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Synthesis of Norabietyl and Nordehydroabietyl Imidazolidine-2,4,5-Triones and Their Activity against Tyrosyl-DNA Phosphodiesterase 1. / Kovaleva, Kseniya S.; Yarovaya, Olga I.; Chernyshova, Irina A. et al.

In: MolBank, Vol. 2023, No. 4, М1743, 12.2023.

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@article{93cb7f887df342c8858f815670730fd3,
title = "Synthesis of Norabietyl and Nordehydroabietyl Imidazolidine-2,4,5-Triones and Their Activity against Tyrosyl-DNA Phosphodiesterase 1",
abstract = "New imidazolidine-2,4,5-triones with norabietic, nordehydroabietic, and adamantane substituents were synthesized by reacting oxalyl chloride and the corresponding ureas, providing good yields. Bioisosteric replacement of the ureide group with a parabanic acid fragment made it possible to increase the solubility of compounds and conduct biological studies. The compounds inhibit the DNA repair enzyme tyrosyl-DNA phosphodiesterase 1 in submicromolar concentrations. Cytotoxic concentrations were also studied on the glioblastoma cell line SNB19.",
keywords = "DNA repair, TDP1 inhibitors, abietic acid, adamantane, dehydroabietic acid, heterocyclic compounds, parabanic acid, resin acids",
author = "Kovaleva, {Kseniya S.} and Yarovaya, {Olga I.} and Chernyshova, {Irina A.} and Zakharenko, {Alexandra L.} and Cheresiz, {Sergey V.} and Amirhossein Azimirad and Pokrovsky, {Andrey G.} and Lavrik, {Olga I.} and Salakhutdinov, {Nariman F.}",
note = "This research was funded by the Russian Science Foundation, grant number 23-23-10077, https://rscf.ru/project/23-23-10077/ accessed on 8 November 2023, and the Government of the Novosibirsk Region (No p-53).",
year = "2023",
month = dec,
doi = "10.3390/M1743",
language = "English",
volume = "2023",
journal = "MolBank",
issn = "1422-8599",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "4",

}

RIS

TY - JOUR

T1 - Synthesis of Norabietyl and Nordehydroabietyl Imidazolidine-2,4,5-Triones and Their Activity against Tyrosyl-DNA Phosphodiesterase 1

AU - Kovaleva, Kseniya S.

AU - Yarovaya, Olga I.

AU - Chernyshova, Irina A.

AU - Zakharenko, Alexandra L.

AU - Cheresiz, Sergey V.

AU - Azimirad, Amirhossein

AU - Pokrovsky, Andrey G.

AU - Lavrik, Olga I.

AU - Salakhutdinov, Nariman F.

N1 - This research was funded by the Russian Science Foundation, grant number 23-23-10077, https://rscf.ru/project/23-23-10077/ accessed on 8 November 2023, and the Government of the Novosibirsk Region (No p-53).

PY - 2023/12

Y1 - 2023/12

N2 - New imidazolidine-2,4,5-triones with norabietic, nordehydroabietic, and adamantane substituents were synthesized by reacting oxalyl chloride and the corresponding ureas, providing good yields. Bioisosteric replacement of the ureide group with a parabanic acid fragment made it possible to increase the solubility of compounds and conduct biological studies. The compounds inhibit the DNA repair enzyme tyrosyl-DNA phosphodiesterase 1 in submicromolar concentrations. Cytotoxic concentrations were also studied on the glioblastoma cell line SNB19.

AB - New imidazolidine-2,4,5-triones with norabietic, nordehydroabietic, and adamantane substituents were synthesized by reacting oxalyl chloride and the corresponding ureas, providing good yields. Bioisosteric replacement of the ureide group with a parabanic acid fragment made it possible to increase the solubility of compounds and conduct biological studies. The compounds inhibit the DNA repair enzyme tyrosyl-DNA phosphodiesterase 1 in submicromolar concentrations. Cytotoxic concentrations were also studied on the glioblastoma cell line SNB19.

KW - DNA repair

KW - TDP1 inhibitors

KW - abietic acid

KW - adamantane

KW - dehydroabietic acid

KW - heterocyclic compounds

KW - parabanic acid

KW - resin acids

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85180686638&origin=inward&txGid=5da881f8312a4579d70c704e314e1d27

UR - https://www.mendeley.com/catalogue/eb65e4d7-aa38-3374-a24e-6dc4da54c82c/

U2 - 10.3390/M1743

DO - 10.3390/M1743

M3 - Article

VL - 2023

JO - MolBank

JF - MolBank

SN - 1422-8599

IS - 4

M1 - М1743

ER -

ID: 59544355