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Information × Registration Number 0224U001755, 0122U000969 , R & D reports Title Design and modification of N-substituted-1,4-quinone imines: targeted synthesis, study of bioactivity by methods in silico, in vitro, in vivo popup.stage_title Head Avdieienko Anatolii P., д.х.н. Registration Date 28-01-2024 Organization Donbass State Engineering Academy popup.description2  The object of the study is N-substituted 1,4-quinone imines and products of their chemical modification. Methods: organic synthesis, NMR 1H and 13C spectroscopy, IR-spectroscopy, quantum-chemical calculations, elemental analysis, in Silico study, the study of biological activity by in vitro and in vivo method, molecular docking. As a result of the study of conformational transformations in solutions of N-[arylsulfonylimino(phenyl)methyl]-1,4-benzoquinonemonoimines, it was established that in solutions of these compounds simultaneously with Z,E-isomerization processes relative to C=N bonds, there is atropoisomerism - inhibited rotation around bond =N1–C=, which can be detected only in the presence of a diastereotopic isopropyl group in the quinoid nucleu. The rate constants of this process were calculated by the method of analysis of the full line shape in the 1H NMR spectra, and its activation thermodynamic parameters were determined on their basis. With the help of quantum-chemical calculations, it was proved that the defined experimental barriers correspond exactly to the inhibited rotation around the bond =N1–C=. As a result of the biological studies, a compound was identified among N-arylsulfonyl-2-aroylamino-1,4-quinonimines and their hydrogenated analogues, which competes in terms of potency with the reference drug "Furosemide". It was established that the studied compounds exhibit moderate antiradical activity, high antibacterial activity against S. aureus, M. luteum and antifungal activity against A. niger. The obtained results substantiate the further search for diuretics with polyvector action among this class of compounds. Product Description popup.authors Аvdeenkо Anatoly P. Apuhtina Nadiya V. Kovalenko Sergij I. Konovalova Svetlana А. Lusenko Olena M. Lubenets Vira I. Santalova Ganna O. Yusina Gnna L. popup.nrat_date 2024-01-28 Close