Department of Life and Environmental Sciences, Unit of Drug Sciences, University of Cagliari, via Ospedale 72, 09124 Cagliari, Italy.
Merck Millipore, 39 Route Industrielle de la Hardt, 67120 Molsheim, France.
Molecules. 2017 Oct 17;22(10):1747. doi: 10.3390/molecules22101747.
New 1-[1-(1-indol-3-yl) alkyl]-1-indoles, surprisingly, have been obtained from the addition of indole to a variety of aldehydes under neat conditions. CaO, present in excess, was fundamental for carrying out the reaction with paraformaldehyde. Under the same reaction conditions, aromatic and heteroaromatic aldehydes afforded only classical bis (indolyl) aryl indoles. In this paper, the role of CaO, together with the regiochemistry and the mechanism of the reaction, are discussed in detail. The effect of some selected 3,3'- and 1,3'-diindolyl methane derivatives on cell proliferation of the hepatoma cell line FaO was also evaluated.
新型 1-[1-(1-吲哚基)烷基]-1-吲哚类化合物，出人意料地，通过在无溶剂条件下吲哚与各种醛的加成反应而获得。过量存在的 CaO 对于与多聚甲醛进行反应是至关重要的。在相同的反应条件下，芳基和杂芳基醛仅得到经典的双（吲哚基）芳基吲哚类化合物。本文详细讨论了 CaO 的作用以及反应的区域化学和机制。还评估了一些选定的 3,3'-和 1,3'-二吲哚基甲烷衍生物对肝癌细胞系 FaO 增殖的影响。
