Novel action for ampicillin derivative and its complexes: Physicochemical, thermal analysis, DNA interaction, docking with FabH protein, in silico, and in vitro studies

Abbas, Abbas M.; Fisal, Sara R.; Radwan, A. M.; Makhlouf, M.M.; Orabi, Adel S.

doi:10.1016/j.molliq.2021.118333

Cited by 5 publications

(5 citation statements)

References 37 publications

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“…The metal bands are covered by high-intensity ligand or charge transfer bands. 10 Dq values for Co, Cu, and Ni complexes are shown in Table S4 [ 33 , 34 ].…”

Section: Resultsmentioning

confidence: 99%

“…The metal bands are covered by high-intensity ligand or charge transfer bands. 10Dq values for Co, Cu, and Ni complexes are shown in Table S4 [33,34]. The structure and spatial arrangement of the complexes could be suggested based on molar conductivity, elemental analysis, magnetic properties, thermal analysis, FTIR and UV-visible spectra, as depicted in Scheme 1.…”

Section: Kinetics and Thermodynamic Parametersmentioning

confidence: 99%

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Design, Synthesis, Anti-Inflammatory Activity, DFT Modeling and Docking Study of New Ibuprofen Derivatives

Abbas,

Nasrallah,

Aboelmagd

et al. 2024

IJMS

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A new ibuprofen derivative, (E)-2-(4-isobutylphenyl)-N′-(4-oxopentan-2-ylidene) propane hydrazide (IA), was synthesized, along with its metal complexes with Co, Cu, Ni, Gd, and Sm, to investigate their anti-inflammatory efficacy and COX-2 inhibition potential. Comprehensive characterization, including 1H NMR, MS, FTIR, UV–vis spectroscopy, and DFT analysis, were employed to determine the structural configurations, revealing unique motifs for Gd/Sm (capped square antiprismatic/tricapped trigonal prismatic) and Cu/Ni/Co (octahedral) complexes. Molecular docking with the COX-2 enzyme (PDB code: 5IKT) and pharmacokinetic assessments through SwissADME indicated that these compounds have superior binding energies and pharmacokinetic profiles, including BBB permeability and gastrointestinal absorption, compared to the traditional ibuprofen standalone. Their significantly lower IC50 values further suggest a higher efficacy as anti-inflammatory agents and COX-2 inhibitors. These research findings not only introduce promising ibuprofen derivatives for therapeutic applications but also set the stage for future validation and exploration of this new generation of ibuprofen compounds.

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“…The metal bands are covered by high-intensity ligand or charge transfer bands. 10 Dq values for Co, Cu, and Ni complexes are shown in Table S4 [ 33 , 34 ].…”

Section: Resultsmentioning

confidence: 99%

Section: Kinetics and Thermodynamic Parametersmentioning

confidence: 99%

Design, Synthesis, Anti-Inflammatory Activity, DFT Modeling and Docking Study of New Ibuprofen Derivatives

Abbas,

Nasrallah,

Aboelmagd

et al. 2024

IJMS

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“…The metal bands reflect on being obscured by charge transfer bands or ligand bands of high intensity. The Dq values for Co, Ni, and Cu complexes presented in Table S3 are significantly varied [ 54 , 55 ].…”

Section: Resultsmentioning

confidence: 99%

“…So, the observed hyperchromic reflects structural damage, likely due to the complexes’ strong binding to the DNA base moieties through covalent-bond formation [ 55 , 68 , 69 , 70 ].…”

Section: Resultsmentioning

confidence: 99%

A Novel Ibuprofen Derivative and Its Complexes: Physicochemical Characterization, DFT Modeling, Docking, In Vitro Anti-Inflammatory Studies, and DNA Interaction

et al. 2022

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A novel derivative of ibuprofen and salicylaldehyde N′-(4-hydroxybenzylidene)-2-(4-isobutylphenyl) propane hydrazide (HL) was synthesized, followed by its complexation with Cu, Ni, Co, Gd, and Sm. The compounds obtained were characterized by 1HNMR, mass spectrometry, UV-Vis spectroscopy, FT-IR spectroscopy, thermal analysis (DTA and TGA), conductivity measurements, and magnetic susceptibility measurements. The results indicate that the complexes formed were [Cu(L)(H2O)]Cl·2H2O, [Ni(L)2], [Co(L)2]·H2O, [Gd(L)2(H2O)2](NO3)·2H2O and [Sm(L)2(H2O)2](NO3)·2H2O. The surface characteristics of the produced compounds were evaluated by DFT calculations using the MOE environment. The docking was performed against the COX2 targeting protein (PDB code: 5IKT Homo sapiens). The binding energies were −7.52, −9.41, −9.51, −8.09, −10.04, and −8.05 kcal/mol for HL and the Co, Ni, Cu, Sm, and Gd complexes, respectively, which suggests the enhancement of anti-inflammatory behaviors compared with the binding energy of ibuprofen (−5.38 kcal/mol). The anti-inflammatory properties of the new compounds were assessed in vitro using the western blot analysis method and the enzyme-linked immunosorbent assay (ELISA), consistent with the outcomes obtained from docking. The half-maximal inhibitory concentration (IC50) values are 4.9, 1.7, 3.7, 5.6, 2.9, and 2.3 µM for HL and the Co, Ni, Cu, Sm, and Gd complexes, respectively, showing that they are more effective inhibitors of COX2 than ibuprofen (IC50 = 31.4 µM). The brain or intestinal estimated permeation method (BOILED-Egg) showed that HL and its Co complex have high gastrointestinal absorption, while only the free ligand has high brain penetration. The binding constants of Co, Cu, and Gd complexes with DNA were recorded as 2.20 × 104, 2.27 × 106, and 4.46 × 103 M−1, respectively, indicating the intercalator behavior of interaction. The newly synthesized ibuprofen derivative and its metal complexes showed greater anti-inflammatory activity than ibuprofen.

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“…According to studies, it has a vital role in the biological aspect as anti-fungal, anti-malarial, antibacterial, anti-inflammatory, anti-viral, and antipyretic properties. [3][4][5][6][7]. Schiff bases are compounds with a carbon-nitrogen double bond, such as imine or azomethine functional groups, in which the general formula is R 1 N=CR 2 R 3 (S1).…”

Section: Introductionmentioning

confidence: 99%

New Cortisol Schiff Base Synthesis and Some Complexes: Anti-inflammatory studies in silico and in vitro

Soliman

Abbas²,

Youssef³

et al. 2022

Advances in Environmental and Life Sciences

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Schiff base compounds demonstrated exceptional efficiency and activity in the synthesis of several important drugs, including anti-tumor and anti-bacterial agents. Schiff base compounds proved their great efficiency and activity in the synthesis of some important drugs, such as anti-tumor, anti-bacterial, and anti-inflammatory agents. A new Schiff base (HEA) was synthesized from hydrocortisone and ethanol amine. The metal complexes were then formed. The metals selected for the preparation of complexes were derived from copper chloride, nickel chloride, magnesium sulfate, and vanadium sulfate. Fourier transform infrared (FTIR), nuclear magnetic resonance ( 1 HNMR), mass, ultra-visible spectroscopy, and thermal studies were used to characterize the synthesized Schiff base ligand. While FTIR spectra, metal percent, UV-visible spectra, thermal analysis, magnetic measurements, and kinetic measurements were used to characterize the prepared complexes. We evaluated the application of biological docking using COX2 (PDB code: 5IKT (Homo sapiens)). The binding energy of HEA was -14.45 kcal/mol, slightly higher than hydrocortisone. The anti-inflammatory activity of hydrocortisone and HEA was tested in vitro and found to be selective for COX2 with IC50 values of 1.72 and 2.29, respectively.Complexes, Hydrocortisone, Ethanol Amine, Schiff base, In silico

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Novel action for ampicillin derivative and its complexes: Physicochemical, thermal analysis, DNA interaction, docking with FabH protein, in silico, and in vitro studies

Cited by 5 publications

References 37 publications

Design, Synthesis, Anti-Inflammatory Activity, DFT Modeling and Docking Study of New Ibuprofen Derivatives

Design, Synthesis, Anti-Inflammatory Activity, DFT Modeling and Docking Study of New Ibuprofen Derivatives

A Novel Ibuprofen Derivative and Its Complexes: Physicochemical Characterization, DFT Modeling, Docking, In Vitro Anti-Inflammatory Studies, and DNA Interaction

New Cortisol Schiff Base Synthesis and Some Complexes: Anti-inflammatory studies in silico and in vitro

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