Synthesis, Characterization, and Cytotoxicity of New Spirooxindoles Engrafted Furan Structural Motif as a Potential Anticancer Agent was written by Altowyan, Mezna Saleh;Soliman, Saied M.;Haukka, Matti;Al-Shaalan, Nora Hamad;Alkharboush, Aminah A.;Barakat, Assem. And the article was included in ACS Omega in 2022.Category: thiazolidine This article mentions the following:
A new series of spirooxindoles I [X = S, H2C; R = 6-Cl, 5-O2N; R1 = 2-Cl, 4-Cl; R2 = Br, O2N], II [R3 = Br, O2N] and III based on ethylene derivatives having furan aryl moiety were reported. The new hybrids I, II and III were achieved via [3 + 2] cycloaddition reaction as an economic one-step efficient approach. The final constructed spirooxindoles I, II and III have four contiguous asym. carbon centers. The structure of IV [R4 = Br, R5 = 4-Cl] was exclusively confirmed using X-ray single crystal diffraction. The supramol. structure of IV [R4 = Br, R5 = 4-Cl] was controlled by O···H, H···H, and C···C intermol. contacts. It includes layered mols. interconnected weak C-H···O (2.675 Å), H···H (2.269 Å), and relatively short Cl···Br interhalogen interactions [3.4500(11)Å]. Using Hirshfeld anal., the percentages of these intermol. contacts were 10.6, 25.7, 6.4, and 6.2%, resp. The spirooxindoles along with ethylene derivatives having furan aryl moiety were assessed against breast (MCF7) and liver (HepG2) cancer cell lines. The results indicated that the new chalcone IV [R4 = Br, R5 = 2-Cl] showed excellent activity in both cell lines (MCF7 and HepG2) with IC50 = 4.1 ± 0.10μM/mL (MCF7) and 3.5 ± 0.07μM/mL (HepG2) compared to staurosporine with 4.3 and 2.92 folds. Spirooxindoles II [R3 = Br] (IC50 = 4.3 ± 0.18μM/mL), I [X = S, R = 6-Cl, R1 = 2-Cl, R2 = Br] (IC50 = 10.3 ± 0.40μM/mL), I [X = H2C, R = 6-Cl, R1 = 4-Cl, R2 = O2N] (IC50 = 10.7 ± 0.38μM/mL), and II [R3 = O2N] (IC50 = 4.7 ± 0.18μM/mL) exhibited potential activity against breast adenocarcinoma, while compounds II [R3 = Br] (IC50 = 6.9 ± 0.23μM/mL) and I [X = S, R = 6-Cl, R1 = 2-Cl, R2 = Br] (IC50 = 3.5 ± 0.11μM/mL) were the most active hybrids against human liver cancer cell line (HepG2) compared to staurosporine [IC50 = 17.8 ± 0.50μM/mL (MCF7) and 10.3 ± 0.23μM/mL (HepG2)]. Mol. docking study exhibited the virtual mechanism of binding of compound IV [R4 = Br, R5 = 2-Cl] as a dual inhibitor of EGFR/CDK-2 proteins, and this may highlight the mol. targets for its cytotoxic activity. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9Category: thiazolidine).
Thiazolidine-4-carboxylic acid (cas: 444-27-9) belongs to thiazolidine derivatives. Thiazolidine derivatives have been found to exhibit very prominent anti-inflammatory and anti-nociceptive activity. Open-chain compounds are obtained when thiazolidines are treated with tris(trimethylsilyl)silane in a reaction in which the thiazolidine derivatives act as a source of α-aminoalkyl radicals.Category: thiazolidine
Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com