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Mendeleev Communications, 2022, Volume 32, Issue 6, Pages 747–749
DOI: https://doi.org/10.1016/j.mencom.2022.11.013
(Mi mendc786)
 

This article is cited in 2 scientific papers (total in 2 papers)

Communications

Synthesis of novel glutarimide derivatives via the Ugi multicomponent reaction: affinity towards the E3 ubiquitin ligase substrate receptor Cereblon

D. Barkhatovaa, D. Zhukovskya, Ch. Heimbc, S. Maiwaldc, M. D. Hartmannbc, M. Yu. Krasavinad

a Institute of Chemistry, St. Petersburg State University, St. Petersburg, Russian Federation
b Interfaculty Institute of Biochemistry, University of Tubingen, Tubingen, Germany
c Department of Protein Evolution, Max Planck Institute for Biology, Tubingen, Germany
d Immanuel Kant Baltic Federal University, Kaliningrad, Russian Federation
Abstract: The glutarimide moiety, common in many immuno-modulatory drugs, was decorated with lactam and diamide side chains via two variants of the Ugi reaction, namely, with isocyanide, aldehyde and acid or with isocyanide and oxo acid. The resulting diastereomerically pure compounds were evaluated for their affinity towards the E3 ubiquitin ligase substrate receptor Cereblon.
Keywords: 2-aminoglutarimide, Ugi reaction, oxo acids, isocyanides, immunomodulatory drugs, E3 ubiquitin ligase, Cereblon.
Bibliographic databases:
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (2.6 Mb)


Citation: D. Barkhatova, D. Zhukovsky, Ch. Heim, S. Maiwald, M. D. Hartmann, M. Yu. Krasavin, “Synthesis of novel glutarimide derivatives via the Ugi multicomponent reaction: affinity towards the E3 ubiquitin ligase substrate receptor Cereblon”, Mendeleev Commun., 32:6 (2022), 747–749
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  • https://www.mathnet.ru/eng/mendc/v32/i6/p747
  • This publication is cited in the following 2 articles:
    Citing articles in Google Scholar: Russian citations, English citations
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