Licochalcone A

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Licochalcone A

IUPAC name (E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
Other names Licochalcone a
Identifiers
CAS number	58749-22-7^Y
PubChem	5318998
	Jmol-3D images	Image 1
SMILES CC(C)(C=C)C1=C(C=C(C(=C1)C=CC(=O)C2=CC=C(C=C2)O)OC)O
Properties
Molecular formula	C₂₁H₂₂O₄
Molar mass	338.39 g/mol
Hazards
R-phrases	R20, R21, R22
S-phrases	S36
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Licochalcone A is a chalconoid, a type of natural phenols. It can be isolated from root of Glycyrrhiza glabra^[1] or Glycyrrhiza inflata.^[2] It shows antimalarial properties in vitro.^[3]

References

↑ Fu, Y.; Hsieh, T. C.; Guo, J.; Kunicki, J.; Lee, M. Y. W. T.; Darzynkiewicz, Z.; Wu, J. M. (2004). "Licochalcone-A, a novel flavonoid isolated from licorice root (Glycyrrhiza glabra), causes G2 and late-G1 arrests in androgen-independent PC-3 prostate cancer cells". Biochemical and Biophysical Research Communications 322 (1): 263–270. doi:10.1016/j.bbrc.2004.07.094. PMID 15313200.
↑ Friis-Møller, A.; Chen, M.; Fuursted, K.; Christensen, S. R. B. G.; Kharazmi, A. (2002). "In Vitro Antimycobacterial and Antilegionella Activity of Licochalcone a from Chinese Licorice Roots". Planta Medica 68 (5): 416–419. doi:10.1055/s-2002-32087. PMID 12058317.
↑ Chen, M.; Theander, T. G.; Christensen, S. B.; Hviid, L.; Zhai, L.; Kharazmi, A. (1994). "Licochalcone A, a new antimalarial agent, inhibits in vitro growth of the human malaria parasite Plasmodium falciparum and protects mice from P. Yoelii infection". Antimicrobial agents and chemotherapy 38 (7): 1470–1475. PMC 284578. PMID 7979274.

v t e Chalconoids and their glycosides

Chalconoids	Butein Isoliquiritigenin Methyl hydroxychalcone Okanin

Chalconoid glycosides	Carthamin Marein okanin 3,4,3′-trimethyl ether 4′-glucoside okanin 4-methyl ether 4′-glucoside okanin 4-methyl ether 4′-glucoside monoacetate Okanin 3,4-dimethyl ether 4′-glucoside

Acetylated chalconoids	Licochalcone A Sophoradin (prenylated) Tephrospinosin (3′,5′-diisopentenyl-2′,4′-dihydroxychalcone) (prenylated) Xanthohumol (prenylated)

O-methylated chalconoids	Cardamomin Okanin 3,4,3′,4′-tetramethyl ether

Flavokavains	Flavokavain A Flavokavain B Flavokavain C

Synthetic	Sofalcone

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