title: Synthesis and biological properties of new alpha-methylene-gamma-butyrolactones and alpha,beta-unsaturated delta-lactones.
abstract: The synthesis of a series of alpha-methylene-gamma-butyrolactones (compounds 4a, 4b, 6-12, 16, 17) and alpha,beta-unsaturated-delta-lactones (compounds 19-23, 25, 26) starting from 4,4-dimethyldihydrofuran-2,3-dione (1) has been described. Their chemical structures were assigned by spectroscopic evidence. These new compounds exhibited significantly different antiproliferative properties against cultured human tumor cell lines with their IC(50) values ranging from 0.88 to>20.00 microM.
authors.affiliation: Department of Pharmaceutical Sciences, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy.
authors.forename: Francesca
authors.initials: F
authors.lastname: Cateni
authors.forename: Jelena
authors.initials: J
authors.lastname: Zilic
authors.forename: Marina
authors.initials: M
authors.lastname: Zacchigna
authors.forename: Paolo
authors.initials: P
authors.lastname: Bonivento
authors.forename: Fabiana
authors.initials: F
authors.lastname: Frausin
authors.forename: Vito
authors.initials: V
authors.lastname: Scarcia
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D020128:Inhibitory Concentration 50; D007783:Lactones / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D007783:Lactones; C014096:alpha-methylene gamma-butyrolactone; D015107:4-Butyrolactone