69935-12-2Relevant academic research and scientific papers
Peptide-Boronic Acid Inhibitors of Flaviviral Proteases: Medicinal Chemistry and Structural Biology
Nitsche, Christoph,Zhang, Linlin,Weigel, Lena F.,Schilz, Jonas,Graf, Dominik,Bartenschlager, Ralf,Hilgenfeld, Rolf,Klein, Christian D.
, p. 511 - 516 (2017/04/27)
A thousand-fold affinity gain is achieved by introduction of a C-terminal boronic acid moiety into dipeptidic inhibitors of the Zika, West Nile, and dengue virus proteases. The resulting compounds have Ki values in the two-digit nanomolar range
Synthesis and anti-tumor activity evaluation of Matijin-Su derivatives
Xu, Bixue,Wang, Ning,Pan, Weidong,Qiu, Jingying,Cao, Peixue,Zhu, Meifen,Feng, Yibin,Liang, Guangyi
, p. 34 - 40 (2014/06/24)
A series of Matijin-Su (MTS, N-(N-benzoyl-l-phenylalanyl)-O-acetyl-l- phenylalanol) derivatives was synthesized and evaluated for their anti-tumor activities in hepatocellular carcinoma cells. The IC50 of compounds 1, 3, 4, 11, 13 were less than 20 μM, and compound 1 and 3 showed an IC 50 value of less than 9 μM. Expansion inhibition could be found significantly in compound 1 and 3-treated human hepatoma cell HepG2 and PLC/PRF/5, while both compounds exhibit lower toxicity to human hepatocyte cell line L-02. Compound 1 and 3 could induce cell cycle arrest at G1/S phase. This may be attributed to increase level of intracellular reactive oxygen species (ROS). Up-regulation of p38 MAPK activity in responding the ROS stabilize p53 and activate p21 transcription, the critical regulatory in G1/S checkpoint. Observations in this study shed light on the potential of MTS derivatives compound 1 and 3 as novel suppressors to human liver cancer.
Peptide-catalyzed conversion of racemic oxazol-5(4 H)-ones into enantiomerically enriched α-amino acid derivatives
Metrano, Anthony J.,Miller, Scott J.
, p. 1542 - 1554 (2014/03/21)
We report the development and optimization of a tetrapeptide that catalyzes the methanolytic dynamic kinetic resolution of oxazol-5(4H)-ones (azlactones) with high levels of enantioinduction. Oxazolones possessing benzylic-type substituents were found to perform better than others, providing methyl ester products in 88:12 to 98:2 er. The mechanism of this peptide-catalyzed process was investigated through truncation studies and competition experiments. High-field NOESY analysis was performed to elucidate the solution-phase structure of the peptide, and we present a plausible model for catalysis.
Synthesis and anti-hepatitis B virus activities of Matijing-Su derivatives
Xu, Bixue,Huang, Zhengming,Liu, Changxiao,Cai, Zegui,Pan, Weidong,Cao, Peixue,Hao, Xiaojiang,Liang, Guangyi
experimental part, p. 3118 - 3125 (2009/09/25)
A series of derivatives of Matijing-Su (MTS, N-(N-benzoyl-l-phenylalanyl)-O-acetyl-l-phenylalanol) was synthesized and evaluated for their anti-hepatitis B virus (HBV) activities in 2.2.15 cells. The IC50 of compounds 9c (1.40 μM), 9g (2.33 μM) and 9n (2.36 μM), etc. and the selective index of 9n (45.93) of the inhibition on the replication of HBV DNA were higher than those of the positive control lamivudine [41.59, (IC50: 82.42 μM)]. Compounds 11d, 12a and 12e also exhibited significant anti-HBV activities.
UNUSUAL AMINO ACIDS. III. ASYMMETRIC SYNTHESIS OF 3-ARYLALANINES
Taudien, Stefan,Schinkowski, Klaus,Krause, Hans-Walter
, p. 73 - 84 (2007/10/02)
21 (Z)-α-N-benzoylamino-β-arylacrylic acids and their esters were prepared by known procedures and hydrogenated to the corresponding optically active α-benzoyl-β-arylalanine derivatives with optical yields in the range of 82-95percent ee using the cationi
