Design of new arylamino-2-ethane-1,1-diyl- and benzoxazole-2-methylene-bisphosphonates vs cytotoxicity and chronic inflammation diseases. From hydrophobicity prediction to synthesis and biological evaluation.
نویسندگان
چکیده
A general synthetic approach to two new series of methylenebisphosphonates: arylamino-2-ethane-1,1-diyl- and benzoxazole-2-methylenebisphosphonates is presented. Acid hydrolysis of selected BPs was undertaken to give the corresponding bisphosphonic acid (BP-acid). Next, the prediction of the permeability (hydrophobicity) of the target compounds was measured, by a combination of RP-HPLC and computational techniques, to study the capacity of transporting the molecule through cellular membranes. Cytotoxicity/growth inhibition of 50% (GI(50), mg/L) and antichronic inflammation properties of the products were evaluated. Later on, a comparison of the pharmacological results with water-octanol partition coefficients (log K(OW)) of the compounds was also reported.
منابع مشابه
Synthesis of New Tetraethyl(N-alkyl-1-aminoethan-1,1- diyl)bisphosphonates and ESR Analysis of Chemical Exchange of Derived Nitroxides of Acyclic Aminobisphosphonates. Short Title: ESR analysis of nitroxides of aminobisphosphonates
The synthesis and the full characterization of two new linear bisphosphonates (tetraethyl(Ntertbutyl-1-aminoethan-1,1-diyl)bisphosphonate and tetraethyl(N-secbutyl-1-aminoethan-1,1diyl)bisphosphonate) and the first analysis of the ESR spectra of the corresponding nitroxides is reported. The preliminary results of theoretical calculations on model compounds suggest a small B0 (in the McConnell e...
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ورودعنوان ژورنال:
- European journal of medicinal chemistry
دوره 57 شماره
صفحات -
تاریخ انتشار 2012