Novel Dicationic Chlorin e6 Derivatives

I. S. Tarabukina,^@1 O. M. Startseva, S. A. Patov, and D. V. Belykh^@2

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

^@1Corresponding author E-mail: tarabukinais@mail.ru

^@2Corresponding author E-mail: belykh-dv@chemi.komisc.ru, belykh-dv@mail.ru

DOI: 10.6060/mhc150456b

Macroheterocycles 2015 8(2) 168-176

Number of dicationic chlorins with additional hydrophobic (alkyl) and hydrophilic (polyеther) groups were synthesized on the basis of methyl pheophorbide a. Novel dicationic amphiphilic chlorins with different hydrophobic part size were obtained by alkylation of tertiary amino groups of twice aminomethylated chlorin e6 derivatives by methyl iodide. It has been shown that several of the dicationic chlorins obtained can form true solutions in water and introduction of hydrophobic substituents to amide group (starting with two methyl groups or one ethyl) leads to a loss of solubility. Cationic derivatives with polyether moieties at the macrocycle periphery are unexpectedly insoluble in water, despite of hydrophilic moieties presence.

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