Chemija / Chemistry
 ISSN 0235-7216 ISSN 2424-4538 (online) |
2012 m. Nr. 2 Possible modes of cytotoxicity of high energy aliphatic nitroesters and N-nitramines for mouse splenocytes
In this work, we report for the first time the cytotoxicity data of a large number of structurally diverse high energy aliphatic nitrate esters and N-nitramines (n = 20) to mouse splenocyte cells. Their concentrations causing 50% cell death (cL50) vary from 18 μM (N-nitro-diethanolamine dinitrate) to >250 μM (octahydro-1,3,5,7-tetranitro-1,3,5,7- tetrazocine, ethylene glycol dinitrate). The log cL50 of compounds does not depend on the calculated heats of their hydride adduct formation, or voltammetric reduction peak potentials, or lipophilicity. The cytotoxicity of compounds is not oxidative stress-dependent. On the other hand, their cytotoxicity is partly decreased by an inhibitor of aldehyde dehydrogenase (EC 1.2.1.10), tetraethylthiuram disulfide. It shows an involvement of this enzyme in bioreductive activation of nitrate esters and N-nitramines with the liberation of nitrite, which is further converted to NO.
Keywords: organic nitrate ester, N-nitramine, cytotoxicity, aldehyde dehydrogenase |
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