PORPHYRINS. 39. SYNTHESIS AND CHEMICAL TRANSFORMATIONS OF PORPHYRINS AND CHLORINS WITH 2-ACETYL-1-METHYL-3-OXOBUTYL SUBSTITUENTS

Authors

  • А. В. Решетников Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, 119832 Moscow
  • Т. А. Бабушкина RF State Science Center, Institute of Biophysics, Russian Federation, 123182 Moscow
  • Г. В. Кириллова FARMZASHCHITA, Health Ministry, Russian Federation, 141400 Khimki, Moscow Oblast
  • Г. В. Пономарев Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, 119832 Moscow

Keywords:

acetylacetone, deuteroporphyrin-IX, phaeophorbide A, chlorin e6, ketonic splitting

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.

How to Cite
Reshetnickov, A. V.; Babushkina, T. A.; Kirillova, G. V.; Ponomarev, G. V. Chem. Heterocycl. Compd. 2001, 37, 191. [Khim. Geterotsikl. Soedin. 2001, 213.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1017563415470

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Published

2001-02-25

Issue

No. 2 (2001)

Section

Original Papers