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Enantioselective Synthesis of (+)-Hippolide J and Reevaluation of Antifungal Activity.

ABSTRACT: A synthesis of the reported antifungal agent (+)-hippolide J is presented. The rapid assembly of the natural product was enabled through implementation of an enantioselective isomerization/[2 + 2]-cycloaddition sequence. Due to the simplicity of the route, >100 mg of the natural product were prepared in a single pass. Anitfungal assays of hippolide J, however, confirmed that it showed no activity against several fungal strains, contrary to the isolation report.

SUBMITTER: Guo R

PROVIDER: S-EPMC7824975 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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Enantioselective Synthesis of (+)-Hippolide J and Reevaluation of Antifungal Activity.

Guo Renyu R Beattie Sarah R SR Krysan Damian J DJ Brown M Kevin MK

Organic letters 20200924 19

A synthesis of the reported antifungal agent (+)-hippolide J is presented. The rapid assembly of the natural product was enabled through implementation of an enantioselective isomerization/[2 + 2]-cycloaddition sequence. Due to the simplicity of the route, >100 mg of the natural product were prepared in a single pass. Anitfungal assays of hippolide J, however, confirmed that it showed no activity against several fungal strains, contrary to the isolation report. ...[more]

PMID: 32969231

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