Antiproliferative activity and molecular docking studies of new 4-oxothiazolidin-5-ylidene acetate derivatives containing guanylhydrazone moiety

Al-Janabi, Ihab Adnan Salman; Yavuz, Sevtap Çağlar; Köprü, Semiha; Tapera, Michael; Kekeçmuhammed, Hüseyin; Akkoç, Senem; Tüzün, Burak; Patat, Şaban; Sarıpınar, Emin

doi:10.1016/j.molstruc.2022.132627

Cited by 22 publications

(12 citation statements)

References 63 publications

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“…It is known that molecules with the lowest numerical value of the energy gap parameter have higher activity than other molecules. [32] However, the electronegativity parameter of the molecules shows the power of the atoms in the molecules to attract the bond electrons. As the numerical value of this parameter increases, the atoms in the molecule will attract the bond electrons more, thus reducing the activity of the molecule.…”

Section: Dft Resultsmentioning

confidence: 99%

“…The first of these is the energy gap parameter, which is an important parameter that shows the energy difference between the numerical values of the HOMO and LUMO parameters. It is known that molecules with the lowest numerical value of the energy gap parameter have higher activity than other molecules [32] . However, the electronegativity parameter of the molecules shows the power of the atoms in the molecules to attract the bond electrons.…”

Section: Resultsmentioning

confidence: 99%

“…In our constant effort to develop potent anticancer agents with low cytotoxicity. [20][21][22] The significance of these scaffolds the thiazole ring and the hydrazone moiety in development of potent anticancer agents has motivated us to synthesize a compound that consist of thiazole ring and hydrazone in one molecule and investigate its in vitro activity in two different cancer cell lines which are the HepG2 (liver hepatocellular carcinoma cell line) and DLD-1 (human colon cancer cell line). Scheme 1. shows the reaction procedure and conditions of how the compound was synthesized.…”

Section: Chemistryselectmentioning

confidence: 99%

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Synthesis, Molecular Docking and Antiproliferative Activity Studies of a Thiazole‐Based Compound Linked to Hydrazone Moiety

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(A new 4‐oxothiazolidin‐2‐ylidene derivative bearing hydrazone moiety was synthesized via Michael addition between the reaction of 4‐(4‐nitrophenyl)‐3‐thiosemicarbazide and dimethyl acetylenedicarboxylate (DMAD). The structure of synthesized compound was elucidated using various spectral techniques such as FTIR, UV‐spec, 1H NMR and 13C NMR. The structure of the related compound was confirmed by single‐crystal X‐ray analysis. Antiproliferative activity of the synthesized compound was evaluated in two human cancer cell lines, HepG2 (liver hepatocellular carcinoma cell line) and DLD‐1 (human colon cancer cell line). In addition, molecular docking of synthesized compound was investigated to give an insight of its activity against Epidermal Growth Factor Receptor tyrosine kinase domain proteins (EGFR) (lung cancer) (PDB ID: 1 M17), deleted in Liver Cancer 2 proteins (DLC2) (liver cancer) (PDB ID: 2H80), and MLK4 kinase proteins (colon cancer) (PDB ID: 4UYA) were investigated. Furthermore, the ability of the molecule to be a drug was examined by ADME/T analysis.)

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Section: Dft Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Chemistryselectmentioning

confidence: 99%

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Synthesis, Molecular Docking and Antiproliferative Activity Studies of a Thiazole‐Based Compound Linked to Hydrazone Moiety

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“…The third is the coronavirus s protein (viral spike glycoprotein). Arbidol [15] is used as an antiviral drug. The fourth and last is the ACE 2 protein of the coronavirus.…”

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confidence: 99%

“…The fourth and last is the ACE 2 protein of the coronavirus. Arbidol [15] is used as an antiviral drug.…”

Section: Figure 1 Chronological Order Of Coronavirus Speciesmentioning

confidence: 99%

Could Momordica Charantia Be Effective In The Treatment of COVID19?

Tüzün

Sayın

Ataseven

2022

Cumhuriyet Science Journal

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One of the deadliest diseases is the SARS-CoV-2 virus, today. The rate of spread of this virus is very high. Momordica Charantia extracts studied for this virus. The inhibitory activities of 96 components in the extract of Momordica Charantia were compared against the SARS-CoV-2 virus. Molecular docking method was initially used for this comparison. ADME/T analysis of the inhibitors with the highest inhibitory activity was performed using the results obtained from these calculations. The molecular docking calculations of the molecule with the highest inhibitory activity were tried to be supported by MM-PBSA calculations. The molecular mechanics Poisson-Boltzmann surface binding free energy values of area (MM-PBSA) calculations study interactions between inhibitor molecules and SARS-CoV-2 virus proteins at 100 ps. Finally, the molecules with the highest inhibitory activity were compared with FDA approved drugs. As a result of the made molecular docking calculations, the docking score parameter is Karaviloside III with -9.36, among the extracts of momordica charantia, which has the most negative value. The Gibbs free energy value of the Karaviloside III against 6X6P protein with the best docking score value was calculated. This value is -477143.61±476.53. As a result of the comparison of inhibitory activities of extracts of Momordica charantia against SARS-CoV-2 virus, it has been observed that the Karaviloside III molecule has higher inhibitory activity than other melodies and FDA drugs.

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Synthesis, Biological Activity Evaluation and Molecular Docking of Imidazole Derivatives Possessing Hydrazone Moiety

Kekeçmuhammed

Tapera

Aydogdu

et al. 2023

Chemistry & Biodiversity

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In an attempt to identify potential active anticancer agents with low cytotoxic properties and CA inhibitors, a new series of hybrid compounds incorporating imidazole ring and hydrazone moiety as part of their structure were synthesized by aza‐Michael addition reaction followed by intramolecular cyclization. The structure of synthesized compounds was elucidated using various spectral techniques. Synthesized compounds were evaluated for their in vitro anticancer (prostate cell lines; PC3) and CA inhibitory (hCA I and hCA II) activity. Among them, some compound displayed remarkable anticancer activity and CA inhibitory activity with Ki values in range of 17.53±7.19–150.50±68.87 nM against cytosolic hCA I isoform associated with epilepsy, and 28.82±14.26–153.27±55.80 nM against dominant cytosolic hCA II isoforms associated with glaucoma. Furthermore, the theoretical parameters of the bioactive molecules were calculated to establish their drug‐likeness qualities. The proteins used for the calculations are prostate cancer protein (PDB ID: 3RUK and 6XXP). ADME/T analysis was carried out to examine the drug properties of the studied molecules.

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Antiproliferative activity and molecular docking studies of new 4-oxothiazolidin-5-ylidene acetate derivatives containing guanylhydrazone moiety

Cited by 22 publications

References 63 publications

Synthesis, Molecular Docking and Antiproliferative Activity Studies of a Thiazole‐Based Compound Linked to Hydrazone Moiety

Synthesis, Molecular Docking and Antiproliferative Activity Studies of a Thiazole‐Based Compound Linked to Hydrazone Moiety

Could Momordica Charantia Be Effective In The Treatment of COVID19?

Synthesis, Biological Activity Evaluation and Molecular Docking of Imidazole Derivatives Possessing Hydrazone Moiety

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