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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 (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.

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 and HIV.

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 and HIV.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:05 Vetsuisse Faculty > Veterinary Clinic > Department of Clinical Diagnostics and Services
05 Vetsuisse Faculty > Center for Clinical Studies
Dewey Decimal Classification:610 Medicine & health
Uncontrolled Keywords:Feline immunodeficiency virus (FIV); Human immunodeficiency virus (HIV); Nucleocapsid protein; Selenium; Zinc ejection
Language:English
Date:15 July 2019
Deposited On:26 Jun 2019 08:20
Last Modified:25 Sep 2019 00:36
Publisher:Elsevier
ISSN:0960-894X
OA Status:Closed
Publisher DOI:https://doi.org/10.1016/j.bmcl.2019.05.016
PubMed ID:31101470

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