Linked Life Data

20527971

Source:http://linkedlifedata.com/resource/pubmed/id/20527971

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
13
pubmed:dateCreated
2010-7-1
pubmed:abstractText
Our group has demonstrated that the amphiphilic character of alpha-phenyl-N-tert-butyl nitrone based agents is a key feature in determining their bioactivity and protection against oxidative toxicity. In this work, we report the synthesis of a new class of amphiphilic amide nitrones. Their hydroxyl radical scavenging activity and radical reducing potency were shown using ABTS competition and ABTS(+) reduction assays, respectively. Cyclic voltammetry was used to investigate their redox behavior, and the effects of the substitution of the PBN on the charge density of the nitronyl atoms, the electron affinity, and the ionization potential were computationally rationalized. The protective effects of amphiphilic amide nitrones in cell cultures exposed to oxidotoxins greatly exceeded those exerted by the parent compound PBN. They decreased electron and proton leakage as well as hydrogen peroxide formation in isolated rat brain mitochondria at nanomolar concentration. They also significantly enhanced mitochondrial membrane potential. Finally, dopamine-induced inhibition of complex I activity was antagonized by pretreatment with these agents. These findings indicate that amphiphilic amide nitrones are much more than just radical scavenging antioxidants but may act as a new class of bioenergetic agents directly on mitochondrial electron and proton transport.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Jul
pubmed:issn
1520-4804
pubmed:author
pubmed:issnType
Electronic
pubmed:day
8
pubmed:volume
53
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
4849-61
pubmed:meshHeading
pubmed-meshheading:20527971-Animals, pubmed-meshheading:20527971-Benzothiazoles, pubmed-meshheading:20527971-Brain, pubmed-meshheading:20527971-Free Radical Scavengers, pubmed-meshheading:20527971-Hydrogen Peroxide, pubmed-meshheading:20527971-Magnetic Resonance Spectroscopy, pubmed-meshheading:20527971-Membrane Potential, Mitochondrial, pubmed-meshheading:20527971-Mitochondria, pubmed-meshheading:20527971-Nitrogen Oxides, pubmed-meshheading:20527971-Optical Rotation, pubmed-meshheading:20527971-Oxidation-Reduction, pubmed-meshheading:20527971-Oxidative Stress, pubmed-meshheading:20527971-Rats, pubmed-meshheading:20527971-Rats, Sprague-Dawley, pubmed-meshheading:20527971-Spectrometry, Mass, Electrospray Ionization, pubmed-meshheading:20527971-Sulfonic Acids, pubmed-meshheading:20527971-Surface-Active Agents
pubmed:year
2010
pubmed:articleTitle
Amphiphilic amide nitrones: a new class of protective agents acting as modifiers of mitochondrial metabolism.
pubmed:affiliation
Laboratoire de Chimie BioOrganique et des Systemes Moleculaires Vectoriels, Universite d'Avignon et des Pays de Vaucluse, Faculte des Sciences, 33 Rue Louis Pasteur, 84000 Avignon, France. gregory.durand@univ-avignon.fr
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't, Research Support, N.I.H., Extramural