Isosilybin was found recently to be a highly active compound against prostate adenocarcinoma. Its limited availability and very complicated isolation from the natural sources is a major obstruction of practical application. We will investigate enzymatic reaction leading to the separation of silybin congeners, namely isosilybin and silychristin, preferably in their optically pure forms. We will study enzymatic preparation of isoquercitrin (quercetin-3-glucoside) from rutin and preparation of other metabolites of quercetin for further biological studies. We will investigate oxidative reactions of the above flavonoids aiming at obtaining of potential metabolites of these antioxidants exposed to the oxidative/radical attack in the organism for elucidation of their molecular mechanism. (en)
Vypracovat metody enzymových oxidativních a hydrolytických modifikací flavonoidů - s využitím pro separace jejich isomerů a diastereomerů a pro přípravu nových látek s chemoprotektivními a antioxidačními vlastnostmi.
Byl vypracována metoda pro chemoenzymatické separace opticky čistých silybinů a isosilybinů. Byla vyvinuta enzymová metoda pro přípravu isoquercitrinu s využitím fungální a-L-rhamnosidasy. Byl objasněn mechanismus antioxidativní aktivity silybinu isolací produktů oxidativního ataku - dimerů. Mechanismus byl doložen i molekulárním modelováním. (cs)
New chemoenzymatic method for separation of optically pure silybins and isosiiybins was developed. New enzymatic method for isoquercitrin preparation using fungal a-L-rhamnosidase was developed. Mechanism of antioxidative activity of silybin was elucidated by the isolation of the products of the oxidative attack - dimers. This mechanism was corroborated by molecular modeling. (en)