ArticleThe Journal of organic chemistry2020
Synthesis of Potent Cytotoxic Epidithiodiketopiperazines Designed for Derivatization.
Article in The Journal of organic chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Total Synthesis and Anticancer Study of (+)-Verticillin A.Journal of the American Chemical Society · 2025Article
- Verticillins: fungal epipolythiodioxopiperazine alkaloids with chemotherapeutic potential.Natural product reports · 2024Review
- Chemical Genetics inACS chemical biology · 2024Article
- Clonostachys rosea 'omics profiling: identification of putative metabolite-gene associations mediating its in vitro antagonism against Fusarium graminearum.BMC genomics · 2023Article
- Bispyrrolidinoindoline Epi(poly)thiodioxopiperazines (BPI-ETPs) and Simplified Mimetics: Structural Characterization, Bioactivities, and Total Synthesis.Molecules (Basel, Switzerland) · 2022Review
- Cytotoxic N-Methylpretrichodermamide B Reveals Anticancer Activity and Inhibits P-Glycoprotein in Drug-Resistant Prostate Cancer Cells.Marine drugs · 2022Article
- Article
- Antiviral fungal metabolites and some insights into their contribution to the current COVID-19 pandemic.Bioorganic & medicinal chemistry · 2021Review
- Diketopiperazine Gels: New Horizons from the Self-Assembly of Cyclic Dipeptides.Molecules (Basel, Switzerland) · 2021Review
- Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
We describe our design, synthesis, and chemical study of a set of functional epidithiodiketopiperazines (ETPs) and evaluation of their activity against five human cancer cell lines. Our structure-activity relationship-guided substitution of ETP alkaloids offers versatile derivatization while maintaining potent anticancer activity, offering exciting opportunity for their use as there are no examples of complex and potently anticancer (nM) ETPs being directly used as conjugatable probes or warheads. Our synthetic solutions to strategically designed ETPs with functional linkers required advances in stereoselective late-stage oxidation and thiolation chemistry in complex settings, including the application of novel reagents for dihydroxylation and
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Registered trials
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