145678-68-8Relevant academic research and scientific papers
Enantioselective hydrogenation of arecaidine over cinchona alkaloid-modified palladium catalyst: A novel route to enantioenriched nipecotic acid derivatives
Szollosi, Gyoergy,Szori, Kornel,Bartok, Mihaly
, p. 349 - 352 (2008)
The hydrogenation of N-methyl-3,4-dehydronipecotic acid (arecaidine) over Pd/Al2O3 catalyst in presence of cinchona alkaloids and benzylamine additive results in the quantitative formation of N-methylnipecotic acid in good (up to 60%) optical purity. The reaction is a novel example of the efficient use of chirally modified heterogeneous metal catalysts allowing the preparation of enantioenriched N-heterocyclic carboxylic acids.
Piperidine scaffold as the novel P2-ligands in cyclopropyl-containing HIV-1 protease inhibitors: Structure-based design, synthesis, biological evaluation and docking study
Cen, Shan,Dong, Biao,Ma, Ling,Wang, Juxian,Wang, Yucheng,Zhang, Guoning,Zhou, Huiyu,Zhou, Jinming,Zhu, Mei
, (2020/11/03)
A series of potent HIV-1 protease inhibitors, containing diverse piperidine analogues as the P2-ligands, 4-substituted phenylsulfonamides as the P2'-ligands and a hydrophobic cyclopropyl group as the P1'-ligand, were designed, synthesized and evaluated in this work. Among these twenty-four target compounds, many of them exhibited excellent activity against HIV-1 protease with half maximal inhibitory concentration (IC50) values below 20 nM. Particularly, compound 22a containing a (R)-piperidine-3-carboxamide as the P2-ligand and a 4-methoxylphenylsulfonamide as the P2'-ligand exhibited the most effective inhibitory activity with an IC50 value of 3.61 nM. More importantly, 22a exhibited activity with inhibition of 42% and 26% against wild-type and Darunavir (DRV)-resistant HIV-1 variants, respectively. Additionally, the molecular docking of 22a with HIV-1 protease provided insight into the ligand-binding properties, which was of great value for further study.
