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

Sci Pharm. 2018 Jun 14;86(2):26. doi: 10.3390/scipharm86020026.

Abstract

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.

Keywords: 4-thiazolidinones; [4+2]-cycloaddition; biological activity; thiopyrano[2,3-d]thiazoles.

Publication types

  • Review