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- W4380147795 abstract "As a rich source of biological active compounds, marine natural products have been increasingly screened as candidates for developing new drugs. Among the several marine products and metabolites, (+)-Harzialactone A has drawn considerable attention for its antitumor and antileishmanial activity. In this work a chemoenzymatic approach has been implemented for the preparation of the marine metabolite (+)-Harzialactone A. The synthesis involved a stereoselective, biocatalyzed reduction of the prochiral ketone 4-oxo-5-phenylpentanoic acid or the corresponding esters, all generated by chemical reactions. A collection of different promiscuous oxidoreductases (both wild-type and engineered) and diverse microorganism strains were investigated to mediate the bioconversions. After co-solvent and co-substrate investigation in order to enhance the bioreduction performance, T. molischiana in presence of NADES (choline hydrochloride-glucose) and ADH442 were identified as the most promising biocatalysts, allowing the obtainment of the (S)-enantiomer with excellent ee (97% to >99% respectively) and good to excellent conversion (88% to 80% respectively). The successful attempt in this study provides a new chemoenzymatic approach for the synthesis of (+)-Harzialactone A." @default.
- W4380147795 created "2023-06-11" @default.
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- W4380147795 date "2023-09-01" @default.
- W4380147795 modified "2023-10-12" @default.
- W4380147795 title "“Chemoenzymatic Approach towards the Synthesis of the Antitumor and Antileishmanial Marine Metabolite (+)-Harzialactone A via the Stereoselective, Biocatalyzed Reduction of a Prochiral Ketone”" @default.
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- W4380147795 doi "https://doi.org/10.1016/j.bioorg.2023.106675" @default.
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