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Synthesis and characterization of neurostatin-related compounds with high inhibitory activity of glioma growth

Valle-Argos, Beatriz, Gomez-Nicola, Diego and Nieto-Sampedro, Manuel (2010) Synthesis and characterization of neurostatin-related compounds with high inhibitory activity of glioma growth European Journal of Medicinal Chemistry, 45, (5), pp. 2034-2043. (doi:10.1016/j.ejmech.2010.01.015). (PMID:20153569).

Record type: Article


O-acetyl-ganglioside neurostatin, (Galbeta1 -> 3GalNAcbeta1 -> 4[9-O-Ac Neu5Acalpha2 -> 8Neu5Acalpha2 -> 3]Galbeta1 -> 4Glcbeta1 -> 1'-ceramide), is a natural GD1b-derived inhibitor of astroblast and astrocytoma division, whose structure and purification method limits its availability and stability. Therefore, we set-up the reaction to obtain O-acetylated and O-butyrylated neurostatin analogs by chemical synthesis, in order to improve its availability and stability. The compounds antitumoral activity was evaluated on U373MG and C6 glioblastoma cells, observing that the O-acetylation-dependent increase in the inhibitory activity was enhanced by O-butyrylation, with no further improvement with the multi-substitution, pointing to the initial conformational change and the stability change as responsible of its function. These results open the possibility for the application of the neurostatin-related compounds to in-vivo tumoral models.

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e-pub ahead of print date: 28 January 2010
Published date: May 2010
Organisations: Biomedicine


Local EPrints ID: 333254
ISSN: 0223-5234
PURE UUID: a3cf6854-88f4-425a-9d4a-3cbc2a6fab10
ORCID for Diego Gomez-Nicola: ORCID iD

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Date deposited: 06 Mar 2012 11:41
Last modified: 18 Jul 2017 06:13

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Author: Beatriz Valle-Argos
Author: Manuel Nieto-Sampedro

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