European Journal of Chemistry 2017, 8(2), 119-124 | doi: https://doi.org/10.5155/eurjchem.8.2.119-124.1549 | Get rights and content

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


Hossameldin Ali Aziz (1) , Gamal Abdeltawab Idris Moustafa (2,*) , Samar Hafez Abbas (3) , Sayed Mohamed Derayea (4) , Gamal El-Din Ali Ahmed Abuo-Rahma (5)

(1) Department of Medicinal Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
(2) Department of Medicinal Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
(3) Department of Medicinal Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
(4) Department of Analytical Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
(5) Department of Medicinal Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
(*) Corresponding Author

Received: 26 Jan 2017 | Revised: 12 Mar 2017 | Accepted: 13 Mar 2017 | Published: 30 Jun 2017 | Issue Date: June 2017

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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Keywords


Nitrite; Norfloxacin; Diazotization; 4-Nitroaniline; Nitric oxide donors; Griess colorimetric assay

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DOI: 10.5155/eurjchem.8.2.119-124.1549

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Funding information


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

Citations

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[1]. Hend A. A. Ezelarab, Samar H. Abbas, Mohammed A. S. Abourehab, Mohamed Badr, Sanya Sureram, Poonpilas Hongmanee, Prasat Kittakoop, Gamal El-Din A. Abuo-Rahma, Heba A. Hassan
Novel antimicrobial ciprofloxacin-pyridinium quaternary ammonium salts with improved physicochemical properties and DNA gyrase inhibitory activity
Medicinal Chemistry Research  30(12), 2168, 2021
DOI: 10.1007/s00044-021-02798-3
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[2]. Hossameldin A. Aziz, Gamal A. I. Moustafa, Samar H. Abbas, Glenn Hauk, Vagolu Siva Krishna, Dharmarajan Sriram, James M. Berger, Gamal El-Din A. Abuo-Rahma
New fluoroquinolones/nitric oxide donor hybrids: design, synthesis and antitubercular activity
Medicinal Chemistry Research  28(8), 1272, 2019
DOI: 10.1007/s00044-019-02372-y
/


[3]. Alexandru Sava, Frederic Buron, Sylvain Routier, Alina Panainte, Nela Bibire, Sandra Mădălina Constantin, Florentina Geanina Lupașcu, Alin Viorel Focșa, Lenuţa Profire
Design, Synthesis, In Silico and In Vitro Studies for New Nitric Oxide-Releasing Indomethacin Derivatives with 1,3,4-Oxadiazole-2-thiol Scaffold
International Journal of Molecular Sciences  22(13), 7079, 2021
DOI: 10.3390/ijms22137079
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[4]. Alexandru Sava, Frederic Buron, Sylvain Routier, Alina Panainte, Nela Bibire, Lenuţa Profire
New nitric oxide-releasing indomethacin derivatives with 1,3-thiazolidine-4-one scaffold: Design, synthesis, in silico and in vitro studies
Biomedicine & Pharmacotherapy  139, 111678, 2021
DOI: 10.1016/j.biopha.2021.111678
/


[5]. Hossameldin A. Aziz, Gamal A. I. Moustafa, Gamal El‐Din A. Abuo‐Rahma, Safwat M. Rabea, Glenn Hauk, Vagolu S. Krishna, Dharmarajan Sriram, James M. Berger, Samar H. Abbas
Synthesis and antimicrobial evaluation of new nitric oxide‐donating fluoroquinolone/oxime hybrids
Archiv der Pharmazie  354(1), 2000180, 2021
DOI: 10.1002/ardp.202000180
/


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How to cite


Aziz, H.; Moustafa, G.; Abbas, S.; Derayea, S.; Abuo-Rahma, G. Eur. J. Chem. 2017, 8(2), 119-124. doi:10.5155/eurjchem.8.2.119-124.1549
Aziz, H.; Moustafa, G.; Abbas, S.; Derayea, S.; Abuo-Rahma, G. New norfloxacin/nitric oxide donor hybrids: Synthesis and nitric oxide release measurement using a modified Griess colorimetric method. Eur. J. Chem. 2017, 8(2), 119-124. doi:10.5155/eurjchem.8.2.119-124.1549
Aziz, H., Moustafa, G., Abbas, S., Derayea, S., & Abuo-Rahma, G. (2017). New norfloxacin/nitric oxide donor hybrids: Synthesis and nitric oxide release measurement using a modified Griess colorimetric method. European Journal of Chemistry, 8(2), 119-124. doi:10.5155/eurjchem.8.2.119-124.1549
Aziz, Hossameldin, Gamal Abdeltawab Idris Moustafa, Samar Hafez Abbas, Sayed Mohamed Derayea, & Gamal El-Din Ali Ahmed Abuo-Rahma. "New norfloxacin/nitric oxide donor hybrids: Synthesis and nitric oxide release measurement using a modified Griess colorimetric method." European Journal of Chemistry [Online], 8.2 (2017): 119-124. Web. 29 May. 2023
Aziz, Hossameldin, Moustafa, Gamal, Abbas, Samar, Derayea, Sayed, AND Abuo-Rahma, Gamal. "New norfloxacin/nitric oxide donor hybrids: Synthesis and nitric oxide release measurement using a modified Griess colorimetric method" European Journal of Chemistry [Online], Volume 8 Number 2 (30 June 2017)

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