Bioorganic & Medicinal Chemistry Letters ( IF 2.7 ) Pub Date : 2018-11-19 , DOI: 10.1016/j.bmcl.2018.11.040 Yuanzhen Xu , Hongbo Wei , Jianjun Chen , Kun Gao
Three new 2,4-dinitrobenzenesulfonyl derivatives 1–3 were successfully prepared for the first time using a simple process. They were efficiently triggered by thiols (glutathione and l-cysteine) to release the corresponding phenol derivatives (4–6) within 5 min. The quick response of 1–3 toward thiols was determined by 1H NMR and HPLC. Moreover, our results indicated that 1 could induce DNA cross-linking in the presence of glutathione, probably due to the quinone methide formation of phenol intermediate 4 followed by departure of 2,4-dinitrobenzenesulfonyl group.
中文翻译:
硫醇诱导和快速反应的DNA交联剂
三个新的2,4-二硝基苯衍生物1 - 3使用一个简单的过程中的第一次成功制备。它们被硫醇(谷胱甘肽和1-半胱氨酸)有效触发,在5分钟内释放出相应的苯酚衍生物(4 – 6)。的快速反应1 - 3朝向硫醇通过测定1 H NMR和HPLC。此外,我们的结果表明1可以在存在谷胱甘肽的情况下诱导DNA交联,这可能是由于苯酚中间体4的醌甲基化物形成,接着是2,4-二硝基苯磺酰基的离开。