Synthesis of quaternary 8-(1-acylethene-1-yl)-13-methylcoptisine chlorides and their selective growth inhibitory activity between human cancer cell lines and normal intestinal epithelial cell-6

2018 ◽  
Vol 29 (1) ◽  
pp. 131-135 ◽  
Author(s):  
Zhi-Hui Zhang ◽  
Yu Yan ◽  
An-Jun Deng ◽  
Hai-Jing Zhang ◽  
Zhi-Hong Li ◽  
...  
2008 ◽  
Vol 18 (24) ◽  
pp. 6451-6453 ◽  
Author(s):  
Naoto Kojima ◽  
Hiromi Hayashi ◽  
Satoshi Suzuki ◽  
Hiroaki Tominaga ◽  
Naoyoshi Maezaki ◽  
...  

2021 ◽  
Vol 22 (22) ◽  
pp. 12272
Author(s):  
Rania Hamdy ◽  
Arwyn T. Jones ◽  
Mohamed El-Sadek ◽  
Alshaimaa M. Hamoda ◽  
Sarra B. Shakartalla ◽  
...  

A series of 3-(6-substituted phenyl-[1,2,4]-triazolo[3,4-b]-[1,3,4]-thiadiazol-3-yl)-1H-indoles (5a–l) were designed, synthesized and evaluated for anti-apoptotic Bcl-2-inhibitory activity. Synthesis of the target compounds was readily accomplished through a reaction of acyl hydrazide (1) with carbon disulfide in the presence of alcoholic potassium hydroxide to afford the corresponding intermediate potassium thiocarbamate salt (2), which underwent cyclization reaction in the presence of excess hydrazine hydrate to the corresponding triazole thiol (3). Further cyclisation reaction with substituted benzoyl chloride derivatives in the presence of phosphorous oxychloride afforded the final 6-phenyl-indol-3-yl [1,2,4]-triazolo[3,4-b]-[1,3,4]-thiadiazole compounds (5a–l). The novel series showed selective sub-micromolar IC50 growth-inhibitory activity against Bcl-2-expressing human cancer cell lines. The most potent 6-(2,4-dimethoxyphenyl) substituted analogue (5k) showed selective IC50 values of 0.31–0.7 µM against Bcl-2-expressing cell lines without inhibiting the Bcl-2-negative cell line (Jurkat). ELISA binding affinity assay (interruption of Bcl-2-Bim interaction) showed potent binding affinity for (5k) with an IC50 value of 0.32 µM. Moreover, it fulfils drug likeness criteria as a promising drug candidate.


2015 ◽  
Vol 39 (3) ◽  
pp. 263-273 ◽  
Author(s):  
Somprasong Khaopha ◽  
Sanun Jogloy ◽  
Aran Patanothai ◽  
Thanaset Senawong

ChemInform ◽  
2012 ◽  
Vol 43 (9) ◽  
pp. no-no
Author(s):  
Naoto Kojima ◽  
Yuki Suga ◽  
Hiromi Hayashi ◽  
Takao Yamori ◽  
Takehiko Yoshimitsu ◽  
...  

2004 ◽  
Vol 337 (12) ◽  
pp. 668-671 ◽  
Author(s):  
Boubakari ◽  
Karin Bracht ◽  
Christian Neumann ◽  
Renate Grünert ◽  
Patrick J. Bednarski

Sign in / Sign up

Export Citation Format

Share Document