Syntheses of novel 1, 5‐benzodiazepine derivatives: Crystal structures, spectroscopic characterizations, Hirshfeld surface analyses, molecular docking studies, DFT calculations, corrosion inhibition anticipation, and antibacterial activities

2020 ◽  
Vol 58 (1) ◽  
pp. 270-289
Author(s):  
Lhoussaine El Ghayati ◽  
Yusuf Sert ◽  
Nada Kheira Sebbar ◽  
Youssef Ramli ◽  
Noureddine Hamou Ahabchane ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Dft Calculations ◽  
Crystal Structures ◽  
Corrosion Inhibition ◽  
Antibacterial Activities ◽  
Docking Studies ◽  
Hirshfeld Surface ◽  
Molecular Docking Studies ◽  
Benzodiazepine Derivatives

Tyrosinase inhibition potency of phthalimide derivatives: crystal structure, Hirshfeld surface analysis and molecular docking studies

2018 ◽  
Vol 233 (11) ◽  
pp. 803-816 ◽  
Author(s):  
Li Yee Then ◽  
Huey Chong Kwong ◽  
Ching Kheng Quah ◽  
C.S. Chidan Kumar ◽  
Tze Shyang Chia ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Crystal Structures ◽  
Inhibitory Effect ◽  
Positive Control ◽  
Docking Studies ◽  
Hirshfeld Surface ◽  
X Ray Diffraction ◽  
Molecular Conformations ◽  
Molecular Docking Studies ◽  
Inhibition Potency

Abstract A new series of seven 2-((pyridinylamino)methyl)isoindoline-1,3-dione derivatives were synthesized under mild condition and characterized by spectroscopy analysis. The crystal structures of these derivatives were further determined using single crystal X-ray diffraction technique. All derivatives adopt a V-shape conformation. The dihedral angle between phthalimide and pyridine rings increases as the torsion angle C1–N1–C9–N2 between phthalimide ring and methylene group increases. The torsion angles and molecular conformations are comparable to those related structures from the Cambridge Structural Database (CSD). Furthermore, the intermolecular interactions of all studied crystal structures were quantified and analyzed using Hirshfeld surface (HS) analysis. The quantitative data on the percentage contributions of overall interactions in all compounds are calculated by the two-dimensional (2D) fingerprint plots from the HS analysis. These compounds were evaluated for their antioxidant and antityrosinase properties. Noteworthy, 2-(((6-methoxypyridin-3-yl)amino)methyl)isoindoline-1,3-dione (compound g) exhibited higher tyrosinase inhibitory activity (EC50=753 μg/mL) than the positive control ‘arbutin’ (EC50=403 μg/mL). The inhibitory effect of compound g was further confirmed by computational molecular docking studies and the result revealed the 6-methoxypyridin-3-yl substituent has a better binding affinity toward tyrosinase.

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