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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Main Authors: Khalid A. Khan, Hassan M. Faidallah, Abdullah M. Asiri
Format: Article
Language:English
Published: Wiley 2013-01-01
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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record_format Article
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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
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