Swale Daniel R, Kurata Haruto, Kharade Sujay V, Sheehan Jonathan, Raphemot Rene, Voigtritter Karl R, Figueroa Eric E, Meiler Jens, Blobaum Anna L, Lindsley Craig W, Hopkins Corey R, Denton Jerod S
Department of Chemistry, Vanderbilt University , Nashville, Tennessee 37232, United States.
ACS Chem Neurosci. 2016 Jul 20;7(7):1013-23. doi: 10.1021/acschemneuro.6b00111. Epub 2016 May 24.
The inward rectifier potassium (Kir) channel Kir7.1 (KCNJ13) has recently emerged as a key regulator of melanocortin signaling in the brain, electrolyte homeostasis in the eye, and uterine muscle contractility during pregnancy. The pharmacological tools available for exploring the physiology and therapeutic potential of Kir7.1 have been limited to relatively weak and nonselective small-molecule inhibitors. Here, we report the discovery in a fluorescence-based high-throughput screen of a novel Kir7.1 channel inhibitor, VU714. Site-directed mutagenesis of pore-lining amino acid residues identified glutamate 149 and alanine 150 as essential determinants of VU714 activity. Lead optimization with medicinal chemistry generated ML418, which exhibits sub-micromolar activity (IC50 = 310 nM) and superior selectivity over other Kir channels (at least 17-fold selective over Kir1.1, Kir2.1, Kir2.2, Kir2.3, Kir3.1/3.2, and Kir4.1) except for Kir6.2/SUR1 (equally potent). Evaluation in the EuroFins Lead Profiling panel of 64 GPCRs, ion-channels, and transporters for off-target activity of ML418 revealed a relatively clean ancillary pharmacology. While ML418 exhibited low CLHEP in human microsomes which could be modulated with lipophilicity adjustments, it showed high CLHEP in rat microsomes regardless of lipophilicity. A subsequent in vivo PK study of ML418 by intraperitoneal (IP) administration (30 mg/kg dosage) revealed a suitable PK profile (Cmax = 0.20 μM and Tmax = 3 h) and favorable CNS distribution (mouse brain/plasma Kp of 10.9 to support in vivo studies. ML418, which represents the current state-of-the-art in Kir7.1 inhibitors, should be useful for exploring the physiology of Kir7.1 in vitro and in vivo.
内向整流钾通道Kir7.1(KCNJ13)最近已成为大脑中黑皮质素信号传导、眼睛中电解质稳态以及孕期子宫肌肉收缩性的关键调节因子。用于探索Kir7.1生理学和治疗潜力的药理学工具一直局限于相对较弱且非选择性的小分子抑制剂。在此,我们报告在基于荧光的高通量筛选中发现了一种新型Kir7.1通道抑制剂VU714。对构成孔道的氨基酸残基进行定点诱变确定谷氨酸149和丙氨酸150是VU714活性的关键决定因素。通过药物化学进行先导化合物优化得到了ML418,其表现出亚微摩尔活性(IC50 = 310 nM),并且对除Kir6.2/SUR1(同等效力)之外的其他Kir通道具有优异的选择性(对Kir1.1、Kir2.1、Kir2.2、Kir2.3、Kir3.1/3.2和Kir4.1的选择性至少高17倍)。在EuroFins针对64种GPCR、离子通道和转运蛋白的先导化合物分析面板中对ML418的脱靶活性进行评估,结果显示其辅助药理学性质相对纯净。虽然ML418在人微粒体中表现出较低的清除率(CLHEP),可通过调整亲脂性进行调节,但无论亲脂性如何,它在大鼠微粒体中都表现出较高的CLHEP。随后通过腹腔注射(IP)给药(剂量为30 mg/kg)对ML418进行的体内药代动力学研究显示其具有合适的药代动力学特征(Cmax = 0.20 μM,Tmax = 3 h)以及良好的中枢神经系统分布(小鼠脑/血浆分配系数Kp为10.9),以支持体内研究。ML418代表了Kir7.1抑制剂的当前技术水平,应有助于在体外和体内探索Kir7.1的生理学。