ArticleNature chemistry2024
Modular chemoenzymatic synthesis of ten fusicoccane diterpenoids.
Article in Nature chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Article
- Article
- Chemoenzymatic synthesis of pentalenolactones via stereoselective Riley oxidation by engineered P450Nature communications · 2026Article
- Enantioselective Total Synthesis of (+)-Fusicoccadiene via Photocatalytic Polyene Isomerization.Journal of the American Chemical Society · 2026Article
- A Modular Chemoenzymatic Cascade Simplifies Divergent Synthesis of Natural and Unnatural Benzylisoquinoline Alkaloids.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Combining biocatalytic and radical retrosynthesis for efficient chemoenzymatic synthesis of natural products.Chemical Society reviews · 2025Review
- The Enantioselective Total Synthesis of (+)-3-Ketobrassicicene W and (-)-Alterbrassicicene B.Organic letters · 2025Article
- Concise Synthesis of Fostriecin and Analogs through Late-Stage Chemoenzymatic Installation of Their Key Pharmacophores.Journal of the American Chemical Society · 2025Article
- Unifying principles for the design and evaluation of natural product-inspired compound collections.Chemical science · 2025Review
- Contrasteric Glycosylations of Cotylenol and 1,2-Diols by Virtual Linker Selection.Journal of the American Chemical Society · 2025Article
- Total biosynthesis of cotylenin diterpene glycosides as 14-3-3 protein-protein interaction stabilizers.Chemical science · 2025Article
- Heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoids.Beilstein journal of organic chemistry · 2025Article
- Chemo-enzymatic total synthesis: current approaches toward the integration of chemical and enzymatic transformations.Beilstein journal of organic chemistry · 2024Review
- Synthesis of (-)-Cotylenol, a 14-3-3 Molecular Glue Component.Journal of the American Chemical Society · 2023Article
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Authors and funding
2 authors.
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Abstract
Fusicoccane diterpenoids display intriguing biological activities, including the ability to act as modulators of 14-3-3 protein-protein interactions. However, their innate structural complexity and diverse oxygenation patterns present enormous synthetic challenges. Here we develop a modular chemoenzymatic approach that combines de novo skeletal construction and late-stage hybrid C-H oxidations to achieve the synthesis of ten complex fusicoccanes in 8-13 steps each. A convergent fragment coupling strategy allowed rapid access to a key tricyclic intermediate, which was subjected to chemical and enzymatic C-H oxidations to modularly prepare five oxidized family members. We also conceived a complementary biomimetic skeletal remodelling strategy to synthetically access five rearranged fusicoccanes with unusual bridgehead double bonds. This work may facilitate future investigation into the biological activities of the fusicoccanes and also inspire the implementation of similar hybrid strategies to provide family-level synthetic solutions to other natural product scaffolds.
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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 Socratic graph.