ArticleNature communications2020
Programmable meroterpene synthesis.
Article in Nature communications, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
What it found
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The trial behind it
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Who cites it
12 citing papers in PubMed.
- Total Synthesis of Aconicarmisulfonine A, a Sulfonated Diterpene Alkaloid.Journal of the American Chemical Society · 2025Article
- Cochlioquinones 1968-2024: Chemistry, Biosynthesis, and Biological Activities with Future Perspectives.Journal of fungi (Basel, Switzerland) · 2025Review
- Catalytic prenyl conjugate additions for synthesis of enantiomerically enriched PPAPs.Science (New York, N.Y.) · 2024Article
- Regiodivergent biosynthesis of bridged bicyclononanes.Nature communications · 2024Article
- Review
- The pinene scaffold: its occurrence, chemistry, synthetic utility, and pharmacological importance.RSC advances · 2022Review
- Demystifying racemic natural products in the homochiral world.Nature reviews. Chemistry · 2022Review
- Enantioselective Total Synthesis of (+)-Garsubellin A.Angewandte Chemie (International ed. in English) · 2021Article
- Chemical investigations into the biosynthesis of the gymnastatin and dankastatin alkaloids.Chemical science · 2021Article
- Synthesis and Multiplexed Activity Profiling of Synthetic Acylphloroglucinol Scaffolds.Angewandte Chemie (International ed. in English) · 2021Article
- The search for, and chemistry and mechanism of, neurotrophic natural products.Journal of natural medicines · 2020Review
- Syntheses of Complex Terpenes from Simple Polyprenyl Precursors.Accounts of chemical research · 2020Review
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
The bicyclo[3.3.1]nonane architecture is a privileged structural motif found in over 1000 natural products with relevance to neurodegenerative disease, bacterial and parasitic infection, and cancer among others. Despite disparate biosynthetic machinery, alkaloid, terpene, and polyketide-producing organisms have all evolved pathways to incorporate this carbocyclic ring system. Natural products of mixed polyketide/terpenoid origins (meroterpenes) are a particularly rich and important source of biologically active bicyclo[3.3.1]nonane-containing molecules. Herein we detail a fully synthetic strategy toward this broad family of targets based on an abiotic annulation/rearrangement strategy resulting in a 10-step total synthesis of garsubellin A, an enhancer of choline acetyltransferase and member of the large family of polycyclic polyprenylated acylphloroglucinols. This work solidifies a strategy for making multiple, diverse meroterpene chemotypes in a programmable assembly process involving a minimal number of chemical transformations.
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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.