Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures

Schiff bases were prepared from S-benzyldithiocarbazate with 5-fluro-, 5-chloro- and 5-bromoisatin. All are potential tridentate nitrogen, oxygen, sulfur donors. They were found to be selectively active against MCF-7 cell line (Human non-metastatic mammary gland adenocarcinoma cell line). The bro...

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Main Authors:	Abdul Manan, Mohd Abdul Fatah, Crouse, Karen Anne, Mohamed Tahir, Mohamed Ibrahim, Rosli, Rozita, How, Fiona Ni Foong, Watkins, David J., Slawin, Alexandra Martha Zoya
Format:	Article
Language:	English
Published:	Springer New York LLC 2011
Subjects:	QD Chemistry
Online Access:	http://irep.iium.edu.my/7866/ http://irep.iium.edu.my/7866/ http://irep.iium.edu.my/7866/ http://irep.iium.edu.my/7866/1/JOCC_41_1630-1641.pdf

id	iium-7866
recordtype	eprints
spelling	iium-78662013-06-21T01:26:25Z http://irep.iium.edu.my/7866/ Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures Abdul Manan, Mohd Abdul Fatah Crouse, Karen Anne Mohamed Tahir, Mohamed Ibrahim Rosli, Rozita How, Fiona Ni Foong Watkins, David J. Slawin, Alexandra Martha Zoya QD Chemistry Schiff bases were prepared from S-benzyldithiocarbazate with 5-fluro-, 5-chloro- and 5-bromoisatin. All are potential tridentate nitrogen, oxygen, sulfur donors. They were found to be selectively active against MCF-7 cell line (Human non-metastatic mammary gland adenocarcinoma cell line). The bromide and fluoride compounds were the most active with IC50 values of 6.40 lM (2.6 lg/mL) and 9.26 lM (3.2 lg/mL) respectively while the chloride derivative was weakly active with an IC50 value of 38.69 lM (14.0 lg/mL). The cytotoxic activity of the halo substituted isatins against the breast cancer cell lines tested is in the order of Br>F>Cl. Planarity of the isatin ring in the Schiff bases can be arranged in the following order SB5FISA[SB5ClISA[SB5BrISA while the perpendicularity of the benzyl ring towards the dithiocarbazate plane can be ordered as follows, SB5FISA>SB5BrISA>SB5ClISA. Springer New York LLC 2011-06-23 Article PeerReviewed application/pdf en http://irep.iium.edu.my/7866/1/JOCC_41_1630-1641.pdf Abdul Manan, Mohd Abdul Fatah and Crouse, Karen Anne and Mohamed Tahir, Mohamed Ibrahim and Rosli, Rozita and How, Fiona Ni Foong and Watkins, David J. and Slawin, Alexandra Martha Zoya (2011) Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures. Journal of Chemical Crystallography, 41 (12). pp. 1630-1641. ISSN 1074-1542 http://www.springerlink.com/content/8x5872603784m7p7/ 10.1007/s10870-011-0151-2
repository_type	Digital Repository
institution_category	Local University
institution	International Islamic University Malaysia
building	IIUM Repository
collection	Online Access
language	English
topic	QD Chemistry
spellingShingle	QD Chemistry Abdul Manan, Mohd Abdul Fatah Crouse, Karen Anne Mohamed Tahir, Mohamed Ibrahim Rosli, Rozita How, Fiona Ni Foong Watkins, David J. Slawin, Alexandra Martha Zoya Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures
description	Schiff bases were prepared from S-benzyldithiocarbazate with 5-fluro-, 5-chloro- and 5-bromoisatin. All are potential tridentate nitrogen, oxygen, sulfur donors. They were found to be selectively active against MCF-7 cell line (Human non-metastatic mammary gland adenocarcinoma cell line). The bromide and fluoride compounds were the most active with IC50 values of 6.40 lM (2.6 lg/mL) and 9.26 lM (3.2 lg/mL) respectively while the chloride derivative was weakly active with an IC50 value of 38.69 lM (14.0 lg/mL). The cytotoxic activity of the halo substituted isatins against the breast cancer cell lines tested is in the order of Br>F>Cl. Planarity of the isatin ring in the Schiff bases can be arranged in the following order SB5FISA[SB5ClISA[SB5BrISA while the perpendicularity of the benzyl ring towards the dithiocarbazate plane can be ordered as follows, SB5FISA>SB5BrISA>SB5ClISA.
format	Article
author	Abdul Manan, Mohd Abdul Fatah Crouse, Karen Anne Mohamed Tahir, Mohamed Ibrahim Rosli, Rozita How, Fiona Ni Foong Watkins, David J. Slawin, Alexandra Martha Zoya
author_facet	Abdul Manan, Mohd Abdul Fatah Crouse, Karen Anne Mohamed Tahir, Mohamed Ibrahim Rosli, Rozita How, Fiona Ni Foong Watkins, David J. Slawin, Alexandra Martha Zoya
author_sort	Abdul Manan, Mohd Abdul Fatah
title	Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures
title_short	Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures
title_full	Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures
title_fullStr	Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures
title_full_unstemmed	Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures
title_sort	synthesis, characterization and cytotoxic activity of s-benzyldithiocarbazate schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures
publisher	Springer New York LLC
publishDate	2011
url	http://irep.iium.edu.my/7866/ http://irep.iium.edu.my/7866/ http://irep.iium.edu.my/7866/ http://irep.iium.edu.my/7866/1/JOCC_41_1630-1641.pdf
first_indexed	2023-09-18T20:17:25Z
last_indexed	2023-09-18T20:17:25Z
_version_	1777407880343846912

Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures

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