Synthesis and comparison of substituted 1,2,3-dithiazole and 1,2,3-thiaselenazole as inhibitors of the feline immunodeficiency virus (FIV) nucleocapsid protein as a model for HIV infection

Asquith, Christopher R M; Meili, Theres; Laitinen, Tuomo; Baranovsky, Ilia V; Konstantinova, Lidia S; Poso, Antti; Rakitin, Oleg A; Hofmann-Lehmann, Regina

doi:10.1016/j.bmcl.2019.05.016

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Asquith, C. R. M., Meili, T., Laitinen, T., Baranovsky, I. V., Konstantinova, L. S., Poso, A., Rakitin, O. A., & Hofmann-Lehmann, R. (2019). Synthesis and comparison of substituted 1,2,3-dithiazole and 1,2,3-thiaselenazole as inhibitors of the feline immunodeficiency virus (FIV) nucleocapsid protein as a model for HIV infection. Bioorganic & Medicinal Chemistry Letters, 29(14), 1765–1768. https://doi.org/10.1016/j.bmcl.2019.05.016

Abstract

We report the first biological evaluation the 1,2,3-thiaselenazole class of compound and utilising a concise synthetic approach of sulfur extrusion, selenium insertion of the 1,2,3-dithiazoles. We created a small diverse library of compounds to contrast the two ring systems. This approach has highlighted new structure activity relationship insights and lead to the development of sub-micro molar anti-viral compounds with reduced toxicity. The 1,2,3-thiaselenazole represents a new class of potential compounds for the treatment of FIV an