Prodrugs of Sulfacetamide: Synthesis, X-Ray structure, Hirshfeld Analysis, Antibacterial Assessment, and Docking Studies

To find novel human carbonic anhydrase (hCA) inhibitors, we synthesized thirteen compounds by combining thiazolidinone with benzenesulfonamide. The result of the X-ray single-crystal diffraction experiment confirmed the configuration of this class of compounds. The enzyme inhibition assays against hCA II and IX showed desirable potency profiles, as effective as the positive controls. The docking studies revealed that compounds (2) and (7) efficiently bound in the active site cavity of hCA IX by forming sufficient interactions with active site residues. The fragment of thiazolidinone played an important role in the binding of the molecules to the active site.

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Structural, spectral and docking studies of a coordination polymer of zinc(II) formed by a pyridine-derived linker

Zeitschrift für Naturforschung B ◽

10.1515/znb-2018-0043 ◽

2018 ◽

Vol 73 (6) ◽

pp. 369-375 ◽

Cited By ~ 12

Author(s):

Farzin Marandi ◽

Keyvan Moeini ◽

Fereshteh Alizadeh ◽

Zahra Mardani ◽

Ching Kheng Quah ◽

...

Keyword(s):

Coordination Polymer ◽

Docking Studies ◽

Stacking Interactions ◽

X Ray Diffraction ◽

X Ray ◽

H Nmr ◽

Docking Calculations ◽

Ft Ir ◽

Zinc Coordination ◽

Linear Coordination

AbstractA mixed ligand zinc coordination polymer, {Zn(μ-DPE)(DBM)2}n (1) (HDBM: dibenzoylmethane and DPE: (E)-1,2-di(pyridin-4-yl)ethene), was prepared and identified by elemental analysis, FT-IR, 1H NMR spectroscopy and single-crystal X-ray diffraction. In the 1D linear coordination polymer of 1, the zinc atom has a ZnN2O4 environment with octahedral geometry. These complex units are linked by the bridging of the planar N2 donor DPE ligands. In the coordination network of complex 1, in addition to the hydrogen bonds, the network is more stabilized by π–π stacking interactions between pyridine and β-diketone moieties of the ligands. These interactions increase the ability of the compound to interact with biomacromolecules (BRAF kinase, CatB, DNA gyrase, HDAC7, rHA, RNR, TrxR, TS and Top II) as investigated by docking calculations.

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Crystal structure and molecular docking studies of new pyrazole-4-carboxamides

Heterocyclic Communications ◽

10.1515/hc-2019-0012 ◽

2019 ◽

Vol 25 (1) ◽

pp. 66-72 ◽

Cited By ~ 2

Author(s):

Li Qiao ◽

Peng-Peng Cai ◽

Zhong-Hua Shen ◽

Hong-Ke Wu ◽

Cheng-Xia Tan ◽

...

Keyword(s):

Crystal Structure ◽

Molecular Docking ◽

Botrytis Cinerea ◽

Inhibitory Activity ◽

Docking Studies ◽

Active Group ◽

X Ray Diffraction ◽

X Ray ◽

Molecular Docking Studies ◽

H Nmr

AbstractTwo pyrazol-4-carboxamides, 3-(difluoromethyl)-N-(mesitylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxa-mide (7a) and 3-(difluoromethyl)-N-((3,5-dimethylphenyl) carbamoyl)-1-methyl-1H-pyrazole-4-carboxamide (7b) were synthesized and their structures were confirmed by the aid of 1H NMR and HRMS analyses. The structure of the pyrazole-4-carboxamide, 7a was also determined by X-ray diffraction. The preliminary activity results demonstrate that these two compounds exhibit good inhibitory activity against Botrytis cinerea. Further docking results indicated that the key active group is difluoromethyl pyrazole moiety.

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New copper(II) complexes with (Z)-N′-{(2-hydroxynaphthalen-1-yl}methylene)acetohydrazide]: X-ray structure, Hirshfeld analysis, X-band electron paramagnetic resonance spectra, TD-DFT calculations and superoxide dismutase mimetic activity

Polyhedron ◽

10.1016/j.poly.2020.114969 ◽

2021 ◽

Vol 195 ◽

pp. 114969

Author(s):

Abhay K. Patel ◽

Rajendra N. Jadeja ◽

Ray.J. Butcher ◽

Manoj K. Kesharwani ◽

Johannes Kästner ◽

...

Keyword(s):

Electron Paramagnetic Resonance ◽

Superoxide Dismutase ◽

Dft Calculations ◽

Paramagnetic Resonance ◽

X Ray ◽

Band Electron ◽

X Band ◽

Td Dft ◽

Hirshfeld Analysis ◽

Electron Paramagnetic

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Interactions of the GDP Dissociation Stimulator Smggds with Kras: X-Ray Scattering and Rosetta Docking Studies and Differences in Interaction of Two Isoforms with Membrane-Bound Kras4B

Biophysical Journal ◽

10.1016/j.bpj.2019.11.2775 ◽

2020 ◽

Vol 118 (3) ◽

pp. 503a

Author(s):

Dennis J. Michalak ◽

Ellen Lorimer ◽

Bethany Unger ◽

Carol L. Williams ◽

Frank Heinrich ◽

...

Keyword(s):

Docking Studies ◽

X Ray ◽

X Ray Scattering ◽

Membrane Bound ◽

Ray Scattering

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Reaction of 2-[(2-aminoethyl)amino]ethanol with pyridine-2-carbaldehyde and complexation of the products with CuII and CdII along with docking studies

Acta Crystallographica Section C Structural Chemistry ◽

10.1107/s2053229619008258 ◽

2019 ◽

Vol 75 (7) ◽

pp. 951-959 ◽

Cited By ~ 1

Author(s):

Zahra Mardani ◽

Mohammad Hakimi ◽

Keyvan Moeini ◽

Fabian Mohr

Keyword(s):

Crystal Packing ◽

Docking Studies ◽

Molar Ratio ◽

Distorted Octahedral Geometry ◽

X Ray Diffraction ◽

Donor Ligand ◽

X Ray ◽

H Nmr ◽

Distorted Octahedral ◽

Ft Ir

The reaction between 2-[2-(aminoethyl)amino]ethanol and pyridine-2-carbaldehyde in a 1:2 molar ratio affords a mixture containing 2-({2-[(pyridin-2-ylmethylidene)amino]ethyl}amino)ethanol (PMAE) and 2-[2-(pyridin-2-yl)oxazolidin-3-yl]-N-(pyridin-2-ylmethylidene)ethanamine (POPME). Treatment of this mixture with copper(II) chloride or cadmium(II) chloride gave trichlorido[(2-hydroxyethyl)({2-[(pyridin-2-ylmethylidene)amino]ethyl})azanium]copper(II) monohydrate, [Cu(C10H16N3O)Cl3]·H2O or [Cu(HPMAE)Cl3]·H2O, 1, and dichlorido{2-[2-(pyridin-2-yl)oxazolidin-3-yl]-N-(pyridin-2-ylmethylidene)ethanamine}cadmium(II), [CdCl2(C16H18N4O)] or [CdCl2(POPME)], 2, which were characterized by elemental analysis, FT–IR, Raman and 1H NMR spectroscopy and single-crystal X-ray diffraction. PMAE is potentially a tetradentate N3O-donor ligand but coordinates to copper here as an N2 donor. In the structure of 1, the geometry around the Cu atom is distorted square pyramidal. In 2, the Cd atom has a distorted octahedral geometry. In addition to the hydrogen bonds, there are π–π stacking interactions between the pyridine rings in the crystal packing of 1 and 2. The ability of PMAE, POPME and 1 to interact with ten selected biomolecules (BRAF kinase, CatB, DNA gyrase, HDAC7, rHA, RNR, TrxR, TS, Top II and B-DNA) was investigated by docking studies and compared with doxorubicin.

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Synthesis and Anti-Proliferative Assessment of Triazolo-Thiadiazepine and Triazolo-Thiadiazine Scaffolds

Molecules ◽

10.3390/molecules24244471 ◽

2019 ◽

Vol 24 (24) ◽

pp. 4471 ◽

Cited By ~ 8

Author(s):

Ahmed T. A. Boraei ◽

Hazem A. Ghabbour ◽

Mohamed S. Gomaa ◽

El Sayed H. El Ashry ◽

Assem Barakat

Keyword(s):

Single Crystal ◽

Cell Lines ◽

Cancer Cell ◽

2D Nmr ◽

Cancer Cell Lines ◽

Docking Studies ◽

X Ray ◽

Cytotoxicity Activity ◽

Human Liver Cancer ◽

Mcf 7

A series of triazolo-thiadiazepines 4a–k were synthesized with excellent yields using dehydrated PTSA as a catalyst in toluene. Two triazolo-thiadiazines were obtained; 8a was formed directly by reflux in ethanol, whereas, PTSA promoted the formation of 8b. The molecular structure of the formed triazolo-thiadiazepines is identical to the imine-form 4a–k and not the enamine-tautomer 6a–k. The structures of the newly synthesized triazolo-thiadiazepines 4a–k and triazolo-thiadiazines 8a–b were elucidated using NMR (1H, and 13C), 2D NMR, HRMS, and X-ray single crystal. Furthermore, 4a was deduced using X-ray single crystal diffraction analysis. These new thiadiazepine hits represent an optimized series of previously synthesized indole-triazole derivatives for the inhibition of EGFR. The cytotoxicity activity against two cancer cell lines including human liver cancer (HEPG-2) and breast cancer (MCF-7) was promising, with IC50 between 12.9 to 44.6 µg/mL and 14.7 to 48.7 µg/mL for the tested cancer cell lines respectively, compared to doxorubicin (IC50 4.0 µg/mL). Docking studies revealed that the thiadiazepine scaffold presented a suitable anchor, allowing good interaction of the various binding groups with the enzyme binding regions and sub-pockets.

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