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[6]-Shogaol

$330

  • Brand : BIOFRON

  • Catalogue Number : AV-P10889

  • Specification : 98%

  • CAS number : 555-66-8

  • Formula : C17H24O3

  • Molecular Weight : 276.37

  • PUBCHEM ID : 5281794

  • Volume : 0.2mL

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Catalogue Number

AV-P10889

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

276.37

Appearance

Colorless paste

Botanical Source

Zingiber officinale Roscoe/grains of paradise (Amomum melegueta) and Zingiber officinale (ginger)

Structure Type

Simple Phenolic Compounds

Category

Standards;Natural Pytochemical;API

SMILES

CCCCCC=CC(=O)CCC1=CC(=C(C=C1)O)OC

Synonyms

(E)-1-(4-Hydroxy-3-methoxy-phenyl)-dec-4-en-3-one/(4E)-1-(4-Hydroxy-3-methoxyphenyl)dec-4-en-3-one/6-Shogaol/Trans-6-Shogaol/4-Decen-3-one, 1-(4-hydroxy-3-methoxyphenyl)/Shogaol/4-Decen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)-/(4E)-1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one/[6]-Shogaol

IUPAC Name

(E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one

Applications

6-shogaol, an active compound isolated from Ginger (Zingiber officinale Rosc), exhibits a variety of biological activities including anticancer, anti-inflammation, and anti-oxidation.

Density

1.0±0.1 g/cm3

Solubility

Methanol; Acetontrile; Chloroform; DMSO

Flash Point

150.3±19.4 °C

Boiling Point

427.5±35.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:555-66-8) 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

31938471

Abstract

BACKGROUND:
Vascular calcification is the major reason for high mortality of cardiovascular complications for diabetes. Interleukin (IL)-1β has been implicated in this pathogenesis, but its precise role and clinical evidence have not been clearly identified. Hence, this study was aimed to investigate whether high concentration of glucose (HG), which mimics the hyperglycemia environment, could initiate vascular calcification through NLRP3/IL-1β inflammasome and the underlying mechanism. Recently, 6-shogaol, a major ginger derivate, has been elucidated its pharmaceutic role for various diseases. Therefore, the aims of this study also determined 6-shogaol effect in vascular calcification of HG initiation.

RESULT:
Human artery smooth muscle cells (HASMCs) were used in this study. Glucose concentrations at 5 and 25 mM were defined as normal and HG status, respectively. The results showed that HG could increase the NLRP3, cleaved caspase 1, and pro/mature IL-1β levels to induce the expressions of bone-related matrix proteins and subsequent HASMC calcification. This process was regulated by Akt activation and reactive oxygen species (ROS) production. Moreover, 6-shogaol could inhibit the Akt/ROS signaling and NLRP3/caspase 1/IL-1β inflammasome and hence attenuated HASMC calcification.

CONCLUSIONS:
This study elucidates the detailed mechanism of HG-initiated HASMC calcification through NLRP3/caspase 1/IL-1β inflammasome and indicates a potential therapeutic role of 6-shogaol in vascular calcification complication of diabetes.

? The Author(s) 2020.

KEYWORDS

6-Shogaol; Interleukin-1β; NLRP3 Inflammasome; Smooth muscle cells; Vascular calcification

Title

The antagonism of 6-shogaol in high-glucose-activated NLRP3 inflammasome and consequent calcification of human artery smooth muscle cells.

Author

Chen TC1, Yen CK2, Lu YC2, Shi CS3,4, Hsieh RZ3,5, Chang SF5, Chen CN6.

Publish date

2020 Jan 9

PMID

31679695

Title

Corrigendum to "6-Shogaol, an active constituent of ginger, attenuates neuroinflammation and cognitive deficits in animal models of dementia" [BBRC 449 (2014) 8-13].

Author

Moon M1, Kim HG2, Choi JG3, Oh H4, Lee PK5, Ha SK6, Kim SY7, Park Y6, Huh Y8, Oh MS9.

Publish date

2020 Jan 8

PMID

31675438

Abstract

Periodontitis is an inflammatory disease of the tissues surrounding teeth that causes destruction of connective tissues. During the progress of periodontitis, osteoclasts are solely accountable for the resorption of alveolar bones that leads to the loss of teeth if not properly treated. Thus, the development of effective anti-resorptive therapies will greatly benefit the treatment of periodontitis patients. In the present study, we suggest an inhibitory effect of 6-shogaol, an ingredient of ginger, on osteoclast differentiation and bone resorption. Mouse bone marrow cells were cultured in the presence of macrophage-colony stimulating factor and receptor activator of nuclear factor-κB ligand (RANKL) to investigate the effect of 6-shogaol on osteoclast differentiation and intracellular signaling pathways. 6-shogaol significantly reduced osteoclast differentiation, actin ring formation, and resorption. In the presence of 6-shogaol, osteoclast signaling including the RANKL-induced activation of mitogen-activated protein kinases, Ca2+ oscillation, generation of reactive oxygen species, and nuclear factor of activated T-cells, cytoplasmic 1 nuclear translocation was significantly inhibited in vitro. Furthermore, a ligature-induced periodontitis model in mice was used to determine the role of 6-shogaol in vivo. The administration of 6-shogaol prevented osteoclastogenesis and alveolar bone resorption induced by ligature. Furthermore, the ligature-induced number of macrophages and neutrophils as well as the expression of interleukin-1β and tumor necrosis factor-α were considerably lower in the periodontal tissues following shogaol injection. These results confirm the anti-osteoclastogenic effect of 6-shogaol and suggest the possibility of application as an anti-resorptive strategy in periodontitis.

? 2019 American Academy of Periodontology.

KEYWORDS

bone resorption; calcium; osteoclasts; periodontitis

Title

6-Shogaol, an active ingredient of ginger, inhibits osteoclastogenesis and alveolar bone resorption in ligature-induced periodontitis in mice.

Author

Kim YG1, Kim MO2, Kim SH3, Kim HJ4, Pokhrel NK4, Lee JH5, Lee HJ6, Kim JY4, Lee Y4.

Publish date

2019 Nov 1