title: Synthesis and biological evaluation of diastereoisomerically pure N,O-nucleosides.
abstract: Several N,O-nucleosides have been synthesized in good yields by direct 1,3-dipolar cyclization methodology, in the absence of solvent. A remarkable cis stereoselectivity (de 98%) was observed by tuning the substituents on the nitrone moiety. A good number of these N,O-nucleosides have been evaluated for cytotoxic activity against selected cellular lines. Some of the tested compounds have proven to be potential antiproliferative drugs.
authors.affiliation: Dipartimento di Chimica, Università della Calabria, Via Bucci 12 C, 87036 Rende (CS), Italy. o.bortolini@unical.it
authors.forename: Olga
authors.initials: O
authors.lastname: Bortolini
authors.forename: Antonio
authors.initials: A
authors.lastname: De Nino
authors.forename: Tommaso
authors.initials: T
authors.lastname: Eliseo
authors.forename: Riccardo
authors.initials: R
authors.lastname: Gavioli
authors.forename: Loredana
authors.initials: L
authors.lastname: Maiuolo
authors.forename: Beatrice
authors.initials: B
authors.lastname: Russo
authors.forename: Fabio
authors.initials: F
authors.lastname: Sforza
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects; D001402:B-Lymphocytes / Q000187:drug effects; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D003500:Cyclization; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D019169:Jurkat Cells / Q000187:drug effects; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D009705:Nucleosides