Scalable Total Synthesis, IP3R Inhibitory Activity of Desmethylxestospongin B, and Effect on Mitochondrial Function and Cancer Cell Survival
Autor: | Paula Farias, Armen Zakarian, Jordi Molgó, Artur K. Mailyan, Maša Podunavac, Jeffrey J. Jackson, Cesar Cardenas, Hernan Huerta, Alenka Lovy |
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Přispěvatelé: | CEA- Saclay (CEA), Commissariat à l'énergie atomique et aux énergies alternatives (CEA) |
Rok vydání: | 2021 |
Předmět: |
Cell type
Cell Survival [SDV]Life Sciences [q-bio] Antineoplastic Agents 010402 general chemistry Drug Screening Assays 01 natural sciences Catalysis Article Cell Line chemistry.chemical_compound Cell Line Tumor medicine Inositol 1 4 5-Trisphosphate Receptors [CHIM]Chemical Sciences Humans cancer IP3R receptor total synthesis ComputingMilieux_MISCELLANEOUS 5-Trisphosphate Receptors Calcium signaling Cell Proliferation Biological Products Natural product Tumor xestospongins Molecular Structure 010405 organic chemistry Organic Chemistry Cancer Total synthesis General Chemistry Antitumor General Medicine medicine.disease Inositol 1 0104 chemical sciences Cell biology Mitochondria chemistry Cancer cell Chemical Sciences Lactam Drug Screening Assays Antitumor metabolism Function (biology) |
Zdroj: | Angewandte Chemie (International ed. in English), vol 60, iss 20 Angewandte Chemie International Edition Angewandte Chemie International Edition, 2021, 60 (20), pp.11278-11282. ⟨10.1002/anie.202102259⟩ Angew Chem Int Ed Engl |
ISSN: | 1521-3757 0044-8249 1433-7851 1521-3773 |
DOI: | 10.1002/ange.202102259 |
Popis: | The scalable synthesis of the oxaquinolizidine marine natural product desmethylxestospongin B is based on the early application of Ireland-Claisen rearrangement, macrolactamization, and a late-stage installation of the oxaquinolizidine units by lactam reduction. The synthesis serves as the source of material to investigate calcium signaling and its effect on mitochondrial metabolism in various cell types, including cancer cells. |
Databáze: | OpenAIRE |
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