ArticleJournal of natural products2010
Fijiolides A and B, inhibitors of TNF-alpha-induced NFkappaB activation, from a marine-derived sediment bacterium of the genus Nocardiopsis.
Article in Journal of natural products, 2010. 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, 76 citations in OpenAlex.
- Homo-Clavulyne: Evaluation of a One-Atom Ring Expansion Strategy to Stabilize the Nine-Membered Ring Enediyne Biosynthetic Precursor.Synthesis · 2026Article
- Isothiourea-Catalysed Acylative Kinetic and Dynamic Kinetic Resolution of Planar Chiral Paracyclophanols.Angewandte Chemie (International ed. in English) · 2025Article
- Enantio-, atrop-, and diastereoselective macrolactonization to access type III cyclophanes.Nature communications · 2025Article
- Marine Microorganism Molecules as Potential Anti-Inflammatory Therapeutics.Marine drugs · 2024Review
- Genome mining for new enediyne antibiotics.Current opinion in chemical biology · 2024Review
- Targeted Discovery of Cryptic Enediyne Natural Products via FRET-Coupled High-Throughput Elicitor Screening.ACS chemical biology · 2023Article
- Jejucarbosides B-E, Chlorinated Cycloaromatized Enediynes, from a MarineMarine drugs · 2023Article
- Naturally Occurring Organohalogen Compounds-A Comprehensive Review.Progress in the chemistry of organic natural products · 2023Review
- A Review: Halogenated Compounds from Marine Actinomycetes.Molecules (Basel, Switzerland) · 2021Review
- Marine-Derived Macrolides 1990-2020: An Overview of Chemical and Biological Diversity.Marine drugs · 2021Review
- Challenges and Opportunities to Develop Enediyne Natural Products as Payloads for Antibody-Drug Conjugates.Antibody therapeutics · 2021Article
- Bioactivities of Halometabolites from Marine Actinobacteria.Biomolecules · 2019Review
- A convergent total synthesis of the kedarcidin chromophore: 20-years in the making.The Journal of antibiotics · 2019Article
- Marine Rare Actinobacteria: Isolation, Characterization, and Strategies for Harnessing Bioactive Compounds.Frontiers in microbiology · 2017Review
- Tryptanthrin Suppresses the Activation of the LPS-Treated BV2 Microglial Cell Line via Nrf2/HO-1 Antioxidant Signaling.Frontiers in cellular neuroscience · 2017Article
- Genome neighborhood network reveals insights into enediyne biosynthesis and facilitates prediction and prioritization for discovery.Journal of industrial microbiology & biotechnology · 2016Article
- Total synthesis and related studies of large, strained, and bioactive natural products.Proceedings of the Japan Academy. Series B, Physical and biological sciences · 2016Review
- A comprehensive review of glycosylated bacterial natural products.Chemical Society reviews · 2015Review
- Enediynes: Exploration of microbial genomics to discover new anticancer drug leads.Bioorganic & medicinal chemistry letters · 2015Review
- Recent highlights in biosynthesis research using stable isotopes.Beilstein journal of organic chemistry · 2015Review
Corrections and comments
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Authors and funding
8 authors at 3 institutions in 1 country.
Funding
Abstract
Fijiolide A, a potent inhibitor of TNF-alpha-induced NFkappaB activation, along with fijiolide B, were isolated from a marine-derived bacterium of the genus Nocardiopsis. The planar structures of fijiolides A (1) and B (2) were elucidated by interpretation of 2D NMR spectroscopic data, while the absolute configurations of these compounds were defined by interpretation of circular dichroism and 2D NMR data combined with application of the advanced Mosher's method. Fijiolides A and B are related to several recently isolated chloroaromatic compounds, which appear to be the Bergman cyclization products of enediyne precursors. Fijiolide A reduced TNF-alpha-induced NFkappaB activation by 70.3%, with an IC(50) value of 0.57 micro-M. Fijiolide B demonstrated less inhibition, only 46.5%, without dose dependence. The same pattern was also observed with quinone reductase (QR) activity: fijiolide A was found to induce quinone reductase-1 (QR1) with an induction ratio of 3.5 at a concentration of 20 microg/mL (28.4 microM). The concentration required to double the activity was 1.8 microM. Fijiolide B did not affect QR1 activity, indicating the importance of the nitrogen substitution pattern for biological activity. On the basis of these data, fijiolide A is viewed as a promising lead for more advanced anticancer testing.
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