Synthesis and antioxidant activity evaluation of some new 4-thiomethyl functionalised 1,3-thiazoles

Abstract: The 4-bromomethyl-substituted thiazolium salts and corresponding thiazoles obtained through the condensation of 1,3-dibromoacetone with thioamide derivatives were utilised as efficient alkylating reagents for a series of thiophenols and heterylthiols. As a result, a small library of 4-thiomethyl-functionalised 1,3-thiazoles was synthesised in high yields, and their structures were characterised by ¹H, ¹³C NMR, LC-MS and IR spectra. Antioxidant activity of obtained compounds was studied in vitro using the DPPH test. The synthesised compounds showed high absorption level of DPPH radicals in the 70-98% range. For the most active derivatives 7e,m,p,t IC50 values were determined, which were in the range 191-417 µM (for ascorbic acid (reference) IC⁵⁰ value was 29 µM). Obtained radical scavenging activity screening data suggest in-depth study of the antioxidant potential for these types of heterocyclic compounds.

How to cite this paper

 Danyliuk, I., Kovalenko, N., Tolmachova, V., Kovtun, O., Saliyeva, L., Slyvka, N., Holota, S., Kutrov, G., Tsapko, M & Vovk, M. (2023). Synthesis and antioxidant activity evaluation of some new 4-thiomethyl functionalised 1,3-thiazoles.Current Chemistry Letters, 12(4), 667-676.

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