TY  - JOUR
AU  - Vajdle, Olga
AU  - Guzsvány, Valéria
AU  - Škorić, Dušan
AU  - Csanadi, Janos
AU  - Petkovic, Milos
AU  - Avramov Ivić, Milka
AU  - Kónya, Zoltán
AU  - Petrović, Slobodan D.
AU  - Bobrowski, Andrzej
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2187
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 -2.00V 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, CIA 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 H-1 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 mu gmL(-1), 1.96-28.6 mu gmL(-1) and 1.48-25.9 mu gmL(-1) for AZI, CIA and ROX, respectively. The development of the SW-AdSV methods resulted in the linear responses at lower concentration ranges as 1.0-2.46 mu gmL(-1), 0.05-0.99 mu gmL(-1) and 0.10-0.99 mu gmL(-1), for AZI, CIA 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  - Oxford : Pergamon-Elsevier Science 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, Olga and Guzsvány, Valéria and Škorić, Dušan and Csanadi, Janos and Petkovic, Milos and Avramov Ivić, Milka and Kónya, Zoltán and Petrović, Slobodan D. and Bobrowski, Andrzej",
year = "2017",
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 -2.00V 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, CIA 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 H-1 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 mu gmL(-1), 1.96-28.6 mu gmL(-1) and 1.48-25.9 mu gmL(-1) for AZI, CIA and ROX, respectively. The development of the SW-AdSV methods resulted in the linear responses at lower concentration ranges as 1.0-2.46 mu gmL(-1), 0.05-0.99 mu gmL(-1) and 0.10-0.99 mu gmL(-1), for AZI, CIA 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 = "Oxford : Pergamon-Elsevier Science 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., Csanadi, J., Petkovic, 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. in Electrochimica Acta
Oxford : Pergamon-Elsevier Science Ltd., 229, 334-344.
https://doi.org/10.1016/j.electacta.2017.01.146

Vajdle O, Guzsvány V, Škorić D, Csanadi J, Petkovic 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. in Electrochimica Acta. 2017;229:334-344.
doi:10.1016/j.electacta.2017.01.146 .

Vajdle, Olga, Guzsvány, Valéria, Škorić, Dušan, Csanadi, Janos, Petkovic, Milos, Avramov Ivić, Milka, Kónya, Zoltán, Petrović, Slobodan D., Bobrowski, Andrzej, "Voltammetric behavior and determination of the macrolide antibiotics azithromycin, clarithromycin and roxithromycin at a renewable silver - amalgam film electrode" in Electrochimica Acta, 229 (2017):334-344,
https://doi.org/10.1016/j.electacta.2017.01.146 . .

TY  - JOUR
AU  - Petkovic, Milos
AU  - Nasufovic, Veselin
AU  - Đukanović, Dimitrije
AU  - Vujosevic, Zorana Tokic
AU  - Jadranin, Milka
AU  - Matović, Radomir
AU  - Savić, Vladimir
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2040
AB  - Allenamides derived from amino acids participate in the cascade transformations catalyzed by Pd-0 allowing consecutive formation of two five-membered rings. The developed methodology provides an access to annulated indoles which can be transformed to functionalized indoxyl derivatives, retaining a structural motif embedded in several natural products.
PB  - Wiley-VCH Verlag
T2  - European Journal of Organic Chemistry
T1  - Cyclative Cascades of Allenamides Derived from Amino Acids: Synthesis of Annulated Indoxyl Derivatives
IS  - 7
SP  - 1279
EP  - 1282
DO  - 10.1002/ejoc.201600067
ER  - 

@article{
author = "Petkovic, Milos and Nasufovic, Veselin and Đukanović, Dimitrije and Vujosevic, Zorana Tokic and Jadranin, Milka and Matović, Radomir and Savić, Vladimir",
year = "2016",
abstract = "Allenamides derived from amino acids participate in the cascade transformations catalyzed by Pd-0 allowing consecutive formation of two five-membered rings. The developed methodology provides an access to annulated indoles which can be transformed to functionalized indoxyl derivatives, retaining a structural motif embedded in several natural products.",
publisher = "Wiley-VCH Verlag",
journal = "European Journal of Organic Chemistry",
title = "Cyclative Cascades of Allenamides Derived from Amino Acids: Synthesis of Annulated Indoxyl Derivatives",
number = "7",
pages = "1279-1282",
doi = "10.1002/ejoc.201600067"
}

Petkovic, M., Nasufovic, V., Đukanović, D., Vujosevic, Z. T., Jadranin, M., Matović, R.,& Savić, V.. (2016). Cyclative Cascades of Allenamides Derived from Amino Acids: Synthesis of Annulated Indoxyl Derivatives. in European Journal of Organic Chemistry
Wiley-VCH Verlag.(7), 1279-1282.
https://doi.org/10.1002/ejoc.201600067

Petkovic M, Nasufovic V, Đukanović D, Vujosevic ZT, Jadranin M, Matović R, Savić V. Cyclative Cascades of Allenamides Derived from Amino Acids: Synthesis of Annulated Indoxyl Derivatives. in European Journal of Organic Chemistry. 2016;(7):1279-1282.
doi:10.1002/ejoc.201600067 .

Petkovic, Milos, Nasufovic, Veselin, Đukanović, Dimitrije, Vujosevic, Zorana Tokic, Jadranin, Milka, Matović, Radomir, Savić, Vladimir, "Cyclative Cascades of Allenamides Derived from Amino Acids: Synthesis of Annulated Indoxyl Derivatives" in European Journal of Organic Chemistry, no. 7 (2016):1279-1282,
https://doi.org/10.1002/ejoc.201600067 . .

TY  - JOUR
AU  - Husinec, Suren
AU  - Jadranin, Milka
AU  - Marković, Rade
AU  - Petkovic, Milos
AU  - Savić, Vladimir
AU  - Todorović, Nina
PY  - 2010
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/643
AB  - Allyl acetates were synthesised from allenes utilising methodology based on the general reactivity of pi-allyl palladium intermediates which participate efficiently in transformations involving nucleophiles. Reactions of allenes and aryl iodides in the presence of AcONa and Pd(OAc)(2)/PPh(3) as the catalytic system afforded allyl acetates in moderate to good yields. Monosubstituted allenes, depending on their structure, produced either a separable mixture of two regioisomeric products or a single regioisomer. As allylic acetates can be easily hydrolysed, the methodology is applicable for the synthesis of allyl alcohols as well.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron Letters
T1  - Palladium-catalysed synthesis of allyl acetates from allenes
VL  - 51
IS  - 31
SP  - 4066
EP  - 4068
DO  - 10.1016/j.tetlet.2010.05.136
ER  - 

@article{
author = "Husinec, Suren and Jadranin, Milka and Marković, Rade and Petkovic, Milos and Savić, Vladimir and Todorović, Nina",
year = "2010",
abstract = "Allyl acetates were synthesised from allenes utilising methodology based on the general reactivity of pi-allyl palladium intermediates which participate efficiently in transformations involving nucleophiles. Reactions of allenes and aryl iodides in the presence of AcONa and Pd(OAc)(2)/PPh(3) as the catalytic system afforded allyl acetates in moderate to good yields. Monosubstituted allenes, depending on their structure, produced either a separable mixture of two regioisomeric products or a single regioisomer. As allylic acetates can be easily hydrolysed, the methodology is applicable for the synthesis of allyl alcohols as well.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron Letters",
title = "Palladium-catalysed synthesis of allyl acetates from allenes",
volume = "51",
number = "31",
pages = "4066-4068",
doi = "10.1016/j.tetlet.2010.05.136"
}

Husinec, S., Jadranin, M., Marković, R., Petkovic, M., Savić, V.,& Todorović, N.. (2010). Palladium-catalysed synthesis of allyl acetates from allenes. in Tetrahedron Letters
Oxford : Pergamon-Elsevier Science Ltd., 51(31), 4066-4068.
https://doi.org/10.1016/j.tetlet.2010.05.136

Husinec S, Jadranin M, Marković R, Petkovic M, Savić V, Todorović N. Palladium-catalysed synthesis of allyl acetates from allenes. in Tetrahedron Letters. 2010;51(31):4066-4068.
doi:10.1016/j.tetlet.2010.05.136 .

Husinec, Suren, Jadranin, Milka, Marković, Rade, Petkovic, Milos, Savić, Vladimir, Todorović, Nina, "Palladium-catalysed synthesis of allyl acetates from allenes" in Tetrahedron Letters, 51, no. 31 (2010):4066-4068,
https://doi.org/10.1016/j.tetlet.2010.05.136 . .