|Budget Amount *help
¥2,100,000 (Direct Cost : ¥2,100,000)
Fiscal Year 1996 : ¥700,000 (Direct Cost : ¥700,000)
Fiscal Year 1995 : ¥1,400,000 (Direct Cost : ¥1,400,000)
Synthesis of novel fluorinated compounds possessing a potent and selecive anti-HIV-1 activity were studied by the introduction of fluoroalkyl or fluoroalkylene groups into various substrates with carbon-carbon bond formation by using fluoroalkanoyl peroxides as key materials. It was clarified that a series of fluoroalkylated or fluoroalkyleneated oligomers containing carboxyl, sulfo and cationic segments with carbon-carbon bond formation were prepared by using fluoroalkanoyl peroxides or polymeric fluorinated organic peroxides.
The biological activities of these novel fluorinated oligomers thus obtained were studied. These compounds were shown to possess a potent and selective anti-HIV-1 activity. Interestingly, there was some correlation between the anti-HIV-1 activity of these fluorinated oligomers and their structures, and the more oleophilic oligomers, especially oligomers containing silicon segments were found to become more active. Furthermore, fluorinated sulfonic acid oligomers
were shown to be potent and selective inhibitors of HIV-1 in vitro, and about 10-times more inhibitory to HIV-1 than dextran sulfate which is considered at present to be a potent and selective polymeric inhibitor. On the other hand, fluorinated oligomers containing not anionic but cationic segments were inactive against HIV-1 replication ; however, they possessed antibacterial activity.
These novel fluorinated oligomers were soluble in not only water but also in common organic solvents, and were able to reduce the surface tension of water effectively. In addition, these oligomers exhibited a clear break point resembling a CMC,which suggest that they form intra-or inter-molecular aggregations in aqueous solutions owing to their unique stucture (fluoroalkylated end-capped structure). Hence, it was suggested that intra-or inter-molecular aggregation of fluorinated oligomers would interact in part with virus leading to more potent inhibitory effects against HIV-1 replication.
In this way, our present fluorinated oligomers are much expected to be applicable in various fields as new fluorinated functional materials possessing biological activities such as anti-HIV-1 activity. Less