title: Synthesis of antitumor 6-alkylidenepenicillanate sulfones and related 3-alkylidene-2-azetidinones.
abstract: 6-alkylidenepenicillanate sulfoxides and sulfones were synthesized on the base of 6-oxopenicillanate esters. The targeted splitting of their thiazolidine ring led to the formation of 3-alkylidene substituted 4-heteryldithio and 4-methylsulfonyl azetidin-2-ones. Some of mono and bicyclic beta-lactams revealed potent cytotoxic properties towards monolayer tumor cells in <10-microM concentrations.
authors.affiliation: Latvian Institute of Organic Synthesis, 21 Aizkraukles Street, Riga, LV 1006, Latvia. veinberg@osi.lv
authors.forename: Grigory
authors.initials: G
authors.lastname: Veinberg
authors.forename: Irina
authors.initials: I
authors.lastname: Shestakova
authors.forename: Maxim
authors.initials: M
authors.lastname: Vorona
authors.forename: Iveta
authors.initials: I
authors.lastname: Kanepe
authors.forename: Edmunds
authors.initials: E
authors.lastname: Lukevics
mesh_terms: D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000494:pharmacology; D001384:Azetidines / Q000138:chemical synthesis* / Q000494:pharmacology; D002460:Cell Line; D045744:Cell Line, Tumor; D006224:Cricetinae; D006801:Humans; D051379:Mice; D010406:Penicillins / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: C116379:2-azetidinone; D000903:Antibiotics, Antineoplastic; D001384:Azetidines; D010406:Penicillins