Development of tool molecules that inhibit Jumonji demethylases allows for the investigation of cancer-associated transcription. While scaffolds such as 2,4-pyridinedicarboxylic acid (2,4-PDCA) are potent inhibitors, they exhibit limited selectivity. To discover new inhibitors for the KDM4 demethylases, enzymes overexpressed in several cancers, we docked a library of 600,000 fragments into the high-resolution structure of KDM4A. Among the most interesting chemotypes were the 5-aminosalicylates, which docked in two distinct but overlapping orientations. Docking poses informed the design of covalently linked fragment compounds, which were further derivatized. This combined approach improved affinity by ∼ 3 log-orders to yield compound 35 (Ki = 43 nM). Several hybrid inhibitors were selective for KDM4C over the related enzymes FIH, KDM2A, and KDM6B while lacking selectivity against the KDM3 and KDM5 subfamilies. Cocrystal structures corroborated the docking predictions. This study extends the use of
PubMed comprises more than 30 million citations for biomedical literature from MEDLINE, life science journals, and online books. Citations may include links to full-text content from PubMed Central and publisher web sites.
This talk will describe our structure-based design approach towards the identification of potent JmjC histone demethylase inhibitors based upon the pyrido[3,4-d]pyrimidin-4(3H)-one scaffold which demonstrate potent and selective biochemical affinity for the KDM4 and KDM5 subfamily demethylases over the KDM2, KDM3 and KDM6 subfamilies and describe their cell-based activity profiles. ...
PURINONE DERIVATIVE | PROCESS FOR MAKING TRICYCLIC LACTAM COMPOUNDS | Cis-tetrahydro-spiro(cyclohexane-1,1?-pyrido[3,4-b]indole)-4-amine Compounds | HISTONE DEMETHYLASE INHIBITORS | Fused Heterocyclic Compounds as Selective BMP Inhibitors |
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0082] Suitable monovalent substituents on a substitutable carbon atom of an "optionally substituted" group are independently halogen; --(CH2)0-4R.sup.◯; --(CH2)0-4OR.sup.◯; --O(CH2)0-4R.sup.◯, --O--(CH2)0-4C(O)OR.sup.◯; --(CH2)0-4--CH(OR.sup.◯)2; --(CH2)0-4SR.sup.◯; --(CH2)0-4Ph, which may be substituted with R.sup.◯; --(CH2)0-4O(CH2)0-1Ph which may be substituted with R.sup.◯; --CH═CHPh, which may be substituted with R.sup.◯; --(CH2)0-4O(CH2)0-1-pyridyl which may be substituted with R.sup.◯; --NO2; --CN; --N3; --(CH2)0-4N(R.sup.◯)2; --(CH2)0-4N(R.sup.◯)C(O)R.sup.◯; --N(R.sup.◯)C(S)R.sup.◯; --(CH2)0-4N(R.sup.◯)C(O)NR.sup.◯2; --N(R.sup.◯)C(S)NR.sup.◯2; --(CH2)0-4N(R.sup.◯)C(O)OR.sup.◯; --N(R.sup.◯)N(R.sup.◯)C(O)R.sup.◯; --N(R.sup.◯)N(R.sup.◯)C(O)NR.sup.◯.su- b.2; --N(R.sup.◯)N(R.sup.◯)C(O)OR.sup..largecircle- .; --(CH2)0-4C(O)R.sup.◯; --C(S)R.sup.◯; --(CH2)0-4C(O)OR.sup.◯; --(CH2)0-4C(O)SR.sup.◯; --(CH2)0-4C(O)OSiR.sup.◯3; ...
In this issue of Clinical Cancer Research, Huang and colleagues, characterize the effects of novel histone demethylase inhibitors, either alone or in combination with inhibitors of DNA methyltransferases (DNMTI), on the proliferation and survival of transformed cells (1). A widely accepted view holds that the origins of cancer lie, at least in part, in the silencing of genes responsible for cell death and/or differentiation, a phenomenon that generally stems from perturbations in the transcriptional regulatory machinery. In the broadest sense, silencing of such genes occurs at three fundamentally different but closely interrelated levels. For example, silencing frequently results from DNA methylation at the site of CpG islands by DNA methyltransferases (DNMT; ref. 2). Silencing can also stem from mutations in chromatin remodeling complexes [i.e., nucleosomal remodeling factors (NURF)] such as SWI/SNF. Finally, silencing can result from multiple post-translational covalent histone modifications, ...
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Mono- and Stereopictres of 5.0 Angstrom coordination sphere of Iron atom in PDB 3g1q: Crystal Structure of Sterol 14-Alpha Demethylase (CYP51) From Trypanosoma Brucei in Ligand Free State
A novel oligoamine analog inhibitor of histone demethylases blocks colon tumor cell growth in association with histone methylation and gene re-expression. It also markedly potentiates the activity of hypomethylating agents in vitro and in vivo, suggesting that histone demethylase inhibitors may represent a valuable addition to the armamentarium of epigenetic agents. (Clin Cancer Res 2009;15(23):7111-3) ...
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Vet Dermatol. 2008 Aug;194199-208. doi 10.1111/j.1365-3164.2008.00675.x. Adverse effects of ketoconazole in dogs--a retrospective study. Mayer
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5TZ1: Structural analyses of Candida albicans sterol 14 alpha-demethylase complexed with azole drugs address the molecular basis of azole-mediated inhibition of fungal sterol biosynthesis.
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