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Solvent-Free Addition of Indole to Aldehydes: Unexpected Synthesis of Novel 1-[1-(1H-Indol-3-yl) Alkyl]-1H-Indoles and Preliminary Evaluation of Their Cytotoxicity in Hepatocarcinoma Cells.

Authors :
Tocco, Graziella
Zedda, Gloria
Casu, Mariano
Simbula, Gabriella
Begala, Michela
Source :
Molecules. Oct2017, Vol. 22 Issue 10, p1747. 19p.
Publication Year :
2017

Abstract

New 1-[1-(1H-indol-3-yl) alkyl]-1H-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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
14203049
Volume :
22
Issue :
10
Database :
Academic Search Index
Journal :
Molecules
Publication Type :
Academic Journal
Accession number :
126015474
Full Text :
https://doi.org/10.3390/molecules22101747