title: Synthesis and in vitro evaluation of boronated uridine and glucose derivatives for boron neutron capture therapy.
abstract: The following boron-containing nucleoside and glucose derivatives have been synthesized as potential boron delivery agents for boron neutron capture therapy (BNCT): 2'-O-(o-carboran-1-ylmethyl)uridine (4a), 3'-O-(o-carboran-1-ylmethyl)uridine (4b), sodium 7-(uridin-2'-ylmethyl)dodecahydro-7,8-dicarba-++ +nido-undecaborate (5), 5'-O-(o-carboran-1-ylmethyl)uridine (9), and 3'-O-(o-carboran-1-ylmethyl)-D-glucose (13). In vitro cellular uptake studies were performed with F98 rat glioma cells. Following 16 h incubation, cellular boron concentrations were determined by direct current plasma atomic emission spectroscopy (DCP-AES). Boron concentrations ranged from 65 to 103 micrograms/g of cells for the neutral closo structures compared with 1.5 micrograms/g of cells for the charged nido species. Cellular uptake of sodium mercaptoundecahydro-closo-dodecaborate (BSH), the compound currently being used in Japan for the treatment of malignant brain tumors by BNCT, was 2 micrograms/g of cells.
authors.affiliation: College of Pharmacy, Ohio State University, Columbus 43210.
authors.forename: W
authors.initials: W
authors.lastname: Tjarks
authors.forename: A K
authors.initials: AK
authors.lastname: Anisuzzaman
authors.forename: L
authors.initials: L
authors.lastname: Liu
authors.forename: A H
authors.initials: AH
authors.lastname: Soloway
authors.forename: R F
authors.initials: RF
authors.lastname: Barth
authors.forename: D J
authors.initials: DJ
authors.lastname: Perkins
authors.forename: D M
authors.initials: DM
authors.lastname: Adams
mesh_terms: D000818:Animals; D001895:Boron; D005910:Glioma / Q000378:metabolism / Q000532:radiotherapy; D005947:Glucose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D009502:Neutrons; D011882:Radiotherapy, High-Energy; D051381:Rats; D014407:Tumor Cells, Cultured; D014529:Uridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology
chemical_list: D005947:Glucose; D001895:Boron; D014529:Uridine