A flavokawain derivative with anticancer and antiviral activities
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Flavokawain 1i

Item No. 39394

Technical Information
Formal Name
(2E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(1-naphthalenyl)-2-propen-1-one
CAS Number
1098176-51-2
Synonyms
  • Flavokavain 1i
Molecular Formula
C21H18O4
Formula Weight
Purity
≥98%
A solid
DMF: 10 mg/mlDMSO: 10 mg/ml
SMILES
COC1=C(C(O)=CC(OC)=C1)C(/C=C/C2=C3C(C=CC=C3)=CC=C2)=O
InChi Code
InChI=1S/C21H18O4/c1-24-16-12-19(23)21(20(13-16)25-2)18(22)11-10-15-8-5-7-14-6-3-4-9-17(14)15/h3-13,23H,1-2H3/b11-10+
InChi Key
VRBQMXBABFUWOQ-ZHACJKMWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Flavokawain 1i is a derivative of the chalcones flavokawain A (Item No. 36083), flavokawain B (Item No. 19652), and flavokawain C (Item No. 39393) and has anticancer and antiviral activities.1,2 It inhibits the proliferation of gefitinib-resistant H1975 non-small cell lung cancer (NSCLC) cells by 36%, as well as decreases protein levels of the heat shock protein 90 (Hsp90) client proteins EGFR, c-Met, HER2, Akt, and cyclin-dependent kinase 4 (Cdk4) and increases protein levels of Hsp70, markers of Hsp90 inhibition, when used at a concentration of 30 µM.1 Intramuscular administration of flavokawain 1i reduces viral titers in pigs infected with porcine reproductive and respiratory syndrome virus (PRRSV).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seo, Y.H., and Park, S.Y. Synthesis of flavokawain analogues and their anti-neoplastic effects on drug-resistant cancer cells through Hsp90 inhibition. Bull. Korean Chem. Soc. 35(4), 1154-1158 (2014).

    2. Khatun, A., Park, S.Y., Shabir, N., et alEvaluation of the inhibitory effects of (E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(naphthalen-1-yl)prop-2-en-1-one (DiNap), a natural product analog, on the replication of type 2 PRRSV in vitro and in vivo. Molecules 24(5), 887 (2019).