College of Pharmacy, Sookmyung Women's University, Seoul, Korea.
Department of Biochemistry, Chungnam National University, Daejeon, Korea.
J Enzyme Inhib Med Chem. 2024 Dec;39(1):2419925. doi: 10.1080/14756366.2024.2419925. Epub 2024 Nov 4.
Transcriptional enhanced associate domain (TEAD) transcription factors undergo auto-palmitoylation, which is critical to mediate their function and maintain stability. Targeting the palmitate binding pocket of TEAD holds considerable promise for drug discovery, and it can be characterised into three components: a conserved cysteine, a hydrophobic main pocket, and a hydrophilic side pocket. Endogenous palmitate and several known TEAD inhibitors interact with the cysteine and hydrophobic residues in the deep hydrophobic pocket. We anticipate that precise targeting of the polar side pocket could facilitate the discovery of inhibitors with enhanced potencies and properties. Herein, we selected niflumic acid as the core scaffold suitable for targeting the three characteristic components of TEAD palmitate pocket. Reversible and irreversible compounds with substituents capable of directing each part of the palmitate pocket were designed. The newly synthesised compounds inhibited the palmitoylation and transcriptional activity of TEAD and elicited growth-inhibitory effects against several carcinomas, including mesothelioma.
转录增强相关结构域(TEAD)转录因子发生自身棕榈酰化,这对于介导其功能和维持稳定性至关重要。靶向 TEAD 的棕榈酸结合口袋在药物发现方面具有很大的潜力,它可以分为三个组成部分:一个保守的半胱氨酸、一个疏水性主口袋和一个亲水性侧口袋。内源性棕榈酸和几种已知的 TEAD 抑制剂与半胱氨酸和疏水性口袋中的疏水残基相互作用。我们预计,精确靶向极性侧口袋可以促进发现具有增强效力和特性的抑制剂。在此,我们选择 niflumic acid 作为适合靶向 TEAD 棕榈酸口袋三个特征性组成部分的核心支架。设计了具有能够定向棕榈酸口袋各个部分的取代基的可逆和不可逆化合物。新合成的化合物抑制了 TEAD 的棕榈酰化和转录活性,并对包括间皮瘤在内的几种癌产生了生长抑制作用。