Uncoupling and Toxic Action of Alkyltriphenylphosphonium Cations on Mitochondria and the Bacterium Bacillus subtilis as a Function of Alkyl Chain Length

Khailova, L.S.; Nazarov, P.A.; Sumbatyan, N.V.; Korshunova, G.A.; Rokitskaya, T.I.; Dedukhova, V.I.; Antonenko, Y.N.; Skulachev, V.P.

Авторы: Khailova L.S., Nazarov P.A., Sumbatyan N.V., Korshunova G.A., Rokitskaya T.I., Dedukhova V.I., Antonenko Yu N., Skulachev V.P.
Журнал: Biochemistry (Moscow)
Том: 80
Номер: 12
Год издания: 2015
Издательство: Pleiades Publishing, Ltd
Местоположение издательства: Road Town, United Kingdom
Первая страница: 1589
Последняя страница: 1597
DOI: 10.1134/S000629791512007X
Аннотация: Abstract—A series of permeating cations based on alkyl derivatives of triphenylphosphonium (CnTPP+) containing linear hydrocarbon chains (butyl, octyl, decyl, and dodecyl) was investigated in systems of isolated mitochondria, bacteria, and liposomes. In contrast to some derivatives (esters) of rhodamine19, wherein butyl rhodamine possessed the maximum activity, in the case of CnTPP a stimulatory effect on mitochondrial respiration steadily increased with growing length of the alkyl radical. Tetraphenylphosphonium and butylTPP+ at a dose of several hundred micromoles exhibited an uncou pling effect, which might be related to interaction between CnTPP+ and endogenous fatty acids and induction of their own cyclic transfer, resulting in transport of protons across the mitochondrial membrane. Such a mechanism was investigated by measuring efflux of carboxyfluorescein from liposomes influenced by CnTPP+. Experiments with bacteria demonstrated that dodecylTPP+, decylTPP+, and octylTPP+ similarly to quinonecontaining analog (SkQ1) inhibited growth of the Grampositive bacterium Bacillus subtilis, wherein the inhibitory effect was upregulated with growing lipophilicity. These cations did not display toxic effect on growth of the Gramnegative bacterium Escherichia coli. It is assumed that the dif ference in toxic action on various bacterial species might be related to different permeability of bacterial coats for the exam ined triphenylphosphonium cations. Key words: permeating cation, SkQ1, mitochondria, uncoupling, bacteria, cytotoxicity
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Uncoupling and Toxic Action of Alkyltriphenylphosphonium Cations on Mitochondria and the Bacterium Bacillus subtilis as a Function of Alkyl Chain Lengthстатья

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