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Molecules 2016, 21(7), 929; doi:10.3390/molecules21070929

Synthesis of New 3-Heteroarylindoles as Potential Anticancer Agents

1
Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt
2
Chemistry of Natural Compounds, Department National Research Center, Dokki 12622, Egypt
*
Author to whom correspondence should be addressed.
Academic Editor: Richard A. Bunce
Received: 25 May 2016 / Revised: 8 July 2016 / Accepted: 12 July 2016 / Published: 16 July 2016
(This article belongs to the Collection Heterocyclic Compounds)
View Full-Text   |   Download PDF [1552 KB, uploaded 16 July 2016]   |  

Abstract

2-(3-(1H-Indol-3-yl)-5-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-substituted-5-(substituted diazenyl)thiazoles and 2-(1H-indol-3-yl)-9-substituted-4,7-disubstituted pyrido[3,2-e][1,2,4]triazolo[4,3-a]pyrimidin-5(7H)-ones were synthesized via reaction of hydrazonoyl halides with each of 3-(1H-indol-2-yl)-5-(p-tolyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide and 7-(1H-indol-3-yl)-2- thioxo-5-substituted-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-ones, respectively. Also, hydrazonoyl halides were reacted with N’-(1-(1H-indol-3-yl)ethylidene)-2-cyanoacetohydrazide to afford 1,3,4-thiadiazole derivatives. Structures of the new synthesis were elucidated on the basis of elemental analysis, spectral data, and alternative synthetic routes whenever possible. Fifteen of the new compounds have been evaluated for their antitumor activity against the MCF-7 human breast carcinoma cell line. The results indicated that many of the tested compounds showed moderate to high anticancer activity when compared with doxorubicin as a reference drug. View Full-Text
Keywords: thiazoles; pyrazoles; coupling reactions; thiosemicarbazides; molecular docking; anti-cancer activity thiazoles; pyrazoles; coupling reactions; thiosemicarbazides; molecular docking; anti-cancer activity
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Abdelhamid, A.O.; Gomha, S.M.; Abdelriheem, N.A.; Kandeel, S.M. Synthesis of New 3-Heteroarylindoles as Potential Anticancer Agents. Molecules 2016, 21, 929.

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