196859-68-4Relevant academic research and scientific papers
Design, synthesis and pharmacological evaluation of omeprazole-like agents with anti-inflammatory activity
El-Nezhawy, Ahmed O.H.,Biuomy, Ayman R.,Hassan, Fatma S.,Ismaiel, Ayman K.,Omar, Hany A.
, p. 1661 - 1670 (2013/05/09)
A new series of novel benzimidazole derivatives containing substituted pyrid-2-yl moiety and polyhydroxy sugar conjugated to the N-benzimidazole moiety has been synthesized and evaluated as orally bioavailable anti-inflammatory agents with anti-ulcerogenic activity. The anti-inflammatory and anti-ulcerogenic activities of these compounds were compared to diclofenac and omeprazole, respectively. In carrageenan-induced paw oedema assay, 2-methyl-N-((3,4-dimethoxypyridin-2-yl)methyl)-1H-benzimidazol-5-amine (12d) and 1-(1,2,3,5-tetrahydroxy-α-d-mannofuranose)-5-(((3,4-dimethoxypyridin-2yl) methyl)amino)-2-methyl-1H-benzimidazole (15d) displayed dose-dependent anti-inflammatory activities by decreasing the inflammation by 62% and 72%, respectively which is comparable to that of diclofenac (73%). In contrast to diclofenac, the anti-inflammatory activity of these compounds was not only free from any side effects on the gastric mucosa but also showed significant anti-ulcerogenic activity in rat pyloric ligation and ethanol-induced gastric ulcer models similar to that of omeprazole. Together, these findings suggest that 12d and 15d are potent anti-inflammatory agents with concurrent anti-ulcerogenic activity and support its clinical promise as a component of therapeutic strategies for inflammation, for which the gastric side effects are always a major limitation.
Synthesis of ether linked pseudo-oligosaccharides via 5,6-cyclic sulfate derivatives of protected manno and glucofuranose
Gourlain, Thierry,Wadouachi, Anne,Uzan,Beaupere
, p. 1089 - 1100 (2007/10/03)
C-6 ring opening of 5,6-cyclic sulfate derivatives of protected manno and glucofuranose with carbohydrate alkoxides gave ether linked pseudo-di or trisaccharides. Use of methyl 2,3-O-isopropylidene-5,6-O-sulfuryl-α-D-mannofuranoside 1 led to protected pseudo-disaccharide D-Glcf-(3→6)-D-Manf-(5→6)-D-Manf4 and protected pseudo-trisaccharide D-Manf-(6→3)-D-Glcf-(6→3)-D-Glcf 11 derivatives in 66% and 41% overall yields, respectively.
