ArticleAngewandte Chemie (International ed. in English)2019
Chemoenzymatic Total Synthesis of Deoxy-, epi-, and Podophyllotoxin and a Biocatalytic Kinetic Resolution of Dibenzylbutyrolactones.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 26 papers.
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Who cites it
26 citing papers in PubMed.
- Unified Asymmetric Synthesis of Aryltetralin Lactone Cyclolignans via Conformation-Assisted Radical C-H Cyclization.JACS Au · 2025Article
- Combining biocatalytic and radical retrosynthesis for efficient chemoenzymatic synthesis of natural products.Chemical Society reviews · 2025Review
- High-ThroughputACS central science · 2025Article
- Genomic characterization and identification of candidate genes for putative podophyllotoxin biosynthesis pathway in Penicillium herquei HGN12.1C.Microbial biotechnology · 2024Article
- Recent Developments and Applications of Biocatalytic and Chemoenzymatic Synthesis for the Generation of Diverse Classes of Drugs.Current pharmaceutical biotechnology · 2024Article
- Chemoenzymatic Synthesis of 13-Oxoverruculogen.Journal of the American Chemical Society · 2023Article
- Non-Native Site-Selective Enzyme Catalysis.Chemical reviews · 2023Review
- Arylboronic Acid-Catalyzed Racemization of Secondary and Tertiary Alcohols.The Journal of organic chemistry · 2022Article
- Chemoenzymatic approaches to plant natural product inspired compounds.Natural product reports · 2022Review
- Taming the radical cation intermediate enabled one-step access to structurally diverse lignans.Nature communications · 2022Article
- Recent strategies and tactics for the enantioselective total syntheses of cyclolignan natural products.Natural product reports · 2022Review
- Mechanistic analysis of carbon-carbon bond formation by deoxypodophyllotoxin synthase.Proceedings of the National Academy of Sciences of the United States of America · 2022Article
- Sinensiols H-J, three new lignan derivatives fromBeilstein journal of organic chemistry · 2022Article
- Synthesis of (-)-deoxypodophyllotoxin and (-)-epipodophyllotoxin via a multi-enzyme cascade in E. coli.Microbial cell factories · 2021Article
- Enhanced Aryltetralin Lignans Production inMolecules (Basel, Switzerland) · 2021Article
- A unified strategy to prostaglandins: chemoenzymatic total synthesis of cloprostenol, bimatoprost, PGFChemical science · 2021Article
- State-of-the-Art Biocatalysis.ACS central science · 2021Review
- Enzymatic Kinetic Resolution by Addition of Oxygen.Angewandte Chemie (International ed. in English) · 2021Review
- Power of Biocatalysis for Organic Synthesis.ACS central science · 2021Review
- Exploration of Iron- and a-Ketoglutarate-Dependent Dioxygenases as Practical Biocatalysts in Natural Product Synthesis.Synlett : accounts and rapid communications in synthetic organic chemistry · 2021Article
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11 authors.
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Abstract
Podophyllotoxin is probably the most prominent representative of lignan natural products. Deoxy-, epi-, and podophyllotoxin, which are all precursors to frequently used chemotherapeutic agents, were prepared by a stereodivergent biotransformation and a biocatalytic kinetic resolution of the corresponding dibenzylbutyrolactones with the same 2-oxoglutarate-dependent dioxygenase. The reaction can be conducted on 2 g scale, and the enzyme allows tailoring of the initial, "natural" structure and thus transforms various non-natural derivatives. Depending on the substitution pattern, the enzyme performs an oxidative C-C bond formation by C-H activation or hydroxylation at the benzylic position prone to ring closure.
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