Synthesis and anti-HIV properties of new water-soluble bis-functionalized[60]fullerene derivatives.
A new series of bis-functionalized fullerene C(60) derivatives bearing two or more solubilizing chains have been evaluated for their activity against HIV-1 and HIV-2 strains. Some of the compounds show activity against HIV-1 type in the low micromolar range. The effect of the positions of the addends on the C(60) nucleus has been investigated, indicating that only trans-2 isomers possess promising activity. The presence of a quaternary pyrrolidinium nitrogen is essential to increase solubility.
Bosi
Susanna
S
Dipartimento di Scienze Farmaceutiche, Università di Trieste, Piazzale Europa 1, I-34127 Trieste, Italy.
Da Ros
Tatiana
T
Spalluto
Giampiero
G
Balzarini
Jan
J
Prato
Maurizio
M
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D037741:Fullerenes / Q000737:chemistry* / Q000494:pharmacology*; D015497:HIV-1 / Q000187:drug effects*; D015498:HIV-2 / Q000187:drug effects*; D006801:Humans; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D012680:Sensitivity and Specificity; D012995:Solubility; D013329:Structure-Activity Relationship; D014867:Water
D019380:Anti-HIV Agents; D037741:Fullerenes; D014867:Water; C069837:fullerene C60