Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents

Carbonic anhydrases (CA I, II, IX and XII) are known to be highly expressed in various human malignancies. CA IX is overexpressed in colorectal cancer specifically in hereditary nonpolyposis colorectal cancer. Inhibition of CA activity by small molecular CA inhibitor like sulphonamides, sulphonami...

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Main Authors:	Alafeefy, Ahmed Mahmoud, Ahmad, Rehan, Abdulla, Maha, Eldehna, Wagdy M., Al-Tamimi, Abdul-Malek S., Abdel-Aziz, Hatem A., Al-Obaid, Omar, Carta, Fabrizio, Al-Kahtani, Abdulla A., Supuran, Claudiu T.
Format:	Article
Language:	English
Published:	2016
Subjects:	RM Therapeutics. Pharmacology
Online Access:	http://irep.iium.edu.my/51718/ http://irep.iium.edu.my/51718/ http://irep.iium.edu.my/51718/ http://irep.iium.edu.my/51718/1/EJMC.pdf

id	iium-51718
recordtype	eprints
spelling	iium-517182016-08-19T08:24:46Z http://irep.iium.edu.my/51718/ Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents Alafeefy, Ahmed Mahmoud Ahmad, Rehan Abdulla, Maha Eldehna, Wagdy M. Al-Tamimi, Abdul-Malek S. Abdel-Aziz, Hatem A. Al-Obaid, Omar Carta, Fabrizio Al-Kahtani, Abdulla A. Supuran, Claudiu T. RM Therapeutics. Pharmacology Carbonic anhydrases (CA I, II, IX and XII) are known to be highly expressed in various human malignancies. CA IX is overexpressed in colorectal cancer specifically in hereditary nonpolyposis colorectal cancer. Inhibition of CA activity by small molecular CA inhibitor like sulphonamides, sulphonamide derivative (SU.D2) or HIF1a inhibitor Chetomin leads to inhibition of tumorigenesis. Eighteen new quinazolin- 4-sulfonamide derivatives were prepared and characterized by means of IR, NMR and mass spectra. Certain selected derivatives were tested for their ability to inhibit four isoforms of the metalloemzyme CA, namely, CA I, CA II, CA IX and CA XII. Compound 3c was found to be highly effective in inhibiting the cancer cell proliferation. 3c decreased cell viability of human HT-29 cells in dose and time dependent manner and with IC50 of 5.45 mM. Moreover, it was tested on metastatic colon cancer cell SW- 620 where it was found to be equally effective on human SW-620 cells. This novel compound inhibited the CA IX and CA XII protein expression in HT-29 cells without affecting CA I and CA II expression. These findings indicate that 3c inhibits cellular proliferation in two human colon cancer cells by specifically targeting the CA IX and CA XII expression. 2016-02-15 Article PeerReviewed application/pdf en http://irep.iium.edu.my/51718/1/EJMC.pdf Alafeefy, Ahmed Mahmoud and Ahmad, Rehan and Abdulla, Maha and Eldehna, Wagdy M. and Al-Tamimi, Abdul-Malek S. and Abdel-Aziz, Hatem A. and Al-Obaid, Omar and Carta, Fabrizio and Al-Kahtani, Abdulla A. and Supuran, Claudiu T. (2016) Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents. European Journal of Medicinal Chemistry, 109. pp. 247-253. ISSN 0223-5234 http://www.sciencedirect.com/science/article/pii/S0223523416300010 10.1016/j.ejmech.2016.01.001
repository_type	Digital Repository
institution_category	Local University
institution	International Islamic University Malaysia
building	IIUM Repository
collection	Online Access
language	English
topic	RM Therapeutics. Pharmacology
spellingShingle	RM Therapeutics. Pharmacology Alafeefy, Ahmed Mahmoud Ahmad, Rehan Abdulla, Maha Eldehna, Wagdy M. Al-Tamimi, Abdul-Malek S. Abdel-Aziz, Hatem A. Al-Obaid, Omar Carta, Fabrizio Al-Kahtani, Abdulla A. Supuran, Claudiu T. Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents
description	Carbonic anhydrases (CA I, II, IX and XII) are known to be highly expressed in various human malignancies. CA IX is overexpressed in colorectal cancer specifically in hereditary nonpolyposis colorectal cancer. Inhibition of CA activity by small molecular CA inhibitor like sulphonamides, sulphonamide derivative (SU.D2) or HIF1a inhibitor Chetomin leads to inhibition of tumorigenesis. Eighteen new quinazolin- 4-sulfonamide derivatives were prepared and characterized by means of IR, NMR and mass spectra. Certain selected derivatives were tested for their ability to inhibit four isoforms of the metalloemzyme CA, namely, CA I, CA II, CA IX and CA XII. Compound 3c was found to be highly effective in inhibiting the cancer cell proliferation. 3c decreased cell viability of human HT-29 cells in dose and time dependent manner and with IC50 of 5.45 mM. Moreover, it was tested on metastatic colon cancer cell SW- 620 where it was found to be equally effective on human SW-620 cells. This novel compound inhibited the CA IX and CA XII protein expression in HT-29 cells without affecting CA I and CA II expression. These findings indicate that 3c inhibits cellular proliferation in two human colon cancer cells by specifically targeting the CA IX and CA XII expression.
format	Article
author	Alafeefy, Ahmed Mahmoud Ahmad, Rehan Abdulla, Maha Eldehna, Wagdy M. Al-Tamimi, Abdul-Malek S. Abdel-Aziz, Hatem A. Al-Obaid, Omar Carta, Fabrizio Al-Kahtani, Abdulla A. Supuran, Claudiu T.
author_facet	Alafeefy, Ahmed Mahmoud Ahmad, Rehan Abdulla, Maha Eldehna, Wagdy M. Al-Tamimi, Abdul-Malek S. Abdel-Aziz, Hatem A. Al-Obaid, Omar Carta, Fabrizio Al-Kahtani, Abdulla A. Supuran, Claudiu T.
author_sort	Alafeefy, Ahmed Mahmoud
title	Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents
title_short	Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents
title_full	Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents
title_fullStr	Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents
title_full_unstemmed	Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents
title_sort	development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents
publishDate	2016
url	http://irep.iium.edu.my/51718/ http://irep.iium.edu.my/51718/ http://irep.iium.edu.my/51718/ http://irep.iium.edu.my/51718/1/EJMC.pdf
first_indexed	2023-09-18T21:13:17Z
last_indexed	2023-09-18T21:13:17Z
_version_	1777411395201007616

Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents

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