Syntheses, quantum mechanical modeling, biomolecular interaction and in vitro anticancer – Tubulin activity of thiosemicarbazones

Xavier, Janet Sabina; Jayabalan, Karthikeyan; Ragavendran, V.; NityanandaShetty, A.

doi:10.1016/j.bioorg.2020.104081

Cited by 10 publications

(10 citation statements)

References 69 publications

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“…Thus, caspases are used a specific target for apoptosis. Particularly, caspase‐7 (Cas‐7) and caspase‐3 (Cas‐3) are cysteine‐aspartic acid proteases, which can implement apoptosis following sequential activation from caspase‐9 (Cas‐9) or caspase‐8 (Cas‐8) activation [37] . Many components used in chemotherapy reduce cancer cells by causing apoptosis [34] .…”

Section: Resultsmentioning

confidence: 99%

“…Particularly, caspase-7 (Cas-7) and caspase-3 (Cas-3) are cysteine-aspartic acid proteases, which can implement apoptosis following sequential activation from caspase-9 (Cas-9) or cas-pase-8 (Cas-8) activation. [37] Many components used in chemotherapy reduce cancer cells by causing apoptosis. [34] Compound 7 was studied to confirm its effectiveness to activate caspase 3/7.…”

Section: Caspase 3/7 Activitymentioning

confidence: 99%

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Design, Synthesis, Cytotoxic Screening and Molecular Docking Studies of Novel Hybrid Thiosemicarbazone Derivatives as Anticancer Agents

Mohammed

Rizzk

El‐Deen

et al. 2021

Chemistry & Biodiversity

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Thiosemicarbazones have been the focus of scientists owing to their broad clinical anticancer range. Herein, A Series of new thiosemicarbazone derivatives 5 -9 were synthesized and confirmed through the use of different spectroscopic techniques along with elemental analysis. The in vitro cytotoxic activity of compounds 5-9 against MCF-7 and A549 cell lines and normal breast cells were assessed. Several compounds were found to be active. The most active compound 7 caused MCF-7 cell cycle arrest at G1/ S phases; and induced apoptosis at the pre-G1 phase. The apoptosis-inducing activity of compound 7 was proofed by the elevation of caspase 3/7 activity and also by up-regulation of the expression of Bax and p53 proteins together with the down-regulation of the expression of the Bcl-2 protein. It also had a strong inhibitory effect topoisomerase IIβ enzyme. Molecular Docking study revealed that the synthesized compounds had good docking scores compared to the standard drug Etoposide towards the topoisomerase IIβ protein (3QX3). Overall, these findings confirmed that the new thiosemicarbazone derivatives could aid in the development of promising cancer drug candidates.

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Section: Resultsmentioning

confidence: 99%

Section: Caspase 3/7 Activitymentioning

confidence: 99%

Design, Synthesis, Cytotoxic Screening and Molecular Docking Studies of Novel Hybrid Thiosemicarbazone Derivatives as Anticancer Agents

Mohammed

Rizzk

El‐Deen

et al. 2021

Chemistry & Biodiversity

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“…Moreover, Copper(II), nickel(II), palladium(II), and platinum(II) complexes of ortho-naphthoquinone thiosemicarbazone were synthesized, characterized, and evaluated using MCF7 cells. Results revealed that the nickel compound exhibits the lowest IC 50 value 2.25 μM (Xavier et al., 2020 ). In this study, the cytotoxicity assessments of the LDL-particles encapsulated anticancer agents against MCF7, A549, and C42 cancer cells were below 6.56 µM, 9.66 µM, and 6.42 µM respectively, and these are perfect results compared to the previous studies.…”

Section: Discussionmentioning

confidence: 99%

“…Xavier et al. synthesized and studied the quantum mechanical modeling, biomolecular interaction, and in-vitro anticancer activity against A549 and HepG2 cancer cell lines with IC 50 values of 0.051–0.189 µm and 0.042–0.136 µm respectively, targeting tubulin activity by thiosemicarbazone (Xavier et al., 2020 ).…”

Section: Discussionmentioning

confidence: 99%

Low-density lipoprotein encapsulated thiosemicarbazone metal complexes is active targeting vehicle for breast, lung, and prostate cancers

et al. 2022

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Cancer is a leading cause of death worldwide and affects society in terms of the number of lives lost. Current cancer treatments are based on conventional chemotherapy which is nonspecific in targeting cancer. Therefore, intensive efforts are underway to better target cancer-specific cells while minimizing the side effects on healthy tissues by using LDL particles as active drug delivery vehicles. The goal is to encapsulate anticancer agents thiosemicarbazone metal-ligand complexes into LDL particles to increase the cytotoxic effect of the agent by internalization through LDL receptors into MCF7, A549, and C42 cancer cell lines as segregate models for biological evaluations targeting tubulin. Zeta potential data of LDL-particles encapsulated anticancer agents showed an acceptable diameter range between 66–91 nm and uniform particle morphology. The results showed cell proliferation reduction in all tested cell lines. The IC 50 values of LDL encapsulated thiosemicarbazone metal-ligand complexes treated with MCF7, A549, and C42 ranged between 1.18–6.61 µM, 1.17–9.66 µM, and 1.01–6.62 µM, respectively. Western blot analysis showed a potent decrease in tubulin expression when the cell lines were treated with LDL particles encapsulated with thiosemicarbazone metal-ligand complexes as anticancer agents. In conclusion, the data provide strong evidence that LDL particles are used as an active drug delivery strategy for cancer therapy.

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“…This biological activity is frequently associated with their ability to block the enzyme ribonucleotide reductase, as shown with powerful anticancer medications such as triapine. [33,34] Furthermore, because of its biological activity, the thiophene nucleus has received increased attention. It has been discovered in a number of potential anticancer medicines, including raltitrexed (Tomudex ® ), which induces DNA fragmentation and consequent cell death by inhibiting the thymidylate synthase enzyme.…”

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confidence: 99%

Synthesis, density functional theory calculation, molecular docking studies, and evaluation of novel 5‐nitrothiophene derivatives for anticancer activity

Nuha

Evren

Çiyanci

et al. 2022

Archiv der Pharmazie

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Within the scope of this study, new 2-{2-[(5-nitrothiophen-2-yl)methylene] hydrazinyl}thiazole derivatives (2a-j) were synthesized and investigated for their potential anticancer and enzyme inhibition activities. Spectroscopic techniques were used to determine the structures of substances. The anticancer activities of compounds were detected in A549 human lung carcinoma and L929 murine fibroblast cell lines, determining cytotoxicity, apoptosis, mitochondrial membrane integrity, and caspase-3 activation. Compounds 2b bearing 4-nitrophenyl, 2c bearing phenyl, and 2d bearing 4-cyanophenyl moieties were specified with high anticancer activity, acting through an apoptotic pathway with an apoptosis ratio of 9.61%-15.59%. Mitochondrial membrane depolarization was determined to be 25.53% and 22.33% for compounds 2b and 2c, respectively. Furthermore, compound 2c exhibited excellent caspase-3 activation. A molecular docking study was realized with compound 2c on the caspase-3 enzyme. Furthermore, the electronic characteristics of the active compounds were investigated using density functional theory (DFT) at the B3LYP/6-31G (d, p) level. The frontier molecular orbital energy and atomic net charges were examined.

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Syntheses, quantum mechanical modeling, biomolecular interaction and in vitro anticancer – Tubulin activity of thiosemicarbazones

Cited by 10 publications

References 69 publications

Design, Synthesis, Cytotoxic Screening and Molecular Docking Studies of Novel Hybrid Thiosemicarbazone Derivatives as Anticancer Agents

Design, Synthesis, Cytotoxic Screening and Molecular Docking Studies of Novel Hybrid Thiosemicarbazone Derivatives as Anticancer Agents

Low-density lipoprotein encapsulated thiosemicarbazone metal complexes is active targeting vehicle for breast, lung, and prostate cancers

Synthesis, density functional theory calculation, molecular docking studies, and evaluation of novel 5‐nitrothiophene derivatives for anticancer activity

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