Inhibition of peroxynitrite-mediated cellular toxicity, tyrosine nitration, and α1-antiproteinase inactivation by 3-mercapto-2-methylpentan-1-ol, a novel compound isolated from Allium cepa

Rose, Peter; Widder, Sabine; Looft, Jan; Pickenhagen, Wilhelm; Ong, Choon Nam; Whiteman, Matthew

Abstract

Peroxynitrite formation in vivo is implicated in numerous human diseases and there is considerable interest in the use of antioxidants and natural products such as thiols as "peroxynitrite scavengers". We therefore investigated the effects of a recently identified constituent of onions, 3-mercapto-2-methylpentan-1-ol (3-MP), for its ability to inhibit peroxynitrite-mediated processes in vitro and using cultured human cells and compared its effectiveness against glutathione. 3-MP significantly inhibited peroxynitrite-mediated tyrosine nitration and inactivation of α1-antiproteinase to a greater extent than glutathione at each concentration tested (15-500μM). 3-MP also inhibited peroxynitrite-induced cytotoxicity, intracellular tyrosine nitration, and intracellular reactive oxygen species generation in human HepG2 cells in culture to a greater extent than glutathione. These data suggest that 3-MP has the potential to act as an inhibitor of ONOO--mediated processes in vivo and that the antioxidant action of 3-MP deserves further study.

Citation

Rose, P., Widder, S., Looft, J., Pickenhagen, W., Ong, C. N., & Whiteman, M. (2003). Inhibition of peroxynitrite-mediated cellular toxicity, tyrosine nitration, and α1-antiproteinase inactivation by 3-mercapto-2-methylpentan-1-ol, a novel compound isolated from Allium cepa. Biochemical and Biophysical Research Communications, 302(2), 397-402. https://doi.org/10.1016/S0006-291X%2803%2900193-1

• Journal Article Type: Article
• Online Publication Date: Feb 18, 2003
• Publication Date: Mar 7, 2003
• Deposit Date: Jan 29, 2025
• Journal: Biochemical and Biophysical Research Communications
• Print ISSN: 0006-291X
• Electronic ISSN: 1090-2104
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 302
• Issue: 2
• Pages: 397-402
• DOI: https://doi.org/10.1016/S0006-291X%2803%2900193-1
• Keywords: 3-Nitrotyrosine, 3-Mercapto-2-methylpentan-1-olPeroxynitrite, Allium, Antioxidants, α1-Antiproteinase
• Public URL: https://nottingham-repository.worktribe.com/output/3219748
• Publisher URL: https://www.sciencedirect.com/science/article/pii/S0006291X03001931?via%3Dihub