin-producing pancreatic β-cell line, RIN-m5F cells. When exposed to MG for 48 hours, RIN-m5F cells experienced significant loss of viability and impaired insulin secretion; however, treatment with sciadopitysin protected RIN-m5F cells against MG-induced cell death and decreased insulin secretion. Treatment of RIN-m5F cells with sciadopitysin prevented MG-induced production of interleukin-1β, intracellular reactive oxygen species and cardiolipin peroxidation. Furthermore, sciadopitysin increased adenosine monophosphate-activated protein kinase phosphorylation of RIN-m5F cells. Treatment of cells with sciadopitysin increased the activity of glyoxalase I and decreased the levels of MG-protein adducts, indicating that sciadopitysin protects against MG-induced protein glycation by increasing MG detoxification. Taken together, the results indicated the potential utility of sciadopitysin as an intervention against MG-induced cell damage in pancreatic β-cells.

Copyright © 2018 John Wiley & Sons, Ltd.

KEYWORDS

Sciadopitysin; methylglyoxal; mitochondrial biogenesis; oxidative stress; pancreatic beta cells

Title

The protective effects of sciadopitysin against methylglyoxal-induced cytotoxicity in cultured pancreatic β-cells.

Author

Suh KS1, Chon S1, Choi EM1.

Publish date

2018 Aug

PMID

29575000

Abstract

A sensitive and rapid LC-MS/MS method was developed and validated for quantitation of sciadopitysin in rat plasma using amentoflavone as an internal standard. Sample processing was accomplished after deproteinization with 150 μL aliquot of acetonitrile. Chromatographic separation was achieved using an Agela C18 column with an isocratic mobile phase comprising 2 mm ammonium acetate-acetonitrile (35:65, v/v) at a flow rate of 0.4 mL/min. Detection was performed by selection reaction monitoring on a triple-quadrupole mass spectrometer following the transitions m/z 579 → 547 and 537 → 375 for sciadopitysin and internal standard, respectively, in the negative ionization mode. The calibration curve was linear from 2.90 to 1160 ng/mL for sciadopitysin. Intra- and inter-day precisions were in the ranges 4.1-11.4 and 5.7-9.1% for sciadopitysin. Sciadopitysin was stable under different stability conditions. The validated assay was applied to pharmacokinetic and bioavailability studies in rats.

Copyright © 2018 John Wiley & Sons, Ltd.

KEYWORDS

LC-MS/MS; bioavailability; pharmacokinetic study; sciadopitysin

Title

Validated LC-MS/MS method for the quantification of sciadopitysin in rat plasma and its application to pharmacokinetic and bioavailability studies in vivo.

Author

Yang S1, Qu R1, Zhu Z2, Li W3, Zhao C4, Li L4.

Publish date

2018 Aug

PMID

28575726

Abstract

Previous studies reported that sciadopitysin (Sc), a type of biflavonoids, protects reactive oxygen species (ROS)-mediated osteoblast dysfunction, but its role in osteoclastogenesis remains unclear. In this study, we observed that Sc dose-dependently suppressed RANKL-induced osteoclastogenesis and bone resorption. Our results indicated that Sc treatment strongly reduced RANKL-induced osteoclast-specific genes expression, including cathepsin K (CTSK), tartrate-resistant acid phosphatase (TRAP) and MMP-9. Furthermore, Sc apparently attenuated RANKL-increased expressions of c-Fos and NFATc1. Meanwhile, Sc also strikingly inhibited the activation of NF-κB without altering the phosphorylation of MAPKs (p38, JNK and ERK1/2). Finally, our study demonstrated that Sc administration could reverse the bone loss in LPS-induced mice model. This study suggests that Sc inhibits RANKL-induced osteoclastogenesis and bone loss by inhibiting NF-κB activation and reducing the expression of c-Fos and NFATc1. Therefore, Sc might be benefit for RANKL-mediated osteolytic bone diseases.

Copyright © 2017. Published by Elsevier B.V.

KEYWORDS

Bone loss; Bone resorption; NF-κB; NFATc1; Osteoclasts; RANKL

Title

Sciadopitysin suppresses RANKL-mediated osteoclastogenesis and prevents bone loss in LPS-treated mice.

Author

Cao J1, Lu Q2, Liu N2, Zhang YX2, Wang J3, Zhang M2, Wang HB4, Sun WC5.

Publish date

2017 Aug