Novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as VEGFR-2 inhibitors

Novel sulfonamides 3-19 with a biologically active 3,4-dimethoxyphenyl moiety were designed and synthesized. The structures of the synthesized compounds were established using elemental analyses, IR, 1H-NMR, 13C-NMR spectral data and mass spectroscopy. All the synthesized compounds were evaluated fo...

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Main Authors:	Ghorab, Mostafa Mohammed, Alsaid, Mansour Sulaiman, Nissan, Yassin Mohammed, Ashour, Abdelkader Elbadawy Abbas, Al-Mishari, Abdullah Abdulalrahman, Kumar, Ashok, Ahmed, Sheikh Fayaz
Format:	Article
Language:	English English
Published:	The Pharmaceutical Society of Japan 2016
Subjects:	RM300 Drugs and their action
Online Access:	http://irep.iium.edu.my/64278/ http://irep.iium.edu.my/64278/ http://irep.iium.edu.my/64278/ http://irep.iium.edu.my/64278/13/64278%20Novel%20sulfonamide%20derivatives%20carrying%20a%20biologically%20active.pdf http://irep.iium.edu.my/64278/14/64278%20Novel%20sulfonamide%20derivatives%20carrying%20a%20biologically%20active%20SCOPUS.pdf

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spelling	iium-642782018-07-18T01:57:11Z http://irep.iium.edu.my/64278/ Novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as VEGFR-2 inhibitors Ghorab, Mostafa Mohammed Alsaid, Mansour Sulaiman Nissan, Yassin Mohammed Ashour, Abdelkader Elbadawy Abbas Al-Mishari, Abdullah Abdulalrahman Kumar, Ashok Ahmed, Sheikh Fayaz RM300 Drugs and their action Novel sulfonamides 3-19 with a biologically active 3,4-dimethoxyphenyl moiety were designed and synthesized. The structures of the synthesized compounds were established using elemental analyses, IR, 1H-NMR, 13C-NMR spectral data and mass spectroscopy. All the synthesized compounds were evaluated for their in vitro anticancer activity against four cancer cell lines, namely human hepatocellular carcinoma (HepG2), human medulloblastoma (Daoy), human cervical cancer (HeLa), and human colon cancer (HT-29), by using a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay and dasatinib as the reference drug. Among the tested derivatives, compounds 4, 10, 16, and 19 showed good activity as cytotoxic agents. The most active derivatives were evaluated for their ability to inhibit vascular endothelial growth factor receptor (VEGFR)-2. Compounds Z-4-(3-(3,4-dimethoxyphenyl)-3-oxoprop-1-enylamino)-N-(5-methyl-1,3,4-thiadiazol-2-yl)-benzenesulfonamide 10 and Z-4-(3-(3,4-dimethoxyphenyl)-3-oxoprop-1-enylamino)-N-(1H-indazol-6-yl)-benzenesulfonamide 19 were more active as VEGFR-2 inhibitors than dasatinib. Molecular docking of the most active derivatives on the active site of VEGFR-2 revealed that compound 19 exhibited favorable and promising results. The Pharmaceutical Society of Japan 2016-12-01 Article PeerReviewed application/pdf en http://irep.iium.edu.my/64278/13/64278%20Novel%20sulfonamide%20derivatives%20carrying%20a%20biologically%20active.pdf application/pdf en http://irep.iium.edu.my/64278/14/64278%20Novel%20sulfonamide%20derivatives%20carrying%20a%20biologically%20active%20SCOPUS.pdf Ghorab, Mostafa Mohammed and Alsaid, Mansour Sulaiman and Nissan, Yassin Mohammed and Ashour, Abdelkader Elbadawy Abbas and Al-Mishari, Abdullah Abdulalrahman and Kumar, Ashok and Ahmed, Sheikh Fayaz (2016) Novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as VEGFR-2 inhibitors. Chemical and Pharmaceutical Bulletin, 64 (12). pp. 1747-1754. ISSN 0009-2363 E-ISSN 1347-5223 https://www.jstage.jst.go.jp/article/cpb/64/12/64_c16-00614/_pdf/-char/en 10.1248/cpb.c16-00614
repository_type	Digital Repository
institution_category	Local University
institution	International Islamic University Malaysia
building	IIUM Repository
collection	Online Access
language	English English
topic	RM300 Drugs and their action
spellingShingle	RM300 Drugs and their action Ghorab, Mostafa Mohammed Alsaid, Mansour Sulaiman Nissan, Yassin Mohammed Ashour, Abdelkader Elbadawy Abbas Al-Mishari, Abdullah Abdulalrahman Kumar, Ashok Ahmed, Sheikh Fayaz Novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as VEGFR-2 inhibitors
description	Novel sulfonamides 3-19 with a biologically active 3,4-dimethoxyphenyl moiety were designed and synthesized. The structures of the synthesized compounds were established using elemental analyses, IR, 1H-NMR, 13C-NMR spectral data and mass spectroscopy. All the synthesized compounds were evaluated for their in vitro anticancer activity against four cancer cell lines, namely human hepatocellular carcinoma (HepG2), human medulloblastoma (Daoy), human cervical cancer (HeLa), and human colon cancer (HT-29), by using a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay and dasatinib as the reference drug. Among the tested derivatives, compounds 4, 10, 16, and 19 showed good activity as cytotoxic agents. The most active derivatives were evaluated for their ability to inhibit vascular endothelial growth factor receptor (VEGFR)-2. Compounds Z-4-(3-(3,4-dimethoxyphenyl)-3-oxoprop-1-enylamino)-N-(5-methyl-1,3,4-thiadiazol-2-yl)-benzenesulfonamide 10 and Z-4-(3-(3,4-dimethoxyphenyl)-3-oxoprop-1-enylamino)-N-(1H-indazol-6-yl)-benzenesulfonamide 19 were more active as VEGFR-2 inhibitors than dasatinib. Molecular docking of the most active derivatives on the active site of VEGFR-2 revealed that compound 19 exhibited favorable and promising results.
format	Article
author	Ghorab, Mostafa Mohammed Alsaid, Mansour Sulaiman Nissan, Yassin Mohammed Ashour, Abdelkader Elbadawy Abbas Al-Mishari, Abdullah Abdulalrahman Kumar, Ashok Ahmed, Sheikh Fayaz
author_facet	Ghorab, Mostafa Mohammed Alsaid, Mansour Sulaiman Nissan, Yassin Mohammed Ashour, Abdelkader Elbadawy Abbas Al-Mishari, Abdullah Abdulalrahman Kumar, Ashok Ahmed, Sheikh Fayaz
author_sort	Ghorab, Mostafa Mohammed
title	Novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as VEGFR-2 inhibitors
title_short	Novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as VEGFR-2 inhibitors
title_full	Novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as VEGFR-2 inhibitors
title_fullStr	Novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as VEGFR-2 inhibitors
title_full_unstemmed	Novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as VEGFR-2 inhibitors
title_sort	novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as vegfr-2 inhibitors
publisher	The Pharmaceutical Society of Japan
publishDate	2016
url	http://irep.iium.edu.my/64278/ http://irep.iium.edu.my/64278/ http://irep.iium.edu.my/64278/ http://irep.iium.edu.my/64278/13/64278%20Novel%20sulfonamide%20derivatives%20carrying%20a%20biologically%20active.pdf http://irep.iium.edu.my/64278/14/64278%20Novel%20sulfonamide%20derivatives%20carrying%20a%20biologically%20active%20SCOPUS.pdf
first_indexed	2023-09-18T21:31:12Z
last_indexed	2023-09-18T21:31:12Z
_version_	1777412522209443840

Novel sulfonamide derivatives carrying a biologically active 3,4-dimethoxyphenyl moiety as VEGFR-2 inhibitors

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