ArticleNature chemistry2011
Gateway synthesis of daphnane congeners and their protein kinase C affinities and cell-growth activities.
Article in Nature chemistry, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
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25 citing papers in PubMed, 85 citations in OpenAlex.
- Evolution of a Synthetic Strategy for Complex Diterpenes fromJournal of the American Chemical Society · 2026Article
- Synthesis and preclinical evaluation of tigilanol tiglate analogs as latency-reversing agents for the eradication of HIV.Science advances · 2025Article
- Tigliane and daphnane diterpenoids from Thymelaeaceae family: chemistry, biological activity, and potential in drug discovery.Journal of natural medicines · 2023Review
- Hydroxy-directed iridium-catalyzed enantioselective formal β-C(spChemical science · 2022Article
- Highly efficient construction of an oxa-[3.2.1]octane-embedded 5-7-6 tricyclic carbon skeleton and ring-opening of the bridged ringRSC advances · 2022Article
- Yuanhuacin and Related Anti-Inflammatory and Anticancer Daphnane Diterpenes from Genkwa Flos-An Overview.Biomolecules · 2022Review
- On drug discovery against infectious diseases and academic medicinal chemistry contributions.Beilstein journal of organic chemistry · 2022Article
- Article
- Structural insights into C1-ligand interactions: Filling the gaps by in silico methods.Advances in biological regulation · 2021Review
- Stereoselective synthesis and application of isopulegol-based bi- and trifunctional chiral compounds.RSC advances · 2020Article
- Total synthesis of crotophorbolone.Chemical science · 2020Article
- Daphneodorins A-C, Anti-HIV Gnidimacrin Related Macrocyclic Daphnane Orthoesters fromOrganic letters · 2020Article
- Stereoselective Synthesis and Investigation of Isopulegol-Based Chiral Ligands.International journal of molecular sciences · 2019Article
- Systematic synthetic study of four diastereomerically distinct limonene-1,2-diols and their corresponding cyclic carbonates.Beilstein journal of organic chemistry · 2019Article
- Ynol Ethers as Ketene Equivalents in Rhodium-Catalyzed Intermolecular [5 + 2] Cycloaddition Reactions.Organic letters · 2017Article
- Total Syntheses of the Reported Structures of Curcusones I and J through Tandem Gold Catalysis.Angewandte Chemie (International ed. in English) · 2017Article
- Gold Catalysis-Facilitated Rapid Synthesis of the Daphnane/Tigliane Tricyclic Core.Tetrahedron · 2017Article
- Studies on the regio- and diastereo-selective epoxidation of daphnanes and tiglianes.Tetrahedron letters · 2015Article
- Catalytic asymmetric synthesis of 8-oxabicyclooctanes by intermolecular [5+2] pyrylium cycloadditions.Angewandte Chemie (International ed. in English) · 2014Article
- Neurotrophic natural products: chemistry and biology.Angewandte Chemie (International ed. in English) · 2014Review
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8 authors at 1 institution in 1 country.
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Abstract
The daphnane diterpene orthoesters constitute a structurally fascinating family of natural products that exhibit a remarkable range of potent biological activities. Although partial activity information is available for some natural daphnanes, little information exists for non-natural congeners or on how changes in structure affect mode of action, function, potency or selectivity. A gateway strategy designed to provide general synthetic access to natural and non-natural daphnanes is described and utilized in the synthesis of two novel members of this class. In this study, a commercially available tartrate derivative was elaborated through a key late-stage diversification intermediate into B-ring yuanhuapin analogues to initiate exploration of the structure-function relationships of this class. Protein kinase C was identified as a cellular target for these agents, and their activity against human lung and leukaemia cell lines was evaluated. The natural product and a novel non-natural analogue exhibited significant potency, but the epimeric epoxide was essentially inactive.
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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 OpenQuestion graph.