Catalogue Number
AV-P12182
Analysis Method
HPLC,NMR,MS
Specification
98%
Storage
2-8°C
Molecular Weight
194.23
Appearance
Colorless columnar crystal
Botanical Source
Zingiber officinale Rosc.
Structure Type
Simple Phenolic Compounds
Category
Standards;Natural Pytochemical;API
SMILES
CC(=O)CCC1=CC(=C(C=C1)O)OC
Synonyms
Vanillyl acetone/4-(4-Hydroxy-3-methoxyphenyl)-2-butanone/4-(4-hydroxy-3-methoxyphenyl)butan-2-one//Zingiberone/2-Butanone, 4-(4-hydroxy-3-methoxyphenyl)-/Vanillylacetone/3-Methoxy-4-hydroxybenzylacetone/2-Butanone, 4- (4-hydroxy-3-methoxyphenyl)-/Zingberone/zingerone
IUPAC Name
4-(4-hydroxy-3-methoxyphenyl)butan-2-one
Density
1.1±0.1 g/cm3
Solubility
Methanol; DMSO
Flash Point
123.7±17.2 °C
Boiling Point
323.0±27.0 °C at 760 mmHg
Melting Point
40-41 °C(lit.)
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#:122-48-5) 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.
30235818
Cancer cells undergo uncontrolled proliferation resulting from aberrant activity of various cell-cycle proteins. Therefore, despite recent advances in intensive chemotherapy, it is difficult to cure cancer completely. Recently, cell-cycle regulators became attractive targets in cancer therapy. Zingerone, a phenolic compound isolated from ginger, is a nontoxic and inexpensive compound with varied pharmacological activities. In this study, the therapeutic effect of zingerone as an anti-mitotic agent in human neuroblastoma cells was investigated. Following treatment of BE(2)-M17 cells with zingerone, we performed a 3-(4,5-dimethylthiazol-2-yl)-2,5- diphenyltetrazolium bromide (MTT) assay and colony-formation assay to evaluate cellular proliferation, in addition to immunofluorescence cytochemistry and flow cytometry to examine the mitotic cells. The association of gene expression with tumor stage and survival was analyzed. Furthermore, to examine the anti-cancer effect of zingerone, we applied a BALB/c mouse-tumor model using a BALB/c-derived adenocarcinoma cell line. In human neuroblastoma cells, zingerone inhibited cellular viability and survival. Moreover, the number of mitotic cells, particularly those in prometaphase, increased in zingerone-treated neuroblastoma cells. Regarding specific molecular mechanisms, zingerone decreased cyclin D1 expression and induced the cleavage of caspase-3 and poly (ADP-ribose) polymerase 1 (PARP-1). The decrease in cyclin D1 and increase in histone H3 phosphorylated (p)-Ser10 were confirmed by immunohistochemistry in tumor tissues administered with zingerone. These results suggest that zingerone induces mitotic arrest followed by inhibition of growth of neuroblastoma cells. Collectively, zingerone may be a potential therapeutic drug for human cancers, including neuroblastoma.
apoptosis; cyclin D1; mitosis arrest; tumor progression; zingerone.
Zingerone Suppresses Tumor Development Through Decreasing Cyclin D1 Expression and Inducing Mitotic Arrest
Jae-Sun Choi 1 2 , Jaewook Ryu 3 , Woom-Yee Bae 4 , Aron Park 5 , Seungyoon Nam 6 7 8 , Ja-Eun Kim 9 10 , Joo-Won Jeong 11 12
2018 Sep 19
29117507
The epidermis, the outermost layer of the skin, is a stratified epithelium that protects the body from the external environment. Keratinocyte stem cells (KSCs) are involved in epidermis homeostasis by maintaining epidermal integrity through a process of constant regeneration. Ultraviolet B (UVB) radiation is a major inducer of cellular damage in the epidermis. In this study, we investigated the effects of zingerone (a phenolic compound derived from spices) on UVB-induced cellular damage in KSCs. We found that zingerone significantly inhibited cellular senescence of KSCs in response to UVB irradiation. These effects were confirmed by the senescence-associated β-galactosidase and comet assays. Zingerone decreased the production of proinflammatory cytokines such as tumor necrosis factor-α (TNF-α), interleukin-1β (IL-1β), and interleukin-6 (IL-6) in UVB-irradiated KSCs. Moreover, UVB-induced expression of p21, a cell cycle arrest-related gene, was reduced by zingerone treatment, whereas zingerone upregulated the expression of proliferation-related genes such as proliferating cell nuclear antigen (PCNA) and vascular endothelial growth factor (VEGF), in addition to anti-senescence-related genes including telomerase reverse transcriptase (TERT), histone deacetylase 1 (HDAC1), and DNA (cytosine-5)-methyltransferase 1 (DNMT1). The UVB-protective effects of zingerone were mediated by inhibition of p42/44 MAPK and p38 MAPK. Therefore, zingerone could potentially be used to protect the epidermis from UVB-induced damage.
AP-1; Cellular damage; Keratinocyte stem cells; Ultraviolet B; Zingerone.
Zingerone Protects Keratinocyte Stem Cells From UVB-induced Damage
Jienny Lee 1 , Sae Woong Oh 2 , Seoung Woo Shin 3 , Kyung-Woo Lee 4 , Jae-Youl Cho 5 , Jongsung Lee 6
2018 Jan 5
29367111
Diabetes affects a large proportion of population wide across the world and kidney is a main target organ of diabetic complications. Zingerone is a stable active component derived from dry ginger rhizome. We investigated the effect of zingerone on diabetic nephropathy and explored the possible mechanisms. We showed that zingerone decreased the levels of serum insulin, C-peptide and glycosylated hemoglobin A1c. The levels of blood urea nitrogen (BUN), serum creatinine, urinary albumin content and albumin/creatinine ratio (ACR) were reduced by zingerone. Moreover, zingerone attenuated the pathological injuries of kidneys, reduced the surface area of Bowman’s capsule, Bowman’s space, glomerular tuft, and decreased the expression of collagen IV and fibronectin in kidneys in db/db mice. The high levels of triglyceride and cholesterol, and high expression of TNF? and IL-6 were decreased by zingerone. Furthermore, zingerone decreased the level of MDA and increased the content of glutathione (GSH). NADPH oxidase 4 (NOX4) expression was significantly increased in kidneys of db/db mice and in HK-2 cells after exposure to high glucose. Zingerone significantly decreased the expression of NOX4 in vivo and in vitro. Upregualtion of NOX4 significantly inhibited zingerone-induced protective effects against the cytotoxicity of high glucose. Downregulation of NOX4 was responsible for zingerone-exhibited pharmacological activities and reduction of diabetic nephropathy. Overall, zingerone is a promising therapeutic treatment to attenuate diabetic nephropathy.
Diabetic nephropathy; Inflammation; NOX4; Oxidative stress; Zingerone.
Zingerone Attenuates Diabetic Nephropathy Through Inhibition of Nicotinamide Adenine Dinucleotide Phosphate Oxidase 4
Yan Cui 1 , Yan Shi 1 , Yan Bao 1 , Shulong Wang 1 , Qiuju Hua 1 , Yun Liu 2
2018 Mar