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Thiopyrano[2,3-d]Thiazoles as New Efficient Scaffolds in Medicinal Chemistry

This review presents the up to date development of fused thiopyranothiazoles that comprise one of the thiazolidine derivatives classes. Thiazolidine and thiazolidinone-related compounds belong to the widely studied heterocycles from a medicinal chemistry perspective. From the chemical point of view,...

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Autores principales: Kryshchyshyn, Anna, Roman, Olexandra, Lozynskyi, Andrii, Lesyk, Roman
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6027677/
https://www.ncbi.nlm.nih.gov/pubmed/29903979
http://dx.doi.org/10.3390/scipharm86020026
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author Kryshchyshyn, Anna
Roman, Olexandra
Lozynskyi, Andrii
Lesyk, Roman
author_facet Kryshchyshyn, Anna
Roman, Olexandra
Lozynskyi, Andrii
Lesyk, Roman
author_sort Kryshchyshyn, Anna
collection PubMed
description This review presents the up to date development of fused thiopyranothiazoles that comprise one of the thiazolidine derivatives classes. Thiazolidine and thiazolidinone-related compounds belong to the widely studied heterocycles from a medicinal chemistry perspective. From the chemical point of view, they are perfect heterodienes to undergo hetero-Diels–Alder reaction with a variety of dienophiles, yielding regio- and diastereoselectively thiopyranothiazole scaffolds. The annealing of thiazole and thiopyran cycles in condensed heterosystem is a precondition for the “centers conservative” creation of the ligand-target binding complex and can promote a potential selectivity to biotargets. The review covers possible therapeutic applications of thiopyrano[2,3-d]thiazoles, such as anti-inflammatory, antibacterial, anticancer as well as aniparasitic activities. Thus, thiopyrano[2,3-d]thiazoles may be used as powerful tools in the development of biologically active agents and drug-like molecules.
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spelling pubmed-60276772018-07-02 Thiopyrano[2,3-d]Thiazoles as New Efficient Scaffolds in Medicinal Chemistry Kryshchyshyn, Anna Roman, Olexandra Lozynskyi, Andrii Lesyk, Roman Sci Pharm Review This review presents the up to date development of fused thiopyranothiazoles that comprise one of the thiazolidine derivatives classes. Thiazolidine and thiazolidinone-related compounds belong to the widely studied heterocycles from a medicinal chemistry perspective. From the chemical point of view, they are perfect heterodienes to undergo hetero-Diels–Alder reaction with a variety of dienophiles, yielding regio- and diastereoselectively thiopyranothiazole scaffolds. The annealing of thiazole and thiopyran cycles in condensed heterosystem is a precondition for the “centers conservative” creation of the ligand-target binding complex and can promote a potential selectivity to biotargets. The review covers possible therapeutic applications of thiopyrano[2,3-d]thiazoles, such as anti-inflammatory, antibacterial, anticancer as well as aniparasitic activities. Thus, thiopyrano[2,3-d]thiazoles may be used as powerful tools in the development of biologically active agents and drug-like molecules. MDPI 2018-06-14 2018 /pmc/articles/PMC6027677/ /pubmed/29903979 http://dx.doi.org/10.3390/scipharm86020026 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Kryshchyshyn, Anna
Roman, Olexandra
Lozynskyi, Andrii
Lesyk, Roman
Thiopyrano[2,3-d]Thiazoles as New Efficient Scaffolds in Medicinal Chemistry
title Thiopyrano[2,3-d]Thiazoles as New Efficient Scaffolds in Medicinal Chemistry
title_full Thiopyrano[2,3-d]Thiazoles as New Efficient Scaffolds in Medicinal Chemistry
title_fullStr Thiopyrano[2,3-d]Thiazoles as New Efficient Scaffolds in Medicinal Chemistry
title_full_unstemmed Thiopyrano[2,3-d]Thiazoles as New Efficient Scaffolds in Medicinal Chemistry
title_short Thiopyrano[2,3-d]Thiazoles as New Efficient Scaffolds in Medicinal Chemistry
title_sort thiopyrano[2,3-d]thiazoles as new efficient scaffolds in medicinal chemistry
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6027677/
https://www.ncbi.nlm.nih.gov/pubmed/29903979
http://dx.doi.org/10.3390/scipharm86020026
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