Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: design, synthesis, QSAR analysis and anticancer activity.

The reaction of N-(2-(hydrazinecarbonyl)aryl)benzamides 2a, b with indoline-2,3-diones 4ae in acidified ethanolic solution furnished the corresponding N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)benzamides 5aj, respectively. Furthermore, 3-(2-oxoindolin-3-ylideneamino)-2-substituted qui...

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Main Authors:	Alafeefy, Ahmed M., Ashour, Abdelkader Elbadawy Abbas, Prasad, Onkar, Sinha, Leena, Pathak, Shilendra, Alasmari, Fatimah A., Rishi, Arun K., Abdel-Aziz, Hatem A.
Format:	Article
Language:	English English
Published:	Elsevier 2015
Subjects:	RM300 Drugs and their action
Online Access:	http://irep.iium.edu.my/66942/ http://irep.iium.edu.my/66942/ http://irep.iium.edu.my/66942/ http://irep.iium.edu.my/66942/1/Development%20of%20certain%20novel%20N-%282-%282-%282-oxoindolin-3-ylidene%29hydrazinecarbonyl%29phenyl%29-benzamides%20and%203-%282-oxoindolin-3-ylideneamino%29-2-substituted%20quinazolin-4%283H%29-ones%20as%20CFM-1%20analogs.pdf http://irep.iium.edu.my/66942/7/66942_Scopus%20-%20Document%20details.pdf

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spelling	iium-669422019-01-04T08:54:32Z http://irep.iium.edu.my/66942/ Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: design, synthesis, QSAR analysis and anticancer activity. Alafeefy, Ahmed M. Ashour, Abdelkader Elbadawy Abbas Prasad, Onkar Sinha, Leena Pathak, Shilendra Alasmari, Fatimah A. Rishi, Arun K. Abdel-Aziz, Hatem A. RM300 Drugs and their action The reaction of N-(2-(hydrazinecarbonyl)aryl)benzamides 2a, b with indoline-2,3-diones 4ae in acidified ethanolic solution furnished the corresponding N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)benzamides 5aj, respectively. Furthermore, 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones 6aj were prepared by the reaction of 3-amino-2-arylquinazolin-4(3H)-one 3a, b with 4ae. Six derivatives of the twenty newly synthesized compounds showed remarkable antitumor activity against most of the tested cell lines, Daoy, UW228-2, Huh-7, Hela and MDA-MB231. Although these six compounds were more potent than the standard drug (CFM-1), indeed compounds 5b, 5d and 6b were the best candidates with IC50 values in the range 1.866.87, 4.4210.89 and 1.468.60 μg/ml and percentage inhibition in the range 77.188.7, 59.4184.8 and 75.488.0%, respectively. QSAR analyses on the current series of derivatives also have been performed for all five cancer cell lines and thus 10 statistically significant models were developed and internally cross validated. Elsevier 2015-03-06 Article PeerReviewed application/pdf en http://irep.iium.edu.my/66942/1/Development%20of%20certain%20novel%20N-%282-%282-%282-oxoindolin-3-ylidene%29hydrazinecarbonyl%29phenyl%29-benzamides%20and%203-%282-oxoindolin-3-ylideneamino%29-2-substituted%20quinazolin-4%283H%29-ones%20as%20CFM-1%20analogs.pdf application/pdf en http://irep.iium.edu.my/66942/7/66942_Scopus%20-%20Document%20details.pdf Alafeefy, Ahmed M. and Ashour, Abdelkader Elbadawy Abbas and Prasad, Onkar and Sinha, Leena and Pathak, Shilendra and Alasmari, Fatimah A. and Rishi, Arun K. and Abdel-Aziz, Hatem A. (2015) Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: design, synthesis, QSAR analysis and anticancer activity. European Journal of Medicinal Chemistry, 92. pp. 192-201. ISSN 0009-4374 E-ISSN 0223-5234 https://www.sciencedirect.com/journal/european-journal-of-medicinal-chemistry 10.1016/j.ejmech.2014.12.048
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 Alafeefy, Ahmed M. Ashour, Abdelkader Elbadawy Abbas Prasad, Onkar Sinha, Leena Pathak, Shilendra Alasmari, Fatimah A. Rishi, Arun K. Abdel-Aziz, Hatem A. Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: design, synthesis, QSAR analysis and anticancer activity.
description	The reaction of N-(2-(hydrazinecarbonyl)aryl)benzamides 2a, b with indoline-2,3-diones 4ae in acidified ethanolic solution furnished the corresponding N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)benzamides 5aj, respectively. Furthermore, 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones 6aj were prepared by the reaction of 3-amino-2-arylquinazolin-4(3H)-one 3a, b with 4ae. Six derivatives of the twenty newly synthesized compounds showed remarkable antitumor activity against most of the tested cell lines, Daoy, UW228-2, Huh-7, Hela and MDA-MB231. Although these six compounds were more potent than the standard drug (CFM-1), indeed compounds 5b, 5d and 6b were the best candidates with IC50 values in the range 1.866.87, 4.4210.89 and 1.468.60 μg/ml and percentage inhibition in the range 77.188.7, 59.4184.8 and 75.488.0%, respectively. QSAR analyses on the current series of derivatives also have been performed for all five cancer cell lines and thus 10 statistically significant models were developed and internally cross validated.
format	Article
author	Alafeefy, Ahmed M. Ashour, Abdelkader Elbadawy Abbas Prasad, Onkar Sinha, Leena Pathak, Shilendra Alasmari, Fatimah A. Rishi, Arun K. Abdel-Aziz, Hatem A.
author_facet	Alafeefy, Ahmed M. Ashour, Abdelkader Elbadawy Abbas Prasad, Onkar Sinha, Leena Pathak, Shilendra Alasmari, Fatimah A. Rishi, Arun K. Abdel-Aziz, Hatem A.
author_sort	Alafeefy, Ahmed M.
title	Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: design, synthesis, QSAR analysis and anticancer activity.
title_short	Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: design, synthesis, QSAR analysis and anticancer activity.
title_full	Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: design, synthesis, QSAR analysis and anticancer activity.
title_fullStr	Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: design, synthesis, QSAR analysis and anticancer activity.
title_full_unstemmed	Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: design, synthesis, QSAR analysis and anticancer activity.
title_sort	development of certain novel n-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3h)-ones as cfm-1 analogs: design, synthesis, qsar analysis and anticancer activity.
publisher	Elsevier
publishDate	2015
url	http://irep.iium.edu.my/66942/ http://irep.iium.edu.my/66942/ http://irep.iium.edu.my/66942/ http://irep.iium.edu.my/66942/1/Development%20of%20certain%20novel%20N-%282-%282-%282-oxoindolin-3-ylidene%29hydrazinecarbonyl%29phenyl%29-benzamides%20and%203-%282-oxoindolin-3-ylideneamino%29-2-substituted%20quinazolin-4%283H%29-ones%20as%20CFM-1%20analogs.pdf http://irep.iium.edu.my/66942/7/66942_Scopus%20-%20Document%20details.pdf
first_indexed	2023-09-18T21:35:02Z
last_indexed	2023-09-18T21:35:02Z
_version_	1777412764208201728

Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: design, synthesis, QSAR analysis and anticancer activity.

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