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Alpinetin

$93

  • Brand : BIOFRON

  • Catalogue Number : BF-A3026

  • Specification : 98%

  • CAS number : 36052-37-6

  • Formula : C16H14O4

  • Molecular Weight : 270.28

  • PUBCHEM ID : 154279

  • Volume : 25mg

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Catalogue Number

BF-A3026

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

270.28

Appearance

White crystalline powder

Botanical Source

Zingiber officinale,Juglans mandshurica,Litsea rubescens,Alpinia hainanensis

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=CC(=CC2=C1C(=O)CC(O2)C3=CC=CC=C3)O

Synonyms

7-hydroxy-5-methoxy-2-phenyl-chroman-4-one/(2S)-7-Hydroxy-5-methoxy-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one/(S)-7-Hydroxy-5-methoxyflavanone/Alpinetin: 7-hydroxy-5-methoxy-2-phenylchroman-4-one/(2S)-7-Hydroxy-5-methoxy-2-phenyl-2,3-dihydro-4H-chromen-4-one/7-Hydroxy-5-methoxy-2-phenyl-2,3-dihydro-4H-chromen-4-one/4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-5-methoxy-2-phenyl-, (2S)-/(S)-7-Hydroxy-5-methoxy-2-phenylchroman-4-one/7-Hydroxy-5-methoxy-2-phenyl-chroman-4-on/4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-5-methoxy-2-phenyl-/Alpinetin

IUPAC Name

(2S)-7-hydroxy-5-methoxy-2-phenyl-2,3-dihydrochromen-4-one

Density

1.3±0.1 g/cm3

Solubility

Methanol; DMSO

Flash Point

188.8±22.2 °C

Boiling Point

494.9±45.0 °C at 760 mmHg

Melting Point

223-224ºC

InChl

InChl Key

QQQCWVDPMPFUGF-ZDUSSCGKSA-N

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:36052-37-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

26321118

Abstract

Alpinetin, a novel plant flavonoid isolated from Alpinia katsumadai Hayata, has been demonstrated to have anti-inflammatory and antioxidant effects. However, the effects of alpinetin on lipopolysaccharide (LPS)-induced acute kidney injury have not been reported. In the present study, we investigated the protective effects and the underlying mechanism of alpinetin against LPS-induced acute kidney injury in mice. The results showed that alpinetin inhibited LPS-induced kidney histopathologic changes, blood urea nitrogen (BUN) and creatinine levels. Alpinetin also inhibited LPS-induced ROS, MDA, and inflammatory cytokines TNF-α, IL-6 and IL-1β production in kidney tissues. Meanwhile, Western blot analysis showed that alpinetin suppressed LPS-induced TLR4 expression and NF-κB activation in kidney tissues. In addition, alpinetin was found to up-regulate the expression of Nrf2 and HO-1 in a dose-dependent manner. In conclusion, alpinetin protected LPS-induced kidney injury through activating Nrf2 and inhibiting TLR4 expression.

KEYWORDS

Acute kidney injury; Alpinetin; LPS; NF-κB; Nrf2.

Title

Alpinetin Inhibits Lipopolysaccharide-Induced Acute Kidney Injury in Mice

Author

Yi Huang 1 , Li-shan Zhou 2 , Li Yan 3 , Juan Ren 1 , Dai-xing Zhou 4 , Shu-Sheng Li 4

Publish date

2015 Oct

PMID

30132572

Abstract

Natural bioactive components are increasingly being applied in cancer research. Alpinetin is a type of natural flavonoid primarily derived from Alpinia katsumadai Hayata, which exhibits anti‑bacterial and anti‑inflammatory properties. Therefore, it may possess anticancer potential and be employed therapeutically for different diseases. The aim of the present study was to investigate the anticancer effects of alpinetin on the SKOV3 ovarian cancer cell line. The effect of alpinetin treatment on SKOV3 cell proliferation, apoptosis, spheroid and colony formation were measured using Cell Counting kit‑8, cell apoptosis, 3D spheroid and colony formation assays, respectively. Analysis of the cell cycle was performed using flow cytometry. Western blot analysis was used to determine the protein expression levels of B‑cell lymphoma (Bcl)‑2, Bcl‑2‑associated X protein, cleaved caspase‑3, cleaved poly (ADP‑ribose) polymerase (PARP), cyclin D1, cyclin‑dependent kinase (CDK) 4, CDK6, signal transducer and activator of transcription (STAT) 3, phosphorylated (p)‑STAT3, c‑myc, survivin, tissue inhibitor of metalloproteinase (TIMP)‑1, TIMP‑2, matrix metalloproteinase (MMP)‑2 and MMP‑9. In addition, a wound healing assay was used to determine cancer cell migration. The results revealed alpinetin suppressed cell viability and induced apoptosis of SKOV3 cells in a dose‑ and time‑dependent manner, and cells were arrested in the G1 phase. Alpinetin treatment upregulated protein expression levels of Bax, cleaved caspase‑3 and PARP, and downregulated protein expression levels of Bcl‑2, cyclin D1, CDK4 and CDK6. Alpinetin also inhibited cell migration, through increased protein expression levels of TIMP‑1 and TIMP‑2, and decreased protein expression levels of MMP‑2 and MMP‑9. Alpinetin also significantly suppressed colony and spheroid formation by SKOV3 cells. In addition, the STAT3 pathway was suppressed as demonstrated by downregulation of p‑STAT3 and reduced expression of downstream factors, including c‑myc and survivin. Overall, these results indicated that alpinetin may have anticancer effects on human ovarian cancer by inhibiting the STAT3 signaling pathway.

KEYWORDS

Acute kidney injury; Alpinetin; LPS; NF-κB; Nrf2.

Title

Alpinetin Inhibits Proliferation and Migration of Ovarian Cancer Cells via Suppression of STAT3 Signaling

Author

Xuezhi Zhao 1 , Xiaohan Guo 1 , Junhua Shen 1 , Dingchao Hua 1

Publish date

2018 Oct

PMID

30048861

Abstract

Alpinetin has been reported to have anti-inflammatory effects. However, whether alpinetin has anti-inflammatory effects in LPS-induced endometritis has not been thoroughly elucidated to date. The aim of this study was to investigate the protective effects of alpinetin on LPS-induced endometritis in mice. A mouse model of endometritis was induced by LPS and alpinetin was given 1 h before LPS treatment. According to the results, alpinetin protected mice against LPS-induced endometritis by attenuating uterine histological changes and myeloperoxidase (MPO) activity. The LPS-induced inflammatory response was inhibited by alpinetin as confirmed by the inhibition of TNF-α, IL-1ß, and IL-6 production. Furthermore, LPS-induced TLR4 expression and NF-κB activation were significantly suppressed by alpinetin. In addition, the expression of PPAR-γ was dose-dependently increased by the treatment of alpinetin. Taken together, the results of this study showed that alpinetin had protective effects against LPS-induced endometritis in mice, and the beneficial effects were occurred through the activation of PPAR-γ and inhibition of the TLR4 signaling pathway.

KEYWORDS

Alpinetin; Endometritis; LPS; PPAR-γ.

Title

Alpinetin Ameliorates Inflammatory Response in LPS-induced Endometritis in Mice

Author

Yuanjiao Liang 1 , Tao Shen 2 , Qi Ming 2 , Guoqing Han 2 , Yan Zhang 2 , Jinlan Liang 2 , Duanrong Zhu 3

Publish date

2018 Sep


Description :

Alpinetin is a flavonoid isolated from Alpinia katsumadai Hayata, activates activates PPAR-γ, with potent anti-inflammatory activity[1].