1401074-06-3Relevant academic research and scientific papers
Design of an amide N-glycoside derivative of β-glucogallin: A stable, potent, and specific inhibitor of aldose reductase
Li, Linfeng,Chang, Kun-Che,Zhou, Yaming,Shieh, Biehuoy,Ponder, Jessica,Abraham, Adedoyin D.,Ali, Hadi,Snow, Anson,Petrash, J. Mark,Labarbera, Daniel V.
, p. 71 - 77 (2014/02/14)
β-Glucogallin (BGG), a major component of the Emblica officinalis medicinal plant, is a potent and selective inhibitor of aldose reductase (AKR1B1). New linkages (ether/triazole/amide) were introduced via high yielding, efficient syntheses to replace the labile ester, and an original two-step (90%) preparation of BGG was developed. Inhibition of AKR1B1was assessed in vitro and using transgenic lens organ cultures, which identified the amide linked glucoside (BGA) as a stable, potent, and selective therapeutic lead toward the treatment of diabetic eye disease.
Synthesis of salidroside analogues and their ability of DPPH radical scavenging activity
Zheng, Cheng,Guo, Yibing,Meng, Ying,Dou, Sufeng,Shao, Jian,Yang, Yumin
, p. 654 - 664 (2013/07/11)
Salidroside is a phenylpropanoid glycoside isolated from Rhodiolarosea L., a traditional Chinese medicinal plant, and has displayed a broad spectrum of pharmacological properties. In this paper, about 22 novel glycosides have been synthesized and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenge activity of each glycoside has been evaluated. 2-(3,4,5-Trihydroxyphenyl)ethyl β-D-galactopyranoside and 3-(3,4,5-trihydroxyphenyl)propyl β-D-glucopyranoside exhibit significant activity prior to salidroside and Vitamin C with EC50 values of 35.85 μM and 36.71 μM, respectively. The results indicate that the phenolic hydroxyl group of these compounds is important for radical scavenging activity and phenyl ring substitution by electron-donating substituents lead to increased antioxidant activity.
Free radical scavenging and hepatoprotective effects of salidroside analogs on CCl4-induced cytotoxicity in LO2 cells
Guo, Yibing,Zheng, Cheng,Xu, Wen,Si, Yongxing,Dou, Sufeng,Yang, Yumin
, p. 2524 - 2530 (2013/07/26)
Salidroside, a phenylpropanoid glycoside isolated from a traditional Chinese medicinal plant Rhodiola rosea L. displays a broad spectrum of pharmacological properties. It has been found to play a hepatoprotective role in liver diseases through inhibiting apoptosis of hepatocytes and proliferation of hepatic stellate cells, decreasing serum aminotransferase, reversing hepatic fibrosis, and improving liver function. In this study as an ongoing study on the discovery and development of new hepatoprotective agents, about 12 novel glycosides were synthesized, and 2,2-diphenyl-1-picrylhydrazyl radical scavenge activity of each glycoside was evaluated. 2-(3,4,5-trihydroxyphenyl)ethyl β-d-glucopyranoside (4g) and 2-(3,4,5-trihydroxyphenyl)ethyl β-d-galactopyranoside (4h) exhibited significant activity prior to salidroside with an IC50 value of 38.05 and 35.85 μM, respectively. The hepatoprotective effect of compounds 4g and 4h on CCl 4-induced cytotoxicity in LO2 cells was assessed for further research. Graphical abstract: 2-(3,4,5-Trihydroxyphenyl)ethyl β-d-glucopyranoside (4g) and 2-(3,4,5-trihydroxyphenyl)ethyl β-d-galactopyranoside (4h) exhibited significant hepatoprotective activity prior to salidroside.[Figure not available: see fulltext.]
