Design, cytotoxic effects on breast cancer cell line (MDA-MB 231), and molecular docking of some maleimide-benzenesulfonamide derivatives

Dhumad, Adil Muala; Jassem, Ahmed Majeed; Alharis, Raed A.; Almashal, Faeza Abdul Kareem

doi:10.1016/j.jics.2021.100055

Cited by 19 publications

(3 citation statements)

References 38 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The results of the binding energy scores (S), bond energy, total energy, types of bonds, types of interactions, and root-mean-square deviation (rmsd) collected in Table showed a high degree of selectivity and potency toward binding to the active sites of the proteins being studied. Molecular docking studies identify various types of interactions, such as hydrophobic, electrostatic, and H-bonding. , …”

Section: Resultsmentioning

confidence: 99%

“…Molecular docking studies identify various types of interactions, such as hydrophobic, electrostatic, and H-bonding. 90 , 91 …”

Section: Resultsmentioning

confidence: 99%

“…Molecular docking studies identify various types of interactions, such as hydrophobic, electrostatic, and H-bonding. 90,91 The most efficient docking results represented in Table 10 revealed the following observations: (i) compound 1 predicted the highest total energy value (−10.9 kcal/mol) toward the protein receptors pocket (1A53) where this free ligand interacted with (LYS53) and (ARG182) amino acids via ligand active centers (O18 and O19) producing two hydrogen bonds as shown in Figures 17 and 18, also (ii) compound 2 predicted the largest total energy value (−27 kcal/mol) where this complex interacted through seven hydrogen bonds and Where the H-acceptor interaction in molecular docking coincides with the red regions in MEP surface maps enhancing nucleophilic attack, whereas the H-donor interaction corresponds to the blue regions in MEP surface maps enhancing electrophilic attack. 3.13.…”

Section: Of the Cu (Ii)/o-h 2 Bmp Systemmentioning

confidence: 99%

See 2 more Smart Citations

Spectroscopic Characterization, Cyclic Voltammetry, Biological Investigations, MOE, and Gaussian Calculations of VO(II), Cu(II), and Cd(II) Heteroleptic Complexes

et al. 2023

View full text Add to dashboard Cite

A novel hydrazone ligand (o-H2BMP) N-(benzo[d]thiazol-2-yl)-3-oxo-3-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)propanamide alongside its Cu(II), Cd(II), and VO(II) complexes were prepared and structurally characterized via various spectroscopic analyses (Fourier transform infrared spectroscopy, UV–visible spectroscopy, 1H/13C NMR spectroscopy, liquid chromatography coupled to mass spectrometry, and electron paramagnetic resonance spectroscopy) as well as by elemental analysis, thermal gravimetry analysis/differential thermal analysis, and magnetic moment measurements. Powder X-ray diffraction analysis was also performed for the free ligand and its metal complexes to determine the crystallographic structures and atomic spacing. It also provided information on unit cell dimensions and the average crystallite size. Furthermore, geometric optimization and computational studies were carried out by applying Gaussian (09) software based on density-functional theory coupled with the B3LYP functional and LANL2DZ/6-31+G(d,p) mixed basis set to evaluate some distinct features such as molecular electrostatic potential, E HOMO, and E LUMO. Moreover, electrochemical measurements were performed for Cu(II) in the absence/presence of the chelating agent to predict the effect of complexation interaction in the solution state study. As part of the biological examination, antioxidant and antimicrobial assays were conducted for each compound individually, in addition to cytotoxicity evaluations via MTT assays for all isolated complexes compared to the corresponding metal salts. The MOE (molecular operating environment) approach was also applied to model the interface between the isolated compounds and proteins that were expressed in breast cancer at the atomic level.

show abstract

Section: Resultsmentioning

confidence: 99%

“…Molecular docking studies identify various types of interactions, such as hydrophobic, electrostatic, and H-bonding. 90 , 91 …”

Section: Resultsmentioning

confidence: 99%

Section: Of the Cu (Ii)/o-h 2 Bmp Systemmentioning

confidence: 99%

See 1 more Smart Citation

Spectroscopic Characterization, Cyclic Voltammetry, Biological Investigations, MOE, and Gaussian Calculations of VO(II), Cu(II), and Cd(II) Heteroleptic Complexes

et al. 2023

View full text Add to dashboard Cite

show abstract

Design, Synthesis, Biological Evaluation and Molecular Docking Studies of a New Series of Maleimide Derivatives

Eyilcim,

Günay,

et al. 2024

ChemistryOpen

View full text Add to dashboard Cite

A series of novel maleimide derivatives were synthesized, with various heterocyclic compounds serving as side chains in the synthesis process. The structural characteristics of these compounds were elucidated through the application of 1H‐NMR spectroscopy, 13C‐NMR (APT) spectroscopy, and high‐resolution mass spectrometry (HRMS). The anti‐cancer potential of these compounds was subsequently assessed in vitro, utilizing two distinct breast cancer cell lines, namely MDA‐MB‐231 and MCF‐7, via MTT assay. Among the 12 newly synthesized compounds, 4 a, 4 b, 4 c, 4 d, 5 a, 5 b, 5 c and 5 d were determined to show the most promising anti‐cancer activity against both breast cancer cell lines. Moreover, the morphological changes induced in the cells following a 24‐hour incubation period with these compounds were observed using light microscopy. Additionally, molecular dynamics simulations were conducted to assess the stability of the bound conformations of the compounds to the target protein GSK‐3β as obtained through molecular docking calculations.

show abstract

Investigation of some diethyl (4-(dimethylamino)-2,5-dihydro-2,5-dioxo-1-phenyl-1H-pyrrol-3-yl)(hydroxy)methylphosphonate derivatives for In silico pharmacokinetic profile and In vitro anticancer activity

Puri

Patil²,

Juvale

2022

Chem. Pap.

View full text Add to dashboard Cite

Design, cytotoxic effects on breast cancer cell line (MDA-MB 231), and molecular docking of some maleimide-benzenesulfonamide derivatives

Cited by 19 publications

References 38 publications

Spectroscopic Characterization, Cyclic Voltammetry, Biological Investigations, MOE, and Gaussian Calculations of VO(II), Cu(II), and Cd(II) Heteroleptic Complexes

Spectroscopic Characterization, Cyclic Voltammetry, Biological Investigations, MOE, and Gaussian Calculations of VO(II), Cu(II), and Cd(II) Heteroleptic Complexes

Design, Synthesis, Biological Evaluation and Molecular Docking Studies of a New Series of Maleimide Derivatives

Investigation of some diethyl (4-(dimethylamino)-2,5-dihydro-2,5-dioxo-1-phenyl-1H-pyrrol-3-yl)(hydroxy)methylphosphonate derivatives for In silico pharmacokinetic profile and In vitro anticancer activity

Contact Info

Product

Resources

About