ArticleJournal of medicinal chemistry2011
Fluorinated amino-derivatives of the sesquiterpene lactone, parthenolide, as (19)f NMR probes in deuterium-free environments.
Article in Journal of medicinal chemistry, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.
What it found
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
24 citing papers in PubMed, 70 citations in OpenAlex.
- Structural Modification of Sesquiterpene Lactones via Michael Addition: Improved Bioactivity and Pharmacokinetics.International journal of molecular sciences · 2026Review
- Fluorinated terpenoids and their fluorine-containing derivatives.RSC advances · 2026Review
- An Overview of NRF2-Activating Compounds Bearing α,β-Unsaturated Moiety and Their Antioxidant Effects.International journal of molecular sciences · 2022Review
- Design, Synthesis, and Biological Evaluation of Novel Tomentosin Derivatives in NMDA-Induced Excitotoxicity.Pharmaceuticals (Basel, Switzerland) · 2022Article
- Synthesis and biological evaluation of semi-synthetic albocycline analogs.Bioorganic & medicinal chemistry letters · 2020Article
- Fluorine NMR functional screening: from purified enzymes to human intact living cells.Journal of biomolecular NMR · 2020Article
- LiCl-promoted amination of β-methoxy amides (γ-lactones).RSC advances · 2020Article
- Symbiotic prodrugs (SymProDs) dual targeting of NFkappaB and CDK.Chemical biology & drug design · 2020Article
- Derivatisation of parthenolide to address chemoresistant chronic lymphocytic leukaemia.MedChemComm · 2019Article
- Article
- Synthesis and anticancer studies of Michael adducts and Heck arylation products of sesquiterpene lactones, zaluzanin D and zaluzanin C fromRSC advances · 2018Article
- MMB triazole analogs are potent NF-κB inhibitors and anti-cancer agents against both hematological and solid tumor cells.European journal of medicinal chemistry · 2018Article
- Anticancer activity profiling of parthenolide analogs generated via P450-mediated chemoenzymatic synthesis.Bioorganic & medicinal chemistry · 2018Article
- Indole carboxylic acid esters of melampomagnolide B are potent anticancer agents against both hematological and solid tumor cells.European journal of medicinal chemistry · 2017Article
- Identification of a melampomagnolide B analog as a potential lead molecule for treatment of acute myelogenous leukemia.Bioorganic & medicinal chemistry · 2017Article
- 15-Methylene-Eburnamonine Kills Leukemic Stem Cells and Reduces Engraftment in a Humanized Bone Marrow Xenograft Mouse Model of Leukemia.ChemMedChem · 2016Article
- Isatin Derived Spirocyclic Analogues with α-Methylene-γ-butyrolactone as Anticancer Agents: A Structure-Activity Relationship Study.Journal of medicinal chemistry · 2016Article
- Reactivity of Biliatresone, a Natural Biliary Toxin, with Glutathione, Histamine, and Amino Acids.Chemical research in toxicology · 2016Article
- Dimers of Melampomagnolide B Exhibit Potent Anticancer Activity against Hematological and Solid Tumor Cells.Journal of medicinal chemistry · 2015Article
- Transition Metal-Free Direct Trifluoromethylation of 2,3-Dihydropyridin-4(1H)-ones at Room Temperature.Advanced synthesis & catalysis · 2014Article
Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
The design, synthesis, and biological activity of fluorinated amino-derivatives of the sesquiterpene lactone, parthenolide, are described. A fluorinated aminoparthenolide analogue with biological activity similar to the parent natural product was discovered, and its X-ray structure was obtained. This lead compound was then studied using (19)F NMR in the presence and absence of glutathione to obtain additional mechanism of action data, and it was found that the aminoparthenolide eliminates amine faster in the presence of glutathione than in the absence of glutathione. The exact changes in concentrations of fluorinated compound and amine were quantified by a concentration-reference method using (19)F NMR; a major benefit of applying this strategy is that no deuterated solvents or internal standards are required to obtain accurate concentrations. These mechanistic data with glutathione may contribute to the conversion of the amino-derivative to parthenolide, the active pharmacological agent, in glutathione-rich cancer cells.
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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.