Category: piperazinesIn 2022 ,《Design and synthesis of novel quinazolinone derivatives as anti-HBV agents with TLR8 agonist effect》 appeared in European Journal of Medicinal Chemistry. The author of the article were Qiu, Jingying; Zhou, Qingqing; Zou, Yueting; Li, Shuqiong; Yang, Lihua; Chen, Wang; Gao, Jian; Gu, Xiaoke. The article conveys some information:
In this work, a series of novel quinazolinone derivatives I [R1 = benzyl, 2-furylmethyl, 2-thienylmethyl, etc.; R2 = H, 2-MeO, 3-F, etc.; R3 = (4-methylpiperazin-1-yl), (4-hydroxy-1-piperidyl), (2-aminopyrimidin-4-yl)oxy, etc.] were synthesized and evaluated as novel anti-HBV agents. Among them, compound I [R1 = 2-furylmethyl; R2 = 2-MeO; R3 = (2-aminopyrimidin-4-yl)oxy] exhibited potent inhibitory effect on HBV DNA replication in both wild type and drug resistant (lamivudine and entecavir) HBV strains with IC50 values of 0.15 and 0.10μM, resp. Notably, the selective index value of I [R1 = 2-furylmethyl; R2 = 2-MeO; R3 = (2-aminopyrimidin-4-yl)oxy] was high above 66.67, indicating the favorable safety profile. Mol. docking study indicated that compound I [R1 = 2-furylmethyl; R2 = 2-MeO; R3 = (2-aminopyrimidin-4-yl)oxy] well fitted into the binding pocket of TLR8 protein-protein interface. Dual-luciferase reporter gene assay further confirmed that compound I [R1 = 2-furylmethyl; R2 = 2-MeO; R3 = (2-aminopyrimidin-4-yl)oxy] could dose-dependently activate TLR8, thus effectively inducing the activity of TLR8-dependent NF-κB. Collectively, compound I [R1 = 2-furylmethyl; R2 = 2-MeO; R3 = (2-aminopyrimidin-4-yl)oxy] displayed potent anti-HBV activities and TLR8 agonist effect in vitro, and might be a potential immunomodulatory anti-HBV agent to warrant further investigation. In the part of experimental materials, we found many familiar compounds, such as 1-Methylpiperazine(cas: 109-01-3Category: piperazines)
1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Category: piperazines
Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics