Synthesis, nanostructuring and in silico studies of a new imine bond containing a macroheterocycle as a promising PBP-2a non-?-lactam inhibitor

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dc.authoridHuseynzada, Alakbar/0000-0002-6342-4260
dc.authoridAbbasov, Vagif/0009-0003-9270-6624
dc.authoridRzayev, Fuad/0000-0002-8128-1101
dc.contributor.authorHuseynzada, Alakbar
dc.contributor.authorAghayev, Mirjavid
dc.contributor.authorHajiyeva, Sarvinaz
dc.contributor.authorIsrayilova, Aygun
dc.contributor.authorSayin, Koray
dc.contributor.authorGasimov, Eldar
dc.contributor.authorRzayev, Fuad
dc.date.accessioned2024-10-26T18:11:36Z
dc.date.available2024-10-26T18:11:36Z
dc.date.issued2023
dc.departmentSivas Cumhuriyet Üniversitesi
dc.description.abstractThis study is devoted to the synthesis of a 40-membered macroheterocycle with its further nanostructuring by magnetite nanoparticles. The mentioned macroheterocycle was synthesized by the [2+2] cyclocondensation of the oxygen-containing diamine with an aromatic dialdehyde in a non-catalytic medium and with no work-up procedure. The structure of the obtained macroheterocycle was studied by H-1 and C-13 nuclear magnetic resonance spectroscopy and matrix-assisted laser desorption/ionization-time of flight mass spectrometry. Furthermore, the nanosupramolecular complex of macroheterocycles with magnetite nanoparticles was obtained and investigated by Fourier-transform infrared and ultraviolet-visible spectroscopy methods. Shifts in the infrared spectra of the nanosupramolecular complex indicate the interaction through metal-aromatic ring non-covalent bonding. The shift is also observed for the C-O-C stretching band of ether bonds. The loading rate of macroheterocycles on magnetite nanoparticles was 18.6%. The morphology of the ensemble was studied by transmission electron microscopy, which confirmed the synthesis of nanospherical particles with a diameter range of 10-20 nm. Powder X-ray diffraction analysis showed patterns of cubic Fe3O4 nanoparticles with a crystallite size equal to 9.1 nm. The macroheterocycle and its nanosupramolecular complex were tested against Klebsiella pneumoniae, Pseudomonas aeruginosa and Staphylococcus aureus. The results have shown that the created complex has shown 64 times better activity against Staphylococcus aureus in comparison with the individual macroheterocycle and 32 times better activity in comparison with the pristine antibiotic Ampicillin as a control. In addition, computational analysis of the macroheterocycle was performed at the B3LYP/6-31G level in water. Molecular docking analyses for the macroheterocycle revealed Penicillin-binding protein PBP2a (5M18) from the transpeptidase family as a target protein in Staphylococcus aureus.
dc.description.sponsorshipScience Development Foundation; TUBITAK [EIF-BGM-5-AZTURK-1/2018-2/02/4-M-02]; ICESCO
dc.description.sponsorshipThe research was co-founded by the Science Development Foundation under the President of the Azerbaijan Republic and TUBITAK in the frames of project number EIF-BGM-5-AZTURK-1/2018-2/02/4-M-02 and ICESCO.
dc.identifier.doi10.1039/d3tb00602f
dc.identifier.issn2050-750X
dc.identifier.issn2050-7518
dc.identifier.pmid37581615
dc.identifier.scopus2-s2.0-85169185955
dc.identifier.scopusqualityQ1
dc.identifier.urihttps://doi.org/10.1039/d3tb00602f
dc.identifier.urihttps://hdl.handle.net/20.500.12418/30752
dc.identifier.wosWOS:001047936700001
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherRoyal Soc Chemistry
dc.relation.ispartofJournal of Materials Chemistry B
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.titleSynthesis, nanostructuring and in silico studies of a new imine bond containing a macroheterocycle as a promising PBP-2a non-?-lactam inhibitor
dc.typeArticle

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