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TAMARIXETIN

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TAMARIXETIN Basic information

Product Name:
TAMARIXETIN
Synonyms:
  • 3,3',5,7 TETRAHYDROXY-4'-METHOXYFLAVONE
  • TAMARIXETIN
  • QUERCETIN-4'-METHYL ETHER
  • 3,3’,5,7-tetrahydroxy-4’-methoxy-flavon
  • QUERCETIN-4''-METHYL ETHER hplc
  • 3,5,7-Trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
  • Chiosmethin
  • 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-
CAS:
603-61-2
MF:
C16H12O7
MW:
316.26
EINECS:
210-050-7
Product Categories:
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Flavanols
Mol File:
603-61-2.mol
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TAMARIXETIN Chemical Properties

Melting point:
265-268°C
Boiling point:
601.8±55.0 °C(Predicted)
Density 
1.634±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO: Slightly Soluble; Methanol: Slightly Soluble
form 
A solid
pka
6.31±0.40(Predicted)
color 
Yellow to brown
LogP
2.420 (est)
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Safety Information

Risk Statements 
22
Safety Statements 
22-45
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TAMARIXETIN Usage And Synthesis

Description

4''-O-methyl Quercetin is a flavonoid isolated from C. ordata with anticancer and antiplasmodial activity. 4''-O-methyl Quercetin is a major metabolite of quercetin (Item No. 10005169) that inhibits the viability of HL-60, U937, MOLT-3, Raji, K562, MCF-7, SK-MEL-1, and A549 human tumor cell lines with IC50 values ranging from 5.5-24.1 μM. It induces G2-M arrest and inhibits tubulin polymerization in vitro in a dose-dependent manner. 4''-O-methyl Quercetin inhibits breast cancer resistance protein (BCRP/ABCG2; IC50 = 40 nM in a vesicular transport assay) with no cellular toxicity indicating potential for use in overcoming multidrug resistance in chemotherapy. 4''-O-methyl Quercetin also reduces in vitro proliferation of chloroquine-resistant P. falciparum (IC50 = 4.8 μM) and suppresses infection in mice (65-81% suppression at 2.5-5 mg/kg dose).

Uses

A major metabolite of the flavanoid Quercetin (Q509500) with antioxidant properties. It helps to protect H9c2 cardiomyoblasts against H2O2-induced oxidative stress via the modulation of PI3K/Akt and ERK1/2 signaling pathways.

Definition

ChEBI: A monomethoxyflavone that is quercetin methylated at position O-4'. Isolated from Cyperus teneriffae.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

in vivo

Tamarixetin (0.2% feed management; 6 weeks) improves the myocardial hypertrophy model [2].
Tamarixetin (intraperitoneal injection; 1 mg/kg; single dose) has better anti-inflammatory properties, which is related to the increase of the immune cell population secreting IL-10 in mouse models of bacterial septicemia[3].

Animal Model:Transverse aortic constriction (TAC) mouse model[2]
Dosage:0.2%
Administration:Feed management; 6 weeks
Result:Alleviated pressure?overload?induced cardiac hypertrophy in mice.
Attenuated cardiac fibrosis and apoptosis in pressure?overloaded hearts.
Suppressed oxidative stress.
Negatively regulated NFAT nuclear translocation level.
Was able to the down-regulate the activation of PI3K/AKT signaling pathway in the heart after pressure overload.

References

[1] FABIO NICOLINI. Induction of G2/M phase arrest and apoptosis by the flavonoid tamarixetin on human leukemia cells.[J]. Molecular Carcinogenesis, 2014, 53 12: 939-950. DOI: 10.1002/mc.22055
[2] KEE W. TAN . Identification of novel dietary phytochemicals inhibiting the efflux transporter breast cancer resistance protein (BCRP/ABCG2)[J]. Food Chemistry, 2013, 138 4: Pages 2267-2274. DOI: 10.1016/j.foodchem.2012.12.021
[3] I C EZENYI. Antiplasmodial activity-aided isolation and identification of quercetin-4’-methyl ether in Chromolaena odorata leaf fraction with high activity against chloroquine-resistant Plasmodium falciparum.[J]. Parasitology Research, 2014, 113 12: 4415-4422. DOI: 10.1007/s00436-014-4119-y

TAMARIXETINSupplier

SiChuan HHTC Biological Technology Co., LTD Gold
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J & K SCIENTIFIC LTD.
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021-50135380
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shchemsky@sina.com
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