75691-91-7Relevant academic research and scientific papers
Design, synthesis and docking studies of novel dipeptidyl boronic acid proteasome inhibitors constructed from αα- and αβ-amino acids
Shi, Jingmiao,Lei, Meng,Wu, Wenkui,Feng, Huayun,Wang, Jia,Chen, Shanshan,Zhu, Yongqiang,Hu, Shihe,Liu, Zhaogang,Jiang, Cheng
supporting information, p. 1958 - 1962 (2016/04/05)
A series of novel dipeptidyl boronic acid proteasome inhibitors constructed from αα- and αβ-amino acids were designed and synthesized. Their structures were elucidated by 1H NMR, 13C NMR, LC-MS and HRMS. These compounds were evaluated for their β5 subunit inhibitory activities of human proteasome. The results showed that dipeptidyl boronic acid inhibitors composed of αα-amino acids were as active as bortezomib. Interestingly, the activities of those derived from αβ-amino acids lost completely. Of all the inhibitors, compound 22 (IC50 = 4.82 nM) was the most potent for the inhibition of proteasome activity. Compound 22 was also the most active against three MM cell lines with IC50 values less than 5 nM in inhibiting cell growth assays. Molecular docking studies displayed that 22 fitted very well in the β5 subunit active pocket of proteasome.
N-Acylphenylalanines and Related Compounds. A New Class of Oral Hypoglycemic Agents
Shinkai, Hisashi,Toi, Koji,Kumashiro, Izumi,Seto, Yoshiko,Fukuma, Mariko,et al.
, p. 2092 - 2097 (2007/10/02)
N-Benzoyl-DL-phenylalanine (1) was found to possess hypoglycemic activity.A series of the analogues of compound 1 were prepared and evaluated for their blood glucose lowering activity.Both the steric effects of the phenylalanine moiety and the effects of variations in the acyl moiety were investigated.This study elucidated some of the structure-activity relationships and led to the development of N-(4-ethylbenzoyl)-D-phenylalanine (34), which was 50 times more potent than the initial compound 1.
