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ISSN 1998-9539

Solid State Physicochemical Study of Chlorophyll a Derivatives and Their Glycol Conjugates

Dmitry B. Berezin,a@ Dmitry V. Belykh,b Olga M. Startseva,b Nikolay G. Manin,c Mikhail A. Krest’yaninov,c and Andrey V. Kustovc

aIvanovo State University of Chemistry and Technology, Institute of Macroheterocyclic Compounds, 153000 Ivanovo, Russia

bInstitute of Chemistry of Komi Scientific Center of Ural Division of Russian Academy of Sciences, 167982 Syktyvkar, Russia

cKrestov Institute of Solution Chemistry of Russian Academy of Sciences, 153045 Ivanovo, Russia

@Corresponding author E-mail: berezin@isuct.ru

 

DOI: 10.6060/mhc160963c

Macroheterocycles 2017 10(1) 72-76

 

This study focuses on solid state physico-chemical properties of recently synthesized potential sensitizers for photodynamic therapy developed on a chlorophyll a platform. Pheophorbide a and chlorin e6 derivatives as well as two their glycol conjugates have been synthesized and identified via UV-Vis, NMR and mass spectra. The behavior of photosensitizers (PSs) in a solid state has been studied. They were found to be stable in inert atmosphere at least up to 520 K, the thermal stability decreases from phlorin to chlorin molecules and, especially, after their glycol substitution. The thermodestruction of macroheterocycles takes place after their melting. Both glycol conjugates form intramolecular H-bonds in two different conformations, what is confirmed by phase transitions on DSC curves and quantum-chemical analysis data.

 

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