CNR-ISMN Istituto per lo Studio dei Materiali Nanostrutturati, V.le F. Stagno D'Alcontres 31, 98166 , Messina, Italy.
Mol Divers. 2013 Aug;17(3):479-88. doi: 10.1007/s11030-013-9448-8. Epub 2013 May 3.
A straightforward transformation of indole-3,4-diones is reported. The reaction feasibility is evidenced by kinetic studies on a model substrate, revealing a double phase process with a first faster pseudo-first-order step (i.e., deprotonation of the dione and self-nucleophilic attack of the anion) and a subsequent slower dehydration of the intermediate. The overall process is faster at pH higher than the pK value of the investigated substrate. The biological relevance of new compounds has been assessed in vitro against herpes simplex virus type-1 (HSV-1), showing a more promising biological profile with respect to their precursors.
本文报道了吲哚-3,4-二酮的直接转化。通过对模型底物的动力学研究证明了反应的可行性，该反应存在一个双相过程，其中第一步为快速的准一级反应（即二酮的去质子化和阴离子的亲核进攻），随后是中间体的缓慢脱水。整个过程在 pH 值高于所研究的底物的 pK 值时更快。新化合物的生物相关性已在体外针对单纯疱疹病毒 1 型（HSV-1）进行了评估，与它们的前体相比，显示出更有前途的生物学特性。
