Charaschanya, Manwika; Maskrey, Taber S.; LaPorte, Matthew G.; Janjic, Jelena M.; Wipf, Peter published the artcile< Synthesis and optimization of nitroxide-based inhibitors of ferroptotic cell death in cancer cells and macrophages>, Computed Properties of 347174-05-4, the main research area is alkene peptide isostere synthesis nitroxide inhibitor ferroptotic cell death; peptide alkene enantioselective diastereoselective synthesis antitumor structure activity ferroptosis; vinylogous Mannich reaction cross metathesis drug desigh luminescence.
JP4-039 Is an alkene peptide isostere that acts as a low-micromolar inhibitor of erastin- and RSL-3-induced ferroptotic cell death in the HT-1080 cell line. In this work, we have developed new synthetic strategies that allow access to analogs of this lead structure. Enantioselective vinylogous Mannich or cross-metathesis reactions were key to the preparation of a series of analogs that culminated in the preparation of the ca. 30-fold more potent analog (I) (BOC = tert-butoxycarbonyl). Structure-activity relationship analyses used both HT-1080 cells and a luminescence-based ferroptosis assay in RAW 264.7 macrophages. In particular, α,α-disubstituted alkene peptide isosteres (Rα ≠ H) were found to exceed the potency of the corresponding glycine (Rα = H) derivatives
ACS Medicinal Chemistry Letters published new progress about Alkenes Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses) (peptides). 347174-05-4 belongs to class esters-buliding-blocks, and the molecular formula is C15H22N2O2, Computed Properties of 347174-05-4.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics