Division of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, Brisbane, Qld 4072, Australia.
J Med Chem. 2010 Oct 28;53(20):7428-40. doi: 10.1021/jm100984y.
Human protease activated receptor 2 (PAR2) is a G protein-coupled receptor that is associated with inflammatory diseases and cancers. PAR2 is activated by serine proteases that cleave its N-terminus and by synthetic peptides corresponding to the new N-terminus. Peptide agonists are widely used to characterize physiological roles for PAR2 but typically have low potency (e.g., SLIGKV-NH(2), SLIGRL-NH(2)), uncertain target selectivity, and poor bioavailability, limiting their usefulness for specifically interrogating PAR2 in vivo. Structure-activity relationships were used to derive new PAR2 agonists and antagonists containing nonpeptidic moieties. Agonist GB110 (19, EC(50) 0.28 μM) selectively induced PAR2-, but not PAR1-, mediated intracellular Ca(2+) release in HT29 human colorectal carcinoma cells. Antagonist GB83 (36, IC(50) 2 μM) is the first compound at micromolar concentrations to reversibly inhibit PAR2 activation by both proteases and other PAR2 agonists (e.g., trypsin, 2f-furoyl-LIGRLO-NH(2), 19). The new compounds are selective for PAR2 over PAR1, serum stable, and suitable for modulating PAR2 in disease models.
人蛋白酶激活受体 2 (PAR2) 是一种 G 蛋白偶联受体,与炎症性疾病和癌症有关。PAR2 通过切割其 N 端的丝氨酸蛋白酶和与其新 N 端对应的合成肽激活。肽激动剂广泛用于表征 PAR2 的生理作用,但通常效力低(例如,SLIGKV-NH2、SLIGRL-NH2),靶向选择性不确定,生物利用度差,限制了它们在体内特异性研究 PAR2 的用途。使用构效关系得出了含有非肽部分的新型 PAR2 激动剂和拮抗剂。激动剂 GB110(19,EC500.28 μM)选择性诱导 HT29 人结直肠癌细胞中 PAR2-但不 PAR1-介导的细胞内 Ca2+释放。拮抗剂 GB83(36,IC502 μM)是第一个在微摩尔浓度下可逆抑制蛋白酶和其他 PAR2 激动剂(例如胰蛋白酶、2f-糠酰基-LIGRLO-NH2、19)激活 PAR2 的化合物。新化合物对 PAR2 具有选择性,对 PAR1 无选择性,对血清稳定,适合在疾病模型中调节 PAR2。