Synthesis of C-glycosides from 1,6-Diamino-4-Phenylpyridine Derivatives

A. Amer, A. Ghoneim, Mohamed H.Sherif, W. Farouk
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Abstract

Diamino 3a and 3b derivatives which obtained by Michael reaction were coupled with aldoses in the presence of acetic acid and I2 with stirring at roomtemperature gave 4, 5 and 6 respectively.Acetylation of compound 4 and 5 gave compound 7 and 8 respectively. Coupling of fructose with 3a and 3b in the presence or not of Con HCl gave compound 9 and 11 respectively. Acetylation of compound 9 with acetic anhydride and Pyridine gave compound 10. Some of the synthesized compounds have been screened as antibacterial and antifungal. The structures of the synthesized compounds have been deduced from their elemental analysis and spectral (IR, 1HNMR) data.
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1,6-二氨基-4-苯基吡啶衍生物合成c -糖苷
将Michael反应得到的二氨基3a和3b衍生物与醛糖在乙酸和I2存在下偶联,在室温搅拌下分别得到4、5和6。化合物4和5乙酰化后分别得到化合物7和8。在Con HCl存在或不存在的情况下,将果糖与3a和3b偶联,分别得到化合物9和11。化合物9与乙酸酐和吡啶乙酰化得到化合物10。合成的部分化合物经筛选具有抗菌和抗真菌作用。通过元素分析和光谱(IR, 1HNMR)数据推断了合成化合物的结构。
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