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Electrochemical and spectroscopic study of l‑dopa interaction with avarol

Authorized Users Only
2019
Authors
Nakarada, Đura
Pejin, Boris
Dimić, Dušan
Ivanović-Šašić, Ana
Mojović, Zorica
Mojović, Miloš
Article (Published version)
,
Springer
Metadata
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Abstract
The electrochemistry of catecholamine neurotransmitters and their precursor l-dopa has been widely studied due to their relevance as biologically important compounds. The detection of these compounds from aqueous solution is hindered by the coexistence of quinone or hydroquinone. However, it was suggested that quinones adsorbed on the electrode surface can enhance catechol detection. In order to estimate the degree of interaction between quinones and l-dopa, cyclic voltammetry and UV-Vis spectroscopic study was performed. A sesquiterpenoid hydroquinone, isolated from the marine sponge Dysidea avara (avarol), has been used in this study. The change of apparent heterogeneous rate constant with different avarol/l-dopa ratio indicated that charge transfer could be enhanced at some extent. In addition to this, the obtained results for avarol and hydroquinone (its structural element) were compared. UV-Vis spectroscopic analysis confirmed interaction between l-dopa and avarol or hydroquinone.... Taken all together, the interaction of l-dopa was stronger with hydroquinone than with avarol, presumably reflecting the conformational restrains of avarol caused by its terpenoid moiety.

Keywords:
Avarol / l-dopa / Hydroquinone / Cyclic voltammetry / UV-Vis
Source:
Reaction Kinetics, Mechanisms and Catalysis, 2019, 127, 1, 219-229
Publisher:
  • Springer
Funding / projects:
  • Nanostructured Functional and Composite Materials in Catalytic and Sorption Processes (RS-45001)
  • Biomarkers in neurodegenerative and malignant processes (RS-41005)
  • Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-172053)

DOI: 10.1007/s11144-019-01575-z

ISSN: 1878-5190; 1878-5204

WoS: 000468213500017

Scopus: 2-s2.0-85064334278
[ Google Scholar ]
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/3027
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Nakarada, Đura
AU  - Pejin, Boris
AU  - Dimić, Dušan
AU  - Ivanović-Šašić, Ana
AU  - Mojović, Zorica
AU  - Mojović, Miloš
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3027
AB  - The electrochemistry of catecholamine neurotransmitters and their precursor l-dopa has been widely studied due to their relevance as biologically important compounds. The detection of these compounds from aqueous solution is hindered by the coexistence of quinone or hydroquinone. However, it was suggested that quinones adsorbed on the electrode surface can enhance catechol detection. In order to estimate the degree of interaction between quinones and l-dopa, cyclic voltammetry and UV-Vis spectroscopic study was performed. A sesquiterpenoid hydroquinone, isolated from the marine sponge Dysidea avara (avarol), has been used in this study. The change of apparent heterogeneous rate constant with different avarol/l-dopa ratio indicated that charge transfer could be enhanced at some extent. In addition to this, the obtained results for avarol and hydroquinone (its structural element) were compared. UV-Vis spectroscopic analysis confirmed interaction between l-dopa and avarol or hydroquinone. Taken all together, the interaction of l-dopa was stronger with hydroquinone than with avarol, presumably reflecting the conformational restrains of avarol caused by its terpenoid moiety.
PB  - Springer
T2  - Reaction Kinetics, Mechanisms and Catalysis
T1  - Electrochemical and spectroscopic study of l‑dopa interaction with avarol
VL  - 127
IS  - 1
SP  - 219
EP  - 229
DO  - 10.1007/s11144-019-01575-z
ER  - 
@article{
author = "Nakarada, Đura and Pejin, Boris and Dimić, Dušan and Ivanović-Šašić, Ana and Mojović, Zorica and Mojović, Miloš",
year = "2019",
abstract = "The electrochemistry of catecholamine neurotransmitters and their precursor l-dopa has been widely studied due to their relevance as biologically important compounds. The detection of these compounds from aqueous solution is hindered by the coexistence of quinone or hydroquinone. However, it was suggested that quinones adsorbed on the electrode surface can enhance catechol detection. In order to estimate the degree of interaction between quinones and l-dopa, cyclic voltammetry and UV-Vis spectroscopic study was performed. A sesquiterpenoid hydroquinone, isolated from the marine sponge Dysidea avara (avarol), has been used in this study. The change of apparent heterogeneous rate constant with different avarol/l-dopa ratio indicated that charge transfer could be enhanced at some extent. In addition to this, the obtained results for avarol and hydroquinone (its structural element) were compared. UV-Vis spectroscopic analysis confirmed interaction between l-dopa and avarol or hydroquinone. Taken all together, the interaction of l-dopa was stronger with hydroquinone than with avarol, presumably reflecting the conformational restrains of avarol caused by its terpenoid moiety.",
publisher = "Springer",
journal = "Reaction Kinetics, Mechanisms and Catalysis",
title = "Electrochemical and spectroscopic study of l‑dopa interaction with avarol",
volume = "127",
number = "1",
pages = "219-229",
doi = "10.1007/s11144-019-01575-z"
}
Nakarada, Đ., Pejin, B., Dimić, D., Ivanović-Šašić, A., Mojović, Z.,& Mojović, M.. (2019). Electrochemical and spectroscopic study of l‑dopa interaction with avarol. in Reaction Kinetics, Mechanisms and Catalysis
Springer., 127(1), 219-229.
https://doi.org/10.1007/s11144-019-01575-z
Nakarada Đ, Pejin B, Dimić D, Ivanović-Šašić A, Mojović Z, Mojović M. Electrochemical and spectroscopic study of l‑dopa interaction with avarol. in Reaction Kinetics, Mechanisms and Catalysis. 2019;127(1):219-229.
doi:10.1007/s11144-019-01575-z .
Nakarada, Đura, Pejin, Boris, Dimić, Dušan, Ivanović-Šašić, Ana, Mojović, Zorica, Mojović, Miloš, "Electrochemical and spectroscopic study of l‑dopa interaction with avarol" in Reaction Kinetics, Mechanisms and Catalysis, 127, no. 1 (2019):219-229,
https://doi.org/10.1007/s11144-019-01575-z . .

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