157618-75-2Relevant articles and documents
Flexible synthesis and evaluation of diverse anti-apicomplexa cyclic peptides
Traore, Mariam,Mietton, Flore,Maubon, Daniele,Peuchmaur, Marine,Francisco Hilario, Flaviane,Pereira De Freitas, Rossimiriam,Bougdour, Alexandre,Curt, Aurelie,Maynadier, Marjorie,Vial, Henri,Pelloux, Herve,Hakimi, Mohamed-Ali,Wong, Yung-Sing
, p. 3655 - 3675 (2013/07/04)
A modular approach to synthesize anti-Apicomplexa parasite inhibitors was developed that takes advantage of a pluripotent cyclic tetrapeptide scaffold capable of adjusting appendage and skeletal diversities in only a few steps (one to three steps). The diversification processes make use of selective radical coupling reactions and involve a new example of a reductive carbon-nitrogen cleavage reaction with SmI2. The resulting bioactive cyclic peptides have revealed new insights into structural factors that govern selectivity between Apicomplexa parasites such as Toxoplasma and Plasmodium and human cells.
Synthesis of 2-amino-8-oxodecanoic acids (Aodas) present in natural hystone deacetylase inhibitors
Rodriquez, Manuela,Bruno, Ines,Cini, Elena,Marchetti, Mauro,Taddei, Maurizio,Gomez-Paloma, Luigi
, p. 103 - 107 (2007/10/03)
Differently substituted 2-amino-8-oxodecanoic acids (Aodas), present in naturally occurring inhibitors of hystone deacetylase (HDAC), have been prepared using a convergent approach. The configuration in position 2 was derived from enantiomerically pure allylglycine or glutamic acid, whereas the stereochemistry of the substituent in position 9 derived from lactic acid or glyceraldehyde derivatives. Starting from allylglycine, (S)-Aodas, protected at the nitrogen as Boc or Fmoc, were obtained in four steps in about 30% overall yield. These products have been used to prepare a simplified analogue of a natural cyclic tetrapeptide HDAC inhibitor by SPPS.