European Journal of Chemistry

New norfloxacin/nitric oxide donor hybrids: Synthesis and nitric oxide release measurement using a modified Griess colorimetric method



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Hossameldin Ali Aziz
Gamal Abdeltawab Idris Moustafa
Samar Hafez Abbas
Sayed Mohamed Derayea
Gamal El-Din Ali Ahmed Abuo-Rahma

Abstract

Oximes and nitrate esters are considered as important nitric oxide (NO) donors with diverse biological activities. Herein, we report the synthesis and characterization of new oxime and nitrate ester derivatives of norfloxacin as potential NO donor hybrids with expected synergistic antimicrobial activity. The release of NO from those hybrids was measured by a modified Griess method in which p-nitroaniline was employed instead of sulfanilamide. The increased electrophilicity of the intermediate 4-nitroaniline diazonium salt accelerated the coupling process and shortened the overall assessment time. The improved detection limits and enhanced sensitivity would pave the way for the future application of this method in nitrite determination in biological or non-biological systems.


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Aziz, H. A.; Moustafa, G. A. I.; Abbas, S. H.; Derayea, S. M.; Abuo-Rahma, G. E.-D. A. A. New Norfloxacin Nitric Oxide Donor Hybrids: Synthesis and Nitric Oxide Release Measurement Using a Modified Griess Colorimetric Method. Eur. J. Chem. 2017, 8, 119-124.

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References

[1]. Böhmer, A.; Gambaryan, S.; Tsikas, D. Platelets 2015, 26 (6), 583-588.
https://doi.org/10.3109/09537104.2014.974024

[2]. Hirst, D. G.; Robson, T. Nitric Oxide: Methods and Protocols, Humana Press, NJ, USA, 2011, pp. 1-13.
https://doi.org/10.1007/978-1-61737-964-2_1

[3]. Lundberg, J. O.; Gladwin, M. T.; Weitzberg, E. Nat. Rev. Drug Discov. 2015, 14(9), 623-641.
https://doi.org/10.1038/nrd4623

[4]. Kone, B. C.; Baylis, C. Am. J. Physiol. Renal Physiol. 1997, 272(5), F561-F578.

[5]. Burke, A. J.; Sullivan, F. J.; Giles, F. J.; Glynn, S. A. Carcinogenesis 2013, 34(3), 503-512.
https://doi.org/10.1093/carcin/bgt034

[6]. Vahora, H.; Khan, M. A.; Alalami, U.; Hussain, A. J. Cancer Prev. 2016, 21(1), 1-12.
https://doi.org/10.15430/JCP.2016.21.1.1

[7]. Balez, R.; Ooi, L. Oxid. Med. Cell. Longev. 2016, 3806157.

[8]. Pitsikas, N. Eur. J. Pharmacol. 2015, 766, 106-113.
https://doi.org/10.1016/j.ejphar.2015.09.045

[9]. Bi, Y.; Yang, X.; Zhang, T.; Liu, Z.; Zhang, X.; Lu, J.; Cheng, K.; Xu, J.; Wang, H.; Lv, G. Eur. J. Med. Chem. 2015, 101, 71-80.
https://doi.org/10.1016/j.ejmech.2015.06.021

[10]. Ignarro, L. J. Nitric oxide: biology and pathobiology, Academic press, London, UK, 2000.

[11]. Yu, J.; Yao, H.; Gao, X.; Zhang, Z.; Wang, J. F.; Xu, S. W. Biol. Trace Elem. Res. 2015, 163(1-2), 144-153.
https://doi.org/10.1007/s12011-014-0164-8

[12]. Investigators, E. T. The Lancet 2015, 385(9968), 617-628.
https://doi.org/10.1016/S0140-6736(14)61121-1

[13]. Napoli, C.; Ignarro, L. J. Annu. Rev. Pharmacol. Toxicol. 2003, 43(1), 97-123.
https://doi.org/10.1146/annurev.pharmtox.43.100901.140226

[14]. Hites, R. A.; Handbook of instrumental techniques for analytical chemistry, Prentice Hall, NJ, USA, 1997, pp. 609-626.

[15]. Hausladen, A.; Rafikov, R.; Angelo, M.; Singel, D. J.; Nudler, E.; Stamler, J. S. Proc. Natl. Acad. Sci. 2007, 104(7), 2157-2162.
https://doi.org/10.1073/pnas.0611191104

[16]. Kojima, H.; Urano, Y.; Kikuchi, K.; Higuchi, T.; Hirata, Y.; Nagano, T. Angew. Chem. Int. Ed. 1999, 38(21), 3209-3212.
https://doi.org/10.1002/(SICI)1521-3773(19991102)38:21<3209::AID-ANIE3209>3.0.CO;2-6

[17]. Bryan, N. S.; Grisham, M. B. Free Radic. Biol. Med. 2007, 43(5), 645-657.
https://doi.org/10.1016/j.freeradbiomed.2007.04.026

[18]. Shibuki, K. Neurosci. Res. 1990, 9(1), 69-76.
https://doi.org/10.1016/0168-0102(90)90048-J

[19]. Kim, W. S.; Ye, X.; Rubakhin, S. S.; Sweedler, J. V. Anal. Chem. 2006, 78(6), 1859-1865.
https://doi.org/10.1021/ac051877p

[20]. Guevara, I.; Iwanejko, J.; Dembinska-Kiec, A.; Pankiewicz, J.; Wanat, A.; Anna, P.; Golabek, I.; Bartus, S.; Malczewska-Malec, M.; Szczudlik, A. Clin. Chim. Acta 1998, 274(2), 177-188.
https://doi.org/10.1016/S0009-8981(98)00060-6

[21]. Griess, P. Ber. Dtsch. Chem. Ges. 1879, 12(1), 426-428.
https://doi.org/10.1002/cber.187901201117

[22]. Nagaraja, P.; Prakash, J. S.; Bhaskara, B. L. E-J. Chem. 2006, 3(3), 146-153.

[23]. Khadka, D. B.; Pachhai, L. J. Inst. Sci. Tech. 2014, 19(2), 89-93.
https://doi.org/10.3126/jist.v19i2.13859

[24]. Baveja, A. K.; Nair, J.; Gupta, V. Analyst 1981, 106(1266), 955-959.
https://doi.org/10.1039/an9810600955

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Faculty of Pharmaceutical Sciences, The University of British Columbia, Canada
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