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Synthesis and biological study of acridine-based imidazolium salts

A new series of acridine based imidazolium salts was synthesized and evaluated for in vitro cytotoxicity against human cancer cell lines by an MTT assay. The synthesis applied a coupling of imidazoles with 9-chloroacridines, which originated from an Ullmann condensation of a 2-chloro-benzoic acid wi...

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Main Authors:	Sharhan, Olla, Heidelberg, Thorsten, Hashim, Najihah Mohd, Salman, Abbas Abdulameer, Ali, Hapipah Mohd, Jayash, Soher Nagi
Format:	Article
Published:	Royal Society of Chemistry 2018
Subjects:	Q Science (General) QD Chemistry R Medicine RK Dentistry
Online Access:	http://eprints.um.edu.my/20705/ https://doi.org/10.1039/c8ra08138g
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spelling	my.um.eprints.207052019-04-30T04:09:21Z http://eprints.um.edu.my/20705/ Synthesis and biological study of acridine-based imidazolium salts Sharhan, Olla Heidelberg, Thorsten Hashim, Najihah Mohd Salman, Abbas Abdulameer Ali, Hapipah Mohd Jayash, Soher Nagi Q Science (General) QD Chemistry R Medicine RK Dentistry A new series of acridine based imidazolium salts was synthesized and evaluated for in vitro cytotoxicity against human cancer cell lines by an MTT assay. The synthesis applied a coupling of imidazoles with 9-chloroacridines, which originated from an Ullmann condensation of a 2-chloro-benzoic acid with an aniline. The target compounds were obtained in high yields. The DPPH assay indicated considerable antioxidant activity for target compounds with simple and short alkyl chains on the imidazole, while increasing chain length and the introduction of an additional π-electron system in most cases reduced the activity. All compounds exhibited low biotoxicity against non-cancerous cell lines, whereas a few compounds showed promising anticancer activity. Unlike for the reference drugs Tamoxifen and Paclitaxel, the anticancer activity of acridine imidazolium ions is specific for only selected cancer types. Reasonable fluorescent behaviour of the products provide potential for visualization of the distribution of active drugs in tissue. Royal Society of Chemistry 2018 Article PeerReviewed Sharhan, Olla and Heidelberg, Thorsten and Hashim, Najihah Mohd and Salman, Abbas Abdulameer and Ali, Hapipah Mohd and Jayash, Soher Nagi (2018) Synthesis and biological study of acridine-based imidazolium salts. RSC Advances, 8 (68). pp. 38995-39004. ISSN 2046-2069 https://doi.org/10.1039/c8ra08138g doi:10.1039/c8ra08138g
institution	Universiti Malaya
building	UM Library
collection	Institutional Repository
continent	Asia
country	Malaysia
content_provider	Universiti Malaya
content_source	UM Research Repository
url_provider	http://eprints.um.edu.my/
topic	Q Science (General) QD Chemistry R Medicine RK Dentistry
spellingShingle	Q Science (General) QD Chemistry R Medicine RK Dentistry Sharhan, Olla Heidelberg, Thorsten Hashim, Najihah Mohd Salman, Abbas Abdulameer Ali, Hapipah Mohd Jayash, Soher Nagi Synthesis and biological study of acridine-based imidazolium salts
description	A new series of acridine based imidazolium salts was synthesized and evaluated for in vitro cytotoxicity against human cancer cell lines by an MTT assay. The synthesis applied a coupling of imidazoles with 9-chloroacridines, which originated from an Ullmann condensation of a 2-chloro-benzoic acid with an aniline. The target compounds were obtained in high yields. The DPPH assay indicated considerable antioxidant activity for target compounds with simple and short alkyl chains on the imidazole, while increasing chain length and the introduction of an additional π-electron system in most cases reduced the activity. All compounds exhibited low biotoxicity against non-cancerous cell lines, whereas a few compounds showed promising anticancer activity. Unlike for the reference drugs Tamoxifen and Paclitaxel, the anticancer activity of acridine imidazolium ions is specific for only selected cancer types. Reasonable fluorescent behaviour of the products provide potential for visualization of the distribution of active drugs in tissue.
format	Article
author	Sharhan, Olla Heidelberg, Thorsten Hashim, Najihah Mohd Salman, Abbas Abdulameer Ali, Hapipah Mohd Jayash, Soher Nagi
author_facet	Sharhan, Olla Heidelberg, Thorsten Hashim, Najihah Mohd Salman, Abbas Abdulameer Ali, Hapipah Mohd Jayash, Soher Nagi
author_sort	Sharhan, Olla
title	Synthesis and biological study of acridine-based imidazolium salts
title_short	Synthesis and biological study of acridine-based imidazolium salts
title_full	Synthesis and biological study of acridine-based imidazolium salts
title_fullStr	Synthesis and biological study of acridine-based imidazolium salts
title_full_unstemmed	Synthesis and biological study of acridine-based imidazolium salts
title_sort	synthesis and biological study of acridine-based imidazolium salts
publisher	Royal Society of Chemistry
publishDate	2018
url	http://eprints.um.edu.my/20705/ https://doi.org/10.1039/c8ra08138g
_version_	1643691355659042816
score	13.211869

Synthesis and biological study of acridine-based imidazolium salts

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