Newton J F, Pasino D A, Hook J B
Toxicol Appl Pharmacol. 1985 Mar 30;78(1):39-46. doi: 10.1016/0041-008x(85)90302-3.
Renal cortical necrosis induced by acetaminophen (APAP) may be related to generation of reactive intermediates by two mechanisms of metabolic activation, direct P-450 dependent metabolic activation (P-450) or metabolic activation subsequent to deacetylation of APAP to p-aminophenol (PAP). Generation of arylating intermediates by both pathways of metabolic activation was quantified in cyclohexamide (HEX)-pretreated or naive rats in vivo with specifically labeled [14C]APAP. The association of each type of metabolic activation with APAP-induced nephrotoxicity was determined in Fischer 344 (F344) and Sprague-Dawley (SD) rats, strains that are susceptible and resistant to APAP-induced nephrotoxicity, respectively. Covalent binding of [ring-14C]APAP to renal cortex was approximately four times greater than [acetyl-14C]APAP in HEX-pretreated F344 rats. In contrast, in SD rats pretreated with HEX covalent binding of [ring-14C]APAP and [acetyl-14C]APAP in the renal cortex was not different. Furthermore, covalent binding of [ring-14C]APAP to renal cortical protein was approximately four times greater in F344 rats than in SD rats. Arylation of hepatic protein by either [ring-14C]APAP or [acetyl-14C]APAP was similar regardless of strain or pretreatment regimen. These studies demonstrated arylation of renal macromolecules in vivo by reactive intermediates resulting from PAP in F344 but not SD rats. Since F344, but not SD, rats are susceptible to APAP-induced nephrotoxicity, it appears the formation of arylating intermediates by PAP is a requisite step in APAP-induced nephrotoxicity.
对乙酰氨基酚(APAP)诱导的肾皮质坏死可能与通过两种代谢活化机制产生的反应性中间体有关,即直接的细胞色素P-450依赖性代谢活化(P-450)或APAP脱乙酰化生成对氨基酚(PAP)后的代谢活化。在体内用特异性标记的[14C]APAP对环己酰胺(HEX)预处理或未处理的大鼠中,对两种代谢活化途径产生的芳基化中间体进行了定量。在分别对APAP诱导的肾毒性敏感和抗性的Fischer 344(F344)大鼠和Sprague-Dawley(SD)大鼠中,确定了每种类型的代谢活化与APAP诱导的肾毒性之间的关联。在HEX预处理的F344大鼠中,[环-14C]APAP与肾皮质的共价结合比[乙酰基-14C]APAP大约大四倍。相比之下,在HEX预处理的SD大鼠中,肾皮质中[环-14C]APAP和[乙酰基-14C]APAP的共价结合没有差异。此外,[环-14C]APAP与肾皮质蛋白的共价结合在F344大鼠中比在SD大鼠中大约大四倍。无论品系或预处理方案如何,[环-14C]APAP或[乙酰基-14C]APAP对肝蛋白的芳基化作用相似。这些研究表明,在F344大鼠而非SD大鼠中,PAP产生的反应性中间体在体内使肾大分子发生芳基化。由于F344大鼠而非SD大鼠对APAP诱导的肾毒性敏感,因此看来PAP形成芳基化中间体是APAP诱导肾毒性的必要步骤。