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Photochemical approach for evaluating the substituted lappaconitines reactivity


Lappaconitine (LC) is a natural diterpenoid alkaloid (DTA), human heart sodium channel blocker, possessing a wide range of biological activities, cellular and molecular mechanisms of which are widely studied. This interest is due to the fact that various representatives of this DTAs class show opposite biological activities. The possible reasons for the differences seem to be related to the peculiarities of the substituents effect on the drug-receptor binding process. In this work, the influence of substituents on the LC and its derivatives reactivity has been studied by using elementary processes of photodecomposition. Given approach includes joint analysis of photophysical properties of studied systems and their photodecomposition quantum yields. It allows us to trace the influence of substituents, located in the diterpenoid skeleton and anthranilic fragment, on processes in both moieties of LC. Summarizing the data obtained, the inverse dependence of fluorescence and photodegradation quantum yields has been observed. This correlation established for LCs, in particular, allows one to propose a way to evaluate the photostability of potential drugs based on fluorescence analysis. It would be appropriate for compounds in which the reactivity depends on intersystem crossing, i.e. in cases where the initial and reacting excited states differ in multiplicity.

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Publication details

The article was received on 04 Oct 2017, accepted on 04 Dec 2017 and first published on 04 Dec 2017

Article type: Paper
DOI: 10.1039/C7PP00366H
Citation: Photochem. Photobiol. Sci., 2017, Accepted Manuscript
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    Photochemical approach for evaluating the substituted lappaconitines reactivity

    A. A. Ageeva, E. A. Khramtsova, V. F. Plyusnin, A. Stepanov and T. Leshina, Photochem. Photobiol. Sci., 2017, Accepted Manuscript , DOI: 10.1039/C7PP00366H

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