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  • Title: Polycyclic N-benzamido imides with potent activity against vaccinia virus.
    Author: Torres E, Duque MD, Camps P, Naesens L, Calvet T, Font-Bardia M, Vázquez S.
    Journal: ChemMedChem; 2010 Dec 03; 5(12):2072-8. PubMed ID: 20967819.
    Abstract:
    The synthesis and antiviral activity of a series of novel polycyclic analogues of the orthopoxvirus egress inhibitor tecovirimat (ST-246) is presented. Several of these compounds display sub-micromolar activity against vaccinia virus, and were more potent than cidofovir (CDV). The more active compounds were about 10-fold more active than CDV, with minimum cytotoxic concentrations above 100 μM. Chemical manipulations of the two carbon-carbon double bonds present in the compounds were carried out to further explore the structure-activity relationships of these new polycyclic imides. Hydrogenation of the two carbon-carbon double bonds decreases antiviral activity, whereas either cyclopropanation or epoxidation of the double bonds fully eliminates the antiviral activity.
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