Folia Microbiologica

, Volume 52, Issue 1, pp 45–51

Assaying the antioxidant and radical scavenging properties of aliphatic mono- and Di-N-oxides in superoxide dismutase-deficient yeast and in a chemiluminescence test

Article

DOI: 10.1007/BF02932137

Cite this article as:
Krasowska, A., Piasecki, A., Murzyn, A. et al. Folia Microbiol (2007) 52: 45. doi:10.1007/BF02932137

Abstract

The antioxidative action of amphiphilic mono-(alkanoylamino) ethyldimethylamine-N-oxides (EDA), di-N-oxides 1,1-bis{[2-(N,N-dimethylamino)ethyl]amido}alkane-di-N-oxides (MEDA) and 1,1-bis {[3-(N,N-dimethylamino)propyl]amido}alkane-di-N-oxides (MPDA) with a 12- and 14-membered acyl chain againsttert-butylhydroperoxide (TBHP)-produced peroxyl and paraquat (PQ)-generated superoxide radicals was determined in superoxide dismutase-deficient mutants ofSaccharomyces cerevisiae, and, in parallel, in a chemical assay based on chemiluminescence changes caused in a luminol system by peroxyl radicals generated from the azo-compound 2,2′-azobis(2-amidinopropane dihydrochloride) (AAPH). At 30 µmol/L, the shorter-chain compounds did not affect strain survival while longer-chain ones, in some cases, lowered the survival ofsod2 andsod1 sod2 cells. Whether nontoxic or medium-toxic, allN-oxides protected thesod strains against the toxic effect of PQ and TBHP, the protection being stronger with the di-N-oxides. The survival was lowered only by 14-MPDA in the TBHP-exposedsod2 mutant. Membrane lipids isolated from all strains were protected against TBHP-induced peroxidation by both mono- and di-N-oxides, the protection being dependent on the alkyl chain length. Mono-N-oxides were again less active than di-N-oxides with the same alkyl chains, the antiperoxidative activity being also dependent on lipids isolated from the individual mutants. In the chemiluminescence assay, the IC50 value of theN-oxides for scavenging of radicals generated from AAPH generally decreased (i.e. the scavenging efficiency increased) with increasing chain length and was the highest in MEDA.

Abbreviations

AAPH

2,2′-azobis(2-amidinopropane) dihydrochloride

IC50

antioxidant concentration that reduces luminol luminescence to 50 %

EDA

2-(alkanoylamino)ethyldimethylamine-N-oxides;see Fig. 1

MEDA

1,1-bis{[2-(N,N-dimethylamino)ethyl]amido}alkane-di-N-oxides;see Fig. 1

MPDA

1,1-bis{[3-(N,N-dimethylamino)propyl]amido}alkane-di-N-oxides;see Fig. 1

PDA

3-(alkanoylamino)propyldimethylamine-N-oxides;see Fig. 1

PQ

paraquat

ROS

reactive oxygen species

SOD

superoxide dismutase (EC 1.15.1.1)

SUV

small unilamellar vesicles

TBA

thiobarbituric acid

TBHP

tert-butylhydroperoxide

TBRS

thiobarbituric acid-reactive substances

TMA-DPH

N,N,N-trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-y1)phenylammonium 4-toluenesulfonate

Copyright information

© Institute of Microbiology, Academy of Sciences of the Czech Republic 2007

Authors and Affiliations

  • A. Krasowska
    • 1
  • A. Piasecki
    • 2
  • A. Murzyn
    • 1
  • K. Sigler
    • 3
  1. 1.Faculty of BiotechnologyWrocław UniversityWrocławPoland
  2. 2.Institute of Organic and Polymer TechnologyWrocław University of TechnologyWrocławPoland
  3. 3.Institute of MicrobiologyAcademy of Sciences of the Czech RepublicPragueCzechia

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