Sbrana I, Puliti A, Seidel A, Glatt H, Turchi G
Dipartimento di Scienze dell'Ambiente e del Territorio, Università di Pisa, Italy.
Mutagenesis. 1995 Nov;10(6):505-12. doi: 10.1093/mutage/10.6.505.
Regioisomers of pyrene and benzo[a]pyrene quinones were tested for their ability to induce structural and numerical aberrations and spindle disturbance in Chinese hamster epithelial liver (CHEL) cells in culture. All quinones tested were clastogenic. Pyrene-1,8-quinone (P-1,8-Q) and benzo[a]pyrene-3,6-quinone (BP-3,6-Q) induced strikingly high levels of triradials. In addition, dicentrics and ring chromosomes were very common in BP-3,6-Q-treated cultures. Isomers of these compounds, pyrene-1,6-quinone (P-1,6-Q) and benzo[a]pyrene-1,6-quinone (BP-1,6-Q), induced unobtrusive patterns of chromosomal aberrations. We suspect that the P-1,8-Q and BP-3,6-Q moieties bound to the DNA were still reactive, and formed crosslinks and/or underwent redox cycling leading to high local concentrations of reactive oxygen species. In addition, P-1,8-Q and BP-3,6-Q induced c-mitoses, hyperdiploidies and polyploidies, in particular endoreduplications. These effects were not seen with the other two test compounds, or they were only detected at the highest concentrations used, which were strongly cytotoxic (c-mitoses with P-1,6-Q, polyploidies with BP-1,6-Q).
对芘醌和苯并[a]芘醌的区域异构体进行了测试,以检测它们在培养的中国仓鼠肝上皮(CHEL)细胞中诱导结构和数量畸变以及纺锤体紊乱的能力。所有测试的醌类均具有致断裂作用。芘-1,8-醌(P-1,8-Q)和苯并[a]芘-3,6-醌(BP-3,6-Q)诱导出极高水平的三辐射体。此外,双着丝粒和环状染色体在BP-3,6-Q处理的培养物中非常常见。这些化合物的异构体,芘-1,6-醌(P-1,6-Q)和苯并[a]芘-1,6-醌(BP-1,6-Q),诱导出不明显的染色体畸变模式。我们怀疑与DNA结合的P-1,8-Q和BP-3,6-Q部分仍然具有反应性,并形成交联和/或经历氧化还原循环,导致局部高浓度的活性氧物种。此外,P-1,8-Q和BP-3,6-Q诱导c-有丝分裂、超二倍体和多倍体,特别是核内复制。其他两种测试化合物未观察到这些效应,或者仅在使用的最高浓度下检测到,而这些浓度具有很强的细胞毒性(P-1,6-Q诱导c-有丝分裂,BP-1,6-Q诱导多倍体)。