Following the results we previously reported on a series of xanthene and xanthone derivatives as G-quadruplex stabilizing ligands, in order to obtain a more selective compound with respect to the previous generation of derivatives, we decided to modify the structure of the core ligand, specifically its aromatic extension. In particular, here we report the design, synthesis and activity data of a new compound obtained by dimerization of the xanthene core (HELIXA4C). The reported results show that extension of the aromatic core and the increase of the number of polar side chains led to a great enhancement of Gquadruplex selectivity and telomere damage capability, as derived using ESI-MS evaluation, in vitro cancer screening and specific immunofluorescence assays

Design and synthesis of a new dimeric xanthone derivative: enhancement of G-quadruplex selectivity and telomere damage / Franceschin, Marco; Nocioni, Daniele; Biroccio, Annamaria; Micheli, Emanuela; Cacchione, Stefano; Cingolani, Chiara; Venditti, Alessandro; Zizza, Pasquale; Bianco, Armandodoriano; Altieri, Alessandro. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - STAMPA. - 12:47(2014), pp. 9572-9582. [10.1039/c4ob01658k]

Design and synthesis of a new dimeric xanthone derivative: enhancement of G-quadruplex selectivity and telomere damage

FRANCESCHIN, MARCO;MICHELI, EMANUELA;CACCHIONE, Stefano;CINGOLANI, CHIARA;VENDITTI, ALESSANDRO;BIANCO, Armandodoriano;ALTIERI, ALESSANDRO
2014

Abstract

Following the results we previously reported on a series of xanthene and xanthone derivatives as G-quadruplex stabilizing ligands, in order to obtain a more selective compound with respect to the previous generation of derivatives, we decided to modify the structure of the core ligand, specifically its aromatic extension. In particular, here we report the design, synthesis and activity data of a new compound obtained by dimerization of the xanthene core (HELIXA4C). The reported results show that extension of the aromatic core and the increase of the number of polar side chains led to a great enhancement of Gquadruplex selectivity and telomere damage capability, as derived using ESI-MS evaluation, in vitro cancer screening and specific immunofluorescence assays
Antineoplastic Agents; Cell Line, Tumor; Cell Proliferation; Dimerization; G-Quadruplexes; Humans; Molecular Docking Simulation; Neoplasms; Telomere; Xanthones; Physical and Theoretical Chemistry; Organic Chemistry; Biochemistry; Medicine (all)
01 Pubblicazione su rivista::01a Articolo in rivista
Design and synthesis of a new dimeric xanthone derivative: enhancement of G-quadruplex selectivity and telomere damage / Franceschin, Marco; Nocioni, Daniele; Biroccio, Annamaria; Micheli, Emanuela; Cacchione, Stefano; Cingolani, Chiara; Venditti, Alessandro; Zizza, Pasquale; Bianco, Armandodoriano; Altieri, Alessandro. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - STAMPA. - 12:47(2014), pp. 9572-9582. [10.1039/c4ob01658k]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/621980
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