Isoliquiritigenin

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Isoliquiritigenin
Isoliquiritigenin.svg
Names
IUPAC name
(E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
Other names
6'-deoxychalcone
2',4,4'-Trihydroxychalcone
4,2',4'-Trihydroxychalcone
4'2'4'-trihydroxychalcone
2',4',4-Trihydroxychalcone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.202.617
EC Number 237-316-5
KEGG
Properties
C15H12O4
Molar mass 256.25 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Isoliquiritigenin is a phenolic chemical compound found in licorice. It is under experimentation phase testing for use as a cancer treatment and as an aide for cocaine addiction.[citation needed] It is a sirtuin-activating compound.[citation needed]

Metabolism[edit]

The enzyme 6'-deoxychalcone synthase uses malonyl-CoA, 4-coumaroyl-CoA, NADPH, and H+ to produce CoA, isoliquiritigenin, CO2, NADP+, and H2O.

The enzyme isoliquiritigenin 2'-O-methyltransferase further transforms isoliquiritigenin into 2'-O-methylisoliquiritigenin.

Mechanism of action[edit]

Isoliquiritigenin has been found to potent (65 times higher affinity than diazepine) GABA-A benzodiapine receptor positive allosteric modulator.[1]

References[edit]

  1. ^ Cho, S; Kim, S; Jin, Z; Yang, H; Han, D; Baek, N. I.; Jo, J; Cho, C. W.; Park, J. H.; Shimizu, M; Jin, Y. H. (2011). "Isoliquiritigenin, a chalcone compound, is a positive allosteric modulator of GABAA receptors and shows hypnotic effects". Biochemical and Biophysical Research Communications. 413 (4): 637–42. doi:10.1016/j.bbrc.2011.09.026. PMID 21945440.