European Journal of Chemistry

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

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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 2010-12-08
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.

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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.

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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

Supporting Agencies

We are grateful to Ferdowsi University of Mashhad Research Council for their financial support of this work (Grant, P451, 26-07-88).
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