ArticleBioorganic & medicinal chemistry letters2015
Fungal metabolite ophiobolin A as a promising anti-glioma agent: In vivo evaluation, structure-activity relationship and unique pyrrolylation of primary amines.
Article in Bioorganic & medicinal chemistry letters, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed, 47 citations in OpenAlex.
- From Phytotoxin to Cell-Death Probe: Ophiobolin A and Related Sesterterpenoids in Membrane Stress and Non-Apoptotic Cell Death.Molecules (Basel, Switzerland) · 2026Review
- Antibacterial and anticancer properties of Solanum mauritianum fruit components analyzed using LC-QTOF-MS/MS.Scientific reports · 2025Article
- Derivatization of ophiobolin A and cytotoxicity toward breast and glioblastoma cancer stem cells: Varying the ketone and unsaturated aldehyde moieties.Bioorganic & medicinal chemistry letters · 2025Article
- Ophiobolin A derivatives with enhanced activities under tumor-relevant acidic conditions.Bioorganic & medicinal chemistry letters · 2024Article
- Therapeutic vulnerabilities of cancer stem cells and effects of natural products.Natural product reports · 2023Review
- Evolving Diagnostic and Treatment Strategies for Pediatric CNS Tumors: The Impact of Lipid Metabolism.Biomedicines · 2023Review
- A Stereoselective Photoinduced Cycloisomerization Inspired by Ophiobolin A.Organic letters · 2022Article
- Polygodial and Ophiobolin A Analogues for Covalent Crosslinking of Anticancer Targets.International journal of molecular sciences · 2021Article
- Epithelial-mesenchymal transition sensitizes breast cancer cells to cell death via the fungus-derived sesterterpenoid ophiobolin A.Scientific reports · 2021Article
- Pharmacophore-Directed Retrosynthesis Applied to Ophiobolin A: Simplified Bicyclic Derivatives Displaying Anticancer Activity.Organic letters · 2020Article
- Bridging the gap between natural product synthesis and drug discovery.Natural product reports · 2020Review
- Modular access to functionalized 5-8-5 fused ring systemsChemical science · 2018Article
- Ophiobolin A kills human glioblastoma cells by inducing endoplasmic reticulum stress via disruption of thiol proteostasis.Oncotarget · 2017Article
- Covalent modification of biological targets with natural products through Paal-Knorr pyrrole formation.Natural product reports · 2017Review
- The Biological Activities of Sesterterpenoid-Type Ophiobolins.Marine drugs · 2017Review
- Ophiobolin A, a sesterpenoid fungal phytotoxin, displays different mechanisms of cell death in mammalian cells depending upon the cancer cell origin.International journal of oncology · 2017Article
- Single dish gradient screening of small molecule localization.Organic & biomolecular chemistry · 2016Article
- Cytoplasmic vacuolization in cell death and survival.Oncotarget · 2016Review
- Article
- Sesterterpene ophiobolin biosynthesis involving multiple gene clusters in Aspergillus ustus.Scientific reports · 2016Article
Corrections and comments
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Authors and funding
13 authors at 5 institutions in 3 countries.
Funding
Abstract
Glioblastoma, the most common form of malignant primary brain tumor, is characterized by resistance to apoptosis, which is largely responsible for the low effectiveness of the classical chemotherapeutic approaches based on apoptosis induction in cancer cells. Previously, a fungal secondary metabolite ophiobolin A was found to have significant activity against apoptosis-resistant glioblastoma cells through the induction of a non-apoptotic cell death, thus, offering an innovative strategy to combat this type of cancer. The current work describes the results of a preliminary evaluation of ophiobolin A in an in vivo glioblastoma model and its chemical derivatization to establish first synthetically generated structure-activity relationship. The synthetic work has also led to the discovery of a unique reaction of ophiobolin A with primary amines suggesting the possibility of pyrrolylation of lysine residues on its intracellular target protein(s).
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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.