182626-49-9Relevant academic research and scientific papers
Synthesis and in vitro evaluation of sugar-modified carboranyluridines
Imamura, Ken-ichiro,Yamamoto, Yoshinori
, p. 1855 - 1858 (1996)
Sugar-part modified carboanyluridines 5 and 6 were synthesized. Although cytotoxicities of 5 and 6 were similar to those of 1 and 2 having ordinary sugar parts, selective uptake of 6 into TIG-1-20 cells was accomplished by changing the sugar part to a sulfur containing one.
Synthesis and in Vitro Evaluation of 5-closo- and 5-nido-Orthocarboranyluridines as Boron Carriers
Imamura, Ken-Ichiro,Yamamoto, Yoshinori
, p. 3103 - 3110 (2007/10/03)
Sugar-part modified closo-carboranyluridines, 5-(o-carboran-1-yl)-2′,3′-dideoxy-3′-thiauridine 5 and 5-(o-carboran-1-yl)-2′,3′-dideoxy-2′α-phenylthiouridine 6, were synthesized. These newly synthesized closo-carboranyluridines, 5 and 6, and previously synthesized 5-(o-carboran-1-yl)uridine 1 were converted to the corresponding nido-carboranyluridines 18,19, and 17, respectively. Water-solubility of nido-type 17 was about 100 times higher than that of its closo-counterpart 1. Water-solubilities of sugar modified nido-types 18 and 19 were about 1000 times higher than those of their closo-counterparts 5 and 6. Cytotoxicities of the nido-types (17 and 19) were about 10 times lower than those of the corresponding closo-counterparts (1 and 6, respectively). Cellular uptake of the nido-types (17 and 19) was in the level similar to that of the closo-counterparts (1 and 6, respectively), although it is often believed that cellular uptake of hydrophilic carboranes (nido-forms) is much lower than that of lipophilic closo-carboranes.
