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Article

Synthesis of New 3-Heteroarylindoles as Potential Anticancer Agents

by
Abdou O. Abdelhamid
1,
Sobhi M. Gomha
1,*,
Nadia A. Abdelriheem
1 and
Saher M. Kandeel
2
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.
Molecules 2016, 21(7), 929; https://doi.org/10.3390/molecules21070929
Submission received: 25 May 2016 / Revised: 8 July 2016 / Accepted: 12 July 2016 / Published: 16 July 2016
(This article belongs to the Collection Heterocyclic Compounds)

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.
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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MDPI and ACS Style

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. https://doi.org/10.3390/molecules21070929

AMA Style

Abdelhamid AO, Gomha SM, Abdelriheem NA, Kandeel SM. Synthesis of New 3-Heteroarylindoles as Potential Anticancer Agents. Molecules. 2016; 21(7):929. https://doi.org/10.3390/molecules21070929

Chicago/Turabian Style

Abdelhamid, Abdou O., Sobhi M. Gomha, Nadia A. Abdelriheem, and Saher M. Kandeel. 2016. "Synthesis of New 3-Heteroarylindoles as Potential Anticancer Agents" Molecules 21, no. 7: 929. https://doi.org/10.3390/molecules21070929

APA Style

Abdelhamid, A. O., Gomha, S. M., Abdelriheem, N. A., & Kandeel, S. M. (2016). Synthesis of New 3-Heteroarylindoles as Potential Anticancer Agents. Molecules, 21(7), 929. https://doi.org/10.3390/molecules21070929

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