title: Solution behavior of a sugar-based carborane for boron neutron capture therapy: a nuclear magnetic resonance investigation.
abstract: The physico-chemical properties of beta-lactosyl-closo-orthocarborane in water solution were investigated by multinuclear NMR, (13)C NMR relaxation, and ab-initio calculations. This molecule represents a potentially selective boron carrier in Boron Neutron Cancer Therapy (BNCT) and exhibits amphiphilic characteristics. Its structural and dynamic features were studied comparing NMR data acquired in both aggregating and non-aggregating conditions. Aggregates are characterized by rapid exchange with the bulk and by high sensitivity to temperature conditions. An unusually stable intra-molecular CH...O hydrogen bond was found to persist in water solution both for the free molecules and after aggregate formation. At the same time, inter-molecular specific CH()O interactions do not seem effective in the aggregate formation process, which appears to take place only on non-specific hydrophobic basis.
authors.affiliation: Dipartimento di Scienze e Tecnologie Chimiche e dei Biosistemi, Università di Siena, via A. Moro 2, 53100 Siena, Italy.
authors.forename: Claudia
authors.initials: C
authors.lastname: Bonechi
authors.forename: Sandra
authors.initials: S
authors.lastname: Ristori
authors.forename: Silvia
authors.initials: S
authors.lastname: Martini
authors.forename: Luigi
authors.initials: L
authors.lastname: Panza
authors.forename: Giacomo
authors.initials: G
authors.lastname: Martini
authors.forename: Claudio
authors.initials: C
authors.lastname: Rossi
authors.forename: Alessandro
authors.initials: A
authors.lastname: Donati
mesh_terms: D001880:Boranes / Q000737:chemistry* / Q000627:therapeutic use; D016754:Boron Neutron Capture Therapy / Q000379:methods*; D002241:Carbohydrates; D006860:Hydrogen Bonding; D057927:Hydrophobic and Hydrophilic Interactions; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D015394:Molecular Structure; D012996:Solutions / Q000737:chemistry; D013501:Surface-Active Agents; D013696:Temperature
chemical_list: D001880:Boranes; D002241:Carbohydrates; D012996:Solutions; D013501:Surface-Active Agents