title: Design, synthesis and biological evaluation of novel stilbene-based antitumor agents.
abstract: 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.
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Università di Ferrara, via Fossato di Mortara 17/19, I-44100 Ferrara, Italy. smd@unife.it
authors.forename: Daniele
authors.initials: D
authors.lastname: Simoni
authors.forename: Francesco Paolo
authors.initials: FP
authors.lastname: Invidiata
authors.forename: Marco
authors.initials: M
authors.lastname: Eleopra
authors.forename: Paolo
authors.initials: P
authors.lastname: Marchetti
authors.forename: Riccardo
authors.initials: R
authors.lastname: Rondanin
authors.forename: Riccardo
authors.initials: R
authors.lastname: Baruchello
authors.forename: Giuseppina
authors.initials: G
authors.lastname: Grisolia
authors.forename: Ashutosh
authors.initials: A
authors.lastname: Tripathi
authors.forename: Glen E
authors.initials: GE
authors.lastname: Kellogg
authors.forename: David
authors.initials: D
authors.lastname: Durrant
authors.forename: Ray M
authors.initials: RM
authors.lastname: Lee
mesh_terms: D000588:Amines; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D006801:Humans; D011355:Prodrugs / Q000737:chemistry; D012995:Solubility; D013267:Stilbenes / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000378:metabolism
chemical_list: D000588:Amines; D000970:Antineoplastic Agents; D011355:Prodrugs; D013267:Stilbenes; D014404:Tubulin