Superoxide dismutase mimetics. Part 2: synthesis and structure-activity relationship of glyoxylate- and glyoxamide-derived metalloporphyrins
- PMID: 12788343
- DOI: 10.1016/s0968-0896(03)00272-4
Superoxide dismutase mimetics. Part 2: synthesis and structure-activity relationship of glyoxylate- and glyoxamide-derived metalloporphyrins
Abstract
Novel glyoxylate- and glyoxamide-derived metalloporphyrins 26-58 were synthesized and evaluated as potential superoxide dismutase (SOD) mimetics. Relative to previously studied MnTBAP analogues, the glyoxylate-derived metalloporphyrins 32, 39, and 54 and glyoxamide-derived metalloporphyrin 49, exhibited enhanced activity in the SOD assay and the majority of the analogues in the current series showed enhanced inhibition of lipid peroxidation and catalase activity.
Similar articles
-
Superoxide dismutase mimetics: synthesis and structure-activity relationship study of MnTBAP analogues.Bioorg Med Chem. 2002 Sep;10(9):3013-21. doi: 10.1016/s0968-0896(02)00153-0. Bioorg Med Chem. 2002. PMID: 12110324
-
A metalloporphyrin superoxide dismutase mimetic protects against paraquat-induced endothelial cell injury, in vitro.J Pharmacol Exp Ther. 1995 Dec;275(3):1227-32. J Pharmacol Exp Ther. 1995. PMID: 8531085
-
Metalloporphyrins are potent inhibitors of lipid peroxidation.Free Radic Biol Med. 1999 Mar;26(5-6):730-6. doi: 10.1016/s0891-5849(98)00261-5. Free Radic Biol Med. 1999. PMID: 10218663
-
Simple biological systems for assessing the activity of superoxide dismutase mimics.Antioxid Redox Signal. 2014 May 20;20(15):2416-36. doi: 10.1089/ars.2013.5576. Epub 2013 Oct 19. Antioxid Redox Signal. 2014. PMID: 23964890 Free PMC article. Review.
-
SOD therapeutics: latest insights into their structure-activity relationships and impact on the cellular redox-based signaling pathways.Antioxid Redox Signal. 2014 May 20;20(15):2372-415. doi: 10.1089/ars.2012.5147. Epub 2013 Oct 1. Antioxid Redox Signal. 2014. PMID: 23875805 Free PMC article. Review.
Cited by
-
Inhibition of mitochondrial hydrogen peroxide production by lipophilic metalloporphyrins.J Pharmacol Exp Ther. 2008 Mar;324(3):970-6. doi: 10.1124/jpet.107.132134. Epub 2007 Dec 6. J Pharmacol Exp Ther. 2008. PMID: 18063723 Free PMC article.
-
An Efficient T 1 Contrast Agent for Labeling and Tracking Human Embryonic Stem Cells on MRI.Contrast Media Mol Imaging. 2019 Jun 16;2019:3475786. doi: 10.1155/2019/3475786. eCollection 2019. Contrast Media Mol Imaging. 2019. PMID: 31316306 Free PMC article.
-
Superoxide dismutase mimics: chemistry, pharmacology, and therapeutic potential.Antioxid Redox Signal. 2010 Sep 15;13(6):877-918. doi: 10.1089/ars.2009.2876. Antioxid Redox Signal. 2010. PMID: 20095865 Free PMC article. Review.
-
Porphene and porphite as porphyrin analogs of graphene and graphite.Nat Commun. 2023 Oct 9;14(1):6308. doi: 10.1038/s41467-023-41461-w. Nat Commun. 2023. PMID: 37813887 Free PMC article.
-
Orally available Mn porphyrins with superoxide dismutase and catalase activities.J Biol Inorg Chem. 2009 Aug;14(6):979-91. doi: 10.1007/s00775-009-0550-4. Epub 2009 Jun 6. J Biol Inorg Chem. 2009. PMID: 19504132 Free PMC article.
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Medical