961-29-5Relevant articles and documents
Discovery of isoliquiritigenin analogues that reverse acute hepatitis by inhibiting macrophage polarization
Yang, Junjie,Hu, Fanjie,Guo, Chengjun,Liang, Yuqing,Song, Haiying,Cheng, Kui
, (2021/06/15)
Screening a natural product library of 850 compounds yield isoliquiritigenin as an effective anti-inflammatory agent by inhibiting the production of pro-inflammatory NO induced by Pam3CSK4, while its activity accompanied by toxicity. Further studies obtained the optimized isoliquiritigenin derivative SMU-B14, which can inhibit Pam3CSK4 triggered toll-like receptor 2 (TLR2) signaling with low toxicity and high potency. Preliminary mechanism studies indicated that SMU-B14 worked through TLR2/MyD88, phosphorylation of IKKα/β, leading to the reduce degradation of NF-κB related IKBα and p65 complex, then inhibited the production of inflammatory cytokines, such as TNF-α, IL-6, IL-1β both in human and murine cell lines. Subsequent polarization experiments showed SMU-B14 significant reversed the polarization of M1 phenotype primary macrophage activated by Pam3CSK4 in vitro, and reduced the infiltration of neutrophil and polarization of M1-type macrophage, decreased serum alanine transaminase (ALT), as a result protected liver from being injured in vivo. In summary, we obtained an optimized lead compound SMU-B14 and found it functionally blocked TLR2/MyD88/NF-κB signaling pathway to down-regulate the production of inflammatory cytokines resulted significant liver protection property.
Synthesis and biological evaluation of isoliquiritigenin derivatives as a neuroprotective agent against glutamate mediated neurotoxicity in HT22 cells
Selvaraj, Baskar,Kim, Dae Won,Huh, Gyuwon,Lee, Heesu,Kang, Kyungsu,Lee, Jae Wook
, (2020/03/05)
Glutamate-induced neurotoxicity is characterized by cellular Ca2+ uptake, which is upstream of reactive oxygen species (ROS)-induced apoptosis signaling and MAPKs activation. In the present study, we synthesized isoliquiritigenin analogs with electron-donating and electron-withdrawing functional groups. These analogs were evaluated for neuroprotective effect against glutamate-induced neurotoxicity in HT22 cells. Among these analogs, compound BS11 was selected as a potent neuroprotective agent. Cellular Ca2+ concentration, ROS level, MAPKs activation and AIF translocation to the nucleus were increased upon treatment with 5 mM glutamate. In contrast, we identified that compound BS11 reduced the cellular Ca2+ concentration and ROS level upon glutamate exposure. Western blot analysis showed that MAPK activation was decreased by treatment with compound BS11. We further identified that cotreatment of compound BS11 and glutamate inhibited translocation of AIF to the nucleus.
A different synthesis method of glycyrrhizin
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Paragraph 0028; 0035-0037; 0040-0042; 0047-0048, (2019/05/11)
The invention discloses a synthesis method of glycyrrhizin, is to Paeonia suffruticosa Andr. (tree peony bark) phenol and P-hydroxy-formaldehyde as raw materials, under the action of the alkaline catalyst through claessen - Schmidt condensation reaction of direct synthesis of 4 '- methoxy - 2', 4 - dihydroxy chalcone, then under the effect of the hydrobromide in the molecule of the ether linkage of the disconnect, is transformed into the 2 ', 4, 4' - three hydroxy chalcone is isoliquiritigenin, after recrystallizing and obtain high-purity isoliquiritigenin. Paeonia suffruticosa Andr. (tree peony bark) phenol and P-hydroxybenzaldehyde feeding ratio is: Paeonia suffruticosa Andr. (tree peony bark) phenol (mol): P-hydroxybenzaldehyde (mol)=1:1. Synthesis of the isoliquiritigenin carried out at normal temperature, few synthesis steps, short reaction time, does not require the complicated separation can be carried out continuously, the conversion of raw materials is high, the total yield can reach 85%, with a purity of 96% or more. Synthetic process green environmental protection, Paeonia suffruticosa Andr. (tree peony bark) phenol cheap raw materials, product of low production cost.
