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Glycitein

$78

  • Brand : BIOFRON

  • Catalogue Number : BF-G1020

  • Specification : 98%

  • CAS number : 40957-83-3

  • Formula : C16H12O5

  • Molecular Weight : 284.26

  • PUBCHEM ID : 5317750

  • Volume : 20mg

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Catalogue Number

BF-G1020

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

284.26

Appearance

White crystalline powder

Botanical Source

Astragalus membranaceus,Glycine max,Maackia amurensis

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)O

Synonyms

7-hydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4-one/7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4-chromenone/Glycitein/Glycetein/4',7-Dihydroxy-6-methoxyisoflavone/7,4'-Dihydroxy-6-methoxyisoflavone/4’,7-dihydroxy-6-methoxyisoflavone/4,7-Dihydroxy-6-methoxyisoflavone/7-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one/4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-/7-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one/4H-1-Benzopyran-4-one,7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy

IUPAC Name

7-hydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4-one

Density

1.4±0.1 g/cm3

Solubility

Aqueous Base; DMSO

Flash Point

210.1±23.6 °C

Boiling Point

547.4±50.0 °C at 760 mmHg

Melting Point

>300ºC

InChl

InChl Key

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#:40957-83-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

20714813

Abstract

Background: Phytoestrogens, especially genistein, have been shown to have bone beneficial effects in vitro and in vivo. However, the effect of glycitein on bone cells is not known. The aim of this study was to investigate the effects of glycitein on osteoclast differentiation and apoptosis in vitro.
Methods: Bone marrow-derived osteoclasts were cultured with various concentrations (0.01-100 nM) of glycitein. Osteoclast generation was assessed by the number of multinucleated, tartrate-resistant acid phosphatase (TRAP)-positive cells, and apoptosis by the activity of caspase 3/7. Bone-marrow-derived osteoblasts were cultured in the presence of 10 nM glycitein. Subsequently, gene expression levels of receptor activator of NFκB ligand (RANKL), osteoprotegerin (OPG), and interleukin-6 (IL-6) were determined by real-time PCR.
Results: Osteoclast generation was inhibited by glycitein in a biphasic-dose-dependent manner and showed the greatest inhibitory effects at 10 nM (-70%, p < 0.01). Glycitein increased caspase 3/7 activity by 15% at a concentration of 10 nM (p < 0.001). Further, 10 nM glycitein significantly decreased the expression of IL-6 (-53%, p < 0.05) and RANKL (-64%, p < 0.05) in osteoblasts but did not change mRNA levels of OPG.
Conclusions: Our data demonstrate that glycitein suppresses osteoclast generation and induces osteoclast apoptosis in vitro to a similar extent as genistein and therefore suggests that glycitein may also exert bone beneficial effects in vivo.

Title

Glycitein Decreases the Generation of Murine Osteoclasts and Increases Apoptosis

Author

Maria Winzer 1 , Martina Rauner, Peter Pietschmann

Publish date

2010 Sep

PMID

30916421

Abstract

Glycitein is an isoflavone that reportedly inhibits the proliferation of human breast cancer and prostate cancer cells. However, its anti-cancer molecular mechanisms in human gastric cancer remain to be defined. This study evaluated the antitumor effects of glycitein on human gastric cancer cells and investigated the underlying mechanisms. We used MTT assay, flow cytometry and western blotting to investigate its molecular mechanisms with focus on reactive oxygen species (ROS) production. Our results showed that glycitein had significant cytotoxic effects on human gastric cancer cells. Glycitein markedly decreased mitochondrial transmembrane potential (ΔΨm) and increased AGS cells mitochondrial-related apoptosis, and caused G0/G1 cell cycle arrest by regulating cycle-related protein. Mechanistically, accompanying ROS, glycitein can activate mitogen-activated protein kinase (MAPK) and inhibited the signal transducer and activator of transcription 3 (STAT3) and nuclear factor-kappaB (NF-κB) signaling pathways. Furthermore, the MAPK signaling pathway regulated the expression levels of STAT3 and NF-κB upon treatment with MAPK inhibitor and N-acetyl-L-cysteine (NAC). These findings suggested that glycitein induced AGS cell apoptosis and G0/G1 phase cell cycle arrest via ROS-related MAPK/STAT3/NF-κB signaling pathways. Thus, glycitein has the potential to a novel targeted therapeutic agent for human gastric cancer.

Title

Glycitein Induces Reactive Oxygen Species-Dependent Apoptosis and G0/G1 Cell Cycle Arrest Through the MAPK/STAT3/NF-κB Pathway in Human Gastric Cancer Cells

Author

Yan-Qing Zang 1 , Yan-Yu Feng 1 , Ying-Hua Luo 2 , Yu-Qing Zhai 1 , Xue-Ying Ju 1 , Yu-Chao Feng 1 , Jia-Ru Wang 3 , Chang-Qing Yu 1 , Cheng-Hao Jin 1 3

Publish date

2019 Aug

PMID

18646854

Abstract

Two carboxylic acid haptens of glycitein were synthesized, with a spacer arm at the C2 position. They differed in the length of the spacer arm, with the length of the spacer arms being three or four carbon atoms, and were named Delta3-glycitein and Delta4-glycitein haptens, respectively. The different haptens were coupled to bovine serum albumin (BSA), and the coupling efficiency was assessed by MALDI mass spectrometry. Polyclonal antibodies were generated against the BSA conjugates. An additional conjugate of Delta4-glycitein hapten was generated with swine thyroglobulin (Thyr). Enzyme-linked immunosorbent assays (ELISAs) based on the competition between free glycitein and Delta4-glycitein-Thyr conjugates for specific antibodies were developed. The IC50 of the standard curves was 15.6 ng mL(-1) with anti-Delta3-glycitein and 62.5 ng mL(-1) with anti-Delta4-glycitein, that is, 10.9 and 44 pmol/well, respectively. With the Delta3-glycitein antibody, interassay and intra-assay variations were 12.2 and 11.5%, respectively. Specificity tests did not show any significant cross-reaction with any other soy isoflavone. This specificity is not influenced by the length of the spacer arm. The assay was validated by measurements performed on plasma samples as well as on soy-based foodstuffs and on soy-based food supplements.

Title

Synthesis of Haptens and Conjugates for ELISA of Glycitein: Development and Validation of an Immunological Test

Author

Svitlana Shinkaruk 1 , Valerie Lamothe, Jean-Marie Schmitter, Aurelie Fructus, Patrick Sauvant, Sebastien Vergne, Marie Degueil, Pierre Babin, Bernard Bennetau, Catherine Bennetau-Pelissero

Publish date

2008 Aug 27


Description :

Glycitein is a soybean (yellow cultivar) isoflavonoid; used in combination with other isoflavonoids such as genistein and daidzein to study apoptosis and anti-oxidation processes.