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Voltammetric behavior and determination of the macrolide antibiotics azithromycin, clarithromycin and roxithromycin at a renewable silver – amalgam film electrode

Authorized Users Only
2017
Authors
Vajdle, O
Guzsvány, V
Škorić, D
Csanádi, J
Petković, Miloš
Avramov-Ivić, M
Kónya, Z
Petrović, Slobodan D.
Bobrowski, A
Article (Published version)
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Abstract
The renewable silver-amalgam film electrode (Hg(Ag)FE) was applied for voltammetric characterization and determination of semi-synthetic macrolide antibiotics azithromycin (AZI), clarithromycin (CLA) and roxithromycin (ROX) in the Britton-Robinson buffer as supporting electrolyte ranging the pH from 4.0 to 11.9. All three macrolides showed reduction signals in fairly negative potential range. During direct cathodic square wave voltammetric (SWV) investigations conducted over the potential range from −0.75 V to −2.00 V vs SCE, either one or two reduction peaks were obtained in the potential range from −1.5 to −1.9 V. The shapes and intensities of the signals depend on the applied pH values in wider pH ranges. For analytical purposes concerning the development of direct cathodic SWV and adsorptive stripping SWV (SW-AdSV) methods the neutral and slightly alkaline media were suitable as pH 7.2, pH 7.4 and pH 7.0 for AZI, CLA and ROX, respectively. Based on the cyclic voltammograms recorded... at these pH values, adsorption-controlled electrode kinetics process can be proposed for all three macrolides. Furthermore, the water suppressed 1H NMR measurements in the pH range between 6.0 and 10.5 indicated that the macrolide molecules at the optimal analytical conditions are predominantly in protonated form via their tertiary amino groups which supported in all three cases their adsorption on the appropriately polarized Hg(Ag)FE electrode. The optimized direct cathodic SWV methods showed good linearity in concentration ranges 4.81–23.3 μg mL−1, 1.96–28.6 μg mL−1 and 1.48–25.9 μg mL−1 for AZI, CLA and ROX, respectively. The development of the SW-AdSV methods resulted in the linear responses at lower concentration ranges as 1.0–2.46 μg mL−1, 0.05–0.99 μg mL−1 and 0.10–0.99 μg mL−1, for AZI, CLA and ROX, respectively. The relative standard deviation for all developed methods was not higher than 1.0% except the SWV method for AZI with 4.7%. In the case of all three investigated macrolide antibiotics the protonated form of the tertiary amino group(s) at appropriate accumulation potential and time favored the adsorption of the ionic form of the target molecules offering the opportunity for the development of SW-AdSV methods for their trace level analysis on Hg(Ag)FE. Optimized SW-AdSV method was applied for determination of ROX in pharmaceutical preparation Runac®.

Keywords:
1H NMR / Macrolide antibiotics / Renewable silver-amalgam film electrode / Square wave adsorptive stripping voltammetry
Source:
Electrochimica Acta, 2017, 229, 334-344
Publisher:
  • Elsevier Ltd
Projects:
  • Sustainable and green chemistry approach for environmental friendly analytical methods and energy storage (RS-172012)
  • Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)

DOI: 10.1016/j.electacta.2017.01.146

ISSN: 0013-4686

WoS: 000395965600034

Scopus: 2-s2.0-85010950514
[ Google Scholar ]
19
18
URI
http://farfar.pharmacy.bg.ac.rs/handle/123456789/2970
Collections
  • Radovi istraživača / Researchers’ publications
Institution
Pharmacy
TY  - JOUR
AU  - Vajdle, O
AU  - Guzsvány, V
AU  - Škorić, D
AU  - Csanádi, J
AU  - Petković, Miloš
AU  - Avramov-Ivić, M
AU  - Kónya, Z
AU  - Petrović, Slobodan D.
AU  - Bobrowski, A
PY  - 2017
UR  - http://farfar.pharmacy.bg.ac.rs/handle/123456789/2970
AB  - The renewable silver-amalgam film electrode (Hg(Ag)FE) was applied for voltammetric characterization and determination of semi-synthetic macrolide antibiotics azithromycin (AZI), clarithromycin (CLA) and roxithromycin (ROX) in the Britton-Robinson buffer as supporting electrolyte ranging the pH from 4.0 to 11.9. All three macrolides showed reduction signals in fairly negative potential range. During direct cathodic square wave voltammetric (SWV) investigations conducted over the potential range from −0.75 V to −2.00 V vs SCE, either one or two reduction peaks were obtained in the potential range from −1.5 to −1.9 V. The shapes and intensities of the signals depend on the applied pH values in wider pH ranges. For analytical purposes concerning the development of direct cathodic SWV and adsorptive stripping SWV (SW-AdSV) methods the neutral and slightly alkaline media were suitable as pH 7.2, pH 7.4 and pH 7.0 for AZI, CLA and ROX, respectively. Based on the cyclic voltammograms recorded at these pH values, adsorption-controlled electrode kinetics process can be proposed for all three macrolides. Furthermore, the water suppressed 1H NMR measurements in the pH range between 6.0 and 10.5 indicated that the macrolide molecules at the optimal analytical conditions are predominantly in protonated form via their tertiary amino groups which supported in all three cases their adsorption on the appropriately polarized Hg(Ag)FE electrode. The optimized direct cathodic SWV methods showed good linearity in concentration ranges 4.81–23.3 μg mL−1, 1.96–28.6 μg mL−1 and 1.48–25.9 μg mL−1 for AZI, CLA and ROX, respectively. The development of the SW-AdSV methods resulted in the linear responses at lower concentration ranges as 1.0–2.46 μg mL−1, 0.05–0.99 μg mL−1 and 0.10–0.99 μg mL−1, for AZI, CLA and ROX, respectively. The relative standard deviation for all developed methods was not higher than 1.0% except the SWV method for AZI with 4.7%. In the case of all three investigated macrolide antibiotics the protonated form of the tertiary amino group(s) at appropriate accumulation potential and time favored the adsorption of the ionic form of the target molecules offering the opportunity for the development of SW-AdSV methods for their trace level analysis on Hg(Ag)FE. Optimized SW-AdSV method was applied for determination of ROX in pharmaceutical preparation Runac®.
PB  - Elsevier Ltd
T2  - Electrochimica Acta
T1  - Voltammetric behavior and determination of the macrolide antibiotics azithromycin, clarithromycin and roxithromycin at a renewable silver – amalgam film electrode
VL  - 229
SP  - 334
EP  - 344
DO  - 10.1016/j.electacta.2017.01.146
ER  - 
@article{
author = "Vajdle, O and Guzsvány, V and Škorić, D and Csanádi, J and Petković, Miloš and Avramov-Ivić, M and Kónya, Z and Petrović, Slobodan D. and Bobrowski, A",
year = "2017",
url = "http://farfar.pharmacy.bg.ac.rs/handle/123456789/2970",
abstract = "The renewable silver-amalgam film electrode (Hg(Ag)FE) was applied for voltammetric characterization and determination of semi-synthetic macrolide antibiotics azithromycin (AZI), clarithromycin (CLA) and roxithromycin (ROX) in the Britton-Robinson buffer as supporting electrolyte ranging the pH from 4.0 to 11.9. All three macrolides showed reduction signals in fairly negative potential range. During direct cathodic square wave voltammetric (SWV) investigations conducted over the potential range from −0.75 V to −2.00 V vs SCE, either one or two reduction peaks were obtained in the potential range from −1.5 to −1.9 V. The shapes and intensities of the signals depend on the applied pH values in wider pH ranges. For analytical purposes concerning the development of direct cathodic SWV and adsorptive stripping SWV (SW-AdSV) methods the neutral and slightly alkaline media were suitable as pH 7.2, pH 7.4 and pH 7.0 for AZI, CLA and ROX, respectively. Based on the cyclic voltammograms recorded at these pH values, adsorption-controlled electrode kinetics process can be proposed for all three macrolides. Furthermore, the water suppressed 1H NMR measurements in the pH range between 6.0 and 10.5 indicated that the macrolide molecules at the optimal analytical conditions are predominantly in protonated form via their tertiary amino groups which supported in all three cases their adsorption on the appropriately polarized Hg(Ag)FE electrode. The optimized direct cathodic SWV methods showed good linearity in concentration ranges 4.81–23.3 μg mL−1, 1.96–28.6 μg mL−1 and 1.48–25.9 μg mL−1 for AZI, CLA and ROX, respectively. The development of the SW-AdSV methods resulted in the linear responses at lower concentration ranges as 1.0–2.46 μg mL−1, 0.05–0.99 μg mL−1 and 0.10–0.99 μg mL−1, for AZI, CLA and ROX, respectively. The relative standard deviation for all developed methods was not higher than 1.0% except the SWV method for AZI with 4.7%. In the case of all three investigated macrolide antibiotics the protonated form of the tertiary amino group(s) at appropriate accumulation potential and time favored the adsorption of the ionic form of the target molecules offering the opportunity for the development of SW-AdSV methods for their trace level analysis on Hg(Ag)FE. Optimized SW-AdSV method was applied for determination of ROX in pharmaceutical preparation Runac®.",
publisher = "Elsevier Ltd",
journal = "Electrochimica Acta",
title = "Voltammetric behavior and determination of the macrolide antibiotics azithromycin, clarithromycin and roxithromycin at a renewable silver – amalgam film electrode",
volume = "229",
pages = "334-344",
doi = "10.1016/j.electacta.2017.01.146"
}
Vajdle O, Guzsvány V, Škorić D, Csanádi J, Petković M, Avramov-Ivić M, Kónya Z, Petrović SD, Bobrowski A. Voltammetric behavior and determination of the macrolide antibiotics azithromycin, clarithromycin and roxithromycin at a renewable silver – amalgam film electrode. Electrochimica Acta. 2017;229:334-344
Vajdle, O., Guzsvány, V., Škorić, D., Csanádi, J., Petković, M., Avramov-Ivić, M., Kónya, Z., Petrović, S. D.,& Bobrowski, A. (2017). Voltammetric behavior and determination of the macrolide antibiotics azithromycin, clarithromycin and roxithromycin at a renewable silver – amalgam film electrode.
Electrochimica ActaElsevier Ltd., 229, 334-344.
https://doi.org/10.1016/j.electacta.2017.01.146
Vajdle O, Guzsvány V, Škorić D, Csanádi J, Petković Miloš, Avramov-Ivić M, Kónya Z, Petrović Slobodan D., Bobrowski A, "Voltammetric behavior and determination of the macrolide antibiotics azithromycin, clarithromycin and roxithromycin at a renewable silver – amalgam film electrode" 229 (2017):334-344,
https://doi.org/10.1016/j.electacta.2017.01.146 .

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