Xanthohumol

Xanthohumol
from Hop (humulus lupulus)

Xanthohumol is a prenylated chalcone found naturally in Hop (humulus lupulus). This prenylated flavonoid has been shown to be a potent bioactive compound. Xanthohumol has been shown to have antiproliferative and cytotoxic effects in human cancer cell lines.^1,2 It has also been displayed to inhibit diacylglycerol acetyltransferase (DGAT)³ and human P450 enzymes. Xanthohumol inhibits the expression of HIF-1α and VEGF under hypoxic conditions.

Higher antioxidant activity is reported for prenylchalcones than for prenylflavanones in the Cu²⁺-mediated oxidation of LDL, suggesting a relation between structure and function.⁴ Also, many chalcones suppress tumor promotion more effectively than flavonoids themselves.⁵

Quantities of xanthohumol found in Hop are too small to have any biological effects under normal consumption amounts.

Product Number: X0379

Molecular Formula: C₂₁H₂₂O₅
Molecular Weight: 354.40

Preparation Instructions
Soluble in DMSO at 25 mg/ml. Also soluble in ethanol at 10 mg/ml.

Storage Conditions
Store at 2-8 °C. Under these conditions the product is stable for at least 2 years.

1. Miranda, C.L. et. al., Antiproliferative and cytotoxic effects of prenylated flavonoids from hops (Humulus lupulus) in human cancer cell lines. Food Chem. Toxicol. 37, 271-285, (1999)
   
   
2. Delmulle, L. et. al., Antiproliferative properties of prenylated flavonoids from hops (Humulus lupulus L.) in human prostate cancer cell lines. Phytomedicine 13, 732-734, (2006)
   
   
3. Tabata, N. et. al., Xanthohumols, diacylglycerol acyltransferase inhibitors, from Humulus lupulus. Phytochemistry 46, 683-687, (1997)
   
   
4. Miranda, C.L., et. al., Antioxidant and prooxidant actions of prenylated and nonprenylated chalcones and flavanones in vitro. J. Agric. Food Chem 48, 3876-3884, (2000)
   
   
5. Dimmock, J. R., et. al., Bioactivities of chalcones. Curr. Med. Chem. 6, 1125-1149, (1999)