Synthesis and Antibacterial Activity of Some Glucosyl- and Ribosyl-Pyridazin-3-ones

被引：23

作者：

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

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

Haikal, A. Z. ^{[1
]}

El-Ashry, E. S. H. ^{[2
]}

机构：

[1] Zagazig Univ, Fac Sci, Dept Chem, Zagazig, Egypt

[2] Univ Alexandria, Fac Sci, Dept Chem, Alexandria, Egypt

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2009年 / 28卷 / 03期

关键词：

5; 6-Diphenylpyridazin-3-one; pyridazine nucleoside; micowave and antibacterial activity; HEPATITIS-B-VIRUS; ACCELERATING ORGANIC-REACTIONS; GROWTH-FACTOR RECEPTOR; MICROWAVE IRRADIATION; PYRIDAZINONE DERIVATIVES; ANTIMICROBIAL ACTIVITY; INHIBITORS; AMINOPYRIDAZINES; PYRIMIDINE; HETEROCYCLES;

D O I：

10.1080/15257770902831011

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Reaction of 5,6-diphenylpyridazin-3(2H)-one 1a,b with 2,3,4,6-tetra-O-acetyl--D-glucopyranosyl bromide 2 in K2CO3/acetone gave 5,6-diphenyl-N2-(2',3',4',6'-tetra-O-acetyl--D-glucopyranosyl)pyridazin-3-one 5a,b. The same nucleosides 5a,b were obtained by reaction of 1a,b with peracetylated glucose 3 under MW irradiation. Mercuration of 1a,b followed by reaction with glucosyl bromide 2 gave the same nucleosides 5a,b. The riboside 4-cyano-5,6-diphenyl-N2-(2',3',5'-tri-O-acetyl--D-ribofuranosyl)-pyridazin-3-one 8 was obtained by reaction of 4-cyanopyridazinone 1b with peracetylated ribose 7 under MW irradiation. The deprotected nucleosides 6a,b and 9 were obtained by stirring of 5a,b and 8 in methanol and TEA/H2O. The structure was confirmed using 1H and 13C-NMR spectra. Selected members of these compounds were screened for antibacterial activity.

引用

页码：184 / 192

页数：9

共 48 条

[1] Microwave induced synthesis of ribonucleosides on solid support [J].