Synthesis and Cytotoxic Activity Study of Novel 2-(Aryldiazenyl)-3-methyl-1H-benzo[g]indole Derivatives

A novel series of 2-(aryldiazenyl)-3-methyl-1H-benzo[g]indole derivatives (3a–f) were prepared through the cyclization of the corresponding arylamidrazones, employing polyphosphoric acid (PPA) as a cyclizing agent. All of th...

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Main Authors:	Manar M. Arafeh, Ebrahim Saeedian Moghadam, Sirin A. I. Adham, Raphael Stoll, Raid J. Abdel-Jalil
Format:	Article
Language:	English
Published:	MDPI AG 2021-07-01
Series:	Molecules
Subjects:	anti-cancer synthesis indole heterocycles
Online Access:	https://www.mdpi.com/1420-3049/26/14/4240

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spelling	doaj-27fd3098006a4cf18475763b64ff05ef2021-07-23T13:56:32ZengMDPI AGMolecules1420-30492021-07-01264240424010.3390/molecules26144240Synthesis and Cytotoxic Activity Study of Novel 2-(Aryldiazenyl)-3-methyl-1<i>H</i>-benzo[<i>g</i>]indole DerivativesManar M. Arafeh0Ebrahim Saeedian Moghadam1Sirin A. I. Adham2Raphael Stoll3Raid J. Abdel-Jalil4Faculty of Pharmacy, Middle East University, Amman 11831, JordanChemistry Department, College of Science, Sultan Qaboos University, Muscat 123, OmanBiology Department, College of Science, Sultan Qaboos University, Muscat 123, OmanBiomolecular NMR, Ruhr University of Bochum, D-44780 Bochum, GermanyChemistry Department, College of Science, Sultan Qaboos University, Muscat 123, OmanA novel series of 2-(aryldiazenyl)-3-methyl-1<i>H</i>-benzo[<i>g</i>]indole derivatives (<b>3a</b>–<b>f</b>) were prepared through the cyclization of the corresponding arylamidrazones, employing polyphosphoric acid (PPA) as a cyclizing agent. All of the compounds (<b>3a</b>–<b>f</b>) were characterized using <sup>1</sup>H NMR, <sup>13</sup>C NMR, MS, elemental analysis, and melting point techniques. The synthesized compounds were evaluated for cytotoxic activity against diverse human cancer cell lines by the National Cancer Institute. While all of the screened compounds were found to be cytotoxic at a 10 µM concentration, two of them (<b>2c</b>) and (<b>3c</b>) were subjected to five dose screens and showed a significant cytotoxicity and selectivity.https://www.mdpi.com/1420-3049/26/14/4240anti-cancersynthesisindoleheterocycles
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Manar M. Arafeh Ebrahim Saeedian Moghadam Sirin A. I. Adham Raphael Stoll Raid J. Abdel-Jalil
spellingShingle	Manar M. Arafeh Ebrahim Saeedian Moghadam Sirin A. I. Adham Raphael Stoll Raid J. Abdel-Jalil Synthesis and Cytotoxic Activity Study of Novel 2-(Aryldiazenyl)-3-methyl-1<i>H</i>-benzo[<i>g</i>]indole Derivatives Molecules anti-cancer synthesis indole heterocycles
author_facet	Manar M. Arafeh Ebrahim Saeedian Moghadam Sirin A. I. Adham Raphael Stoll Raid J. Abdel-Jalil
author_sort	Manar M. Arafeh
title	Synthesis and Cytotoxic Activity Study of Novel 2-(Aryldiazenyl)-3-methyl-1<i>H</i>-benzo[<i>g</i>]indole Derivatives
title_short	Synthesis and Cytotoxic Activity Study of Novel 2-(Aryldiazenyl)-3-methyl-1<i>H</i>-benzo[<i>g</i>]indole Derivatives
title_full	Synthesis and Cytotoxic Activity Study of Novel 2-(Aryldiazenyl)-3-methyl-1<i>H</i>-benzo[<i>g</i>]indole Derivatives
title_fullStr	Synthesis and Cytotoxic Activity Study of Novel 2-(Aryldiazenyl)-3-methyl-1<i>H</i>-benzo[<i>g</i>]indole Derivatives
title_full_unstemmed	Synthesis and Cytotoxic Activity Study of Novel 2-(Aryldiazenyl)-3-methyl-1<i>H</i>-benzo[<i>g</i>]indole Derivatives
title_sort	synthesis and cytotoxic activity study of novel 2-(aryldiazenyl)-3-methyl-1<i>h</i>-benzo[<i>g</i>]indole derivatives
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2021-07-01
description	A novel series of 2-(aryldiazenyl)-3-methyl-1<i>H</i>-benzo[<i>g</i>]indole derivatives (<b>3a</b>–<b>f</b>) were prepared through the cyclization of the corresponding arylamidrazones, employing polyphosphoric acid (PPA) as a cyclizing agent. All of the compounds (<b>3a</b>–<b>f</b>) were characterized using <sup>1</sup>H NMR, <sup>13</sup>C NMR, MS, elemental analysis, and melting point techniques. The synthesized compounds were evaluated for cytotoxic activity against diverse human cancer cell lines by the National Cancer Institute. While all of the screened compounds were found to be cytotoxic at a 10 µM concentration, two of them (<b>2c</b>) and (<b>3c</b>) were subjected to five dose screens and showed a significant cytotoxicity and selectivity.
topic	anti-cancer synthesis indole heterocycles
url	https://www.mdpi.com/1420-3049/26/14/4240
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Synthesis and Cytotoxic Activity Study of Novel 2-(Aryldiazenyl)-3-methyl-1<i>H</i>-benzo[<i>g</i>]indole Derivatives

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