Xanthohumol, a New Natural Chalkone

Abstract

Xanthohumol is a yellow leaf pigment, present in all hop varieties. I t is a chalkone and isomerizes into a flavanone on alkaline treatment. Xanthohumol has the molecular formula C,,H ,,O ,, contains three active hydrogen atoms, one methoxylgroup, one carbonylgroup and two double bonds. Alkaline hydrolysis of xanthohumol yields p.oxybenzaldehyde, acetic acid arid methoxy-isoprenylphloroglucinol. Xanthohumol is represented by structure IV. (I4) S. M. Mc ELVAIN, The characterization of organic compounds. MacMillan Co New-York, p. 200 (1947).

Anticancer Activity and Mechanism of Xanthohumol: A Prenylated Flavonoid From Hops (Humulus lupulus L.)

“…The structure of Xn was firstly identified by Verzele et al (1957) . However, the beneficial pharmacological properties of Xn were not appreciated until 1990s, including antioxidant, anti-inflammatory, antibacterial, antiviral, antifungal, and antiplasmodial activity ( Liu et al, 2015 ).…”

Prenylated flavanones and flavanonols as chemical markers in Glycosmis species (Rutaceae)

“…The flavanones 7 and 11 turned out to be as yet unknown natural products, representing 5,7,4 0 -tri-O-methyl derivatives of 8-prenylnaringenin. Compound 7, named mepuberin, has previously been synthesised by methylation of isoxanthohumol (Verzele et al, 1957) or 8-prenylnaringenin (Jain et al, 1978). Compound 11, named glypuberol, was shown to be closely related deviating only by an oxidised prenyl rest.…”

Xanthohumol, a prenylated flavonoid from Hops, exerts anticancer effects against gastric cancer in�vitro

“…The structure of Xn was first identified by Verzele et al in 1957 ( 21 ). However, the beneficial pharmacological properties of Xn, including antioxidant, anti-inflammatory, antibacterial, antiviral, antifungal and antiplasmodial activities, were not fully elucidated until the 1990s ( 22 ).…”