C-Methylated Analogs of Spermine and Spermidine: Synthesis and Biological Activity
- Authors: Khomutov M.A.1, Mikhura I.V.2, Kochetkov S.N.1, Khomutov A.R.1
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Affiliations:
- Engelhardt Institute of Molecular Biology, Russian Academy of Sciences
- Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences
- Issue: Vol 45, No 6 (2019)
- Pages: 463-487
- Section: Review Article
- URL: https://journals.rcsi.science/1068-1620/article/view/229238
- DOI: https://doi.org/10.1134/S1068162019060207
- ID: 229238
Cite item
Abstract
Biogenic polyamines spermine and spermidine are present in eukaryotic cells in micro- and millimolar concentrations, that determines the multiplicity of their functions and the necessity to support normal cell growth. Analogs and derivatives of spermine and spermidine are widely used in biochemistry of polyamines, a number of fundamentally significant results for the field were obtained with their help. C-methylated analogs of polyamines are unique, since among these compounds functionally active in vitro and in vivo spermidine and spermine mimetics were found. Biochemical properties of the compounds of this family can be regulated by moving the methyl group along the backbone of a polyamine and/or changing the configuration of the chiral center. The peculiarities of the interaction of C-methylated analogs of polyamines with the enzymes of their metabolism, the activity in the cell culture and the methods of synthesizing these compounds are discussed.
About the authors
M. A. Khomutov
Engelhardt Institute of Molecular Biology, Russian Academy of Sciences
Email: alexkhom@list.ru
Russian Federation, Moscow, 119991
I. V. Mikhura
Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences
Email: alexkhom@list.ru
Russian Federation, Moscow, 117997
S. N. Kochetkov
Engelhardt Institute of Molecular Biology, Russian Academy of Sciences
Email: alexkhom@list.ru
Russian Federation, Moscow, 119991
A. R. Khomutov
Engelhardt Institute of Molecular Biology, Russian Academy of Sciences
Author for correspondence.
Email: alexkhom@list.ru
Russian Federation, Moscow, 119991