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Some new [(chromen-4-ylamino)-ethyl]-azetidin-2-ones and their antibacterial activity
Ramiz Hoti (1)
, Naser Troni (2,*) , Hamit Ismaili (3) , Gjyle Mulliqi-Osmani (4) , Veprim Thaçi (5) (1) Department of Chemistry, University of Prishtina, Prishtina, 10000, Kosovo
(2) Department of Chemistry, University of Prishtina, Prishtina, 10000, Kosovo
(3) Department of Chemistry, University of Prishtina, Prishtina, 10000, Kosovo
(4) Institute of Public Health of Kosovo, Prishtina, 10000, Kosovo
(5) Department of Chemistry, University of Prishtina, Prishtina, 10000, Kosovo
(*) Corresponding Author
Received: 13 Mar 2017 | Revised: 18 May 2017 | Accepted: 29 Apr 2017 | Published: 30 Jun 2017 | Issue Date: June 2017
Abstract
A series of new azetidin-2-ones, on the basis of 3-nitrobenzopyran-2-one were synthesized by cyclo-condensation of various Schiff bases of coumarin with acetyl chloride. 4-(2-Amino-ethylamino)-3-nitro-chromen-2-one (3) is synthesized by condensation of 4-chloro-3-nitrobenzopyran-2-one (2) and ethane-1,2-diamine. The catalytic condensation of compound 3 with benzaldehyde, salicylaldehyde or 3-nitrobenzaldehyde yielded corresponding 4-[4-(benzylidene-amino)-phenylamino]-3-nitrobenzopyran-2-ones, 4a-c. The cyclization reac-tion of compounds 4a-c with acetyl chloride yielded corresponding substituted azetidin-2-ones, 5a-c. The structures of the obtained compounds were established by FT-IR and NMR spectrometric data and their elemental analysis. Prepared compounds 4a-c and 5a-c were screened for their antibacterial activity against S. aureus, E. coli and Klebsiella by disc diffusion method. Compounds 4a-c exhibited moderate antibacterial activity, whereas compounds 5a-c displayed significant activity against these microorganisms. The impact of substitutions in antimicrobial activity was also explored.
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DOI: 10.5155/eurjchem.8.2.183-187.1565
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Division of Organic Chemistry and Biochemistry Institute “Rudjer Boskovic”, Zagreb, Croatia
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DOI Link: https://doi.org/10.5155/eurjchem.8.2.183-187.1565
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European Journal of Chemistry 2017, 8(2), 183-187 | doi: https://doi.org/10.5155/eurjchem.8.2.183-187.1565 | Get rights and content
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