Alpha (alpha-) and beta (beta-carboranyl-C-deoxyribosides: Syntheses, structures and biological evaluation

作者：Snajdr Ivan; Janousek Zbynek; Takagaki Masao; Cisatova Ivana; Hosmane Narayan S; Kotora Martin^*

来源：European Journal of Medicinal Chemistry, 2014, 83: 389-397.

DOI：10.1016/j.ejmech.2014.06.005

• Alkynes
• Carboranes
• Boron neutron capture therapy
• Antitumor agents
• Drug research

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 alpha- and beta-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.

• 出版日期2014-8-18