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Synthesis, crystal structure and antibacterial studies of 2,4,6-trimetoxybenzaldehyde based dihydropyrimidine derivatives

Authors :
Zarema Gakhramanova
U. A. Hasanova
B. Najafov
H.N. Akhundzada
A.E. Huseynzada
Khudaverdi Ganbarov
Mauro Freccero
C. Ben Nasr
Christian Jelsch
Sarra Soudani
Filippo Doria
Baku State University
Cristallographie, Résonance Magnétique et Modélisations (CRM2)
Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL)
Université de Carthage - University of Carthage
Università di Pavia
Azerbaijan State Oil and Industry University
Ostim Technical University
Source :
Journal of Molecular Structure, Journal of Molecular Structure, Elsevier, In press, ⟨10.1016/j.molstruc.2021.130678⟩
Publication Year :
2021
Publisher :
HAL CCSD, 2021.

Abstract

International audience; We report herein the synthesis of new derivatives of dihydropyrimidine on the basis of 2,4,6-trimetoxybenzaldehyde, which was further regioselectively oxidized in the presence of cerium ammonium nitrate (CAN) with the formation of 5-acetyl-6-methyl-4-(2,4,6trimethoxyphenyl)pyrimidin-2(1H)-one. The structures of both novel compounds were investigated by NMR, mass spectroscopy methods. The structure of the dihydropyrimidine compound 4 was also investigated by X-ray single crystal diffraction method. In order to understand the molecular interactions in its crystal packing, the Hirshfeld surface and contacts enrichment analyses were performed. Biological activities of the synthesized compounds were studied against gram-negative A. baumanii, E. coli, P. aeruginosa and K. pneumoniae and grampositive S. aureus bacteria.

Details

Language :
English
ISSN :
00222860
Database :
OpenAIRE
Journal :
Journal of Molecular Structure, Journal of Molecular Structure, Elsevier, In press, ⟨10.1016/j.molstruc.2021.130678⟩
Accession number :
edsair.doi.dedup.....e35ece70e2a53e8ef56b020fa0f3dcbf
Full Text :
https://doi.org/10.1016/j.molstruc.2021.130678⟩