Synthesis, DNA binding and biological evaluation of synthetic precursors and novel analogs of netropsin - Archive ouverte HAL
Article Dans Une Revue Journal of Medicinal Chemistry Année : 2002

Synthesis, DNA binding and biological evaluation of synthetic precursors and novel analogs of netropsin

Résumé

A series of oligopeptides have been synthesized that are structurally related to the natural agent netropsin. The binding constants to double-stranded polynucleotides as well as the cytostatic activity against both murine human tumor cell lines and the in vitro activity against a range of DNA and RNA viruses have been determined for these novel compounds and some of their synthetic precursors. 1-Methyl-5-nitropyrrole-2-carboxylic acid methyl ester (4), N-[[1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)pyrrol-2- yl]carbonyl]-L-alanine tert-butyl ester (28), and N-[[1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)pyrrol-2- yl]carbonyl]-L-alanyl-L-alanine tert-butyl ester (29) showed modest inhibitory effect on tumor cell proliferation (CD50 = 26-85 micrograms/mL). Of all the compounds that were evaluated, 28 proved the most potent antiviral agent. It was inhibitory to parainfluenza-3 virus and Coxsackie virus B4 in Vero cells at a concentration of 20 micrograms/mL.

Domaines

Chimie

Dates et versions

hal-04652355 , version 1 (18-07-2024)

Identifiants

Citer

Francoise Debart, Christian Périgaud, Gilles Gosselin, Driss Mrani, Bernard Rayner, et al.. Synthesis, DNA binding and biological evaluation of synthetic precursors and novel analogs of netropsin. Journal of Medicinal Chemistry, 2002, 32 (5), pp.1074-1083. ⟨10.1021/jm00125a024⟩. ⟨hal-04652355⟩

Collections

FNCLCC
11 Consultations
0 Téléchargements

Altmetric

Partager

More