Literature DB >> 30253346

Discovery of 4-(((4-(5-chloro-2-(((1s,4s)-4-((2-methoxyethyl)amino)cyclohexyl)amino)pyridin-4-yl)thiazol-2-yl)amino)methyl)tetrahydro-2H-pyran-4-carbonitrile (JSH-150) as a novel highly selective and potent CDK9 kinase inhibitor.

Beilei Wang1, Jiaxin Wu1, Yun Wu2, Cheng Chen1, Fengming Zou2, Aoli Wang2, Hong Wu2, Zhenquan Hu2, Zongru Jiang1, Qingwang Liu3, Wei Wang2, Yicong Zhang1, Feiyang Liu2, Ming Zhao4, Jie Hu4, Tao Huang4, Juan Ge4, Li Wang1, Tao Ren4, Yuxin Wang5, Jing Liu6, Qingsong Liu7.   

Abstract

Through a structure-guided rational drug design approach, we have discovered a highly selective inhibitor compound 40 (JSH-150), which exhibited an IC50 of 1 nM against CDK9 kinase in the biochemical assay and achieved around 300-10000-fold selectivity over other CDK kinase family members. In addition, it also displayed high selectivity over other 468 kinases/mutants (KINOMEscan S score(1) = 0.01). Compound 40 displayed potent antiproliferative effects against melanoma, neuroblastoma, hepatoma, colon cancer, lung cancer as well as leukemia cell lines. It could dose-dependently inhibit the phosphorylation of RNA Pol II, suppress the expression of MCL-1 and c-Myc, arrest the cell cycle and induce the apoptosis in the leukemia cells. In the MV4-11 cell-inoculated xenograft mouse model, 10 mg/kg dosage of 40 could almost completely suppress the tumor progression. The high selectivity and good in vivo PK/PD profile suggested that 40 would be a good pharmacological tool to study CDK9-mediated physiology and pathology as well as a potential drug candidate for leukemia and other cancers.
Copyright © 2018 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  1,2-Dimethoxyethane; 4-Dimethylaminopyridine; AML; Acute myeloid leukemia; CDK; CDK9; CLL; Chronic lymphocytic leukemia; Cyclin-dependent kinase; DCM; DIAD; DIPEA; DMAP; DME; DMF; DMSO; Diisopropyl azodicarboxylate; Dimethyl chloride; Dimethyl sulfoxide; Kinase inhibitor; LDA; Leukemia; Lithium diisopropylamide; MCL; Mantle cell lymphoma; N; N-bromobutanimide; N-diisopropylethylamine; N-dimethylformamide; NBS; SAR; Structure-activity relationship

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Year:  2018        PMID: 30253346     DOI: 10.1016/j.ejmech.2018.09.025

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  7 in total

Review 1.  CDK9 inhibitors in cancer research.

Authors:  Zhi Huang; Tianqi Wang; Cheng Wang; Yan Fan
Journal:  RSC Med Chem       Date:  2022-04-20

2.  Design, Synthesis, and Molecular Docking of Paracyclophanyl-Thiazole Hybrids as Novel CDK1 Inhibitors and Apoptosis Inducing Anti-Melanoma Agents.

Authors:  Ashraf A Aly; Stefan Bräse; Alaa A Hassan; Nasr K Mohamed; Lamiaa E Abd El-Haleem; Martin Nieger; Nesrin M Morsy; Mohammed B Alshammari; Mahmoud A A Ibrahim; Elshimaa M N Abdelhafez
Journal:  Molecules       Date:  2020-11-27       Impact factor: 4.411

Review 3.  Small molecule inhibitors of cyclin-dependent kinase 9 for cancer therapy.

Authors:  Aisha Alsfouk
Journal:  J Enzyme Inhib Med Chem       Date:  2021-12       Impact factor: 5.051

4.  Regioselective Pd-catalyzed α-alkylation of furans using alkyl iodides.

Authors:  Jiaqi Yuan; Xiaofei Zhang; Chunhao Yang
Journal:  RSC Adv       Date:  2021-04-14       Impact factor: 3.361

Review 5.  Cyclin-Dependent Kinase Inhibitors in Hematological Malignancies-Current Understanding, (Pre-)Clinical Application and Promising Approaches.

Authors:  Anna Richter; Nina Schoenwaelder; Sina Sender; Christian Junghanss; Claudia Maletzki
Journal:  Cancers (Basel)       Date:  2021-05-20       Impact factor: 6.639

Review 6.  Targeting CDK9 for Anti-Cancer Therapeutics.

Authors:  Ranadip Mandal; Sven Becker; Klaus Strebhardt
Journal:  Cancers (Basel)       Date:  2021-05-01       Impact factor: 6.639

7.  Acetyl-bufalin shows potent efficacy against non-small-cell lung cancer by targeting the CDK9/STAT3 signalling pathway.

Authors:  Lehe Yang; Feng Zhou; Yan Zhuang; Yanan Liu; Lingyuan Xu; Haiyang Zhao; Youqun Xiang; Xuanxuan Dai; Zhiguo Liu; Xiaoying Huang; Liangxing Wang; Chengguang Zhao
Journal:  Br J Cancer       Date:  2020-10-30       Impact factor: 7.640

  7 in total

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