Synthesis and biological study of acridine-based imidazolium salts

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, DOI

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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.

Item Type: Article
Funders: University of Malaya under research grants PG108-2016A and CR011-2015
Uncontrolled Keywords: Aniline; Cell culture; Diseases; Plants (botany)
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
R Medicine
R Medicine > RK Dentistry
Divisions: Faculty of Dentistry
Faculty of Medicine
Faculty of Science > Department of Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 18 Mar 2019 03:07
Last Modified: 30 Apr 2019 04:09

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