A novel entecavir analogue constructing with a spiro[2.4]heptane core structure in the aglycon moiety: Its synthesis and evaluation for anti-hepatitis B virus activity.
A novel entecavir analogue constructing with a spiro[2.4]heptane core structure in the aglycon moiety: Its synthesis and evaluation for anti-hepatitis B virus activity.
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DOI：
10.1080/15257770.2017.1322209
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发表时间：
2017-07-03
期刊：
影响因子：
--
通讯作者：
Fukuhara K
中科院分区：
文献类型：
--
作者：
Kumamoto H;Fukano M;Imoto S;Kohgo S;Odanaka Y;Amano M;Kuwata-Higashi N;Mitsuya H;Haraguchi K;Fukuhara K
合成了一种新型2'-脱氧鸟嘌呤碳环核苷4，其苷元部分具有螺[2.4]庚烷核心结构。自由基介导的5-exo-dig模式环化和随后的环丙烷化有效地进行以提供螺醇10。随后13和14之间的Mitsunobu型糖基化、16的2'-羟基的脱氧和17的脱保护得到标题化合物4。化合物4表现出中等的抗HBV活性（EC50值为0.12± 0.02 μM）并且在高达 100 μM 时未观察到针对 HepG2 细胞的细胞毒性。
Synthesis of a novel 2′-deoxy-guanine carbocyclic nucleoside 4 constructed with spiro[2.4]heptane core structure in the aglycon moiety was carried out. Radical-mediated 5-exo-dig mode cyclization and following cyclopropanation proceeded efficiently to furnish the spiro alcohol 10. Subsequent Mitsunobu-type glycosylation between 13 and 14, deoxygenation of the 2′-hydroxyl group of 16 and deprotection of 17 gave the title compound 4. Compound 4 demonstrated moderate anti-HBV activity (EC50 value of 0.12 ± 0.02 μM) and no cytotoxicity against HepG2 cells was observed up to 100 μM.
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影响因子：
5.4
作者：
WILL, H;REISER, W;SCHALLER, H
通讯作者：
SCHALLER, H
影响因子：
2.1
作者：
Fletcher, Steven;Shahani, Vijay M.;Gunning, Patrick T.
通讯作者：
Gunning, Patrick T.
DOI：
10.1073/pnas.84.4.1005
发表时间：
1987-02-01
影响因子：
11.1
作者：
SELLS, MA;CHEN, ML;ACS, G
通讯作者：
ACS, G
影响因子：
1.6
作者：
Sugimura, Takashi;Hagiya, Kazutake
通讯作者：
Hagiya, Kazutake
影响因子：
3.6
作者：
Dey, S;Garner, P
通讯作者：
Garner, P