Through a cell-based biological screening, the benzocinnolinone derivative (±)-2c was identified as a promising STAT3 inhibitor. Since SAR studies on a series of compounds structurally related to (±)-2c (1c, 2a-p, 3c, 4c, 6) showed that the latter had the most significant inhibitory activity, we investigated in depth its essential structural features. In particular, enantiomeric separation was performed, and the absolute configuration of the stereoisomers was assigned by theoretical and crystallographic studies. The biological evaluation highlighted that (S)-(-)-2c is twice as potent as (R)-(+)-2c.

Masciocchi, D., Gelain, A., Porta, F., Meneghetti, F., Pedretti, A., Celentano, C., et al. (2013). Synthesis structure-activity relationships and stereochemical investigations of new tricyclic pyridazinone derivatives as potential STAT3 inhibitors. MEDCHEMCOMM, 4(8), 1181-1188 [10.1039/c3md00095h].

Synthesis structure-activity relationships and stereochemical investigations of new tricyclic pyridazinone derivatives as potential STAT3 inhibitors

LEGNANI, LAURA;
2013

Abstract

Through a cell-based biological screening, the benzocinnolinone derivative (±)-2c was identified as a promising STAT3 inhibitor. Since SAR studies on a series of compounds structurally related to (±)-2c (1c, 2a-p, 3c, 4c, 6) showed that the latter had the most significant inhibitory activity, we investigated in depth its essential structural features. In particular, enantiomeric separation was performed, and the absolute configuration of the stereoisomers was assigned by theoretical and crystallographic studies. The biological evaluation highlighted that (S)-(-)-2c is twice as potent as (R)-(+)-2c.
Articolo in rivista - Articolo scientifico
Molecular modeling; Antitumour Activity; Inhibitors
English
1181
1188
8
Masciocchi, D., Gelain, A., Porta, F., Meneghetti, F., Pedretti, A., Celentano, C., et al. (2013). Synthesis structure-activity relationships and stereochemical investigations of new tricyclic pyridazinone derivatives as potential STAT3 inhibitors. MEDCHEMCOMM, 4(8), 1181-1188 [10.1039/c3md00095h].
Masciocchi, D; Gelain, A; Porta, F; Meneghetti, F; Pedretti, A; Celentano, C; Barlocco, D; Legnani, L; Toma, L; Kwon, B; Asai, A; Villa, S
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/352001
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