ArticleThe Journal of membrane biology
Kinetic analysis of permeation of mitochondria-targeted antioxidants across bilayer lipid membranes.
Article in The Journal of membrane biology. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.
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Who cites it
22 citing papers in PubMed, 50 citations in OpenAlex.
- Mitochondria at the Crossroads: Linking the Mediterranean Diet to Metabolic Health and Non-Pharmacological Approaches to NAFLD.Nutrients · 2025Review
- Modification in Structures of Active Compounds in Anticancer Mitochondria-Targeted Therapy.International journal of molecular sciences · 2025Review
- Mitochondrial metabolic dysfunction and non-alcoholic fatty liver disease: new insights from pathogenic mechanisms to clinically targeted therapy.Journal of translational medicine · 2023Review
- Mitochondria-Targeted Antioxidants, an Innovative Class of Antioxidant Compounds for Neurodegenerative Diseases: Perspectives and Limitations.International journal of molecular sciences · 2023Review
- Mitochondria Matter: Systemic Aspects of Nonalcoholic Fatty Liver Disease (NAFLD) and Diagnostic Assessment of Liver Function by Stable Isotope Dynamic Breath Tests.International journal of molecular sciences · 2021Review
- Nonalcoholic Fatty Liver Disease (NAFLD). Mitochondria as Players and Targets of Therapies?International journal of molecular sciences · 2021Review
- Tetra-arylborate lipophilic anions as targeting groups.Chemical communications (Cambridge, England) · 2021Article
- Protocols for Mitochondria as the Target of Pharmacological Therapy in the Context of Nonalcoholic Fatty Liver Disease (NAFLD).Methods in molecular biology (Clifton, N.J.) · 2021Review
- Mitochondria-Targeted Antioxidants for Treatment of Hearing Loss: A Systematic Review.Antioxidants (Basel, Switzerland) · 2019Review
- Therapeutic Effect of the Mitochondria-Targeted Antioxidant SkQ1 on the Culture Model of Multiple Sclerosis.Oxidative medicine and cellular longevity · 2019Article
- Effect of Alkyl Chain Length on Translocation of Rhodamine B n-Alkyl Esters across Lipid Membranes.Biophysical journal · 2018Article
- Neuroprotective Effects of Mitochondria-Targeted Plastoquinone in a Rat Model of Neonatal Hypoxic⁻Ischemic Brain Injury.Molecules (Basel, Switzerland) · 2018Article
- Induction of autophagy by depolarization of mitochondria.Autophagy · 2018Article
- Neuroprotective Effects of Mitochondria-Targeted Plastoquinone and Thymoquinone in a Rat Model of Brain Ischemia/Reperfusion Injury.Molecules (Basel, Switzerland) · 2015Article
- Electrogenic proton transport across lipid bilayer membranes mediated by cationic derivatives of rhodamine 19: comparison with anionic protonophores.European biophysics journal : EBJ · 2013Article
- Penetrating cations enhance uncoupling activity of anionic protonophores in mitochondria.PloS one · 2013Article
- Effect of liposomes on energy-dependent uptake of the antioxidant SkQR1 by isolated mitochondria.Journal of bioenergetics and biomembranes · 2012Article
- Novel mitochondria-targeted antioxidants: plastoquinone conjugated with cationic plant alkaloids berberine and palmatine.Pharmaceutical research · 2011Article
- Derivatives of rhodamine 19 as mild mitochondria-targeted cationic uncouplers.The Journal of biological chemistry · 2011Article
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Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Mitochondria-targeted antioxidants consisting of a quinone part conjugated with a lipophilic cation via a hydrocarbon linker were previously shown to prevent oxidative damage to mitochondria in vitro and in vivo. In the present work, we studied the permeation of a series of compounds of this type across a planar bilayer phospholipid membrane. For this purpose, relaxation of the electrical current after a voltage jump was measured. With respect to the characteristic time of the relaxation process reflecting the permeation rate, hydrophobic cations can be ranked in the following series: 10(plastoquinonyl) decylrhodamine 19 (SkQR1) > 10-(6'-plastoquinonyl) decyltriphenylphosphonium (SkQ1) > 10-(6'-methylplastoquinonyl) decyltriphenylphosphonium (SkQ3) > 10-(6'-ubiquinonyl) decyltriphenylphosphonium (MitoQ). Thus, the permeation rate increased with (1) an increase in the size of the hydrophobic cation and (2) an increase in hydrophobicity of the quinone moiety. SkQ1 containing plastoquinone was shown to be more permeable through the membrane compared to MitoQ containing ubiquinone, which might be the reason for more pronounced beneficial action of SkQ1 in vitro and in vivo. The above approach can be recommended for the search for new antioxidants or other compounds targeted to mitochondria.
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Registered trials
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