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

Kseniya S. Kovaleva; Olga I. Yarovaya; Irina A. Chernyshova; Alexandra L. Zakharenko; Sergey V. Cheresiz; Amirhossein Azimirad; Andrey G. Pokrovsky; Olga I. Lavrik; Nariman F. Salakhutdinov

doi:10.3390/M1743

Molbank (Nov 2023)

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

Kseniya S. Kovaleva,
Olga I. Yarovaya,
Irina A. Chernyshova,
Alexandra L. Zakharenko,
Sergey V. Cheresiz,
Amirhossein Azimirad,
Andrey G. Pokrovsky,
Olga I. Lavrik,
Nariman F. Salakhutdinov

Affiliations

Kseniya S. Kovaleva: N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Lavrentiev Ave. 9, Novosibirsk 630090, Russia
Olga I. Yarovaya: N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Lavrentiev Ave. 9, Novosibirsk 630090, Russia
Irina A. Chernyshova: Novosibirsk Institute of Chemical Biology and Fundamental Medicine, Siberian Branch of the Russian Academy of Sciences, Lavrentiev Ave. 8, Novosibirsk 630090, Russia
Alexandra L. Zakharenko: Novosibirsk Institute of Chemical Biology and Fundamental Medicine, Siberian Branch of the Russian Academy of Sciences, Lavrentiev Ave. 8, Novosibirsk 630090, Russia
Sergey V. Cheresiz: V. Zelman Institute for the Medicine and Psychology, Novosibirsk State University, Pirogova St. 1, Novosibirsk 630090, Russia
Amirhossein Azimirad: V. Zelman Institute for the Medicine and Psychology, Novosibirsk State University, Pirogova St. 1, Novosibirsk 630090, Russia
Andrey G. Pokrovsky: V. Zelman Institute for the Medicine and Psychology, Novosibirsk State University, Pirogova St. 1, Novosibirsk 630090, Russia
Olga I. Lavrik: Novosibirsk Institute of Chemical Biology and Fundamental Medicine, Siberian Branch of the Russian Academy of Sciences, Lavrentiev Ave. 8, Novosibirsk 630090, Russia
Nariman F. Salakhutdinov: N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Lavrentiev Ave. 9, Novosibirsk 630090, Russia

DOI: https://doi.org/10.3390/M1743
Journal volume & issue: Vol. 2023, no. 4
p. M1743

Abstract

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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.

Published in Molbank

ISSN: 1422-8599 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Inorganic chemistry
Website: https://www.mdpi.com/journal/molbank

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