title: Synthesis and biological evaluation of 1,7,8,8a-tetrahydro-3H-oxazolo[3,4-a]pyrazin-6(5H)-ones as antitumoral agents.
abstract: A series of 1,7,8,8a-tetrahydro-3H-oxazolo[3,4-a]pyrazin-6(5H)-ones has been synthesized by an intramolecular, palladium(II) catalyzed, aminooxygenation of alkenyl ureas, readily available from glycine allylamides as starting materials. Biological tests showed that the obtained compounds are endowed with an interesting antitumoral activity against two human thyroid cancer cell lines, namely FTC-133 and 8305C, by promoting the apoptotic pathway and DNA fragmentation.
authors.affiliation: Dipartimento di Scienze del Farmaco, Università di Catania, Italy. uchiacchio@unict.it
authors.forename: Ugo
authors.initials: U
authors.lastname: Chiacchio
authors.forename: Vincenzina
authors.initials: V
authors.lastname: Barbera
authors.forename: Roberta
authors.initials: R
authors.lastname: Bonfanti
authors.forename: Gian Luigi
authors.initials: GL
authors.lastname: Broggini
authors.forename: Agata
authors.initials: A
authors.lastname: Campisi
authors.forename: Silvia
authors.initials: S
authors.lastname: Gazzola
authors.forename: Rosalba
authors.initials: R
authors.lastname: Parenti
authors.forename: Giovanni
authors.initials: G
authors.lastname: Romeo
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D017209:Apoptosis / Q000187:drug effects; D053148:Caspase 3 / Q000378:metabolism; D045744:Cell Line, Tumor; D053938:DNA Fragmentation / Q000187:drug effects; D006801:Humans; D010080:Oxazoles / Q000737:chemistry*; D011719:Pyrazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D010080:Oxazoles; D011719:Pyrazines; D053148:Caspase 3
keywords: Bicyclic piperazinones; Caspase-3; Domino reaction; Palladium; Thyroid cancers