European Journal of Chemistry 2015, 6(2), 151-156. doi:10.5155/eurjchem.6.2.151-156.1218

Synthesis, spectral behavior and biological activity of some novel 1,3,4-oxadiazine cyanine dyes


Hassan Abazied Shindy (1,*) , Maha Mubark Goma (2) , Nemat Abd El-Rahman Harb (3)

(1) Department of Chemistry, Faculty of Science, Aswan University, Aswan 81511, Egypt
(2) Department of Chemistry, Faculty of Science, Aswan University, Aswan 81511, Egypt
(3) Department of Chemistry, Faculty of Science, Aswan University, Aswan 81511, Egypt
(*) Corresponding Author

Received: 19 Nov 2014, Accepted: 18 Jan 2015, Published: 30 Jun 2015

Abstract


New methine cyanine dyes covering monomethine cyanine dyes and dimethine cyanine dyes derived from benzo[(2,3-b)benzoxazine; (2,3-e)1,3,4-oxadiazine]-5,12-dione were prepared. The electronic visible absorption spectra of all the synthesized cyanine dyes were investigated in 95% ethanol solution. Biological activity for a number of selected compounds was tested and evaluated against various bacterial strains (Bacillus subtilis, Escherichia coli, Pseudomona aeruginosa and Staphylococcus aureus). Structural determination was carried out via elemental analysis, visible, mass, IR and 1H NMR spectroscopic data.


Keywords


Synthesis; Oxadiazine; Cyanine dyes; Biological activity; Absorption spectra; Methine cyanine dyes

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.6.2.151-156.1218

Article Metrics


This Abstract was viewed 530 times | PDF Article downloaded 247 times

References

[1]. Deligeorgiev. T. G.; Kaloyanova, S.; Vaquero, J. J. Rec. Pat. Mat. Sci. 2009, 2, 1-26.

[2]. Kabatc, J.; Paczkowski, J. Dyes Pigments 2010, 86, 133-142.
http://dx.doi.org/10.1016/j.dyepig.2009.12.007

[3]. Escobedo, J. O.; Rusin, L.; Lim, S.; Strongin, R.; M. Curr. Opin. Chem. Biol. 2010, 14, 64-70.
http://dx.doi.org/10.1016/j.cbpa.2009.10.022

[4]. Yakubovskyi, V. P.; Shandura, M. P.; Kovtum, Y. P. Dyes Pigments 2010, 87, 17-21.
http://dx.doi.org/10.1016/j.dyepig.2010.01.017

[5]. Zanotti, K. J.; Silva, G. L.; Creeger, Y.; Robertson, K. L.; Waggoner, A. S.; Berget, P. B.; Armitage, B. A. Org. Biomol. Chem. 2011, 9, 1012-1020.
http://dx.doi.org/10.1039/C0OB00444H

[6]. Shindy, H. A.; El-Maghraby, M. A.; Eissa, F. M. Russ. Chem. Bull. Int. Ed. 2014, 63(3), 707-715.

[7]. Zhang, X.; Zhan, Y.; Chen, D.; Wang, F.; Wang, L. Dyes Pigments 2012, 93(1-3), 1408-1415.
http://dx.doi.org/10.1016/j.dyepig.2011.10.003

[8]. Park, J.; Kim, D.; Lee, K.; Kim, Y. Bull. Korean Chem. Soc. 2013, 34(1), 1-4.

[9]. Zhao, J.; Lv, Y.; Ren, H.; Sun, W.; Liu, Q.; Fu, Y.; Wang, L. Dyes Pigments 2013, 96, 180-188.
http://dx.doi.org/10.1016/j.dyepig.2012.08.010

[10]. Sun, R.; Yan, B.; Ge, J.; Xu, Q.; Li, N.; Wu, X.; Song, Y.; Lu, J. Dyes Pigments 2013, 96, 189-195.
http://dx.doi.org/10.1016/j.dyepig.2012.07.007

[11]. Shindy, H. A.; El-Maghraby, M. A.; Eissa, F. M. Eur. J. Chem. 2014, 5(3), 451-456.
http://dx.doi.org/10.5155/eurjchem.5.3.451-456.1033

[12]. Shindy, H. A. Rev. Roum. Chim. 2014, 59(2), 117-123.

[13]. Ke, S.; Cao, X.; liang, Y.; Wang, K.; Yang, Z. Mini-Rev. Med. Chem. 2011, 11, 642-657.
http://dx.doi.org/10.2174/138955711796268769

[14]. Nataraj, K. S.; Rao, J. V.; Jayaveera, K. N.; Madhu, G. J. Pharm. Chem. 2009, 3, 109-112.

[15]. Nataraj, K. S.; Rao, J. V.; Jayaveera, K. N. Org. Chem. An lndian J. 2010, 6, 13-25.

[16]. Nataraj, K. S.; Rao, J. V.; Jayaveera, K. N.; Reddy. K. K. Int. J. Chem. Sci. 2010, 8, 1269-1277.

[17]. Barbaric, M.; Kraljcvic, S.; Gree, M.; Zorc, B. Acta Pharm. 2003, 53, 175-186.

[18]. Ke, S.; Qian, X.; Liu, F.; Wang, N.; Yang, Q.; Li, Z. Eur. J. Med. Chem. 2009, 44, 2113-2121.
http://dx.doi.org/10.1016/j.ejmech.2008.10.015

[19]. Bakavoli, M.; Rahimizadeh, M.; Shiri, A.; Akbarzadeh, M.; Mou¬savi, S. H.; Atapour-Mashhad. H.; Tayarani-Najaran, Z. J. Chem. Res. 2010, 34, 403-406.
http://dx.doi.org/10.3184/030823410X520778

[20]. Mohareb, R. M.; Ibrahim, R. A.; Moustafa, H. E. Open Org. Chem. J. 2010, 4, 8-14.
http://dx.doi.org/10.2174/1874095201004010008

[21]. Shet, L. S.; Shelar, A. R.; Manvi, F. V. E-J. Chem. 2010, 7, 149-156.

[22]. Berkowitz, P. T.; Long, R. A.; Dca, P.; Robins, R. K.; Mathews, T. R. J. Med. Chem. 1977, 20, 134-138.
http://dx.doi.org/10.1021/jm00211a028

[23]. Arikan, N.; Sumengen, D.; Dulger, B. Turk. J. Chem. 2008, 32, 147-155.

[24]. Shindy, H. A.; El-Maghraby, M. A.; Eissa, F. M. Dyes Pigments 2002, 52, 79-87.
http://dx.doi.org/10.1016/S0143-7208(01)00077-8

[25]. Shindy, H. A. Dyes Pigments 2007, 75(2), 344-350.
http://dx.doi.org/10.1016/j.dyepig.2006.06.008

[26]. Shindy, H. A.; El-Maghraby, M. A.; Eissa, F. M. Dyes Pigments 2006, 68(1), 11-18.
http://dx.doi.org/10.1016/j.dyepig.2004.12.012

[27]. Shindy, H. A.; El-Maghraby, M. A.; Eissa, F. M. Dyes Pigments 2006, 70(2), 110-116.
http://dx.doi.org/10.1016/j.dyepig.2005.04.003

[28]. Shindy, H. A.; El-Maghraby, M. A.; Eissa, F. M. Color. Technol. 2008, 124(3), 159-164.
http://dx.doi.org/10.1111/j.1478-4408.2008.00136.x

[29]. Wade, L. G. Jr. Org. Chem. 4th Edn. Printice Hall, Upper Saddle River, New Jerseyl, USA, 1999, pp. 500-538.

[30]. Wade, L. G. Jr. Org. Chem. 4th Edn. Printice Hall, Upper Saddle River, New Jerseyl, USA, 1999, pp. 544-604.


How to cite


Shindy, H.; Goma, M.; Harb, N. Eur. J. Chem. 2015, 6(2), 151-156. doi:10.5155/eurjchem.6.2.151-156.1218
Shindy, H.; Goma, M.; Harb, N. Synthesis, spectral behavior and biological activity of some novel 1,3,4-oxadiazine cyanine dyes. Eur. J. Chem. 2015, 6(2), 151-156. doi:10.5155/eurjchem.6.2.151-156.1218
Shindy, H., Goma, M., & Harb, N. (2015). Synthesis, spectral behavior and biological activity of some novel 1,3,4-oxadiazine cyanine dyes. European Journal of Chemistry, 6(2), 151-156. doi:10.5155/eurjchem.6.2.151-156.1218
Shindy, Hassan, Maha Mubark Goma, & Nemat Abd El-Rahman Harb. "Synthesis, spectral behavior and biological activity of some novel 1,3,4-oxadiazine cyanine dyes." European Journal of Chemistry [Online], 6.2 (2015): 151-156. Web. 23 Oct. 2019
Shindy, Hassan, Goma, Maha, AND Harb, Nemat. "Synthesis, spectral behavior and biological activity of some novel 1,3,4-oxadiazine cyanine dyes" European Journal of Chemistry [Online], Volume 6 Number 2 (30 June 2015)

DOI Link: https://doi.org/10.5155/eurjchem.6.2.151-156.1218

Refbacks

  • There are currently no refbacks.




Copyright (c)




© Copyright 2019  Atlanta Publishing House LLC All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2019 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 4614 Lavista road, Tucker, GA, 30084, USA. Registered in USA.