C-3 halo and 3-methyl substituted 5′-nor-3-deazaaristeromycins: Synthesis and antiviral properties

被引：20

作者：

Liu, Chong ^{[1
]}

Chen, Qi ^{[1
]}

Yang, Minmin ^{[1
]}

Schneller, Stewart W. ^{[1
]}

机构：

[1] Auburn Univ, Dept Chem & Biochem, Molette Lab Drug Discovery, Auburn, AL 36849 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2013年 / 21卷 / 01期

关键词：

5 '-Nor carbocyclic nucleosides; 3-Deazaadenine; Antiviral analysis; L-HOMOCYSTEINE HYDROLASE; CARBOCYCLIC NUCLEOSIDES; ARISTEROMYCIN; NUCLEOTIDES; DERIVATIVES; ANALOGS; POTENT;

D O I：

10.1016/j.bmc.2012.09.051

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：

To expand on the antiviral properties of 5'-noraristeromycin, synthetic entry into 3-substituted 3-deaza-5'-noraristeromyin derivatives (i.e., bromo, 4; iodo, 5; chloro, 6; and, methyl, 7) has been accomplished from a common intermediate. An extensive antiviral analysis showed 7 to be basically inactive (except for weak effects against VSV) and there were no general trends among the halo compounds (except versus reovirus-1 and influenza B). Individually, compound 4 was most favorable towards HCMV, VZV, HBV, and VV; product 5 against HBV, VSV, VV, influenza B, HCMV, and measles; and, target 6 towards Punta Toro, VSV, measles, parainflucenza-3, influenza A (H5N1), and influenza B. The methyl target 7 was inactive in all viral assays. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：359 / 364

页数：6

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