Abstract
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.
Copyright © 2012 Elsevier Masson SAS. All rights reserved.
MeSH terms
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Animals
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Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / pharmacology
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Benzoxazoles / chemical synthesis*
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Benzoxazoles / pharmacology
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Cell Line, Tumor
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Cell Membrane / metabolism
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Cytotoxins / chemical synthesis*
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Cytotoxins / pharmacology
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Diphosphonates / chemical synthesis*
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Diphosphonates / pharmacology
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Female
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Humans
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Hydrolysis
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Hydrophobic and Hydrophilic Interactions
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Hypersensitivity, Delayed / chemically induced
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Hypersensitivity, Delayed / drug therapy*
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Inflammation / chemically induced
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Inflammation / drug therapy
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Inhibitory Concentration 50
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Male
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Mice
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Octanols
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Permeability
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Serum Albumin, Bovine
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Solubility
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Water
Substances
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Anti-Inflammatory Agents, Non-Steroidal
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Antineoplastic Agents
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Benzoxazoles
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Cytotoxins
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Diphosphonates
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Octanols
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methylated bovine serum albumin
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Water
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Serum Albumin, Bovine