1285490-92-7Relevant academic research and scientific papers
Synthesis, crystal structure, biological evaluation, electronic aspects of hydrogen bonds, and QSAR studies of some new N-(substituted phenylurea) diazaphosphore derivatives as anticancer agents
Dorosti, Niloufar,Delfan, Bahram,Gholivand, Khodayar,Ebrahimi Valmoozi, Ali Asghar
, p. 769 - 789 (2016/03/08)
A new series of 2-[N-(R-phenylureido)]-1,3,2-diazaphosphore-2-oxide derivatives (R = CH3, F, NO2, CN) were synthesized and characterized by 31P, 1H, 13C NMR and FT-IR spectral techniques. All the compounds were evaluated for their antibacterial activity against some Gram-positive, Gram-negative strains of bacteria, as well as for their cytotoxic effects on MCF-7, MDA-MB-231, PC-3, HeLa, and K562 human cell lines. In vitro activity results exhibited an important role for six-membered diaza ring in both assays as well as high effect of meta-methyl and ortho-fluoro substitutes on the aromatic ring against the studied human cell lines and B. subtilis bacteria, respectively. To understand the correlation between the anticancer activity and physicochemical properties of the synthesized compounds, the QSAR studies were carried out. Further, the crystal structure of compound 15 was investigated and revealed that the title derivative is composed of two symmetrically independent molecules in the solid state with anti configuration the C=O versus P=O. NBO and AIM analyses were performed to investigate electronic aspects of hydrogen bonding of the crystal cluster, which play an extremely important role in biochemical systems.
Synthesis, spectroscopic characterization, crystal structures, theoretical studies, and antibacterial evaluation of two novel N-phosphinyl ureas
Gholivand, Khodayar,Dorosti, Nilufar
experimental part, p. 183 - 192 (2011/10/09)
Two novel N-phosphinyl ureas containing different substituents were synthesized and characterized by 1H, 13C, and 31P NMR, IR, UV, mass spectroscopy, and elemental analysis. The crystal structures of these compounds were determined by X-ray crystallography. The structure of one compound exhibits the presence of two independent forms of the molecule with equal occupancy in the lattice and theoretical data reveal the same stabilization energies for these conformers. The title molecules have anti conformation with respect to the C=O and P=O bonds, whereas the other compound shows syn configuration. Quantum chemical calculations were applied to clarify this conformational behavior. Furthermore, the molecular geometry and vibrational frequencies of the new derivatives in the ground state were calculated by using the Hartree-Fock (HF) and density functional method (B3LYP) with 6-31+G* and 6-311+G* basis sets and compared with experimental values. The new derivatives were additionally tested in view of their antibacterial properties.
