Synthesis of new thiazolyl-thienyl and thiazolyl-thiadiazolyl ketones: Molecular modelling and docking studies as antimicrobial agents DOI Creative Commons

Haifa Alharbi,

Omar Alsalmi, Adel I. Alalawy

et al.

Journal of Saudi Chemical Society, Journal Year: 2023, Volume and Issue: 28(1), P. 101800 - 101800

Published: Dec. 25, 2023

Eight thiazolyl-thienyl and thiazolyl-thiadiazolyl ketones 5a-d 6a-d were synthesized based on the reaction of 5-(2-bromoacetyl)-4-methyl-2-(methylamino)thiazole (2) and/or N-(4-chlorophenyl)-2-(4-methyl-2-(methylamino)thiazol-5-yl)-2-oxoacetohydrazonoyl bromide (3) with four various thiocarbamoyl compounds 4a-d. The optimized using DFT approach offered analogous models in which thiazolyl, thienyl thiazolyl nuclei have a planar structure. HOMO LUMO studied hybrids been consisted mainly π- π*-orbitals whole molecule, respectively. Hence, revealed smaller energy gap (ΔEH-L) than derivatives may be sorted as 5c < 6c 6a ≈ 6d 6b 5a 5b 5d. antimicrobial activity 5 6 was examined against representative Gram's positive negative bacterial strains along fungal strains. amide-thiazolyl 5d nitrile-thiazolyl thiadiazolyl displayed highest S. aureus pneumoniae, Conversely, ketone demonstrated good efficiency A. fumigatus. Moreover, in-silico molecular docking stimulation applied to discover metabolic effectiveness associated methicillin resistance through methicillin-resistant strain Staphylococcus over (PDB:3VSL).

Language: Английский

Elucidating the antibacterial efficacy of thiadiazol derivative against carbapenem-resistant Klebsiella pneumoniae and Pseudomonas aeruginosa: An in-silico perspective DOI Creative Commons

Solomon O. Iyam,

Sopuruchukwu E. Ogbodo,

Ejike R. Okafor

et al.

Chemical Physics Impact, Journal Year: 2024, Volume and Issue: 8, P. 100466 - 100466

Published: Jan. 14, 2024

The sobering reality is that numerous infectious diseases can no longer be effectively treated with antibiotics, necessitating immediate attention and action. Therefore, this study explores a thiadiazol derivative for the purpose of elucidating its antibacterial efficacy against carbapenem-resistant Klebsiella pneumonia Pseudomonas aeruginosa. Prior to examination, compound (DOP) under was structurally electronically investigated utilizing density functional theory (DFT) at ωB97XD/6–311++G (d, p) level theory. Interestingly, comprehensive investigation encompassed spectral analyses including FT-IR, UV-excitation all studied in different solvents DMSO, water, methanol. Results frontier molecular orbital (FMO) analysis, DOP_gas showcased lowest energy gap 3.943 eV, implying heightened reactivity. Substantially, results from pharmacokinetic studies illuminated facets distribution, metabolism, toxicity. Thus, registering possess incredible drug-like properties suggesting detriments terms treatment. Notwithstanding, resounding docking presented DOP exhibited notable binding affinities formed strong conventional hydrogen bonds specific residues, indicating robust interactions. Particularly, DOP_6V78 DOP_4WEJ displayed highest -11.0 kcal/mol 10.1 aeruginosa, respectively. These findings underscore potential therapeutic Carbapenem-resistant strains, favorable attributes comparison drugs affinity interaction strength.

Language: Английский

Citations

7
Antimicrobial activity of guanidine-based terpolymers: Synthesis, Spectroscopy (FT-IR, 1H, and 13C NMR), Quantum chemical investigation, and molecular docking DOI

N. Mujafarkani,

Daniel C. Agurokpon, Rania A. Hussien

et al.

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1298, P. 137005 - 137005

Published: Nov. 4, 2023

Language: Английский

Citations

12
Phosphorus encapsulated gallium nitride and aluminum nitride nanotubes as nonenzymatic sensors for fructose, glucose, and xylose sugars as biomarkers for diabetes-mellitus: Outlook from computational study DOI Creative Commons
Anna Imojara,

Joyce E. Ishegbe,

Hewa Y. Abdullah

et al.

Chemical Physics Impact, Journal Year: 2023, Volume and Issue: 7, P. 100348 - 100348

Published: Oct. 28, 2023

Excessive sugar consumption has been correlated with various adverse health outcomes, encompassing both short-term and long-term implications for human well-being. Traditional approaches detection, such as chromatography, spectroscopy, enzymatic assays, necessitate significant time, specialized equipment, expertise. In this study, we explore the potential of phosphorus-doped Gallium nitride (P@GaNNT) aluminum (P@AlNNT) nanotubes novel means to detect three distinct sugars: fructose (F), glucose (G), xylose (X). To investigate their capabilities, employ density functional theory (DFT) computations at B3LYP-D3(BJ)/def2-SVP methodology. The molecular orbital analysis complexes provided evidence reduced energy gap (Eg) values compared surfaces in pristine states. X_P@AINNT interaction was most stable complex, an value 4.408eV while G_P@AINNT reactive Eg 0.545eV. When these were evaluated a solvent (water), stability found be higher than reactivity, evidenced by increased each complex. Results from topological studies (QTAIM NCI) showed presence covalent, electrostatic, weak van der Waals interactions among atoms systems. adsorption energies F_P@AlNNT F P@GaNNT indicated that chemisorbed onto P@AlNNT P@GaNNT, -1.442eV -1.469eV, respectively. On other hand, physiosorbed on P@AlNNT, based positive results adsorption. This study demonstrated valuable tools detection.

Language: Английский

Citations

8
Therapeutic Delivery Potential of Covalent Organic Framework (COF): Intuition from Theoretical Calculations DOI
Mohsen Doust Mohammadi, Hitler Louis, Innocent Benjamin

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(3)

Published: Jan. 18, 2024

Abstract Regardless of the benefits, pharmaceutical companies are reticent to engage further in covalent organic framework‐based drug development and delivery systems, preferring rather explore preexisting chemical compound libraries for delivery. As such, this study aims account efficacy frameworks (COFs) seven conventional drugs: Acetaminophen, Clodronic Acid, Hydroxyurea, Mercaptoporine, Thiotepa, Tioguanine, Arsenic trioxide. Herein, Gaussian 16 software package is employed purpose optimizing systems at DFT/ωB97XD/def2svp level theory. Substantially, nature inter‐ intra‐ molecular interactions between COF each drugs utilized resulted re‐adjustment orbitals yielded a distinct set results most reactive least stable vice versa as deducible from magnitudes highest occupied orbital lowest unoccupied (HOMO‐LUMO) gaps. Furthermore, natural bond (NBO) indicates that interacting molecules exhibit similar stability reactivity, evidenced by proximity their mean stabilization energies. Additionally, topological analysis revealed positive interaction occurred Acetaminophen_COF, acid_COF, Hydroxyurea_COF, Tioguanine_COF. Also, adsorption studies demonstrate above‐mentioned have weak kinetics when they interact with investigated COF. Strong adsorbing contacts were detected trioxide, Tioguanine order trioxide_COF < Hydroxyurea_COF Tiog_COF, corresponding values −9.413 kcal/mol, −12.550 −17.570 respectively. Overall, hypothesizes delivering various studied through biological Mercaptopurine high reactivity would be better adsorbed on it, well longer recovery time desorption due surface.

Language: Английский

Citations

2
Synthesis of new thiazolyl-thienyl and thiazolyl-thiadiazolyl ketones: Molecular modelling and docking studies as antimicrobial agents DOI Creative Commons

Haifa Alharbi,

Omar Alsalmi, Adel I. Alalawy

et al.

Journal of Saudi Chemical Society, Journal Year: 2023, Volume and Issue: 28(1), P. 101800 - 101800

Published: Dec. 25, 2023

Eight thiazolyl-thienyl and thiazolyl-thiadiazolyl ketones 5a-d 6a-d were synthesized based on the reaction of 5-(2-bromoacetyl)-4-methyl-2-(methylamino)thiazole (2) and/or N-(4-chlorophenyl)-2-(4-methyl-2-(methylamino)thiazol-5-yl)-2-oxoacetohydrazonoyl bromide (3) with four various thiocarbamoyl compounds 4a-d. The optimized using DFT approach offered analogous models in which thiazolyl, thienyl thiazolyl nuclei have a planar structure. HOMO LUMO studied hybrids been consisted mainly π- π*-orbitals whole molecule, respectively. Hence, revealed smaller energy gap (ΔEH-L) than derivatives may be sorted as 5c < 6c 6a ≈ 6d 6b 5a 5b 5d. antimicrobial activity 5 6 was examined against representative Gram's positive negative bacterial strains along fungal strains. amide-thiazolyl 5d nitrile-thiazolyl thiadiazolyl displayed highest S. aureus pneumoniae, Conversely, ketone demonstrated good efficiency A. fumigatus. Moreover, in-silico molecular docking stimulation applied to discover metabolic effectiveness associated methicillin resistance through methicillin-resistant strain Staphylococcus over (PDB:3VSL).

Language: Английский

Citations

1