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Asymmetric Alkene and Arene Halofunctionalization Reactions in Meroterpenoid Biosynthesis.

ABSTRACT: Meroterpenoid natural products are important bioactive molecules with broad distribution throughout nature. In Streptomyces bacteria, naphthoquinone-based meroterpenoids comprise a simple yet structurally fascinating group of natural product antibiotics that are enzymatically constructed through a series of asymmetric alkene and arene halofunctionalization reactions. This account article highlights our discovery and characterization of a group of vanadium-dependent chloroperoxidase enzymes that catalyze halogen-assisted cyclization and rearrangement reactions and have inspired biomimetic syntheses of numerous meroterpenoid natural products.

SUBMITTER: Moore BS

PROVIDER: S-EPMC6483395 | biostudies-literature | 2018 Mar

REPOSITORIES: biostudies-literature

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Asymmetric Alkene and Arene Halofunctionalization Reactions in Meroterpenoid Biosynthesis.

Moore Bradley S BS

Synlett : accounts and rapid communications in synthetic organic chemistry 20170927 4

Meroterpenoid natural products are important bioactive molecules with broad distribution throughout nature. In <i>Streptomyces</i> bacteria, naphthoquinone-based meroterpenoids comprise a simple yet structurally fascinating group of natural product antibiotics that are enzymatically constructed through a series of asymmetric alkene and arene halofunctionalization reactions. This account article highlights our discovery and characterization of a group of vanadium-dependent chloroperoxidase enzyme ...[more]

PMID: 31031546

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