Synthesis and Biological Evaluation of New N,N′-Bis(1-substituted-ethylidene)-ethane1,2-diamine and Their Acetyl and Trifluoroacetyl Derivatives as Cytotoxic and Antimicrobial Agents
Several Schiff bases 2 have been prepared by the condensation of various methyl ketones 1 with 1,2-ethylenediamine. Subsequent acylation of these Schiff bases with trifluoroacetic anhydride in THF yields the corresponding trifluoroacetyl derivatives 3. However, o-hydroxy- and o-methoxy-substituted d...
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2013-01-01
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Series: | Journal of Chemistry |
Online Access: | http://dx.doi.org/10.1155/2013/478635 |
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author | Khalid A. Khan Hassan M. Faidallah Abdullah M. Asiri |
author_facet | Khalid A. Khan Hassan M. Faidallah Abdullah M. Asiri |
author_sort | Khalid A. Khan |
collection | DOAJ |
description | Several Schiff bases 2 have been prepared by the condensation of various methyl ketones 1 with 1,2-ethylenediamine. Subsequent acylation of these Schiff bases with trifluoroacetic anhydride in THF yields the corresponding trifluoroacetyl derivatives 3. However, o-hydroxy- and o-methoxy-substituted derivatives yielded substituted-trifluoromethylchroman-4-ones. Additionally, Schiff bases when reacted with acetic anhydride afforded the C-acetylated derivatives 4. The structures of the isolated compounds were fully determined by spectral methods. Preliminary biological screening of the prepared compounds revealed significant cytotoxic and antimicrobial activities. |
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id | doaj-art-5a2593f78f184da89b83f2c1b1f145d9 |
institution | Kabale University |
issn | 2090-9063 2090-9071 |
language | English |
publishDate | 2013-01-01 |
publisher | Wiley |
record_format | Article |
series | Journal of Chemistry |
spelling | doaj-art-5a2593f78f184da89b83f2c1b1f145d92025-02-03T01:32:56ZengWileyJournal of Chemistry2090-90632090-90712013-01-01201310.1155/2013/478635478635Synthesis and Biological Evaluation of New N,N′-Bis(1-substituted-ethylidene)-ethane1,2-diamine and Their Acetyl and Trifluoroacetyl Derivatives as Cytotoxic and Antimicrobial AgentsKhalid A. Khan0Hassan M. Faidallah1Abdullah M. Asiri2Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi ArabiaDepartment of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi ArabiaDepartment of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi ArabiaSeveral Schiff bases 2 have been prepared by the condensation of various methyl ketones 1 with 1,2-ethylenediamine. Subsequent acylation of these Schiff bases with trifluoroacetic anhydride in THF yields the corresponding trifluoroacetyl derivatives 3. However, o-hydroxy- and o-methoxy-substituted derivatives yielded substituted-trifluoromethylchroman-4-ones. Additionally, Schiff bases when reacted with acetic anhydride afforded the C-acetylated derivatives 4. The structures of the isolated compounds were fully determined by spectral methods. Preliminary biological screening of the prepared compounds revealed significant cytotoxic and antimicrobial activities.http://dx.doi.org/10.1155/2013/478635 |
spellingShingle | Khalid A. Khan Hassan M. Faidallah Abdullah M. Asiri Synthesis and Biological Evaluation of New N,N′-Bis(1-substituted-ethylidene)-ethane1,2-diamine and Their Acetyl and Trifluoroacetyl Derivatives as Cytotoxic and Antimicrobial Agents Journal of Chemistry |
title | Synthesis and Biological Evaluation of New N,N′-Bis(1-substituted-ethylidene)-ethane1,2-diamine and Their Acetyl and Trifluoroacetyl Derivatives as Cytotoxic and Antimicrobial Agents |
title_full | Synthesis and Biological Evaluation of New N,N′-Bis(1-substituted-ethylidene)-ethane1,2-diamine and Their Acetyl and Trifluoroacetyl Derivatives as Cytotoxic and Antimicrobial Agents |
title_fullStr | Synthesis and Biological Evaluation of New N,N′-Bis(1-substituted-ethylidene)-ethane1,2-diamine and Their Acetyl and Trifluoroacetyl Derivatives as Cytotoxic and Antimicrobial Agents |
title_full_unstemmed | Synthesis and Biological Evaluation of New N,N′-Bis(1-substituted-ethylidene)-ethane1,2-diamine and Their Acetyl and Trifluoroacetyl Derivatives as Cytotoxic and Antimicrobial Agents |
title_short | Synthesis and Biological Evaluation of New N,N′-Bis(1-substituted-ethylidene)-ethane1,2-diamine and Their Acetyl and Trifluoroacetyl Derivatives as Cytotoxic and Antimicrobial Agents |
title_sort | synthesis and biological evaluation of new n n bis 1 substituted ethylidene ethane1 2 diamine and their acetyl and trifluoroacetyl derivatives as cytotoxic and antimicrobial agents |
url | http://dx.doi.org/10.1155/2013/478635 |
work_keys_str_mv | AT khalidakhan synthesisandbiologicalevaluationofnewnnbis1substitutedethylideneethane12diamineandtheiracetylandtrifluoroacetylderivativesascytotoxicandantimicrobialagents AT hassanmfaidallah synthesisandbiologicalevaluationofnewnnbis1substitutedethylideneethane12diamineandtheiracetylandtrifluoroacetylderivativesascytotoxicandantimicrobialagents AT abdullahmasiri synthesisandbiologicalevaluationofnewnnbis1substitutedethylideneethane12diamineandtheiracetylandtrifluoroacetylderivativesascytotoxicandantimicrobialagents |