253786-63-9Relevant academic research and scientific papers
New anticancer agents mimicking protein recognition motifs
Persico, Marco,Ramunno, Anna,Maglio, Vita,Franceschelli, Silvia,Esposito, Chiara,Carotenuto, Alfonso,Brancaccio, Diego,De Pasquale, Valeria,Pavone, Luigi Michele,Varra, Michela,Orteca, Nausicaa,Novellino, Ettore,Fattorusso, Caterina
, p. 6666 - 6680 (2013)
The novel tetrasubstituted pyrrole derivatives 8g, 8h, and 8i showed selective cytotoxicity against M14 melanoma cells at low micromolar concentration. Structure-activity relationships (SARs) indicated the presence of three aromatic substituents on the pyrrole core as necessary for biological activity. Computational studies strongly suggest that the peculiar 3D orientation of these substituents is able to reproduce the hydrophobic side chains in LxxLL-like protein recognition motifs. Biological results showed altered p53 expression and nuclear translocation in cells sensitive to the compounds, suggesting p53 involvement in their anticancer mechanism of action. Unfortunately, because of poor solubility of the active analogues, it was not possible to perform further investigation by NMR techniques. Pharmacophore models were generated and used to perform 3D searches in molecular databases. Results indicated that two compounds share the same pharmacological profile and the same pharmacophoric features with our new derivatives, and one of them inhibited MDM2-MDM4 heterodimer formation.
Functionalized pyrroles from vinylaziridines and alkynes via rhodium-catalyzed domino ring-opening cyclization followed by C[dbnd]C bond migration
Wan, Shu-Hao,Liu, Shiuh-Tzung
supporting information, p. 1166 - 1170 (2019/01/24)
Rhodium(I)-catalyzed intermolecular cycloadditions of alkynes with vinyl aziridines bearing a conjugated carbonyl group in the olefin moiety followed by the double migration resulted in the formation of pyrrole derivatives in a one pot fashion.
Asymmetric Synthesis of β2-Aryl Amino Acids through Pd-Catalyzed Enantiospecific and Regioselective Ring-Opening Suzuki–Miyaura Arylation of Aziridine-2-carboxylates
Takeda, Youhei,Matsuno, Tetsuya,Sharma, Akhilesh K.,Sameera,Minakata, Satoshi
supporting information, p. 10226 - 10231 (2019/07/18)
A Pd-catalyzed enantiospecific and regioselective ring-opening Suzuki–Miyaura arylation of aziridine-2-carboxylates was developed. The cross-coupling allows for the asymmetric preparation of enantioenriched β2-aryl amino acids, starting from co
