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. Author manuscript; available in PMC: 2014 Jan 20.
Published in final edited form as: Chem Res Toxicol. 2012 Oct 18;25(12):2725–2736. doi: 10.1021/tx3003609

Figure 1.

Figure 1

Chemical structures of NO-ASA isomers, NCX-4016 (mNO-ASA) and NCX-4040 (pNO-ASA), and novel X-ASA and (ASA)2 derivatives. Esterase-mediated bioactivation liberates SA, ASA, and HBN. The quinone methide is formed from o- and p- isomers, but not from m-isomers. The highly reactive electrophilic QM depletes GSH and modifies Cys residues of proteins including GST-P1 and Keap1.