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Por favor, use este identificador para citar o enlazar a este item: http://hdl.handle.net/10261/15754
Título

Design and synthesis of an optimized positional scanning library of peptoids: identification of novel multidrug resistance reversal agents

AutorMasip, Isabel; Cortés, Nuria; Abad, Maria-José; Guardiola, Marisa; Pérez-Payá, Enrique ; Ferragut, José A.; Ferrer-Montiel, Antonio; Messeguer Peypoch, Ángel
Palabras claveCombinatorial libraries
Peptoids
Positional scanning
Chemosensitizers
Fecha de publicación5-feb-2005
EditorElsevier
CitaciónBioorganic & Medicinal Chemistry 13(6): 1923-1929 (2005)
ResumenHerein is reported the optimized solid-phase synthesis of a library of 5,120 trimeric N-alkylglycines (peptoids) using the positional scanning format and the submonomer strategy. Diversity at the N-terminal position was generated from 20 commercially available primary amines, whereas 16 primary amines were employed for the middle and C-terminal positions of the trimers. Formation of undesirable side-products observed in a previous library synthesis (Humet, M. et al. J. Comb. Chem. 2003, 5, 597–605) was averted by restricting the use of primary amines functionalized with tertiary amino groups to the third amination step. Screening of the new library for the identification of chemosensitizers yielded two peptoids, compounds 1 and 2, with potent in vitro activity as multidrug resistance (MDR) reversal agents. The structures of the lead peptoids are consistent with a pharmacophore model generated from the interaction of various known inhibitors with the MDR-implicated transmembrane glycoprotein P-gp.
Descripción7 pages, 5 figures, 1 scheme.-- PMID: 15727848 [PubMed].-- Printed version published Mar 15, 2005.
Versión del editorhttp://dx.doi.org/10.1016/j.bmc.2005.01.024
URIhttp://hdl.handle.net/10261/15754
DOI10.1016/j.bmc.2005.01.024
ISSN0968-0896 (Print)
1464-3391 (Online)
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