Synthesis and biological activity evaluation of new thiazolidinone-diclofenac hybrid molecules

Shepeta, Yulia; Lozynskyi, Andrii; Sulyma, M.I.; Grellier, Philippe; Lesyk, Roman

doi:10.1080/10426507.2020.1759060

Cited by 15 publications

(6 citation statements)

References 35 publications

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“…Compound 198 was evaluated as antitrypanocidal aganist Trypanosoma brucei brucei . Results have shown that compound 195 inhibited the growth of the parasite with IC 50 equal to 4.8 μM [240] …”

Section: Reactivity Of 24‐thiazolidinedionementioning

confidence: 99%

Chemistry and Applications of Functionalized 2,4‐Thiazolidinediones

et al. 2023

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Thiazolidinedione (TZD) is one of the privileged heterocyclic rings and has shown many biological applications in medicinal chemistry and drug discovery. This review covers the synthetic approaches of TZD and its derivatives, different synthetic techniques for affording the desired regioselectivity and stereoselectivity, and the techniques that would enhance reaction conditions such as microwave, one‐pot, or ultrasound synthesis. It focuses on synthetic challenges of glitazones and the transformation of other heterocycles to TZD. Moreover, the chemical and biological behavior of TZD through the substitution in the N3 position, modification of the C5 position, annealing in complex heterocyclic systems, and hybridization with other pharmacologically attractive moieties are discussed. All reactions mentioned are provided as possible with different reaction conditions, mechanisms, derivatives scope, yield and clarified by applications of such reactions in the construction of potential medicinal agents. The review also answers questions about rapid racemization of glitazones, their toxicity, considering TZD as pan‐assay interference compounds (PAINS) or not, and the influence of saturation of 5‐position of TZD in their biological activities. This review is a comprehensive guide to make informed decisions for construction of TZD derivatives with biological potentials.

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Section: Reactivity Of 24‐thiazolidinedionementioning

confidence: 99%

Chemistry and Applications of Functionalized 2,4‐Thiazolidinediones

et al. 2023

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“…NSAID–diclofenac was used for the design of potential anticancer agents by Shepeta et al [ 16 ]. A series of diclofenac-4-thiazolidinones hybrids with a hydrazine linker in the molecules were synthesized and tested on antitumor activity in a 60 line screening program (DTP NCI) [ 17 , 18 , 19 , 20 ].…”

Section: Approved Drug–4-thiazolidinones Hybridsmentioning

confidence: 99%

4-Thiazolidinone-Bearing Hybrid Molecules in Anticancer Drug Design

Roszczenko

Holota

Szewczyk

et al. 2022

IJMS

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Oncological diseases have currently reached an epidemic scale, especially in industrialized countries. Such a situation has prompted complex studies in medicinal chemistry focused on the research and development of novel effective anticancer drugs. In this review, the data concerning new 4-thiazolidinone-bearing hybrid molecules with potential anticancer activity reported during the period from the years 2017–2022 are summarized. The main emphasis is on the application of molecular hybridization methodologies and strategies in the design of small molecules as anticancer agents. Based on the analyzed data, it was observed that the main directions in this field are the hybridization of scaffolds, the hybrid-pharmacophore approach, and the analogue-based drug design of 4-thiazolidinone cores with early approved drugs, natural compounds, and privileged heterocyclic scaffolds. The mentioned design approaches are effective tools/sources for the generation of hit/lead compounds with anticancer activity and will be relevant to future studies.

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“…The compounds 166a and 174b were found to be moderately effective against T‐lymphoblastoid cell line (CCRF‐CEM) leukemia cells, NCI‐H522 cells, and HCT‐116 cells, respectively, in a study of 60 cancer cell lines. In the study, the position 3 substituent of the 2‐thioxo‐5‐substituted‐4‐thiazolidinone nucleus has a big effect on how the analogues are used for medicine [43].…”

Section: Synthetic Strategies and Biological Activity Profile Of 4‐th...mentioning

confidence: 99%

Synthetic strategies and medicinal perspectives of 4‐thiazolidinones: Recent developments and structure–activity relationship studies

Chawla

Wahan

Negi

et al. 2022

Journal of Heterocyclic Chem

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The 4‐thiazolidinone moiety is a privileged scaffold showing diversity in biological responses like antiinflammatory, antidiabetic, anticancer, antitubercular, anesthetic, hypnotic, antiviral and many more. As a result of this, researchers have been studying and synthesizing this class of heterocycles through several simple as well as complex pathways as the target scaffold for biological studies. This review recapitulates the recent advances in the chemical and biological activities of 4‐thiazolidinones that have proved to be of immense importance in the discovery and development of several molecules and, thereby, the treatment of many ailments. This study will add to previously published reviews by examining the research on various biological activities of 4‐thiazolidinones, including patents, with a focus on structure–activity relationship (SAR) investigations. Literature and patents emphasizing synthetic schemes and biological activities of 4‐thiazolidinones have covered the data in the last decade. Here, sufficient efforts have been put into place to compile the synthetic strategies, establish SARs and enlist various patents so far for this fantastic molecule. The facile synthetic schemes and a vast range of biological activity profiles possessed by this nucleus may provide researchers with new opportunities toward novel therapeutics.

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Synthesis and biological activity evaluation of new thiazolidinone-diclofenac hybrid molecules

Cited by 15 publications

References 35 publications

Chemistry and Applications of Functionalized 2,4‐Thiazolidinediones

Chemistry and Applications of Functionalized 2,4‐Thiazolidinediones

4-Thiazolidinone-Bearing Hybrid Molecules in Anticancer Drug Design

Synthetic strategies and medicinal perspectives of 4‐thiazolidinones: Recent developments and structure–activity relationship studies

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