TY - JOUR
T1 - Synthesis, structure-activity relationships and stereochemical investigations of new tricyclic pyridazinone derivatives as potential STAT3 inhibitors
AU - Masciocchi, Daniela
AU - Gelain, Arianna
AU - Porta, Federica
AU - Meneghetti, Fiorella
AU - Pedretti, Alessandro
AU - Celentano, Giuseppe
AU - Barlocco, Daniela
AU - Legnani, Laura
AU - Toma, Lucio
AU - Kwon, Byoung Mog
AU - Asai, Akira
AU - Villa, Stefania
PY - 2013/8
Y1 - 2013/8
N2 - 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.
AB - 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.
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U2 - 10.1039/c3md00095h
DO - 10.1039/c3md00095h
M3 - Article
AN - SCOPUS:84880854417
VL - 4
SP - 1181
EP - 1188
JO - MedChemComm
JF - MedChemComm
SN - 2040-2503
IS - 8
ER -