Photochemical Behavior and Photolysis of Protonated Forms of Levofloxacin

Anna Polishchuk; Tatyna Emelina; Emilya Karaseva; Oana Cramariuc; Vladimir Chukharev; Vladimir Karasev

doi:10.1111/php.12152

Photochemical Behavior and Photolysis of Protonated Forms of Levofloxacin

Photochem Photobiol. 2014 Jan;90(1):79-84. doi: 10.1111/php.12152. Epub 2013 Sep 14.

Authors

Anna Polishchuk¹, Tatyna Emelina¹, Emilya Karaseva¹, Oana Cramariuc², Vladimir Chukharev², Vladimir Karasev¹

Affiliations

¹ Institute of Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, Vladivostok, Russia.
² Department of Physics, Tampere University of Technology, Tampere, Finland.

PMID: 23931185
DOI: 10.1111/php.12152

Abstract

The effect of intermolecular proton transfer on the spectral properties of levofloxacin in the ground and excited electronic states was studied. The preferred direction of possible protolytic reactions induced by UV irradiation in this compound was studied. It was found that the proton transfer processes have a considerable effect on the capability of the compound to emit light and occur on the nanosecond timescale. The photochemical reactions of the tree forms of levofloxacin (pH: 4.0, 7.0, 10.0) were studied by laser flash photolysis and product studies. Irradiation at pH 4 yielded a pulse and transient (λmax = 395, 515, 575 nm) assigned to the protonated triplet. Irradiation at pH 7 yielded a transient species (λmax = 525, 610 nm) assigned to the neutral form. Protonation of the anionic singlet excited state was also observed (λmax = 440, 570, 680 nm).

Publication types

Research Support, Non-U.S. Gov't