A flavonoid with anticancer and antiplasmodial activity
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4'-O-methyl Quercetin

Item No. 22406

Technical Information
Formal Name
3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
603-61-2
Synonyms
  • 4'-methoxy Quercetin
  • Tamarixetin
Molecular Formula
C16H12O7
Formula Weight
Purity
≥95%
A solid
DMSO: Slightly SolubleMethanol: Slightly Soluble
SMILES
OC1=CC(O)=C(C(C(O)=C(C2=CC=C(OC)C(O)=C2)O3)=O)C3=C1
InChi Code
InChI=1S/C16H12O7/c1-22-11-3-2-7(4-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3
InChi Key
FPLMIPQZHHQWHN-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    4'-O-methyl Quercetin is a flavonoid isolated from C. ordata with anticancer and antiplasmodial activity.1,2,3 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.1 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.2 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).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nicolini, F., Burmistrova, O., Marrero, M.T., et alInduction of G2/M phase arrest and apoptosis by the flavonoid tamarixetin on human leukemia cells. mol. Carcinog. 53(12), 939-950 (2014).

    2. Tan, K.W., Li, Y., Paxton, J.W., et alIdentification of novel dietary phytochemicals inhibiting the efflux transporter breast cancer resistance protein (BCRP/ABCG2). Food Chem. 138(4), 2267-2274 (2013).

    3. Ezenyi, I.C., Salawu, O.A., Kulkarni, R., et alAntiplasmodial activity-aided isolation and identification of quercetin-4'-methyl ether in Chromolaena odorata leaf fraction with high activity against chloroquine-resistant Plasmodium falciparum. Parasitol Res. 113(12), 4415-4422 (2014).