Electrochemical and spectroscopic study of l-dopa interaction with avarol
- 28 Downloads
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.
KeywordsAvarol l-dopa Hydroquinone Cyclic voltammetry UV–Vis
This work was supported by the Ministry of Education, Science and Technological Development of the Republic of Serbia, (Project Nos. III 45001, III 41005, OI 172053).
- 16.De Rosa S, De Giulio A, Strazzullo G (1991) Biologically active metabolites from marine organisms and some semi-synthetic derivatives. Trends Org Chem 2:127–141Google Scholar
- 22.Gašić MJ, Sladić D (1985) The avarol-avarone redox behaviour in acetonitrile. Croat Chem Acta 58:531–536Google Scholar
- 36.Rowan T (1990) Functional stability analysis of numerical algorithms. Ph.D. thesis. Department of Computer Sciences, University of Texas at AustinGoogle Scholar