63190-15-8Relevant articles and documents
Design, synthesis, and biological evaluation of 5-((8-methoxy-2-methylquinolin-4-yl)amino)-1H-indole-2-carbohydrazide derivatives as novel Nur77 modulators
Li, Baicun,Yao, Jie,Guo, Kaiqiang,He, Fengming,Chen, Kun,Lin, Zongxin,Liu, Shunzhi,Huang, Jiangang,Wu, Qiaoqiong,Fang, Meijuan,Zeng, Jinzhang,Wu, Zhen
, (2020/07/27)
Nur77 is a potential target for the treatment of cancer such as HCC. Herein, we detailed the discovery of a novel series of 5-((8-methoxy-2-methylquinolin-4-yl)amino)-1H-indole-2-carbohydrazide derivatives as potential Nur77 modulators. The studies of antiproliferative activity and Nur77-binding affinity of target compounds resulted in the discovery of a lead candidate (10g), which was a good Nur77 binder (KD = 3.58 ± 0.16 μM) with a broad-spectrum antiproliferative activity against all tested hepatoma cells (IC50 2.0 μM) and was low toxic to normal LO2 cells. 10g could up-regulate Nur77 expression and mediate sub-cellular localization of Nur77 to induce apoptosis in hepatocellular carcinoma cell lines, which relied on 10g inducing Nur77-dependent autophagy and endoplasmic reticulum stress as the upstream of apoptosis. Moreover, the in vivo assays verified that 10g significantly inhibited xenograft tumor growth. These results indicate that 10g has the potential to be developed as a novel Nur77-targeting anti-hepatoma drug.
Geometrical Isomerism of Phenylhydrazones of α-Keto Esters. II. p-Substituted Phenylhydrazones of Ethyl Pyruvate and 2,4-Dinitrophenylhydrazones of Some α-Keto Esters
Ishibashi, Fumihide,Nashima, Takeo,Nishino, Junko,Kobayashi, Ikuko,Ichihara, Yoshinori,et al.
, p. 73 - 76 (2007/10/02)
Each geometrical isomer of various substituted phenylhydrazones of ethyl pyruvate and 2,4-dinitrophenylhydrazones of some α-keto esters was isolated in a pure state.Partial isomerizations of the E-isomers of the former hydrazones to the Z-isomers took place by keeping solutions of the hydrazones in organic solvents containing C, H, and Cl in the dark.An E- or Z-structure was assigned to each molecule on the basis of IR and 1H NMR spectra.In all cases, isomers with higher Rf -values on a silica gel TLC (using benzene as a developing solvent) involved an intramolecular hydrogen bonding between the imino hydrogen and the ester carbonyl oxygen.Thus, the Z-structure was assigned.An E-structure was assigned to other isomers with lower Rf-values.The present assignment is, thus, entirely the same as that proposed in a previous investigation.
