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RESEARCH PRODUCT
Design, synthesis and biological evaluation of novel stilbene-based antitumor agents
Marco EleopraPaolo MarchettiGiuseppina GrisoliaRiccardo BaruchelloDavid DurrantAshutosh TripathiFrancesco Paolo InvidiataDaniele SimoniRiccardo RondaninGlen E. KelloggRay M. Leesubject
Molecular modelClinical BiochemistryAntitumor agents; Prodrugs; Stilbenes;Pharmaceutical ScienceAntineoplastic AgentsBiochemistryChemical synthesisStructure-Activity RelationshipTubulinCell Line TumorStilbenesDrug DiscoveryHumansMoleculeOrganic chemistryProdrugsAminesSolubilityMolecular BiologyCell Proliferationchemistry.chemical_classificationAqueous solutionDose-Response Relationship DrugOrganic ChemistryAromatic amineProdrugCombinatorial chemistryIn vitroSolubilitychemistryDrug DesignMolecular Medicinedescription
A series of novel stilbene derivatives has been synthesized and studied with the main goal to investigate SAR of the amino compound 1a, as well as to improve its water solubility, a potentially negative aspect of the molecule that could be a serious obstacle for a pre-clinical development. We have obtained derivatives with good cytotoxic activity, in particular, the derivatives 5c and 6b could represent two novel leads for further investigation. Compound 8b, a morpholino-carbamate derivative, prodrug of 1a, has a very good solubility in water, and is active in suppressing growth of tumor cells at a concentration of 5000 nM, which is a concentration 100 times higher than the parent stilbene 1a.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2008-07-10 | Bioorganic & Medicinal Chemistry |