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HERO ID
824400
Reference Type
Journal Article
Title
Synthesis and antimicrobial activity of some novel derivatives of benzofuran: part 2. The synthesis and antimicrobial activity of some novel 1-(1-benzofuran-2-yl)-2-mesitylethanone derivatives
Author(s)
Kirilmis, C; Ahmedzade, M; Servi, S; Koca, M; Kizirgil, A; Kazaz, C
Year
2008
Is Peer Reviewed?
Yes
Journal
European Journal of Medicinal Chemistry
ISSN:
0223-5234
EISSN:
1768-3254
Volume
43
Issue
2
Page Numbers
300-308
Language
English
PMID
17513022
DOI
10.1016/j.ejmech.2007.03.023
Web of Science Id
WOS:000254031400008
Abstract
The reaction of salicylaldehyde with 1-chloro-3-mesitylacetone (2) and potassium carbonate was used to prepare 1-(1-benzofuran-2-yl)-2-mesitylethanone (4) for the starting reagent purposes. 1-(1-Benzofuran-2-yl)-2-mesitylethanoneoxime (5) was synthesized by the reaction of the compound (4) with hydroxylamine. New derivative of 1-(1-benzofuran-2-yl)-2-mesitylethanoneoxime (5) as 1-(1-benzofuran-2-yl)-2-mesitylethanonesemicarbazone (7) was obtained in very high yields. Alkyl substituted N-oxime ethers (8a-d) were obtained by the reaction compound 5 and various halogen contained compounds. The compounds 9a-d were synthesized by the reaction of the compound (5) and four different acyl chlorides. Some of the synthesized compounds were tested for antimicrobial activity against Staphylococcus aureus ATCC 6538, Escherichia coli ATCC 25922 and Candida albicans ATCC 10231. Among the synthesized compounds (E)-1-(1-benzofuran-2-yl)-2-mesitylethanone-O-benzoyloxime (9b) was found the most active derivative against S. aureus ATCC 6538 and E. coli ATCC 25922. The other compounds exhibited moderate activity against the other test microorganisms.
Keywords
antimicrobial activity; mesitylene; benzofuran; ketoxime
Tags
IRIS
•
Trimethylbenzenes (Interagency Science Discussion Draft)
Primary Literature Search
Primary Literature Search- Exclusion
Excluded by Title/Abstract
Chemistry or Physical or Engineering
•
Trimethylbenzenes (TMB)
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