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Chemical compound From Wikipedia, the free encyclopedia
Isoliquiritigenin is a phenolic chemical compound found in licorice.[1]
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Names | |
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Preferred IUPAC name
2′,4,4′-Trihydroxychalcone | |
Other names
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Identifiers | |
3D model (JSmol) |
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Abbreviations | ILTG |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.202.617 |
EC Number |
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KEGG | |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C15H12O4 | |
Molar mass | 256.257 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Isoliquiritigenin occurs in some species of the genus Glycyrrhiza glabra (licorice).[2]
Isoliquiritigenin has various pharmacological properties and is also responsible for the corresponding properties of the plants it contains. In various studies, its effects included anti-inflammatory, antimicrobial agent, and antioxidant activities, and it also demonstrated targeted cancer therapy effects.[2] In in vitro studies and some in vivo studies, isoliquiritigenin showed effects against breast cancer, colorectal carcinoma, ovarian carcinoma, bronchial carcinoma, and leukemia, among others.[3] It also interferes with several cellular signaling pathways and has an anti-inflammatory effect, which may have applications in the treatment of inflammatory diseases.[4]
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.
Isoliquiritigenin has been found to be a potent (65 times higher affinity than diazepam) GABA-A benzodiapine receptor positive allosteric modulator.[5] It can target miR-301b/LRIG1 signaling pathways, resulting in the inhibition of melanoma growth in vitro.[6]