Polyamine inhibition of lipoperoxidation. The influence of polyamines on iron oxidation in the presence of compounds mimicking phospholipid polar heads

Abstract

Polyamines appear to inhibit peroxidation of vesicles containing acidic phospholipids. A correlation exists between polyamine binding to phospholipid vesicles and its protective effect. However, phosphatidylinositol-containing vesicles which bind spermine are not protected by the polyamine [Tadolini, Cabrini, Landi, Varani & Pasquali (1985) Biogenic Amines 3, 97-106]. In the present paper I tested the hypothesis that polyamines, in particular spermine, by forming a ternary complex with iron and the phospholipid polar head may change the susceptibility of Fe2+ to autoxidation and thus its ability to generate free oxygen radicals. Different compounds mimicking phospholipid polar heads were studied, namely AMP, mimicking phosphatidic acid, CDP-choline, mimicking phosphatidylcholine, and glycerophosphoinositol, mimicking phosphatidylinositol. The results support the proposed hypothesis. In the presence of CDP-choline or of glycerophosphoinositol, spermine poorly affects Fe2+ autoxidation, whereas a considerable inhibition is observed in the presence of AMP. The ability of other phosphorus-containing compounds (ATP, ADP, cyclic AMP, sodium phosphate) to affect Fe2+ autoxidation in the presence of polyamines was also evaluated to understand the molecular mechanism of this phenomenon. It is proposed that polyamines may be part of the passive cellular defence mechanism against the oxidative damage caused by Fe2+.

The putrescine analogue 1,4-diamino-2-butanone affects polyamine synthesis, transport, ultrastructure and intracellular survival in Leishmania amazonensis

“…Therefore, ROS generation in the mitochondrion might explain the kDNA disorganization observed here, since these organic cations protect the DNA from oxidative species (Khan et al, 1992). Moreover, as PAs downregulate lipid peroxidation induced by prooxidant compounds (Tadolini, 1988;Bellé et al, 2004) the enhanced peroxidation described above, assessed by TBARS production, probably results from increased ROS in the mitochondrion. The diminished lipid peroxidation observed after treatment with 10 mM DAB might be due to mitoptosis, or 'programmed mitochondrial destruction' a process in which the ROS-producing mitochondria are selected for destruction as an antioxidant defence (Skulachev, 1998).…”

Effect of nitric oxide and putrescine on antioxidative responses under NaCl stress in chickpea plants

“…Polyamines are also known for their anti-stress and antisenescence effects due to their membrane stabilizing and antioxidant properties (Kaur- Sawhney andGalston, 1991, Borell et al, 1997). According to Tadolini (1988), polyamines act as antioxidants by inhibiting lipid peroxidation. This is accounted by the ability of polyamines to form a ternary complex with iron and the phospholipid polar heads that may change the susceptibility of Fe 2+ to auto-oxidation and thus its ability to generate free oxygen radicals.…”

Influence of polyamines on membrane functions

“…In model systems, in order to observe an inhibition of fatty acid peroxidation induced by Fenton's reagent, the formation of a complex between the polyamines and the phosphate head-group of acidic unsaturated phospholipids is of paramount importance Tadolini, 1988). It was proposed that polyamines could take part in the passive cellular defence mechanism against the oxidative damage caused by Fe2"/Fe3" (Tadolini, 1988). Radical (i.e.…”