Novel Fluorescent Benzothiazolyl-Coumarin Hybrids as Anti-SARS-COVID-2 Agents Supported by Molecular Docking Studies: Design, Synthesis, X-ray Crystal Structures, DFT, and TD-DFT/PCM Calculations.

Autor:	Abdallah AEM; Department of Chemistry, Faculty of Science, Helwan University, 11795 Cairo, Egypt., Abdel-Latif SA; Department of Chemistry, Faculty of Science, Helwan University, 11795 Cairo, Egypt., Elgemeie GH; Department of Chemistry, Faculty of Science, Helwan University, 11795 Cairo, Egypt.
Jazyk:	angličtina
Zdroj:	ACS omega [ACS Omega] 2023 May 23; Vol. 8 (22), pp. 19587-19602. Date of Electronic Publication: 2023 May 23 (Print Publication: 2023).
DOI:	10.1021/acsomega.3c01085
Abstrakt:	This study revealed the design and preparation of new 3-(benzo[ d ]thiazol-2-yl)-2 H -chromen-2-one derivatives 9a-h . The structures of the synthesized products were elucidated by their spectroscopic data and X-ray crystallography for compounds 9a and 9d . The prepared new compounds were measured for their fluorescence, and a good result indicated that the emission efficiency was decreased by increasing the electron-withdrawing groups from the unsubstituted compound 9a to the highly substituted derivative 9h (2 Br heavy atoms). On the other hand, the B3LYP/6-311G** theoretical level of theory was used to optimize the quantum mechanical calculations of the geometrical characteristics and energy of the novel compounds 9a-h under study. The electronic transition was investigated using the TD-DFT/PCM B3LYP approach, which uses time-dependent density functional calculations. Moreover, the compounds exhibited nonlinear optical properties (NLO) and a small HOMO-LUMO energy gap, which makes them easy to polarize. Furthermore, the acquired infrared spectra were compared with the expected harmonic vibrations of the substances 9a-h . On the other hand, binding energy analyses of compounds 9a-h with human corona virus nucleocapsid protein Nl63 (PDB ID: 5epw) were predicted using molecular docking and virtual screening tools. The results showed a promising binding and how these potent compounds were inhibiting the COVID-19 virus. Compound 9h was the most active anti-COVID-19 agent among all the synthesized benzothiazolyl-coumarin derivatives, as it forms five bonds. The presence of the two bromine atoms in its structure was responsible for the potent activity. Competing Interests: The authors declare no competing financial interest. (© 2023 The Authors. Published by American Chemical Society.)
Databáze:	MEDLINE
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