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Synthesis of a series of NAD+ analogues, potential inhibitors of PARP 1, using ADP conjugates functionalized at the terminal phosphate group. / Sherstyuk, Yu V.; Zakharenko, A. L.; Kutuzov, M. M. et al.

In: Russian Journal of Bioorganic Chemistry, Vol. 43, No. 1, 01.01.2017, p. 76-83.

Research output: Contribution to journal › Article › peer-review

Harvard

Sherstyuk, YV, Zakharenko, AL, Kutuzov, MM, Sukhanova, MV, Lavrik, OI, Silnikov, VN & Abramova, TV 2017, 'Synthesis of a series of NAD+ analogues, potential inhibitors of PARP 1, using ADP conjugates functionalized at the terminal phosphate group', Russian Journal of Bioorganic Chemistry, vol. 43, no. 1, pp. 76-83. https://doi.org/10.1134/S1068162017010095

APA

Sherstyuk, Y. V., Zakharenko, A. L., Kutuzov, M. M., Sukhanova, M. V., Lavrik, O. I., Silnikov, V. N., & Abramova, T. V. (2017). Synthesis of a series of NAD+ analogues, potential inhibitors of PARP 1, using ADP conjugates functionalized at the terminal phosphate group. Russian Journal of Bioorganic Chemistry, 43(1), 76-83. https://doi.org/10.1134/S1068162017010095

Vancouver

Sherstyuk YV, Zakharenko AL, Kutuzov MM, Sukhanova MV, Lavrik OI, Silnikov VN et al. Synthesis of a series of NAD+ analogues, potential inhibitors of PARP 1, using ADP conjugates functionalized at the terminal phosphate group. Russian Journal of Bioorganic Chemistry. 2017 Jan 1;43(1):76-83. doi: 10.1134/S1068162017010095

Author

Sherstyuk, Yu V. ; Zakharenko, A. L. ; Kutuzov, M. M. et al. / Synthesis of a series of NAD+ analogues, potential inhibitors of PARP 1, using ADP conjugates functionalized at the terminal phosphate group. In: Russian Journal of Bioorganic Chemistry. 2017 ; Vol. 43, No. 1. pp. 76-83.

BibTeX

@article{8dc7ad81a1a34f4288b7998090d2e371,
title = "Synthesis of a series of NAD+ analogues, potential inhibitors of PARP 1, using ADP conjugates functionalized at the terminal phosphate group",
abstract = "A convenient approach has been proposed to the synthesis of nicotinamide adenine dinucleotide (NAD+) mimetics, which comprise morpholino analogues of nucleosides. The approach is based on the use of ADP conjugates containing an amino group, which is tethered to the terminal phosphate through the aliphatic linker by the phosphodiester bond. We have synthesized four series of the NAD+ mimetics, which differ in the type of the modified nucleoside (2-aminomethylmorpholine (Mor) or 2-aminomethyl-4-carboxymethylmorpholine (MorGly) derivatives), in the linker length, and in the manner of the nucleoside attachment to the ADP derivative. We have studied the efficiency of NAD+ mimetics in the inhibition of the auto-poly(ADP-ribosyl)ation by the PARP 1 enzyme. The linker length, the mode of the attachment of the morpholino nucleoside analogue, and the nature of the heterocyclic base of the modified nucleoside were shown to inf luence the inhibition efficiency.",
keywords = "methoxyoxalate precursors, morpholino nucleosides, NADanalogues, PARP 1, PARP inhibitors",
author = "Sherstyuk, {Yu V.} and Zakharenko, {A. L.} and Kutuzov, {M. M.} and Sukhanova, {M. V.} and Lavrik, {O. I.} and Silnikov, {V. N.} and Abramova, {T. V.}",
year = "2017",
month = jan,
day = "1",
doi = "10.1134/S1068162017010095",
language = "English",
volume = "43",
pages = "76--83",
journal = "Russian Journal of Bioorganic Chemistry",
issn = "1068-1620",
publisher = "MAIK NAUKA/INTERPERIODICA/SPRINGER",
number = "1",

}

RIS

TY - JOUR

T1 - Synthesis of a series of NAD+ analogues, potential inhibitors of PARP 1, using ADP conjugates functionalized at the terminal phosphate group

AU - Sherstyuk, Yu V.

AU - Zakharenko, A. L.

AU - Kutuzov, M. M.

AU - Sukhanova, M. V.

AU - Lavrik, O. I.

AU - Silnikov, V. N.

AU - Abramova, T. V.

PY - 2017/1/1

Y1 - 2017/1/1

N2 - A convenient approach has been proposed to the synthesis of nicotinamide adenine dinucleotide (NAD+) mimetics, which comprise morpholino analogues of nucleosides. The approach is based on the use of ADP conjugates containing an amino group, which is tethered to the terminal phosphate through the aliphatic linker by the phosphodiester bond. We have synthesized four series of the NAD+ mimetics, which differ in the type of the modified nucleoside (2-aminomethylmorpholine (Mor) or 2-aminomethyl-4-carboxymethylmorpholine (MorGly) derivatives), in the linker length, and in the manner of the nucleoside attachment to the ADP derivative. We have studied the efficiency of NAD+ mimetics in the inhibition of the auto-poly(ADP-ribosyl)ation by the PARP 1 enzyme. The linker length, the mode of the attachment of the morpholino nucleoside analogue, and the nature of the heterocyclic base of the modified nucleoside were shown to inf luence the inhibition efficiency.

AB - A convenient approach has been proposed to the synthesis of nicotinamide adenine dinucleotide (NAD+) mimetics, which comprise morpholino analogues of nucleosides. The approach is based on the use of ADP conjugates containing an amino group, which is tethered to the terminal phosphate through the aliphatic linker by the phosphodiester bond. We have synthesized four series of the NAD+ mimetics, which differ in the type of the modified nucleoside (2-aminomethylmorpholine (Mor) or 2-aminomethyl-4-carboxymethylmorpholine (MorGly) derivatives), in the linker length, and in the manner of the nucleoside attachment to the ADP derivative. We have studied the efficiency of NAD+ mimetics in the inhibition of the auto-poly(ADP-ribosyl)ation by the PARP 1 enzyme. The linker length, the mode of the attachment of the morpholino nucleoside analogue, and the nature of the heterocyclic base of the modified nucleoside were shown to inf luence the inhibition efficiency.

KW - methoxyoxalate precursors

KW - morpholino nucleosides

KW - NADanalogues

KW - PARP 1

KW - PARP inhibitors

UR - http://www.scopus.com/inward/record.url?scp=85012907585&partnerID=8YFLogxK

U2 - 10.1134/S1068162017010095

DO - 10.1134/S1068162017010095

M3 - Article

AN - SCOPUS:85012907585

VL - 43

SP - 76

EP - 83

JO - Russian Journal of Bioorganic Chemistry

JF - Russian Journal of Bioorganic Chemistry

SN - 1068-1620

IS - 1

ER -

ID: 8680880