Synthesis and Antiviral Activity of 1,2,3-Triazole Glycosides Based Substituted Pyridine via Click Cycloaddition

被引：74

作者：

El-Sayed, W. A. ^{[1
]}

Khalaf, H. S. ^{[1
]}

Mohamed, S. F. ^{[2
]}

Hussien, H. A. ^{[1
]}

Kutkat, O. M. ^{[3
]}

Amr, A. E. ^{[4
,5
]}

机构：

[1] Natl Res Ctr, Photochem Dept, Cairo 12622, Egypt

[2] Natl Res Ctr, Appl Organ Chem Dept, Cairo 12622, Egypt

[3] Natl Res Ctr, Environm Res Div, Cairo 12622, Egypt

[4] King Saud Univ, DEDC, Pharmaceut Chem Dept, Coll Pharm, Riyadh 11451, Saudi Arabia

[5] Natl Res Ctr, Appl Organ Chem Dept, Chem Ind Div, Cairo 12622, Egypt

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2017年 / 87卷 / 10期

关键词：

pyridine; 1,2,4-triazoles; glycosides; antiviral activity; ANTICANCER ACTIVITIES; ANTIMICROBIAL AGENTS; CHEMISTRY; DERIVATIVES; ANALOGS; ACYCLONUCLEOSIDES; THIOPYRIMIDINE; CANDIDATES; PYRANE; AZIDES;

D O I：

10.1134/S1070363217100279

中图分类号：

O6 [化学];

学科分类号：

070301 [无机化学];

摘要：

Novel conjugates of substituted pyridine and carbohydrate moieties linked by 1,2,3-triazoles were synthesized. The propargyl group was introduced by O-propargylation of pyridone derivatives. Attachment of carbohydrate molecules to the substituted pyridine core was performed by Cu-catalyzed cycloaddition of propargyl sugars with azidoethoxypyridine derivative or azido-sugars with substituted (propargyl)oxypyridines which afforded the corresponding 1,2,3-triazoles in high yields. Antiviral activity of synthesized compounds was studied against H5N1 influenza virus and triazolyl glycoside 7 demonstrated high activity in addition to its low toxicity. The effect of attachment of glycosyl triazole moieties to pyridinyl system was studied, in SAR correlation, which has been found to enhance antiviral activity.

引用

页码：2444 / 2453

页数：10

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