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Synthesis and evaluation of diverse analogs of amygdalin as potential peptidomimetics of peptide T
Authors:Araya Eyleen  Rodriguez Alex  Rubio Jaime  Spada Alessandro  Joglar Jesus  Llebaria Amadeu  Lagunas Carmen  Fernandez Andres G  Spisani Susanna  Perez Juan J
Affiliation:RUBAM, Dept. de Química Organica Biologica, (IIQAB-CSIC), Jordi Girona Salgado, 18-26, E-08034 Barcelona, Spain.
Abstract:Peptide T (ASTTTNYT) is a promising molecule to prevent the neuropsychometric symptoms of patients suffering AIDS and for the treatment of psoriasis. In order to fully prove its therapeutic benefits, efforts were put forward to design peptidomimetics of the peptide. In this direction, in a recent computational study the natural product amygdalin was identified as a prospective peptidomimetic of the peptide and later proved to exhibit a similar chemotactic profile to the peptide. However, the cyanide moiety of amygdalin provides to the molecule a toxic profile. The present study reports the synthesis of a set of amygdalin analogs lacking the cyanide group with improved chemotactic profiles.
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