Synthesis and evaluation of the anticancer activity of bischalcone analogs in human lung carcinoma (A549) cell line

Yang, Jie; Mu, Wen-Wen; Liu, Guoyun

doi:10.1016/j.ejphar.2020.173396

Cited by 14 publications

(10 citation statements)

References 23 publications

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“…In particular, ROS can be triggered by chemotherapeutic agents containing Michael acceptor units, which can irreversibly inhibit TrxR through a Michael reaction and result in the covalent modification of proteins [31] . Our group′s work was exploiting ROS‐promoting signaling for designing curcumin‐, piperlongumin‐, and bischalcone‐inspired anticancer agents [32,33,34] …”

Section: Discussionmentioning

confidence: 99%

“…HeLa cells (4×10 5 /well) were seeded in 6‐well plate and incubated with the test compounds and the vehicle alone as a control for 24 h. Then, the cells were harvested, washed with PBS and stained with 5 μM Rhodamine 123 for 30 min at 37 °C in the dark. Finally, A total of 10,000 cells per sample were collected and analyzed by flow cytometry as described before [34] …”

Section: Methodsmentioning

confidence: 99%

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Design, Synthesis, and Anticancer Activity of Cinnamoylated Barbituric Acid Derivatives

Liu

et al. 2022

Chemistry & Biodiversity

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This work deals with the design and synthesis of 18 barbituric acid derivatives bearing 1,3‐dimethylbarbituric acid and cinnamic acid scaffolds to find potent anticancer agents. The target molecules were obtained through Knoevenagel condensation and acylation reaction. The cytotoxicity was assessed by the MTT assay. Flowcytometry was performed to determine the cell cycle arrest, apoptosis, ROS levels and the loss of MMP. The ratios of GSH/GSSG and the MDA levels were determined by using UV spectrophotometry. The results revealed that introducing substitutions (CF3, OCF3, F) on the meta‐ of the benzyl ring of barbituric acid derivatives led to a considerable increase in the antiproliferative activities compared with that of corresponding ortho‐ and para‐substituted barbituric acid derivatives. Mechanism investigation implied that the 1c could increase the ROS and MDA level, decrease the ratio of GSH/GSSG and MMP, and lead to cell cycle arrest. Further research is needed for structural optimization to enhance hydrophilicity, thereby improve the biological activity of these compounds.

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Section: Discussionmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Design, Synthesis, and Anticancer Activity of Cinnamoylated Barbituric Acid Derivatives

Liu

et al. 2022

Chemistry & Biodiversity

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“…The cytotoxicity of PL analogs against cancer cells was evaluated by the MTT assay [ 26 ]. In brief, A549 (3 × 10 3 /well) and SK-OV3 (5 × 10 3 /well) cells were treated with PL analogs for 48 h before measuring.…”

Section: Methodsmentioning

confidence: 99%

“…After incubation with the test compounds for 15 h, A549 cells were collected, dyed with PI, and analyzed by flow cytometry as previously reported [ 26 ].…”

Section: Methodsmentioning

confidence: 99%

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Piperlongumine Analogs Promote A549 Cell Apoptosis through Enhancing ROS Generation

Sun

et al. 2021

Molecules

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Chemotherapeutic agents, which contain the Michael acceptor, are potent anticancer molecules by promoting intracellular reactive oxygen species (ROS) generation. In this study, we synthesized a panel of PL (piperlongumine) analogs with chlorine attaching at C2 and an electron-withdrawing/electron-donating group attaching to the aromatic ring. The results displayed that the strong electrophilicity group at the C2–C3 double bond of PL analogs plays an important role in the cytotoxicity whereas the electric effect of substituents, which attached to the aromatic ring, partly contributed to the anticancer activity. Moreover, the protein containing sulfydryl or seleno, such as TrxR, could be irreversibly inhibited by the C2–C3 double bond of PL analogs, and boost intracellular ROS generation. Then, the ROS accumulation could disrupt the redox balance, induce lipid peroxidation, lead to the loss of MMP (Mitochondrial Membrane Potential), and ultimately result in cell cycle arrest and A549 cell line death. In conclusion, PL analogs could induce in vitro cancer apoptosis through the inhibition of TrxR and ROS accumulation.

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Cinnamic acid/β-ionone hybrids: synthesis and in vitro anticancer activity evaluation

et al. 2021

Monatsh Chem

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Synthesis and evaluation of the anticancer activity of bischalcone analogs in human lung carcinoma (A549) cell line

Cited by 14 publications

References 23 publications

Design, Synthesis, and Anticancer Activity of Cinnamoylated Barbituric Acid Derivatives

Design, Synthesis, and Anticancer Activity of Cinnamoylated Barbituric Acid Derivatives

Piperlongumine Analogs Promote A549 Cell Apoptosis through Enhancing ROS Generation

Cinnamic acid/β-ionone hybrids: synthesis and in vitro anticancer activity evaluation

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