ArticleJournal of medicinal chemistry2009
Activation of peroxisome proliferator-activated receptor gamma (PPARgamma) by nitroalkene fatty acids: importance of nitration position and degree of unsaturation.
Article in Journal of medicinal chemistry, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed, 33 citations in OpenAlex.
- Reverse engineering molecules from fingerprints through deterministic enumeration and generative models.Journal of cheminformatics · 2025Article
- Nitro Fatty Acids (NOMolecules (Basel, Switzerland) · 2021Review
- Electrophile Modulation of Inflammation: A Two-Hit Approach.Metabolites · 2020Review
- Identification and structural insight of an effective PPARγ modulator with improved therapeutic index for anti-diabetic drug discovery.Chemical science · 2020Article
- A FABP4-PPARγ signaling axis regulates human monocyte responses to electrophilic fatty acid nitroalkenes.Redox biology · 2020Article
- The Emerging Therapeutic Potential of Nitro Fatty Acids and Other Michael Acceptor-Containing Drugs for the Treatment of Inflammation and Cancer.Frontiers in pharmacology · 2020Review
- Discovery of bioactive nitrated lipids and nitro-lipid-protein adducts using mass spectrometry-based approaches.Redox biology · 2019Review
- Redox Signaling by Reactive Electrophiles and Oxidants.Chemical reviews · 2018Review
- The discovery of nitro-fatty acids as products of metabolic and inflammatory reactions and mediators of adaptive cell signaling.Nitric oxide : biology and chemistry · 2018Review
- Collaborative Power of Nrf2 and PPAROxidative medicine and cellular longevity · 2017Review
- Modulation of nitro-fatty acid signaling: prostaglandin reductase-1 is a nitroalkene reductase.The Journal of biological chemistry · 2013Article
- Characterization and quantification of endogenous fatty acid nitroalkene metabolites in human urine.Journal of lipid research · 2013Article
- Formation and signaling actions of electrophilic lipids.Chemical reviews · 2011Review
- Article
- Gas-phase fragmentation analysis of nitro-fatty acids.Journal of the American Society for Mass Spectrometry · 2011Article
- Electrophilic nitro-fatty acids activate NRF2 by a KEAP1 cysteine 151-independent mechanism.The Journal of biological chemistry · 2011Article
- Nitro-fatty acid inhibition of neointima formation after endoluminal vessel injury.Circulation research · 2009Article
Corrections and comments
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Authors and funding
7 authors at 2 institutions in 1 country.
Funding
Abstract
Nitroalkene fatty acids are potent endogenous ligand activators of PPARgamma-dependent transcription. Previous studies with the naturally occurring regioisomers of nitrolinoleic acid revealed that the isomers are not equivalent with respect to PPARgamma activation. To gain further insight into the structure-activity relationships between nitroalkenes and PPARgamma, we examined additional naturally occurring nitroalkenes derived from oleic acid, 9-nitrooleic acid (E-9-NO2-18:1 [1]) and 10-nitrooleic acid (E-10-NO2-18:1 [2]), and several synthetic nitrated enoic fatty acids of variable carbon chain length, double bonds, and nitration site. At submicromolar concentrations, E-12-NO2 derivatives were considerably more potent than isomers nitrated at carbons 5, 6, 9, 10, and 13, and chain length (16 versus 18) or number of double bonds (1 versus 2) was of little consequence for PPARgamma activation. Interestingly, at higher concentrations (>2 microM) the nitrated enoic fatty acids (E-9-NO2-18:1 [1], E-9-NO2-16:1 [3], E-10-NO2-18:1 [2], and E-12-NO2-18:1 [7]) deviated significantly from the saturable pattern of PPARgamma activation observed for nitrated 1,4-dienoic fatty acids (E-9-NO2-18:2, E-10-NO2-18:2, E-12-NO2-18:2, and E-13-NO2-18:2).
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.