Журнал "Макрогетероциклы"

Olga I. Gushchina,^@ Ekaterina A. Larkina, Andrey F. Mironov

M.V. Lomonosov State University of Fine Chemical Technologies, 119571 Moscow, Russian Federation

^@E-mail: ms.gushchina@inbox.ru

DOI: 10.6060/mhc140931g

Macroheterocycles 2014 7(4) 414-416

In this work there is a synthesis of cationic photosensitizers which is based on aminoamide derivatives of chlorin е6 . For the disclosure of exocycle of the initial compound - methyl ester of pheophorbide a 1, we used the reaction of opening cyclopentanone part with primary aliphatic amines (N,N-dimethylethylenediamine, N,N-dimethylpropylenediamine). The reaction is carried out under mild conditions in chloroform with heating to 40ºС. Carrying out the synthesis we succeeded in reducing the reaction time to 2 hours and in increasing the yield of the reactions to 65%. Then, we performed reaction of methylation of the compounds obtained 2a,b by adding excess of methyl iodide in chloroform at room temperature for 10-30 minutes. The yields of compounds 3a,b were 91-95%. The structure of all compounds obtained was confirmed by means of electronic, IR, 1Н-NMR spectroscopy and mass-spectrometry. Thus, in this paper we propose a reliable scheme of synthesis of positively charged chlorin’s photosensitizers which are promising agents for antimicrobial PDT.

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