Title 9-fluorenon-4-carboxamides has been prepared as asymmetrically-substituted analogues of the antiviral tilorone and their antiherpetic and cytokine-inducing properties have been explored. The best pharmacological profiles were shown by carboxamides 1, 4, 9, and 10 endowed with anti-HSV-2, IFNα, IFNγ and TNFα-inducing properties assayed on peripheral blood mononuclear cells (PBMC). The conformational analysis of compounds 1-10 has been performed by molecular modelling techniques and a geometrical descriptor was evaluated.
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