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N-phosphinyl ureas: Synthesis, characterization, X-ray structure, and in vitro evaluation of antitumor activity

✍ Scribed by Khodayar Gholivand; Nilufar Dorosti; Fatemeh Ghaziany; Manouchehr Mirshahi; Sina Sarikhani


Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
335 KB
Volume
23
Category
Article
ISSN
1042-7163

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✦ Synopsis


A new series of N-phosphinylureas 5b, 6a-7c was synthesized and characterized by 1 H, 13 C, 31 P NMR, IR, and elemental analysis. The three-dimensional structure of 5b has been determined by X-ray crystallography. The crystal structure revealed the existence of four independent molecules. All structures form two chains with different arrangements and connect to each other via hydrogen bonds to produce two-dimensional polymeric chains. The cytotoxicity of cyclophosphamide (a standard antitumor compound) and its nine analogues with formula R )) as well as phenyl urea were evaluated in vitro against three human tumor cell lines K562, MDA-MB-231, and HepG2. The results showed that most of the compounds have significant activity against the selected cell lines. Also, HepG2 cells were more sensitive to all the tested compounds than other cell lines.


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