Novel Carboranyl C-Glycosides for the Treatment of Cancer by Boron Neutron Capture Therapy

The synthesis of the novel unprotected carboranyl C‐glycosides 2 and 20–24 starting from ethynyl C‐glycosides 1, 5–8, 10, and 13 is described. The new compounds are highly water‐soluble and display only a very low cytotoxicity, which makes them promising candidates for use in boron neutron capture therapy for the treatment of cancer. Die Synthese der neuartigen ungeschützten Carboranyl‐C‐Glycoside 2 und 20–24 ausgehend von Ethinyl‐C‐Glycosiden wie 1, 5–8, 10 und 13 wird beschrieben. Die neuen Verbindungen sind wasserlöslich und zeigen eine nur sehr geringe Cytotoxizität, was sie zu vielversprechenden Kandidaten für den Einsatz in der Bor‐Neutroneneinfang‐Tumortherapie macht. Viene descritta la sintesi di una nuova serie di carboranil C‐glicosidi deprotetti 2 e 20–24 a partire dagli etinil C‐glicosidi 1, 5–8, 10 e 13. I nuovi composti oltre ad essere molto solubili in acqua mostrano una bassa citossicità così che si presentano come promettenti candidati nella terapia del cancro basata sulla cattura di neutroni da parte del boro. A series of novel carboranyl C‐glycosides such as 2 has been prepared (see scheme). The new water‐soluble compounds are relatively nontoxic and therefore represent promising candidates for use in boron neutron capture therapy for a selective treatment of cancer.