Synthesis and biological evaluation of 9-oxo-9H-indeno[1,2-b]pyrazine-2,3-dicarbonitrile analogues as potential inhibitors of deubiquitinating enzymes - PubMed (original) (raw)
Synthesis and biological evaluation of 9-oxo-9H-indeno[1,2-b]pyrazine-2,3-dicarbonitrile analogues as potential inhibitors of deubiquitinating enzymes
Matteo Colombo et al. ChemMedChem. 2010.
Abstract
High-throughput screening highlighted 9-oxo-9H-indeno[1,2-b]pyrazine-2,3-dicarbonitrile (1) as an active inhibitor of ubiquitin-specific proteases (USPs), a family of hydrolytic enzymes involved in the removal of ubiquitin from protein substrates. The chemical behavior of compound 1 was examined. Moreover, the synthesis and in vitro evaluation of new compounds, analogues of 1, led to the identification of potent and selective inhibitors of the deubiquitinating enzyme USP8.
Similar articles
- Inhibition of Ubiquitin-specific Peptidase 8 Suppresses Adrenocorticotropic Hormone Production and Tumorous Corticotroph Cell Growth in AtT20 Cells.
Jian FF, Li YF, Chen YF, Jiang H, Chen X, Zheng LL, Zhao Y, Wang WQ, Ning G, Bian LG, Sun QF. Jian FF, et al. Chin Med J (Engl). 2016 Sep 5;129(17):2102-8. doi: 10.4103/0366-6999.189047. Chin Med J (Engl). 2016. PMID: 27569239 Free PMC article. - Discovery of novel USP8 inhibitors via Ubiquitin-Rho-110 fluorometric assay based high throughput screening.
Han J, Tian Y, Yu L, Zhang Q, Xu X, Zhang Y, Wang J, Ma Z, Bian J, Luo C, Jiang H, Chen K, Zhao Y, Li Z, Ding H. Han J, et al. Bioorg Chem. 2020 Aug;101:103962. doi: 10.1016/j.bioorg.2020.103962. Epub 2020 May 22. Bioorg Chem. 2020. PMID: 32480171 - The oncogenic role of ubiquitin specific peptidase (USP8) and its signaling pathways targeting for cancer therapeutics.
Islam MT, Chen F, Chen H. Islam MT, et al. Arch Biochem Biophys. 2021 Apr 15;701:108811. doi: 10.1016/j.abb.2021.108811. Epub 2021 Feb 16. Arch Biochem Biophys. 2021. PMID: 33600786 Review. - Nanomolar inhibitors of Mycobacterium tuberculosis glutamine synthetase 1: synthesis, biological evaluation and X-ray crystallographic studies.
Couturier C, Silve S, Morales R, Pessegue B, Llopart S, Nair A, Bauer A, Scheiper B, Pöverlein C, Ganzhorn A, Lagrange S, Bacqué E. Couturier C, et al. Bioorg Med Chem Lett. 2015 Apr 1;25(7):1455-9. doi: 10.1016/j.bmcl.2015.02.035. Epub 2015 Feb 23. Bioorg Med Chem Lett. 2015. PMID: 25770781 - Ubiquitin-specific protease 8 (USP8/UBPy): a prototypic multidomain deubiquitinating enzyme with pleiotropic functions.
Dufner A, Knobeloch KP. Dufner A, et al. Biochem Soc Trans. 2019 Dec 20;47(6):1867-1879. doi: 10.1042/BST20190527. Biochem Soc Trans. 2019. PMID: 31845722 Free PMC article. Review.
Cited by
- DUBs Activating the Hedgehog Signaling Pathway: A Promising Therapeutic Target in Cancer.
Bufalieri F, Lospinoso Severini L, Caimano M, Infante P, Di Marcotullio L. Bufalieri F, et al. Cancers (Basel). 2020 Jun 10;12(6):1518. doi: 10.3390/cancers12061518. Cancers (Basel). 2020. PMID: 32531973 Free PMC article. Review. - Deubiquitinases in hematological malignancies.
Lei H, Wang J, Hu J, Zhu Q, Wu Y. Lei H, et al. Biomark Res. 2021 Aug 28;9(1):66. doi: 10.1186/s40364-021-00320-w. Biomark Res. 2021. PMID: 34454635 Free PMC article. Review. - USP8 is a Novel Therapeutic Target in Melanoma Through Regulating Receptor Tyrosine Kinase Levels.
Duan B, Wang C, Liu Z, Yang X. Duan B, et al. Cancer Manag Res. 2021 May 24;13:4181-4189. doi: 10.2147/CMAR.S300195. eCollection 2021. Cancer Manag Res. 2021. PMID: 34079371 Free PMC article. - Isopeptidases in anticancer therapy: looking for inhibitors.
Sgorbissa A, Potu H, Brancolini C. Sgorbissa A, et al. Am J Transl Res. 2010 May 10;2(3):235-47. Am J Transl Res. 2010. PMID: 20589164 Free PMC article. - USP8 inhibitor-induced DNA damage activates cell cycle arrest, apoptosis, and autophagy in esophageal squamous cell carcinoma.
Sha B, Sun Y, Zhao S, Li M, Huang W, Li Z, Shi J, Han X, Li P, Hu T, Chen P. Sha B, et al. Cell Biol Toxicol. 2023 Oct;39(5):2011-2032. doi: 10.1007/s10565-021-09686-x. Epub 2022 Jan 13. Cell Biol Toxicol. 2023. PMID: 35022897
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Miscellaneous