Spectroscopic characterization (IR, UV-Vis), and HOMO-LUMO, MEP, NLO, NBO Analysis and the Antifungal Activity for 4-Bromo-N-(2-nitrophenyl) benzamide; Using DFT Modeling and In silico Molecular Docking

Alghamdi, Suzan K.; Abbas, Faheem; Hussein, Rageh K.; Alhamzani, Abdulrahman G.; El-Shamy, N. T.

doi:10.1016/j.molstruc.2022.134001

Cited by 54 publications

(14 citation statements)

References 55 publications

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“…C–C single bonds in conjugated double bonds such as C 10 –C 11 are σ‐bonds formed by overlapping sp 2 and sp 2 orbitals. [ 23 ] For the single bond outside the double bond in CLA, there is also a significant difference compared with the normal single bond, for example, C 8 –C 9 , which is due to the σ‐bond formed by the overlap of the sp 3 orbital of C 8 and the sp 2 orbital of C 9 . Therefore, the length of these two C–C single bonds is different from that of the normal C–C single bond.…”

Section: Resultsmentioning

confidence: 99%

Comparison of reactive sites of different conjugated linoleic acid molecules by quantum chemical calculations

Wang,

Wang

et al. 2023

Euro J Lipid Sci & Tech

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In this paper, quantum chemical calculations and Gaussian 09 software were used to investigate the similarities and differences in the reactive sites of different fatty acids. The molecule structures of linoleic acid (LA) and four conjugated linoleic acid (CLA) were analyzed at the level of density functional theory. Molecular geometries and energies, frontline molecular orbitals, and surface electrostatic potentials were also analyzed. The results show sites of LA and CLA among the five fatty acids were all near the –C = C– structure and the carboxyl hydrogen atom, 9c, 11t CLA and 10t, 12c CLA were more reactive compared with 9t, 11t CLA, 10t, 12t CLA. This study can provide a theoretical basis for revealing the relationship between different structures and properties of fatty acids and also provide a guidance for the selection of fatty acids in the oil and fat industry.Practical Application: This experiment compares the differences between the reactive sites of CLA and the four CLAs at the molecular structure level, which can be used to deepen the understanding of the structure‐property relationship of different fatty acids and also provides a theoretical basis for the selection of fatty acids in the food and oil industry.

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Section: Resultsmentioning

confidence: 99%

Comparison of reactive sites of different conjugated linoleic acid molecules by quantum chemical calculations

Wang,

Wang

et al. 2023

Euro J Lipid Sci & Tech

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“…[ 48 ] When an orbital (the HOMO) grant an electron, the other one(the LUMO) gains it. [ 49 ] The chemical stability as well as the reactivity corresponding to a compound is indirectly recognized from its energy gap. Since the space between the orbitals is smaller, the compound is highly reactive and unstable.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, spectral features, electronic structure studies, and molecular docking analysis of a Schiffbase (E)‐1‐(4‐chlorophenyl)‐N‐(nitrophenyl)methanimine from 4‐chloroaniline and 2‐nitrobenzaldehyde

Diya,

Unni,

Rajimon

et al. 2023

Vietnam Journal of Chemistry

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The compound (E)‐1‐(4‐chlorophenyl)‐N‐(nitrophenyl)methanimine was synthesised and characterised using techniques FTIR, UV‐Vis, NMR and it was compared with the experimental and simulated methods. The compound prepared was optimized using the DFT method employing the basis set B3LYP / cc‐pVDZ. The simulated spectra appeared to be in accordance with the experimental one. The HOMO‐LUMO orbitals and MEP are calculated with the same basis set; the study is chiefly forcasted to the biological activity of the synthesized compound. The wave function regards like localized orbital locator, electron localized function, average localized ionization energy and non‐covalent interaction are also examined as a means of theoretical evidence of the titled compound. The NBO calculations probe the intermolecular and intramolecular movement of charges, and additionally the molecule's stability. The ADMET properties are also considered for the compound with the assistance of Swiss ADMET online tool. The molecular docking analysis was accomplished against the protein (3RW9) of Spermidine dehydrogenase inhibitor employing the software Auto‐dock.

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“…Molecular parameters, such as energy of HOMO (E HOMO ) and LUMO (E LUMO ) orbitals allow us to determine the global reactivity descriptors, including the ionization potential (I), electron affinity (A), hardness (η), chemical potential (µ), electronegativity (χ) and electrophilicity index (ω) [ 45 , 46 , 47 ]. These parameters can be useful for characterizing the ability of a tested compound to interact with the electrophilic and nucleophilic molecules.…”

Section: Resultsmentioning

confidence: 99%

“…Moreover, the soft drug can be better metabolized into non-toxic compounds [ 49 ]. High value of electrophilicity index (ω) (7.733–11.502 eV) characterizes the tested molecules as strong electrophiles, according to the electrophilicity ranking of organic molecules [ 47 ].…”

Section: Resultsmentioning

confidence: 99%

Lipophilicity and ADMET Analysis of Quinoline-1,4-quinone Hybrids

et al. 2022

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Lipophilicity is one of the basic properties of a potential drug determining its solubility in non-polar solvents and, consequently, its ability to passively penetrate the cell membrane, as well as the occurrence of various pharmacokinetic processes, including adsorption, distribution, metabolism, excretion, and toxicity (ADMET). Heterocyclic compounds containing a nitrogen atom play a significant role in the search for new drugs. In this study, lipophilicity as well as other physicochemical, pharmacokinetic and toxicity properties affecting the bioavailability of the quinolone-1,4-quinone hybrids are presented. Lipophilicity was determined experimentally as well as theoretically using various computer programs. The tested compounds showed low values of experimental lipophilicity and its relationship with the type of 1,4-quinone moiety. Introduction of the nitrogen atom reduced the lipophilicity depending on the position at the 5,8-quinolinedione moiety. The bioavailability of the tested compounds was determined in silico using the ADMET parameters. The obtained parameters showed that most of the hybrids can be used orally and do not exhibit neurotoxic effects. Similarity analysis was used to examine the relationship between the ADMET parameters and experimental lipophilicity. The ability of hybrids to interact with biological targets was characterized by global reactivity descriptors. The molecular docking study showed that the hybrids can inhibit the BCL-2 protein.

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Spectroscopic characterization (IR, UV-Vis), and HOMO-LUMO, MEP, NLO, NBO Analysis and the Antifungal Activity for 4-Bromo-N-(2-nitrophenyl) benzamide; Using DFT Modeling and In silico Molecular Docking

Cited by 54 publications

References 55 publications

Comparison of reactive sites of different conjugated linoleic acid molecules by quantum chemical calculations

Comparison of reactive sites of different conjugated linoleic acid molecules by quantum chemical calculations

Synthesis, spectral features, electronic structure studies, and molecular docking analysis of a Schiffbase (E)‐1‐(4‐chlorophenyl)‐N‐(nitrophenyl)methanimine from 4‐chloroaniline and 2‐nitrobenzaldehyde

Lipophilicity and ADMET Analysis of Quinoline-1,4-quinone Hybrids

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