合成和毒性评价p-phenylenediamine-quinones的-p-phenylenediamine-quinones的合成和毒性评价
Pranav Nair1, Jianxian Sun1, Linna Xie1
1Department of Chemistry, University of Toronto, Toronto, Ontario M5S 3H6, Canada.
Environmental science & technology
|April 8, 2025
概括
轮胎化学物质6PPD- (6PPD-Q) 对鱼有高度的毒性,但类似的化学物质并非如此. 这表明6PPD可能存在更安全的替代品,减少轮胎污染对环境的风险.
科学领域:
- 环境毒理学环境毒理学
- 生态毒理学 生态毒理学
- 化学安全 化学安全
背景情况:
- 6PPD- (6PPD-Q) 是轮胎化学物质6PPD的转化产物,导致鱼的急性死亡.
- 对于不产生有毒副产品的6PPD更安全的抗氧化剂替代品有着迫切需要.
研究的目的:
- 合成和评估七种PPD-的结构相关毒性,包括6PPD-Q,作为6PPD的潜在替代品.
- 研究鱼类中6PPD-Q和相关化合物的毒理机制和代谢途径.
主要方法:
- 合成七种不同的PPD-类化合物.
- 使用彩虹鱼 (Oncorhynchus mykiss) 进行体内毒性测试,以确定96小时的LC50值.
- 使用质谱法 (MS2) 分析鱼组织度和代谢物 (MS2).
- 在实验室中使用科霍鱼细胞系 (CSE-119) 进行毒性评估.
主要成果:
- 六种PPD-Q具有高毒性 (96小时LC50=0.35μg/L),而六种结构相似的PPD-quinones没有显著的毒性.
- 生物积累水平无法解释6PPD-Q的选择性毒性.
- 基化代谢物占主导地位,在暴露于6PPD-Q的鱼中发现了两种不同的OH-6PPD-Q异构体,其中一种涉及基侧链基化.
- 6PPD-Q的选择性毒性在鱼细胞系中得到证实.
结论:
- 这项研究强调了6PPD-Q的结构选择性毒性,使其与其他PPD-类区别开来.
- 这些发现表明,具有不同侧链的PPD可以作为6PPD的可行,少有毒的替代品.
- 了解转化产品的代谢命运和毒性对于评估与轮胎化学品相关的环境风险至关重要.
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