1443441-41-5Relevant academic research and scientific papers
Spectroscopic and reactive properties of a newly synthesized quinazoline derivative: Combined experimental, DFT, molecular dynamics and docking study
El-Azab, Adel S.,Mary, Y. Shyma,Mary, Y. Sheena,Panicker, C. Yohannan,Abdel-Aziz, Alaa A.-M.,Mohamed, Menshawy A.,Armakovi?, Stevan,Armakovi?, Sanja J.,Van Alsenoy, Christian
, p. 863 - 881 (2017)
The molecular geometry, the normal mode wavenumbers and corresponding vibrational assignments, natural bond orbital analysis and the HOMO-LUMO analysis of 3-(4-oxo-phenethyl-3,4-dihydroquinazolin-2-ylthio)-N-(3,4,5-trimethoxyphenyl)propanamide were performed by B3LYP level of theory using the 6-311++G(d,p)(5D,7F) basis set. The experimentally obtained wavenumbers are in agreement with the theoretically predicted wavenumbrs. From the MEP plot it is evident that the negative charge covers carbonyl group, mono substituted phenyl ring, O59 atom and the positive region is over the nitrogen atoms and hydrogen atoms. NLO behavior of the title molecule was investigated by the determination of the first and second order hyperpolarizabilities. The molecular orbitals and molecular electrostatic potential map are also reported. The NMR spectra and Fukui indices are also analyzed. Molecule sites important from the aspect of reactivity have been determined by calculations of average local ionization energy (ALIE), Fukui functions and bond dissociation energies (BDE). BDE for hydrogen abstraction served us to investigate the possibility for autoxidation mechanism of the investigated molecule. Molecular dynamics (MD) simulations were used in order to investigate which atoms of the title molecule have the most pronounced interactions with water molecules. Molecular docking studies reveal that the inhibitor forms a stable complex with HNE as is evident from the binding affinity ?10.9 kcal/mol and the results suggest that the compound exhibit inhibitory activity against HNE.
Design, synthesis and biological evaluation of 2-mercapto-3- phenethylquinazoline bearing anilide fragments as potential antitumor agents: Molecular docking study
Al-Suwaidan, Ibrahim A.,Alanazi, Amer M.,Abdel-Aziz, Alaa A.-M.,Mohamed, Menshawy A.,El-Azab, Adel S.
, p. 3935 - 3941 (2013/07/27)
A novel series of 2-(3-phenethyl-4(3H)quinazolin-2-ylthio)-N-substituted anilide and substituted phenyl 2-(3-phenethyl-4(3H) quinazolin-2-ylthio)acetate were designed, synthesized and evaluated for their in-vitro antitumor activity. Compound 15 possessed remarkable broad-spectrum antitumor activity which almost sevenfold more active than the known drug 5-FU with GI50 values of 3.16 and 22.60 μM, respectively. Compound 15 exhibited remarkable growth inhibitory activity pattern against renal cancer (GI50 = 1.77 μM), colon cancer (GI50 = 2.02 μM), non-small cell lung cancer (GI50 = 2.04 μM), breast cancer (GI50 = 2.77 μM), ovarian cancer (GI50 = 2.55 μM) and melanoma cancer (GI 50 = 3.30 μM). Docking study was performed for compound 15 into ATP binding site of EGFR-TK which showed similar binding mode to erlotinib.
