ArticleMolecules (Basel, Switzerland)2013
Bio-activity and dereplication-based discovery of ophiobolins and other fungal secondary metabolites targeting leukemia cells.
Article in Molecules (Basel, Switzerland), 2013. 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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Who cites it
25 citing papers in PubMed, 54 citations in OpenAlex.
- Dual-functionMicrobiology spectrum · 2026Article
- From Phytotoxin to Cell-Death Probe: Ophiobolin A and Related Sesterterpenoids in Membrane Stress and Non-Apoptotic Cell Death.Molecules (Basel, Switzerland) · 2026Review
- Gigobolins A-C, New Ophiobolins with Anticancer Activity from the Phytopathogenic FungusJournal of natural products · 2026Article
- Gasdermin D Cleavage and Cytokine Release, Indicative of Pyroptotic Cell Death, Induced by Ophiobolin A in Breast Cancer Cell Lines.International journal of molecular sciences · 2026Article
- Discovery of a Chimeric Polyketide Family as Cancer Immunogenic Chemotherapeutic Leads.Journal of the American Chemical Society · 2025Article
- De novo production of bioactive sesterterpenoid ophiobolins in Saccharomyces cerevisiae cell factories.Microbial cell factories · 2024Article
- Genome mining and biosynthetic pathways of marine-derived fungal bioactive natural products.Frontiers in microbiology · 2024Review
- A Stereoselective Photoinduced Cycloisomerization Inspired by Ophiobolin A.Organic letters · 2022Article
- The Biosynthesis and Transport of Ophiobolins inInternational journal of molecular sciences · 2022Article
- Characterization and phytotoxicity of ophiobolins produced byMycoscience · 2021Article
- New Ophiobolins from the Deep-Sea Derived FungusMarine drugs · 2020Article
- Pharmacophore-Directed Retrosynthesis Applied to Ophiobolin A: Simplified Bicyclic Derivatives Displaying Anticancer Activity.Organic letters · 2020Article
- Antibiotics from Extremophilic Micromycetes.Russian journal of bioorganic chemistry · 2020Article
- New Ophiobolin Derivatives from the Marine FungusMarine drugs · 2019Article
- Identification of the decumbenone biosynthetic gene cluster inFungal biology and biotechnology · 2018Article
- A Dereplication and Bioguided Discovery Approach to Reveal New Compounds from a Marine-Derived Fungus Stilbella fimetaria.Marine drugs · 2017Article
- The Biological Activities of Sesterterpenoid-Type Ophiobolins.Marine drugs · 2017Review
- Insights into Penicillium brasilianum Secondary Metabolism and Its Biotechnological Potential.Molecules (Basel, Switzerland) · 2017Review
- Physiological characterization of secondary metabolite producingFungal biology and biotechnology · 2017Article
- Article
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Authors and funding
8 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The purpose of this study was to identify and characterize fungal natural products (NPs) with in vitro bioactivity towards leukemia cells. We based our screening on a combined analytical and bio-guided approach of LC-DAD-HRMS dereplication, explorative solid-phase extraction (E-SPE), and a co-culture platform of CLL and stromal cells. A total of 289 fungal extracts were screened and we tracked the activity to single compounds in seven of the most active extracts. The novel ophiobolin U was isolated together with the known ophiobolins C, H, K as well as 6-epiophiobolins G, K and N from three fungal strains in the Aspergillus section Usti. Ophiobolins A, B, C and K displayed bioactivity towards leukemia cells with induction of apoptosis at nanomolar concentrations. The remaining ophiobolins were mainly inactive or only slightly active at micromolar concentrations. Dereplication of those ophiobolin derivatives possessing different activity in combination with structural analysis allowed a correlation of the chemical structure and conformation with the extent of bioactivity, identifying the hydroxy group at C3 and an aldehyde at C21, as well as the A/B-cis ring structure, as indispensible for the strong activity of the ophiobolins. The known compounds penicillic acid, viridicatumtoxin, calbistrin A, brefeldin A, emestrin A, and neosolaniol monoacetate were identified from the extracts and also found generally cytotoxic.
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