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Porphyrins. 39. Synthesis and Chemical Transformations of Porphyrins and Chlorins with 2-Acetyl-1-methyl-3-oxobutyl Substituents

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Porphyrins and chlorins containing acetylacetone residues in the peripheral substituents [-CH(Me)CHAc2] are converted under alkaline conditions into the corresponding deacetylated compounds with [-CH(Me)CH2Ac] residues. Reduction of the latter as acids using sodium borohydride gives the corresponding alcohols and, after esterification, their acetates with branched peripheral [-CH(Me)CH2CH(OAc)Me] substituents. Porphyrins and chlorins with such substituents in water-soluble form may hold interest as new photosensitizers in photodynamic cancer therapy.

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Authors and Affiliations

  1. Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, 119832, Moscow, Russia

    A. V. Reshetnickov & G. V. Ponomarev

  2. RF State Science Center, Institute of Biophysics, Russian Federation, 123182, Moscow, Russia

    T. A. Babushkina

  3. FARMZASHCHITA, Health Ministry, Russian Federation, 141400, Khimki, Moscow Oblast, Russia

    G. V. Kirillova

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  1. A. V. Reshetnickov
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  2. T. A. Babushkina
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  3. G. V. Kirillova
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  4. G. V. Ponomarev
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Reshetnickov, A.V., Babushkina, T.A., Kirillova, G.V. et al. Porphyrins. 39. Synthesis and Chemical Transformations of Porphyrins and Chlorins with 2-Acetyl-1-methyl-3-oxobutyl Substituents. Chemistry of Heterocyclic Compounds 37, 191–201 (2001). https://doi.org/10.1023/A:1017563415470

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