Abstract
Xanthohumol is the main prenylated chalcone in the cones of Humulus lupulus L. and has been recently investigated for its cytotoxic and chemopreventive activity [1]. Besides xanthohumol, hop cones also contain other prenylated chalcones like desmethylxanthohumol and xanthohumol B-E [2], but due to the lower content the availability of these compounds is limited and in contrast to xanthohumol pharmacological data are scarce. Therefore, we developed the first general strategy for the synthesis of xanthohumol and other related prenylated chalcones. The synthesis starts with protection of the hydroxyl groups of 2,4,6-trihydroxybenzophenon with MOM and leads to xanthohumol via prenylation, methylation, coupling with a protected 4-hydroxy-benzaldehyde and deprotection as key steps.
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