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

被引：14

作者：

Tocco, Graziella ^{[1
]}

Zedda, Gloria ^{[2
]}

Casu, Mariano ^{[3
]}

Simbula, Gabriella ^{[4
]}

Begala, Michela ^{[1
]}

机构：

[1] Univ Cagliari, Unit Drug Sci, Dept Life & Environm Sci, Via Osped 72, I-09124 Cagliari, Italy

[2] Merck Millipore, 39 Route Ind Hardt, F-67120 Molsheim, France

[3] Univ Cagliari, Dept Phys, I-09042 Monserrato Ca, Italy

[4] Univ Cagliari, Oncol & Mol Pathol Unit, Dept Biomed Sci, I-09124 Cagliari, Italy

来源：

MOLECULES | 2017年 / 22卷 / 10期

关键词：

solvent-free reaction; 1-[1-(1H-indol-3-yl) alkyl]-1H-indoles; hepatocarcinoma; cytotoxicity; ROOM-TEMPERATURE; HIGHLY EFFICIENT; ECOFRIENDLY SYNTHESIS; CATALYTIC AMOUNT; CARCINOMA-CELLS; VIBRINDOLE-A; BIS(INDOLYL)METHANES; INDOLE-3-CARBINOL; DERIVATIVES; AGENT;

D O I：

10.3390/molecules22101747

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页数：10

共 40 条

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