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  • Title: Design and synthesis of 1,2-annulated adamantane piperidines with anti-influenza virus activity.
    Author: Zoidis G, Kolocouris N, Naesens L, De Clercq E.
    Journal: Bioorg Med Chem; 2009 Feb 15; 17(4):1534-41. PubMed ID: 19195900.
    Abstract:
    1-2 Annulated adamantane piperidines 4, 6, 16, 17, 19, 23 and 25 were synthesized and evaluated for anti-influenza A virus activity. The stereoelectronic requirements for optimal antiviral potency were investigated. Piperidine 23 proved to be the most active of the compounds tested against influenza A virus, being 3.5-fold more active than amantadine, equipotent to rimantadine and 15-fold more potent than ribavirin. It is noteworthy that piperidine 23 displayed one of the highest selectivity indexes (SI>732) among aminoadamantanes or other cage structure amines tested till now.
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