Synthesis and evaluation of diverse analogs of amygdalin as potential peptidomimetics of peptide T

Eyleen Araya, Alex Rodriguez, Jaime Rubio, Alessandro Spada, Jesus Joglar, Amadeu Llebaria, Carmen Lagunas, Andres G. Fernandez, Susanna Spisani, Juan J. Perez

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1493-1496
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume15
Issue number5
DOIs
Publication statusPublished - 1 Mar 2005

Keywords

  • Amygdalin derivatives
  • Peptidomimetics
  • Psoriasis

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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