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

doi:10.1016/j.bmcl.2004.12.071

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

Exact Sciences School

Research output: Contribution to journal › Article › peer-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 language	English
Pages (from-to)	1493-1496
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	15
Issue number	5
DOIs	https://doi.org/10.1016/j.bmcl.2004.12.071
Publication status	Published - 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

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bmcl.2004.12.071

Cite this

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title = "Synthesis and evaluation of diverse analogs of amygdalin as potential peptidomimetics of peptide T",

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.",

keywords = "Amygdalin derivatives, Peptidomimetics, Psoriasis",

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

note = "Funding Information: J.J.P. in indebted to the Fundacion Inquifarma for financial support through a research award. This research has been supported by the Spanish Ministry of Science and Technology through grant PTR1995-0404-OP-02-02. ",

year = "2005",

month = mar,

day = "1",

doi = "10.1016/j.bmcl.2004.12.071",

language = "English",

volume = "15",

pages = "1493--1496",

journal = "Bioorganic and Medicinal Chemistry Letters",

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TY - JOUR

T1 - Synthesis and evaluation of diverse analogs of amygdalin as potential peptidomimetics of peptide T

AU - Araya, Eyleen

AU - Rodriguez, Alex

AU - Rubio, Jaime

AU - Spada, Alessandro

AU - Joglar, Jesus

AU - Llebaria, Amadeu

AU - Lagunas, Carmen

AU - Fernandez, Andres G.

AU - Spisani, Susanna

AU - Perez, Juan J.

N1 - Funding Information: J.J.P. in indebted to the Fundacion Inquifarma for financial support through a research award. This research has been supported by the Spanish Ministry of Science and Technology through grant PTR1995-0404-OP-02-02.

PY - 2005/3/1

Y1 - 2005/3/1

N2 - 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.

AB - 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.

KW - Amygdalin derivatives

KW - Peptidomimetics

KW - Psoriasis

UR - http://www.scopus.com/inward/record.url?scp=13944252004&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2004.12.071

DO - 10.1016/j.bmcl.2004.12.071

M3 - Article

C2 - 15713414

AN - SCOPUS:13944252004

SN - 0960-894X

VL - 15

SP - 1493

EP - 1496

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 5

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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