4.6 Article

Hydroxyl radical scavenging and singlet oxygen quenching properties of polyamines

Journal

MOLECULAR AND CELLULAR BIOCHEMISTRY
Volume 262, Issue 1-2, Pages 127-133

Publisher

KLUWER ACADEMIC PUBL
DOI: 10.1023/B:MCBI.0000038227.91813.79

Keywords

polyamines; spermine; spermidine; putrescine; cadaverine; hydroxyl radicals; free radicals; singlet oxygen; antioxidant

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Polyamines (cadaverine, putrescine, spermidine, spermine) have been shown to be present in all prokaryotic and eukaryotic cells, and proposed to be important anti-inflammatory agents. Some polyamines at high concentrations are known to scavenge superoxide radicals in vitro. We have investigated the possible antioxidant properties of polyamines and found that polyamines, e.g., cadaverine, putrescine, spermidine and spermine do not scavenge superoxide radicals at 0.5, 1.0 and 2 mM concentrations. However, polyamines were found to be potent scavengers of hydroxyl radicals. Hydroxyl radicals were produced in a Fenton type reaction and detected as DMPO-OH adducts by electron paramagnetic resonance spectroscopic technique. Spermine, spermidine, putrescine and cadaverine inhibited DMPO-OH adduct formation in a dose dependent manner, and at 1.5 mM concentration virtually eliminated the adduct formation. The (OH)-O-.-dependent TBA reactive product of deoxyribose was also inhibited by polyamines in a dose-dependent manner. Polyamines were also found to inhibit the O-1(2)-dependent 2,2,6,6-tetramethylpiperidine N-oxy l (TEMPO) formation. O-1(2) was produced in a photosensitizing system using Rose Bengal or Methylene Blue as photosensitizers, and was detected as TEMP-O-1(2) adduct by EPR spectroscopy. Spermine or spermidine inhibited the O-1(2)-dependent TEMPO formation maximally to 50%, whereas putrescine or cadaverine inhibited this reaction only up to 15%, when used at 0.5 and 1 mM concentrations. These results suggest that polyamines are powerful. OH scavengers, and spermine or spermidine also can quench singlet oxygen at higher concentrations.

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