Synthesis of xanthohumol and xanthohumol-d3 from naringenin.
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ABSTRACT:
SUBMITTER: Andrusiak J
PROVIDER: S-EPMC9038150 | biostudies-literature | 2021 Aug
REPOSITORIES: biostudies-literature
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Synthesis of xanthohumol and xanthohumol-d<sub>3</sub> from naringenin.
Andrusiak Joanna J Mylkie Kinga K Wysocka Małgorzata M Ścianowski Jacek J Wolan Andrzej A Budny Marcin M
RSC advances 20210831 46
A six-step synthesis of xanthohumol (1a) and its d<sub>3</sub>-derivative (1b) from easily accessible naringenin is reported. The prenyl side chain was introduced by Mitsunobu reaction followed by the europium-catalyzed Claisen rearrangement and base-mediated opening of chromanone gave access to an α,β-conjugated ketone system. Compound 1b was used as an internal standard in stable isotope dilution assays of 1a in two Polish beers. ...[more]
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