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Imperatorin

$72

  • Brand : BIOFRON

  • Catalogue Number : BD-D1336

  • Specification : 98%(HPLC)

  • CAS number : 482-44-0

  • Formula : C16H14O4

  • Molecular Weight : 270.28

  • PUBCHEM ID : 10212

  • Volume : 20MG

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Catalogue Number

BD-D1336

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8℃

Molecular Weight

270.28

Appearance

White crystalline powder

Botanical Source

Angelica dahurica (Fisch. ex Hoffm.)Benth. et Hook. f. ex Franch. et Sav/Present in roots of Imperatoria ostruthium and Clausena dentata. Also in Aegle marmelos, Angelica dahurica, Glehnia littoralis infected with Pseudomonas cichorii, Ammi majus, Pastinaca spp., Seseli campestre, Urena lobata and others

Structure Type

Coumarins

Category

Standards;Natural Pytochemical;API

SMILES

CC(=CCOC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)C

Synonyms

Pentosalen/Imperatorin/Enoxypsoralen/7H-Furo[3,2-g][1]benzopyran-7-one, 9-[(3-methyl-2-buten-1-yl)oxy]-/MARMELOSIN/AMMIDIN/9-[(3-Methyl-2-buten-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one/Marmelide/8-ISOAMYLEN/9-[(3-Methyl-2-buten-1-yl)oxy]-7H-furo[3,2-g]chromen-7-on

IUPAC Name

9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one

Density

1.2±0.1 g/cm3

Solubility

Methanol; Acetontrile; Acetone; Ethyl Acetate; DMSO

Flash Point

224.9±28.7 °C

Boiling Point

448.3±45.0 °C at 760 mmHg

Melting Point

98-100ºC

InChl

InChl Key

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#:482-44-0) 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

31622950

Abstract

Patients with cancer survivors are at increased risk of cardiovascular disease(CVD). Cardio-oncology has developed as a new discipline with the advances in cancer treatment. There are many new challenges for the clinician and a new frontier for research and investigation. There is an urgent need for further study on the prevention of cardiovascular toxicity. Imperatorin (IMP) is a natural form of coumarin and extract from several plants with diver’s pharmacokinetic effects, including antioxidant and anti-inflammatory properties. This review focus on the molecular mechanisms and pharmacological effects of Imperatorin maybe provide potential cancer and cardiovascular protection that targets IMP. Further studies are required to elucidate the entire spectrum of cytotoxic activities of these compounds to validate and expand their preclinical and clinical applications and to clarify the potential role of IMP.
Copyright © 2019 The Authors. Published by Elsevier Masson SAS.. All rights reserved.

KEYWORDS

CVD; Cancer; Hypertension; Imperatorin

Title

Effects of imperatorin in the cardiovascular system and cancer.

Author

Nasser MI1, Zhu S1, Hu H1, Huang H1, Guo M2, Zhu P3.

Publish date

2019 Dec

PMID

28554202

Abstract

Imperatorin, a major bioactive furanocoumarin with multifunctions, can be used for treating neurodegenerative diseases. In this study, we investigated the characteristics of imperatorin transport in the brain. Experiments of the present study were designed to study imperatorin transport across the blood-brain barrier both in vivo and in vitro. In vivo study was performed in rats using single intravenous injection and in situ carotid artery perfusion technique. Conditionally immortalized rat brain capillary endothelial cells were as an in vitro model of blood-brain barrier to examine the transport mechanism of imperatorin. Brain distribution volume of imperatorin was about 6 fold greater than that of sucrose, suggesting that the transport of imperatorin was through the blood-brain barrier in physiological state. Both in vivo and in vitro imperatorin transport studies demonstrated that imperatorin could be transported in a concentration-dependent manner with high affinity. Imperatorin uptake was dependent on proton gradient in an opposite direction. It was significantly reduced by pretreatment with sodium azide. However, its uptake was not inhibited by replacing extracellular sodium with potassium or N-methylglucamine. The uptake of imperatorin was inhibited by various cationic compounds, but not inhibited by TEA, choline and organic anion substances. Transfection of plasma membrane monoamine transporter, organic cation transporter 2 and organic cation/carnitine transporter 2/1 siRNA failed to alter imperatorin transport in brain capillary endothelial cells. Especially, tramadol, clonidine and pyrilamine inhibited the uptake of [3H]imperatorin competitively. Therefore, imperatorin is actively transported from blood to brain across the blood-brain barrier by passive and carrier-mediated transporter.

KEYWORDS

Alzheimer's disease; Blood-brain barrier; Imperatorin; Proton coupled antiporter

Title

Imperatorin is Transported through Blood-Brain Barrier by Carrier-Mediated Transporters.

Author

Tun T1, Kang YS1.

Publish date

2017 Jul

PMID

28341244

Abstract

ETHNOPHARMACOLOGICAL RELEVANCE:
Angelica dahurica is a commonly used traditional Chinese medicine to treat migraine headache, toothache and cancer. Imperatorin is an active natural furocoumarin component originating from Angelica dahurica and has been shown to exhibit multiple bioeffector functions, including anti-cancer activity. However, the mechanism by which imperatorin inhibits tumor growth is not fully understood.
AIM OF THE STUDY:
The aim of this study was to investigate the effectiveness of imperatorin as a treatment of cancer and to identify the underlying mechanisms of its anticancer activity.
MATERIALS AND METHODS:
HCT116, HeLa, and Hep3B cells were used in this study. Major assays were promoter-reporter gene assay, MTT, western blot analysis, immunofluorescence assay, reverse transcription-PCR (RT-PCR), flow cytometric analysis, clonogenic assay, EdU labeling and immunofluorescence, xenografted assay, and VEGF ELISA.
RESULTS:
We here demonstrated the effect of imperatorin on hypoxia-inducible factor-1 (HIF-1) activation. Imperatorin showed a potent inhibitory activity against HIF-1 activation induced by hypoxia in various human cancer cell lines. This compound markedly decreased the hypoxia-induced accumulation of HIF-1α protein dose-dependently, whereas it did not affect the expressions of HIF-1β and topoisomerase-I (Topo-I). Further analysis revealed that imperatorin inhibited HIF-1α protein synthesis, without affecting the expression level of HIF-1α mRNA or degradation of HIF-1α protein. Moreover, the phosphorylation levels of mammalian target of rapamycin (mTOR), ribosomal protein S6 kinase (p70S6K), eIF4E binding protein-1 (4E-BP1), eukaryotic initiation factor 4E (eIF4E), extracellular signal-regulated kinase-1/2 (ERK1/2), SAPK/JNK and p38 were significantly suppressed by imperatorin. Furthermore, imperatorin prevented hypoxia-induced expression of HIF-1 target genes and flow cytometric analysis indicated that imperatorin induced G1 phase arrest in human colon cancer cell (HCT116). We found that imperatorin administration inhibits tumor growth and blocks tumor angiogenesis in a xenograft tumor model.
CONCLUSIONS:
These results show that imperatorin inhibited HIF-1α protein synthesis by downregulating the mTOR/p70S6K/4E-BP1 and MAPK pathways. These conclusions suggest that imperatorin is an effective inhibitor of HIF-1 and provide new perspectives into the mechanism of its anticancer activity.
Copyright © 2017 Elsevier Ireland Ltd. All rights reserved.

KEYWORDS

Antitumor; HIF-1α; Imperatorin; Translation

Title

Imperatorin suppresses proliferation and angiogenesis of human colon cancer cell by targeting HIF-1α via the mTOR/p70S6K/4E-BP1 and MAPK pathways.

Author

Mi C1, Ma J1, Wang KS1, Zuo HX1, Wang Z1, Li MY1, Piao LX1, Xu GH1, Li X1, Quan ZS2, Jin X3.

Publish date

2017 May 5


Description :

Imperatorin is an effective of NO synthesis inhibitor (IC50=9.2 μmol), which also is a BChE inhibitor (IC50=31.4 μmol). Imperatorin is a weak agonist of TRPV1 with EC50 of 12.6±3.2 μM.