Alpha (α-) and beta (β-carboranyl-C-deoxyribosides: syntheses, structures and biological evaluation
Language English Country France Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
24980120
DOI
10.1016/j.ejmech.2014.06.005
PII: S0223-5234(14)00523-6
Knihovny.cz E-resources
- Keywords
- Alkynes, Antitumor agents, Boron neutron capture therapy, Carboranes, Drug research,
- MeSH
- Isomerism MeSH
- Mice MeSH
- Cell Line, Tumor MeSH
- Nucleosides chemical synthesis chemistry pharmacology therapeutic use MeSH
- Solubility MeSH
- Boron Compounds chemistry MeSH
- Chemistry Techniques, Synthetic MeSH
- Boron Neutron Capture Therapy MeSH
- Water chemistry MeSH
- Structure-Activity Relationship MeSH
- Animals MeSH
- Check Tag
- Mice MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Nucleosides MeSH
- Boron Compounds MeSH
- Water MeSH
The syntheses of the unprotected neutral closo-carboranyl-C-deoxyriboses, starting from anomeric mixture of 1-ethynyldeoxyriboses, and their corresponding open-cage nido-derivatives have been described. The structures of both the α- and β-anomers were confirmed by single-crystal X-ray diffraction. While limited water solubility of the neutral closo-anomers led to high cytotoxicity, their cesium salts (nido-species) exhibited higher water solubility leading to lower cytotoxicity. However, in vitro boron neutron capture therapy (BNCT) investigation using the murine squamous cell carcinoma (SCCVII) cell lines showed that there are no significant differences between the survival fractions of the two species.
Department of Chemistry and Biochemistry Northern Illinois University DeKalb IL 60115 2862 USA
Department of Inorganic Chemistry Charles University Prague Hlavova 8 153 00 Praha 2 Czech Republic
Department of Organic Chemistry Charles University Prague Hlavova 8 153 00 Praha 2 Czech Republic
References provided by Crossref.org
Cross-metathesis reaction of α- and β-vinyl C-glycosides with alkenes
