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Vol. 26 No. 24 (2014)

Copyright (c) 2014 Mostafa M. Ghorab1, Mansour S. Alsaid1, Hazem A. Ghabbour2, Hoong-Kun Fun2

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Design, Synthesis, X-Ray Crystallographic Study and Anticancer Activity of Novel 4-(7-Chloro-1-methylquinolin-4-(1H)-ylideneamino)-phenyl-3-(dimethylamino)-prop-2-en-1-one

https://doi.org/10.14233/ajchem.2014.18073
Mostafa M. Ghorab1
1Department of Pharmacognosy, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Kingdom of Saudi Arabia 2Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia *Corresponding author: Fax: +966 1 4670560; Tel: +966 534292860; E-mail: mmsghorab@yahoo.com
Mansour S. Alsaid1
1Department of Pharmacognosy, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Kingdom of Saudi Arabia 2Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia *Corresponding author: Fax: +966 1 4670560; Tel: +966 534292860; E-mail: mmsghorab@yahoo.com
Hazem A. Ghabbour2
1Department of Pharmacognosy, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Kingdom of Saudi Arabia 2Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia *Corresponding author: Fax: +966 1 4670560; Tel: +966 534292860; E-mail: mmsghorab@yahoo.com
Hoong-Kun Fun2
1Department of Pharmacognosy, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Kingdom of Saudi Arabia 2Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia *Corresponding author: Fax: +966 1 4670560; Tel: +966 534292860; E-mail: mmsghorab@yahoo.com

Corresponding Author(s) : Mostafa M. Ghorab1

Asian Journal of Chemistry, Vol. 26 No. 24 (2014)

Abstract

The disease of cancer has been ranked second after cardiovascular diseases and plant-derived molecules have played an important role for the treatment of cancer. On the account of the reported anticancer activity of quinolines containing the different biologically active moieties, a novel 4-[7-chloro-1-methylquinolin-4-(1H)-ylideneamino]-phenyl-3-(dimethylamino)-prop-2-en-1-one (3) was synthesized using 1-[4-(7-chloroquinolin-4-ylamino)phenyl]ethanone (2) as strategic starting material. Compound 3 was obtained in good yield via reaction of 1-[4-(7-chloroquinolin-4-ylamino)phenyl]ethanone (2) with DMF-DMA in dry toluene. The structure of the newly synthesized compound was confirmed on the basis of elemental analysis, IR, 1H NMR, 13C NMR spectra and X-ray crystallographic analysis. Cytotoxic activity of the newly synthesized compound 3 was evaluated against human breast cancer cell line (MCF7). It was found that compound 3 is nearly as active as the reference drug (doxorubicin).

Keywords

Novel quinoline X-Ray crystallographic study Cytotoxic activity.
M. Ghorab1, M., S. Alsaid1, M., A. Ghabbour2, H., & Fun2, H.-K. (2014). Design, Synthesis, X-Ray Crystallographic Study and Anticancer Activity of Novel 4-(7-Chloro-1-methylquinolin-4-(1H)-ylideneamino)-phenyl-3-(dimethylamino)-prop-2-en-1-one. Asian Journal of Chemistry, 26(24), 8497–8500. https://doi.org/10.14233/ajchem.2014.18073
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