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Esculetin

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-E3009

  • Specification : 98%

  • CAS number : 305-01-1

  • Formula : C9H6O4

  • Molecular Weight : 178.14

  • PUBCHEM ID : 5281416

  • Volume : 25mg

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Catalogue Number

BF-E3009

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

178.14

Appearance

Yellow crystalline powder

Botanical Source

peel of Aesculus hippocastanum L.

Structure Type

Phenylpropanoids

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC(=O)OC2=CC(=C(C=C21)O)O

Synonyms

Aesculetin/Cryptotanshinone/ESCULETOL/CICHERINGENIN/Cichorigenin/Asculetine/Esculatin/6,7-Dihydroxycoumarin/Esculin aglycon/6,7-Dihydroxy-2H-chromen-2-one/esculetin/2H-1-Benzopyran-2-one, 6,7-dihydroxy-/6,7-dihydroxy-2H-1-benzopyran-2-one/Coumarin, 6,7-dihydroxy-

IUPAC Name

6,7-dihydroxychromen-2-one

Density

1.6±0.1 g/cm3

Solubility

Methanol; Ethanol

Flash Point

201.5±22.2 °C

Boiling Point

469.7±45.0 °C at 760 mmHg

Melting Point

271-273 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2932200000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:305-01-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

29108761

Abstract

Introduction: Esculetin was identified to inhibit cell proliferation and induce apoptosis or cell cycle arrest in several cancer cell lines. However, the effect of esculetin on lung cancer remains elusive.
Methods: The anti-proliferative role of esculetin in murine Lewis lung carcinoma (LLC) cells was evaluated by 3-(4,5-dimethylthiazol-2yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) and colony formation assays. BALB/c mice were subcutaneously injected with LLC cells to investigate the inhibitory effect of esculetin on the growth of lung cancer xenograft. Invasive ability was detected in esculetin treated and untreated LLC cells by transwell assay. The association between esculetin and Wnt/β-catenin signaling, as well as nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB), was confirmed by testing the expression of c-myc, Cyclin D1 and NF-κB using Western blot.
Results: Esculetin treatment in LLC cells led to significant decrease of cell proliferation in a time- and dose-dependent manner. After injection of LLC cells into mice, reduced size and weight of tumors were observed in esculetin treated mice compared to untreated mice. However, no difference in cell invasion was observed between the treated and untreated LLC cells. Notably decreased expression of c-myc, Cyclin D1 and NF-κB were observed in LLC cells with esculetin treatment compared to untreated cells.
Conclusion: Esculetin plays an inhibitory role in the growth of lung cancer by down-regulating c-myc, Cyclin D1 and NF-κB.

KEYWORDS

C-myc; Ciclina D1; Cyclin D1; Cancer de pulmon; Esculetin; Esculetina; Factor nuclear potenciador de las cadenas ligeras kappa de celulas B activadas (NF-κB); Lung cancer; Nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB).

Title

Esculetin Attenuates the Growth of Lung Cancer by Downregulating Wnt Targeted Genes and Suppressing NF-κB

Author

Xiangyun Zhu 1 , Jiaping Gu 1 , Hongxian Qian 2

Publish date

2018 Mar

PMID

28177662

Abstract

Esculetin (6,7-dihydroxycoumarin) is a coumarin derivative extracted from natural plants and has been reported to have anticancer activity. However, the mechanism by which esculetin prevents human hepatic cancer cell growth is still largely unknown. In this study, we investigated the effect of esculetin on human hepatocellular carcinoma (HCC) SMMC-7721 cells and explored the cell signal mechanism. Our data indicated that esculetin induced apoptosis in SMMC-7721 cells, which were supported by DAPI staining and Annexin V/PI staining. Meanwhile, esculetin increased the activities of caspase-3 and caspase-9, promoted bax expression, decreased bcl-2 expression, and triggered collapse of mitochondrial membrane potential, and increased cytochrome c release from mitochondria. In addition, the inactivation of IGF-1, PI3K, and Akt was observed after esculetin administration. Furthermore, pretreatment with IGF-1 before esculetin administration abrogated the pro-apoptotic effects of esculetin, while PI3K inhibitor increased the pro-apoptotic effects of esculetin. These results indicated that esculetin induced the apoptosis of SMMC-7721 cells through IGF-1/PI3K/Akt-regulated mitochondrial dysfunction.

KEYWORDS

C-myc; Ciclina D1; Cyclin D1; Cancer de pulmon; Esculetin; Esculetina; Factor nuclear potenciador de las cadenas ligeras kappa de celulas B activadas (NF-κB); Lung cancer; Nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB).

Title

Esculetin Induces Apoptosis of SMMC-7721 Cells Through IGF-1/PI3K/Akt-mediated Mitochondrial Pathways

Author

Juan Li 1 , Shuang Li 2 , Xiuli Wang 1 , Hongxin Wang 3

Publish date

2017 Jul

PMID

29705703

Abstract

Esculetin (6,7-dihydroxycoumarin), a natural coumarin compound extracted from natural plants, was reported to be involved in ischemia/reperfusion (I/R) injury. However, the role of esculetin in myocardial I/R injury remains unclear. This study was designed to investigate the protective effects of esculetin on cardiomyocytes induced by hypoxia/reoxygenation (H/R), and explore the underlying mechanisms. Our results showed that esculetin improved the cell viability and decreased lactate dehydrogenase (LDH) release in H/R-stimulated H9c2 cells. In addition, esculetin significantly suppressed oxidative stress and apoptosis in H9c2 cells exposed to H/R treatment. Exploration of the underlying mechanisms of its action indicated that esculetin enhanced the activation of JAK2/STAT3 pathway in H/R-stimulated H9c2 cells. Taken together, these findings indicated that esculetin inhibits oxidative stress and apoptosis in H9c2 cardiomyocytes following H/R injury through the activation of JAK2/STAT3 pathway.

KEYWORDS

Apoptosis; Esculetin; Myocardial I/R injury; Oxidative stress.

Title

Esculetin Inhibits Oxidative Stress and Apoptosis in H9c2 Cardiomyocytes Following Hypoxia/Reoxygenation Injury

Author

Ya He 1 , Chen Li 2 , Qiaoya Ma 2 , Songsheng Chen 2

Publish date

2018 Jun 18


Description :

Esculetin is an active ingredient extracted mainly from the bark of Fraxinus rhynchophylla. Esculetin inhibits platelet-derived growth factor (PDGF)-induced airway smooth muscle cells (ASMCs) phenotype switching through inhibition of PI3K/Akt pathway. Esculetin has antioxidant, antiinflammatory, and antitumor activities[1].