Tiyoüreler, açiltiyoüreler ve 4-tiyazolidinonların sentezi, karakterizasyonu ve antikanser ve antiviral etkilerinin değerlendirilmesi

Abstract

In this study, thiourea derivatives [1][2][3][4] were synthesized by using 2-amino-4-substituted pyridine compounds and these compounds have been used as the starting materials for synthesis of 2-imino-1,3-thiazolidin-4-one ring [5,6]. Two different procedures for 4-thiazolidinone ring closure and synthesis method were optimized. The synthesized compounds were identified by the help of elemental analysis, IR, 1 H-NMR, 13 C-NMR and mass spectral data while the purities of them were proved with TLC. Synthesized compounds were evaluated for their antiviral and anticancer activity. Antiviral activity against Murine norovirus, Yellow fever, Enterovirus and Chikungunya strains of the test compounds were investigated and EC 50 values of these compounds were determined higher than 0,3 µM. Cytotoxicity of test compounds was examined on NIH3T3 cell line. When the anticancer activity of test compounds was examined against PC-3, A549, HeLa, HT-29, MCF-7, SJSA1 and K562 cell lines, the percent proliferation values of these compounds were observed over 61% for all cell lines.

In Vitro Genotoxic and Antigenotoxic Effects of Ten Novel Synthesized 4‐Thiazolidinone Derivatives

“…As expected, the aromatic carbons of all 4‐TZDs, and the methyl carbons of C2 , C4 , C5 , C6 , C8 , C9 , and C10 had chemical shift values between δ 118.32–158.08 ppm, and δ 14.57–24.00 ppm, respectively [21,32,33] . In the mass spectra (Figures S31–S40) of C1 , C2 , C3 , C4 , C5 , C6 , C7 , C8 , C9 , and C10 compounds obtained by the GC/MS method, the observation of [M+] molecular ion peaks at m/z 363, 377, 397, 377, 391, 411, 397, 377, 411, and 391, respectively, confirmed the proposed structures [34] …”

“…[21,32,33] In the mass spectra (Figures S31-S40) of C1, C2, C3, C4, C5, C6, C7, C8, C9, and C10 compounds obtained by the GC/MS method, the observation of [M +] molecular ion peaks at m/z 363, 377, 397, 377, 391, 411, 397, 377, 411, and 391, respectively, confirmed the proposed structures. [34]…”

Investigation of The Effect of Acylthiourea Derivatives on Diabetes‐Associated Enzymes

“…[22] Due to the ability of acylthioureas to form hydrogen bonds, they interact strongly with the active site. [23] Compounds bearing acylthiourea moiety are known to exhibit a wide range of pharmacological properties such as antibacterial, [24,25] antimycobacterial, [26] antifungal, [27,28] antiviral, [29] anticancer, [30] anti-inflammatory [31] and antioxidant [32] activities. In addition to these pharmacological properties of acylthiourea derivatives, it has been reported that they show antidiabetic activity by acting as α-gly and αamylase inhibitors in recent studies.…”

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

“…The thioureas so obtained were cyclized by refluxing with ethyl bromoacetate in the presence of sodium acetate to give the title compounds 160 in good yields. Compound 160a revealed good anticancer activity as determined by the MTT assay with 35.82% inhibition in HeLa cells at a dose of 10 μM while no toxicity was shown against NIH3T3 mouse fibroblast cells at the same dose with a 98.19% survival rate [39].…”