SYNTHESIS OF ACYCLOVIR AND HBG ANALOGUES HAVING NICOTINONITRILE AND ITS 2-METHYLOXY 1,2,3-TRIAZOLE

被引：25
作者：
Moustafa, Ahmed H. [1 ]
El-Sayed, Hassan A. [1 ]
Haikal, Abd El-Fattah Z. [1 ]
El Ashry, El Sayed H. [2 ]
机构：
[1] Zagazig Univ, Dept Chem, Fac Sci, Zagazig 1234, Egypt
[2] Univ Alexandria, Fac Sci, Dept Chem, Alexandria, Egypt
来源：
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2011年 / 30卷 / 05期
关键词：
Pyridin-2(1H)-one; acyclonucleosides; 1,2,3-triazole; 3+2] cycloaddition; ANTIBACTERIAL ACTIVITY; ANTIMICROBIAL ACTIVITY; CLICK CHEMISTRY; PART; NUCLEOSIDES; ACYCLONUCLEOSIDES; DERIVATIVES; AGENTS; INHIBITORS; EFFICIENT;
D O I：
10.1080/15257770.2011.582850
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 pyridin-2(1H)-one 1 with 4-bromobutylacetate (2), (2-acetoxyethoxy)methyl bromide (3) gave the corresponding nicotinonitrile O-acyclonucleosides, 4 and 5, respectively. Deacetylation of 4 and 5 gave the corresponding deprotected acyclonucleosides 6 and 7, respectively. Treatment of pyridin-2(1H)-one 1 with 1,3-dichloropropan-2-ol (8), epichlorohydrin (10) and allyl bromide (12) gave the corresponding nicotinonitrile O-acyclonucleosides 9, 11, and 13, respectively. Furthermore, reaction of pyridin-2(1H)-one 1 with the propargyl bromide (14) gave the corresponding 2-O-propargyl derivative 15, which was reacted via [3+2] cycloaddition with 4-azidobutyl acetate (16) and [(2-acetoxyethoxy)methyl]azide (17) to give the corresponding 1,2,3-triazole derivatives 18 and 19, respectively. The structures of the new synthesized compounds were characterized by using IR, (1)H, (13)C NMR spectra, and microanalysis. Selected members of these compounds were screened for antibacterial activity.
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页码：340 / 352
页数：13
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