European Journal of Chemistry

Synthesis and antimicrobial activity of some new macrocyclic bis-sulfonamide and disulfides

Article Sidebar

PDF
Published: Mar 28, 2011
DOI: https://doi.org/10.5155/eurjchem.2.1.47-50.260
Keywords:
Antimicrobial evaluation, Biosensors, Disulfide, Macrocyclization, Sulfonamides, Biosencors
Section
Research Article
Issue
Vol. 2 No. 1 (2011): March 2011
Dates
Received 2010-08-21
Accepted 2010-11-22
Published 2011-03-28


Main Article Content

Hossein Eshghi
Department of Chemistry, School of Sciences, Ferdowsi University of Mashhad, Mashhad, IR-91775-1436, Iran
Mohammad Rahimizadeh
Department of Chemistry, School of Sciences, Ferdowsi University of Mashhad, Mashhad, IR-91775-1436, Iran
Mahmood Zokaei
Department of Biology, School of Sciences, Ferdowsi University of Mashhad, Mashhad, IR-91775-1436, Iran
Shaghayegh Eshghi
School of Medicine, Mashhad University of Medical Sciences, Mashhad, IR-91779-48564, Iran
Shohreh Eshghi
School of Medicine, Mashhad University of Medical Sciences, Mashhad, IR-91779-48564, Iran
Zinab Faghihi
Department of Chemistry, School of Sciences, Ferdowsi University of Mashhad, Mashhad, IR-91775-1436, Iran
Elaheh Tabasi
Department of Biology, School of Sciences, Ferdowsi University of Mashhad, Mashhad, IR-91775-1436, Iran
Mehdi Kihanyan
Department of Chemistry, School of Sciences, Ferdowsi University of Mashhad, Mashhad, IR-91775-1436, Iran

Abstract

Synthesis and antimicrobial evaluation of some typical macrocyclic crown ethers including amide, sulfonamide, and disulfide moieties are reported. Novel macrocyclic bis-sulfonamide, amide, and disulfides are prepared by reacting the bis-chlorides and diamines by fast addition method. The antimicrobial activities of the synthesized compounds are measured. Bis-sulfonamide and disulfide crown ethers showed antibacterial activities against most strains tested.

2_1_47_50_800


icon graph This Abstract was viewed 3659 times | icon graph Article PDF downloaded 1417 times

How to Cite
(1)
Eshghi, H.; Rahimizadeh, M.; Zokaei, M.; Eshghi, S.; Eshghi, S.; Faghihi, Z.; Tabasi, E.; Kihanyan, M. Synthesis and Antimicrobial Activity of Some New Macrocyclic Bis-Sulfonamide and Disulfides. Eur. J. Chem. 2011, 2, 47-50.

Article Details

Share
Links for Article


Crossref - Scopus - Google - European PMC
Crossref
Scopus
Google Scholar
Europe PMC
References

[1]. Blake, A. J.; Schröder, M. Adv. Inorg. Chem. 1990, 35, 1-80.
doi:10.1016/S0898-8838(08)60160-9

[2]. Balzani, V.; Credi, A.; Raymo, F. M.; Stoddart, F. Angew. Chem. Int. Ed. 2000, 39, 3349-3391.
doi:10.1002/1521-3773(20001002)39:19<3348::AID-ANIE3348>3.0.CO;2-X

[3]. Nabeshima, T.; Furusawa, H.; Tsukuda, N.; Shinnai, T.; Haruyama, T.; Yano, T. Y. Heterocycles 1995, 41, 655-659.
doi:10.3987/COM-94-7004

[4]. Cantor, C. R.; Schimell, P. R. Biophysical Chemistry, 1st Ed., Freeman, New York, 1980, Part I; pp. 293–295.

[5]. Ryser, H. J.; Levy, E. M.; Mandel, R.; DiSciullo, G. J. Proc. Natl. Acad. Sci. USA 1994, 91, 4559-4563.
doi:10.1073/pnas.91.10.4559

[6]. Ranganathan, S.; Muraleedharan, K. M.; Bharadwaj, P.; Chatterji, D.; Karle, I. Tetrahedron 2002, 58, 2861-2874.
doi:10.1016/S0040-4020(02)00159-X

[7]. Nabeshima, T.; Nishida, D.; Saiki, T. Tetrahedron 2003, 59, 639-647.
doi:10.1016/S0040-4020(02)01532-6

[8]. Liu, Y.; Zhang, H. Y.; Chen, L. X.; He, X. W.; Wada, T.; Inoue, Y. J. Org. Chem. 2000, 65, 2870-2874.
doi:10.1021/jo991142i
PMid:10814172

[9]. Harusawa, S.; Yoshida, K.; Kojima, C.; Araki, L.; Kurihara, T. Tetrahedron 2004, 60, 11911-11922.
doi:10.1016/j.tet.2004.09.109

[10]. Sneader, W. Drug Discovery: A History, 1st Ed., John Wiley and Sons, 2005.
doi:10.1002/0470015535

[11]. El-Atrouni, W. I.; Temesgen, Z. Drugs Today 2007, 43, 671-679.
doi:10.1358/dot.2007.43.10.1131764
PMid:17987220

[12]. Surleraux, D. L. N. G.; Tahri, A.; Verschueren, W. G.; Pille, G. M. E.; de Kock, H. A.; Jonckers, T. H. M.; Peeters, A.; De Meyer, S.; Azijn, H.; Pauwels, R.; de Bethune, M.; King, N. M.; Prabu-Jeyabalan, M.; Schiffer, C. A.; Wigerinck, P. B. T. P. J. Med. Chem. 2005, 48, 1813-1822.
doi:10.1021/jm049560p
PMid:15771427

[13]. Kostrowicki, J.; Luboch, E.; Makuch, B.; Cygan, A.; Horbaczewski, A.; Biernat, J. F. J. Chromatog. A 1988, 454, 340-344.
doi:10.1016/S0021-9673(00)88628-8

[14]. Bochenska, M.; Biernat, J. F.; Topolski, M.; Bradshaw, J. S.; Bruening, R. L.; Izatt, R. M. J. Inclu. Phenom. Mol. Recog. Chem. 1989, 7, 599-611.
doi:10.1007/BF01084710

[15]. Biernat, J. F.; Bradshaw, J. S.; Wilson, B. E.; Dalley, N. K.; Izatt, R. M. J. Heterocyclic Chem. 1986, 23, 1667-1671.
doi:10.1002/jhet.5570230612

[16]. Bradshaw, J. S.; Koyama, H.; Dalley, N. K.; Izatt, R. M.; Biernat, J. F.; Bochenska, M. J. Heterocyclic Chem. 1987, 24, 1077-1083.
doi:10.1002/jhet.5570240432

[17]. Biernat, J. F.; Bochenska, M.; Bradshaw, J. S.; Koyama, H.; Lindh, G.; Lamb, J. D.; Christensen, J. J.; Izatt, R. M. J. Inclu. Phenom. 1987, 5, 729- 738.
doi:10.1007/BF00656593

[18]. Shamsipur, M.; Zargoosh, K.; Mizani, F.; Eshghi, H.; Rostami, F. Spectrochimica Acta A 2010, 77, 319-323.
doi:10.1016/j.saa.2010.05.030
PMid:20646953

[19]. Fluente, R. D. L.; Sonawane, N. D.; Arumainayagam, D.; Verkman, A. S. Br. J. Pharmacol. 2006, 149, 551-559.
doi:10.1038/sj.bjp.0706873
PMid:16981005 PMCid:2014677

[20]. Vinsova, J.; Imramovsky, A.; Buchta, V.; Ceckova, M.; Dolezal, M.; Staud, F.; Jampilek, J.; Kaustova, J. Molecules 2007, 11, 1-12.
doi:10.3390/12010001
PMid:17693949

[21]. Dahlgren, M. K.; Kauppi, A. M.; Olsson, I. M.; Linusson, A.; Elofsson, M. J. Med. Chem. 2007, 50, 6177-6188.
doi:10.1021/jm070741b
PMid:17975903

[22]. Eshghi, H. Synth. Commun. 2008, 38, 2540-2547.
doi:10.1080/00397910802219171

[23]. Eshghi, H.; Seyedi, S. M.; Sandaroos, R. Chin. Chem. Lett. 2007, 18, 1439-1442.
doi:10.1016/j.cclet.2007.10.027

[24]. Rahimizadeh, M.; Eshghi, H.; Rostami, F.; Faghihi, Z. Polish J. Chem. 2005, 79, 73-81.

[25]. Eshghi, H.; Mirzaie, M.; Esmaily-Shahry, H. J. Chem. Res. 2007, 272-274.

[26]. Eshghi, H.; Bakavoli, M.; Hosseini, M. J. Chem. Res. 2006, 740-743.

[27]. Mahfouz, N. M.; Moharram, A. M. Pharm. Pharmacol. Commun. 1999, 5, 315-322.
doi:10.1211/146080899128734901

[28]. Macielag, M. J.; Demers, J. P.; Fraga-Spano, S. A.; Hlasta, D. J.; Johnson, S. G.; Kanojia, R. M.; Russell, R. K.; Sui, Z.; Weidner-Wells, M. A.; Werblood, H.; Foleno, B. D.; Goldschmidt, R. M.; Loeloff, M. J.; Webb, G. C.; Barrett, J. F. J. Med. Chem. 1998, 41, 2939-2945.
doi:10.1021/jm9803572
PMid:9685233

Most read articles by the same author(s)
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

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 https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). 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 (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).