21946-94-1Relevant articles and documents
Glycine-selective α-carbon-nitrogen bond cleavage of dipeptides by nickel peroxide
Easton, Christopher J.,Eichinger, Sharon K.,Pitt, Michael J.
, p. 5609 - 5616 (1997)
Nickel peroxide selectively cleaves the α-carbon-nitrogen bond of glycine residues in dipeptide derivatives to give the corresponding amides. The glycine selectivity is attributable to preferential complexation of the reactant residue to nickel peroxide and subsequent reaction via a stable α-centered glycyl radical. The oxidation process serves as a chemical model for peptidylglycine α-amidating monooxygenase (PAM) and, in addition, may have potential for the synthesis of α,β-didehydro amino acid residues within peptides.
Novel phthalimide derivatives with TNF-α and IL-1β expression inhibitory and apoptotic inducing properties
Coêlho, Lucas Cunha Duarte,De Oliveira Cardoso, Marcos Veríssimo,Moreira, Diogo Rodrigo Magalh?es,De Moraes Gomes, Paulo André Teixeira,Cavalcanti, Suellen Melo Tibúrcio,Oliveira, Arsenio Rodrigues,De Oliveira Filho, Gevanio Bezerra,Pessoa De Siqueira, Lucianna Rabelo,De Oliveira Barbosa, Miria,De Oliveira Borba, Elizabeth Fernanda,Da Silva, Teresinha Gon?alves,Kaskow, Belinda,Karimi, Mahdad,Abraham, Lawrence J.,Leite, Ana Cristina Lima
, p. 758 - 765 (2014/06/10)
Modulation of the immune system is an emerging concept in the control of tumor growth. Bearing in mind the pharmacological properties of thalidomide and its phthalimide derivatives, we describe here the structural design, synthesis and pharmacological evaluation of N-acylhydrazones derived from phthalimide. The ability of these N-acylhydrazones in inhibiting the secretion of TNF-α in stimulated cells as well as in inhibiting the transcription of the TNF-α gene was evaluated. We identified N-acylhydrazones 6b and 9c, which substantially impaired TNF-α secretion, expression and reduced IL-1β production similar to thalidomide or Revlimid. N-Acylhydrazone 9c was also able to induce apoptosis in Jurkat cells, however it does not have either antiproliferative properties or cytotoxicity for mouse splenocytes. Beyond that, we have assayed the ability of these compounds to induce cell death and a number of them are able to induce apoptosis.
Ultrasound and ZnCl2 promoted synthesis of phthaloyl derivatives of α-amino carboxamides
Casimir,Guichard,Briand
, p. 75 - 80 (2007/10/03)
A new, one-step and racemization-free synthesis of phthaloyl derivatives of α-amino carboxamides is described. Under ultrasound, α-amino carboxamides and dipeptide derivatives react with monomethyl phthalate in the presence of BOP, ZnCl2 and i-
