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

• Published in: Bioorganic & medicinal chemistry letters Vol. 29; no. 14; pp. 1765 - 1768
• Main Authors: Asquith, Christopher R.M., Meili, Theres, Laitinen, Tuomo, Baranovsky, Ilia V., Konstantinova, Lidia S., Poso, Antti, Rakitin, Oleg A., Hofmann-Lehmann, Regina
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 15.07.2019
• Subjects: Feline immunodeficiency virus (FIV); Human immunodeficiency virus (HIV); Nucleocapsid protein; Selenium; Zinc ejection; Selenium; Nucleocapsid protein; Feline immunodeficiency virus (FIV); Zinc ejection; Human immunodeficiency virus (HIV)
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2019.05.016

[Display omitted] 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 and HIV.