Novel Polycarbo-Substituted Imidazo[1,2-c]quinazolines: Synthesis and Cytotoxicity Study
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Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P. O. Box 392, Pretoria 0003, South Africa
2
Department of Life and Consumer Sciences, College of Agriculture and Environmental Sciences, University of South Africa, Private Bag X06, FL 1710, South Africa
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Molecules 2015, 20(12), 22520-22533; https://doi.org/10.3390/molecules201219863
Received: 9 November 2015 / Revised: 30 November 2015 / Accepted: 1 December 2015 / Published: 15 December 2015
(This article belongs to the Section Bioorganic Chemistry)
Amination of the 2-aryl-6-bromo-4-chloro-8-iodoquinazolines with 2-aminoethanol followed by acid-promoted cyclodehydration of the incipient 2-((6,8-dihalo-2-phenylquinazolin-4-yl)amino)ethanols afforded the corresponding novel 5-aryl-9-bromo-7-iodo-2,3-dihydro-2H-imidazo[1,2-c]quinazolines. The latter were, in turn, subjected to sequential (Sonogashira and Suzuki-Miyaura) and one-pot two-step (Sonogashira/Stille) cross-coupling reactions to afford diversely functionalized polycarbo-substituted 2H-imidazo[1,2-c]quinazolines. The imidazoquinazolines were screened for in vitro cytotoxicity against human breast adenocarcinoma (MCF-7) cells and human cervical cancer (HeLa) cells.
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Keywords:
dihalogenated 2H-imidazo[1,2-c]quinazolines; cross-coupling; imidazo[1,2-c]quinazolines; cytotoxicity
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MDPI and ACS Style
Khoza, T.A.; Makhafola, T.J.; Mphahlele, M.J. Novel Polycarbo-Substituted Imidazo[1,2-c]quinazolines: Synthesis and Cytotoxicity Study. Molecules 2015, 20, 22520-22533. https://doi.org/10.3390/molecules201219863
AMA Style
Khoza TA, Makhafola TJ, Mphahlele MJ. Novel Polycarbo-Substituted Imidazo[1,2-c]quinazolines: Synthesis and Cytotoxicity Study. Molecules. 2015; 20(12):22520-22533. https://doi.org/10.3390/molecules201219863
Chicago/Turabian StyleKhoza, Tebogo A.; Makhafola, Tshepiso J.; Mphahlele, Malose J. 2015. "Novel Polycarbo-Substituted Imidazo[1,2-c]quinazolines: Synthesis and Cytotoxicity Study" Molecules 20, no. 12: 22520-22533. https://doi.org/10.3390/molecules201219863
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