874384-03-9Relevant academic research and scientific papers
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.
Total synthesis, NMR solution structure, and binding model of the potent histone deacetylase inhibitor FR235222
Rodriquez, Manuela,Terracciano, Stefania,Cini, Elena,Settembrini, Giulia,Bruno, Ines,Bifulco, Giuseppe,Taddei, Maurizio,Gomez-Paloma, Luigi
, p. 423 - 427 (2007/10/03)
An alternative route: The fungal metabolite FR235222, a potent inhibitor of mammalian histone deacetylase (HDAC), has been synthesized. Key steps are the preparation of unusual amino acids Ahoda and (2R,4S)-MePro. A 3D model for cyclopeptide inhibitor int
