ArticleAngewandte Chemie (International ed. in English)2019
Asymmetric Chemoenzymatic Synthesis of (-)-Podophyllotoxin and Related Aryltetralin Lignans.
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 28 papers.
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Who cites it
28 citing papers in PubMed, 81 citations in OpenAlex.
- 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
- Synthetic Biology in Natural Product Biosynthesis.Chemical reviews · 2025Review
- New tandem Ugi/intramolecular Diels-Alder reaction based on vinylfuran and 1,3-butadienylfuran derivatives.Beilstein journal of organic chemistry · 2025Article
- Genomic characterization and identification of candidate genes for putative podophyllotoxin biosynthesis pathway in Penicillium herquei HGN12.1C.Microbial biotechnology · 2024Article
- When synthetic biology meets medicine.Life medicine · 2024Review
- 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
- Chemistry and Biological Activities of Naturally Occurring and Structurally Modified Podophyllotoxins.Molecules (Basel, Switzerland) · 2022Review
- 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
- Optimized Ultrasound-Assisted Extraction of Lignans fromMolecules (Basel, Switzerland) · 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
- 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
- State-of-the-Art Biocatalysis.ACS central science · 2021Review
- Reinvigorating the Chiral Pool: Chemoenzymatic Approaches to Complex Peptides and Terpenoids.Accounts of chemical research · 2021Review
- Enzymatic Kinetic Resolution by Addition of Oxygen.Angewandte Chemie (International ed. in English) · 2021Review
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Authors and funding
3 authors at 1 institution in 1 country.
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Abstract
(-)-Podophyllotoxin is one of the most potent microtubule depolymerizing agents and has served as an important lead compound in antineoplastic drug discovery. Reported here is a short chemoenzymatic total synthesis of (-)-podophyllotoxin and related aryltetralin lignans. Vital to this approach is the use of an enzymatic oxidative C-C coupling reaction to construct the tetracyclic core of the natural product in a diastereoselective fashion. This strategy allows gram-scale access to (-)-deoxypodophyllotoxin and is readily adaptable to the preparation of related aryltetralin lignans.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.