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Antiproliferative Agents That Interfere with the Cell Cycle at the G 1 →S Transition: Further Development and Characterization of a Small Library of Stilbene‐Derived Compounds
Author(s) -
Pizzirani Daniela,
Roberti Marinella,
Cavalli Andrea,
Grimaudo Stefania,
Di Cristina Antonietta,
Pipitone Rosaria Maria,
Gebbia Nicola,
Tolomeo Manlio,
Recanatini Maurizio
Publication year - 2008
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.200700258
Subject(s) - pharmacophore , cell cycle , retinoblastoma protein , chemistry , retinoblastoma , cell growth , computational biology , combinatorial chemistry , drug discovery , cell , stereochemistry , biochemistry , biology , gene
In this continuation of our research on derivatives containing the stilbene privileged structure or that are derived from it, we report the results of further studies carried out on the previously initiated collection of compounds. We used a parallel synthetic approach to rapidly obtain small sets of compounds and started the annotation of the library in progress by calculating some physicochemical properties to be eventually correlated with biological activities. A pharmacophore for the antiproliferative activity was also built to summarize the features of the library. We evaluated the antiproliferative and pro‐apoptotic activities of all compounds as well as the cell‐cycle effects of some representative compounds. After in‐depth investigations, 3′‐phenyl‐[1,1′;4′,1′′]terphenyl‐4,3′′,5′′‐triol showed the most interesting biological profile, as it interferes with cell‐cycle progression at the G 1 →S transition, acting on retinoblastoma phosphorylation and inducing cell differentiation.