Disease relevance of Acetone oxime

• The results are consistent with the suggestion that the toxicity of acetoxime is associated with its biotransformation to P2-N [1].

High impact information on Acetone oxime

• Reversion of structure-activity relationships of antitumor platinum complexes by acetoxime but not hydroxylamine ligands [2].
• In order to test the hypothesis that acetoxime is metabolized to P2-N, the oxime (20 mM) was incubated with liver microsomes from mice, rats and two humans [1].
• P2-N was found by HPLC in the urine of rats that had received acetoxime (3.36 mmol/kg i.p.). Hexane extracts of urine samples, which had been adjusted to pH 5.5 and left for 24 h, contained 2-NP as demonstrated by GLC analysis [1].
• Because both 2-nitropropane and acetoxime are weaker carcinogens in female rats than male rats, we examined the ability of these chemicals to induce this pattern of damage in liver and kidney nucleic acids of male and female Sprague-Dawley rats 6 and 18 h after administration [3].
• Amination of tyrosine in liver cytosol protein of male F344 rats treated with 2-nitropropane, 2-nitrobutane, 3-nitropentane, or acetoxime [4].

Biological context of Acetone oxime

• No sex differences in the capacity to oxidize acetoxime and MEKO were observed in the species examined [5].
• The synthesis of 3'- and 5'-O-levulinyl nucleosidic monomers through enzymatic acylation with acetonoxime levulinate is demonstrated [6].

Associations of Acetone oxime with other chemical compounds

• NO by liver microsomes by a mechanism involving H abstraction from the OH moiety by hydroxyl radical-like oxidants and suggest the possibility that acetoxime may be an effective producer of [7].
• In liver microsomes, nitronate formation from MEKO and acetoxime was dependent on time, enzymatically active proteins, and the presence of NADPH [5].
• HepG2 cells with low levels of expression of P450 did not significantly produce NO2- from acetoxime, while HepG2 cells expressing CYP2E1 did, and this generation was blocked by a CYP2E1 inhibitor [7].
• The genotoxic effects of N-nitroso-N-methylurea (MNU) and acetone oxime (ACOX) were tested in the Somatic Mutation and Recombination Test (SMART) in Drosophila melanogaster [8].

Gene context of Acetone oxime

• Acetoxime was inactive either as a substrate or as an inhibitor of iNOS activity [7].
• The reaction went to another direction with NiX(2).2H(2)O, i.e., the reaction between neat RCN (R = Me, Et, n-Pr, i-Pr, n-Bu, CH(2)Cl, CH(2)C(6)H(4)OMe-p) and NiCl(2).2H(2)O/2-propanone oxime (other ketoximes can also be used) gave the (imidoylamidine)Ni(II) complexes [Ni[N(H)[double bond]C(R)NHC(R)[double bond]NH](2)](2+) (1(2+)-7(2+)) [9].
• Genotoxicity of N-nitroso-N-methylurea and acetone oxime in the transgenic Drosophila carrying the human gene encoding a subunit of glutathione S-transferase [8].

Analytical, diagnostic and therapeutic context of Acetone oxime

• Carcinogenicity test of acetoxime in MRC-Wistar rats [10].

References