An efficient new method of ytterbium(III) triflate catalysis approach to the synthesis of substituted pyrroles: DFT, ADMET, and molecular docking investigations.

Autor: Serdaroğlu G; Sivas Cumhuriyet University, Faculty of Education, Math. and Sci. Edu., 58140, Sivas, Turkey. Electronic address: serdaroglu@cumhuriyet.edu.tr., Uludag N; Department of Chemistry, Faculty of Arts and Sciences, Namık Kemal University, 59030, Tekirdağ, Turkey., Üstün E; Department of Chemistry, Faculty of Art and Science, Ordu University, 52200 Ordu, Turkey.
Jazyk: angličtina
Zdroj: Computational biology and chemistry [Comput Biol Chem] 2023 Oct; Vol. 106, pp. 107930. Date of Electronic Publication: 2023 Jul 20.
DOI: 10.1016/j.compbiolchem.2023.107930
Abstrakt: In this study, the one-pot synthetic methodology for the preparation of substituted pyrroles with diethyl acetylene-dicarboxylate is reported for the various pyrrole derivatives via the Trifimow synthesis process from oximes. This method also offers the literature as a cyclization pathway using a ytterbium triflate catalyst. Another importance of this study is the use of pyrrole derivatives in pharmaceuticals, biological processes, and agrochemicals. From this point of view, the development of a new catalyst in synthetic organic chemistry and the difference in the method is also important. The syntheses of the target substituted pyrroles are accomplished in high yields. Also, all synthesized structures were confirmed by 1 H NMR, 13 C NMR, and IR spectra. The DFT computations were leveraged for structural and spectroscopic validation of the compounds. Then, FMO and NBO analyses were subsequently employed to elucidate the reactivity characteristics and intramolecular interactions within these compounds. Also, ADMET indices were ascertained to assess potential pharmacokinetic properties, drug-like qualities, and possible adverse effects of these compounds. Last, optimized molecules were analyzed by molecular docking methods against crystal structures of Bovine Serum Albumin and Leukemia Inhibitory Factor, and their binding affinities, interaction details, and inhibition constants were determined.
Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2023 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
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