European Journal of Chemistry

Some new [(chromen-4-ylamino)-ethyl]-azetidin-2-ones and their antibacterial activity

Main Article Content

Ramiz Hoti
Naser Troni
Hamit Ismaili
Gjyle Mulliqi-Osmani
Veprim Thaçi


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.

icon graph This Abstract was viewed 1477 times | icon graph Article PDF downloaded 713 times

How to Cite
Hoti, R.; Troni, N.; Ismaili, H.; Mulliqi-Osmani, G.; Thaçi, V. Some New [(chromen-4-Ylamino)-Ethyl]-Azetidin-2-Ones and Their Antibacterial Activity. Eur. J. Chem. 2017, 8, 183-187.

Article Details

Crossref - Scopus - Google - European PMC

[1]. Christos, A.; Kontogiorgis, D.; Hadjipavlou-Litina, J. Bioorg. Med. Chem. Lett. 2004, 14(3), 611-614.

[2]. Stockley, I. Br. Med. J. (Clin. Res. Ed). 1982, 285(6350), 1278-1278.

[3]. Mohamed, H. M.; Abd El-Wahab, A. H. F.; Ahmed, K. A.; El-Agrody, A. M.; Bedair, A. H.; Eid, F. A.; Khafagy, M. M. Molecules 2012, 17, 971-988.

[4]. De Souza, S. M.; Delle Monache, F.; Smania, A. Jr. Z. Naturforsch. C 2005, 60(9-10), 693-700.

[5]. Rajasekaran, S.; Rao, G. K.; Pai, S.; Rajan, A. Inter. J. Chem. Tech. Res. 2011, 3(2), 555-559.

[6]. Montagner, C.; De Souza, S. M.; Groposoa, C.; Delle Monache, F.; Smania, E. F.; Smania, A. Jr. Z. Naturforsch. C 2008, 63(1-2), 21-28.

[7]. Pingaew, R.; Saekee, A.; Mandi, P.; Nantasenamat, C.; Prachayasittikul, S.; Ruchirawat, S.; Prachayasittikul, V. Eur. J. Med. Chem. 2014, 6(85), 65-76.

[8]. Bubols, G. B.; Vianna, D. R.; Medina-Remon, A.; von Poser, G.; Lamuela-Raventos, R. M.; Eifler-Lima, V. L.; Garcia, S. C. Mini Rev. Med. Chem. 2013, 13(3), 318-334.

[9]. Rodriguez, S. V.; Guinez, R. F.; Matos, M. J.; Santana, L.; Uriarte, E.; Lapier, M.; Maya, J. D.; Azar, C. O. Med. Chem. Commun. 2013, 4, 993-1000.

[10]. Keri, R. S.; Sasidhar, B. S.; Nagaraja, B. M.; Santos, M. A. Eur. J. Med. Chem. 2015, 100, 257-269.

[11]. Kamelia, M.; Amin, D. E.; Abdel, R.; Yasmin, A. Bioorg. Med. Chem. 2008, 16(10), 5377-5388.

[12]. Naveed, M.; Mohammad, S.; Haroon, K.; Achyut, A.; Khalid, M. K. J. Chem. 2013, Article ID 326263, 6 pages.

[13]. Ghate, M.; Kusanur, R. A.; Kulkarni, M. V. Eur. J. Med. Chem. 2005, 40(9), 882-887.

[14]. Kostova, I. Curr. HIV. Res. 2006, 4(3), 347-363.

[15]. Atmaca, M.; Bilgin, H. M.; Obay, B. D.; Diken, H.; Kelle, M.; Kale, E. J. Physiol. Biochem. 2011, 67(4), 569-576.

[16]. Kuppers, J.; Schulz-Fincke, A. C.; Palus, J.; Giurg, M.; Skarżewski, J.; Gütschow, M. Pharmaceuticals 2016, 9(3), 43, 1-11.

[17]. Rajasekaran, A.; Periasamy, M.; Venkatesan, S. J. Develop. Bio. Tiss. Eng. 2010, 2(1), 5-6.

[18]. Desai, S. R.; Laddi, U. V.; Bennur, R. S; Bennur, S. C. Indian J. Pharm. Sci. 2011, 73(4), 478-482.

[19]. Gupta, A.; Halve, A. K. Open Chem. J. 2015, 2, 1-6.

[20]. Gilani, S. J.; Alam, O.; Khan, S. A.; Siddiqui, N.; Kumar, H. Der Pharm. Lett. 2009, 1(2), 1-8.

[21]. Rao, A.; Carbone, A.; Chimirri, A.; De Clercq, E.; Monforte, A. M.; Monforte, P.; Pannecouque, C.; Zappala, M. Farmaco 2002, 57(9), 747-751.

[22]. Hoti, R.; Nura-Lama, A.; Mulliqi-Osmani, Gj.; Troni, N.; Gashi, F.; Ismaili, H.; Thaçi, V. Orbital: The Elect. J. Chem. 2014, 6(3), 184-190.

[23]. Hoti, R.; Kalaj, V.; Vehapi, I.; Ismaili, H.; Thaçi, V.; Bicaj, M. The FASEB J. Exp. Bio. 2010, lb487, Anaheim Ca. Apr. 2010,

[24]. Bauer, A. W. Am. J. Clin. Pathol. 1966, 44, 493-496.

Supporting Agencies

Division of Organic Chemistry and Biochemistry Institute “Rudjer Boskovic”, Zagreb, Croatia
Most read articles by the same author(s)

Dimensions - Altmetric - scite_ - PlumX

Downloads and views


Download data is not yet available.


Metrics Loading ...
License Terms

License Terms


Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License ( By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License ( are administered by Atlanta Publishing House LLC (European Journal of Chemistry).