European Journal of Chemistry

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

Article Sidebar

PDF
Published: Jun 30, 2017
DOI: https://doi.org/10.5155/eurjchem.8.2.119-124.1549
Keywords:
Nitrite, Norfloxacin, Diazotization, 4-Nitroaniline, Nitric oxide donors, Griess colorimetric assay
Section
Research Article
Issue
Vol. 8 No. 2 (2017): June 2017
Dates
Received 2017-01-26
Accepted 2017-03-06
Published 2017-06-30


Main Article Content

Hossameldin Ali Aziz
Department of Medicinal Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
Gamal Abdeltawab Idris Moustafa
Department of Medicinal Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
Samar Hafez Abbas
Department of Medicinal Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
Sayed Mohamed Derayea
Department of Analytical Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
Gamal El-Din Ali Ahmed Abuo-Rahma
Department of Medicinal Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt

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.


icon graph This Abstract was viewed 2775 times | icon graph Article PDF downloaded 646 times

How to Cite
(1)
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.

Article Details

Share
Links for Article


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

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).