Substituted adamantylphthalimides: Synthesis, antiviral and antiproliferative activity.

2020 
In this study, three groups of adamantylphthalimides, bearing different substituents at the phthalimide moiety, N-(4'-R(2) )phthalimidoadamantanes (1-7), 3-[N-(4'-R(2) )phthalimido]-1-adamantanols (8-10), and 3-[N-(4'-R(2) )phthalimido]adamantane-1-carboxylic acids (11-15), were synthesized and screened against tumor cells and viruses. The most potent compounds are not substituted at the adamantane and bear an OH or NH2 substituent at the phthalimide (compounds 3 and 5). The antiproliferative activities of compounds 3 and 5 are in the micromolar range, much higher than the one of thalidomide. A minor antiviral activity against cytomegalovirus and varicella-zoster virus was found for compounds 3 and 5, but these compounds lacked selectivity. The results presented are important for the rational design of the next-generation compounds with anticancer and antiviral activities.
    • Correction
    • Source
    • Cite
    • Save
    • Machine Reading By IdeaReader
    32
    References
    2
    Citations
    NaN
    KQI
    []