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.


Journal

Bioorganic & medicinal chemistry letters
ISSN: 1464-3405
Titre abrégé: Bioorg Med Chem Lett
Pays: England
ID NLM: 9107377

Informations de publication

Date de publication:
15 07 2019
Historique:
received: 05 04 2019
accepted: 08 05 2019
pubmed: 19 5 2019
medline: 10 9 2020
entrez: 19 5 2019
Statut: ppublish

Résumé

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.

Identifiants

pubmed: 31101470
pii: S0960-894X(19)30302-6
doi: 10.1016/j.bmcl.2019.05.016
pii:
doi:

Substances chimiques

Antiviral Agents 0
Nucleocapsid Proteins 0

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

1765-1768

Informations de copyright

Copyright © 2019 Elsevier Ltd. All rights reserved.

Auteurs

Christopher R M Asquith (CRM)

Department of Pharmacology, School of Medicine University of North Carolina at Chapel Hill, NC 27599, USA. Electronic address: chris.asquith@unc.edu.

Theres Meili (T)

Clinical Laboratory and Center for Clinical Studies, Vetsuisse Faculty, University of Zurich, Zurich 8057, Switzerland.

Tuomo Laitinen (T)

School of Pharmacy, Faculty of Health Sciences, University of Eastern Finland, Kuopio 70211, Finland.

Ilia V Baranovsky (IV)

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991, Russian Federation.

Lidia S Konstantinova (LS)

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991, Russian Federation; Nanotechnology Education and Research Center, South Ural State University, Lenina Ave. 76, Chelyabinsk 454080, Russian Federation.

Antti Poso (A)

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991, Russian Federation.

Oleg A Rakitin (OA)

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991, Russian Federation; Nanotechnology Education and Research Center, South Ural State University, Lenina Ave. 76, Chelyabinsk 454080, Russian Federation.

Regina Hofmann-Lehmann (R)

Clinical Laboratory and Center for Clinical Studies, Vetsuisse Faculty, University of Zurich, Zurich 8057, Switzerland.

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Classifications MeSH