Synthesis, crystal structure, and DFT study
of 4-(2-chlorobenzyl)-1-(5-nitro-2-(pyrrolidin-1-yl)phenyl)-
[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one
- Received: March, 29, 2021
- Revised: May, 24, 2021
- Accepted for publication: May, 25, 2021
- DOI 10.26902/JSC_id80768
- Views: 109
1 Guizhou Engineering Laboratory for Synthetic Drugs, Guiyang, P. R. China
2 School of Pharmaceutical Sciences, Guizhou University, Guiyang, P. R. China
3 School of Chemistry and Chemical Engineering, Guizhou University, Guiyang, P. R. China
4 Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D, Guizhou Medical University, Guiyang, China
5 Department of Dermatology, Affiliated Hospital of Guizhou Medical University, Guiyang, P. R. China
4-(2-Chlorobenzyl)-1-(5-nitro-2-(pyrrolidin-1-yl)phenyl)-[1,2,4]triazolo[4,3-a]quinazo-lin-5(4H)-one is a derivative of quinazolinones with antitumor, antibacterial, anti-inflammatory, and antimicrobial effects. Using diabetic jujube as a raw material, the title compound is synthesized by substitution and cyclization steps. The structure of the target compound is confirmed by FTIR, 1H and 13C
NMR, and MS spectroscopies. The precise structure of the 4-(2-chlorobenzyl)-1-(5-nitro-2-(pyrrolidin-1-yl)phenyl)-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one
compound is analyzed by single crystal X-ray diffraction (XRD). The molecular
structure is further calculated using density functional theory (DFT) and the
result is compared with the XRD value. The molecular electrostatic potential
and frontier molecular orbitals of the title compound are investigated using
DFT. In addition, the obtained atomic coordinates for the single crystal of the
compound are then applied in a molecular docking simulation, and the title compound
is found to participate in a number of important binding interactions in the
SHP2 binding sites.
Keywords: quinazolinone, synthesis, X-ray diffraction, DFT, molecular docking, vibrational analysis
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Срок опубликования 4 мес |
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