The Bioactivity of Thiazolidin-4-Ones: A Short Review of the Most Recent Studies

Abstract

Thiazolidin-4-ones is an important heterocyclic ring system of a pharmacophore and a privileged scaffold in medicinal chemistry. This review is focused on the latest scientific reports regarding biological activities of thiazolidin-4-ones published in 2020 and 2021. The review covers recent information about antioxidant, anticancer, anti-inflammatory, analgesic, anticonvulsant, antidiabetic, antiparasitic, antimicrobial, antitubercular and antiviral properties of thiazolidin-4-ones. Additionally, the influence of different substituents in molecules on their biological activity was discussed in this paper. Thus, this study may help to optimize the structure of thiazolidin-4-one derivatives as more efficient drug agents. Presented information may be used as a practical hint for rational design of new small molecules with biological activity, especially among thiazolidin-4-ones.

Thiazolidine-2,4-dione framework containing spiropyrrolidine-oxindole and 1,2,3-triazole scaffold: synthesis, in vitro α-amylase inhibition and in silico studies

“…1 The presence of an active methylene group at the 5th position and secondary nitrogen at the 3rd position of 2,4-TZDs has attracted considerable interest from synthetic chemists. Functionalisation of this framework resulted in a large number of derivatives with diverse biological activities such as antimicrobial, 2 antimalarial, 3 antitumor, aldose reductase inhibitor, 4,5 pteridine reductase inhibitor, 6 glycogen synthase kinase (GSK) 3 inhibitor, 7 antidiabetic, 8,9 PPARg agonist, 10,11 anti-inflammatory, 12,13 antioxidant, 14 antiviral, 15 xanthine oxidase inhibitors16 COX inhibitor, 17 tyrosinase inhibitor, 18,19 G-protein coupled receptor 40 (GPR40) agonist, 20 anticonvulsant activity 21 and neuroprotective. 22 The indole moiety represents a fascinating pharmacophore as it exhibits a wide range of biological properties.…”

Anticancer Potential of Compounds Bearing Thiazolidin-4-one Scaffold: Comprehensive Review

“…Although, thiazolidine-2,4-diones has been more extensively investigated for pharmacological potential, in comparison to thiazolidine-4-one which is slightly less explored. However, this nucleus is also getting the attention of researchers, evident by the various research and review studies published on this nucleus in the last decade [18,[24][25][26][27]. Structurally, thiazolidine-4-ones is more versatile for structural modification, since it possesses three sites (S1, S2, S3, (Figure 1a)) compared to thiazolidine-2,4-dione, having only two sites available for modification (S1, S3, (Figure 1a)).…”

Anticancer 5‐arylidene‐2‐(4‐hydroxyphenyl)aminothiazol‐4(5H)‐ones as tubulin inhibitors

“…The 4‐thiazolidinone core is a well‐known scaffold in medicinal chemistry and can be treated as a powerful tool in drug design within rational privileged substructure‐based diversity‐oriented synthesis. [ 1–5 ] Among 4‐thiazolidinones, 5‐ene‐2‐arylimino/amino‐4‐thiazolidinones are of special interest as one of the most perspective groups in the anticancer drug discovery process. One of them, 5‐(4‐methylphenyl)methylene‐2‐phenylamino‐4(5 H )‐thiazolone ( I , Figure 1), was identified as an early hit effectively inhibiting the growth of several human lung cancer cell lines (H460 and H460/TaxR), but not normal fibroblasts, in a dose‐dependent manner.…”