Synthesis and Potent Anti-leukemic Activity of Novel 5′-Norcarbocyclic C-nucleoside Phosphonic Acids

被引：3

作者：

Kim, Seyeon ^{[1
]}

Kim, Eunae ^{[1
]}

Oh, Chang-Hyun ^{[2
]}

Yoo, Kyung Ho ^{[3
]}

Hong, Joon Hee ^{[1
]}

机构：

[1] Chosun Univ, Coll Pharm, Project Team BK21, Kwangju 501759, South Korea

[2] Korea Inst Sci & Technol, Ctr Biomat, Seoul 130650, South Korea

[3] Korea Inst Sci & Technol, Chem Kinom Res Ctr, Seoul 130650, South Korea

来源：

BULLETIN OF THE KOREAN CHEMICAL SOCIETY | 2014年 / 35卷 / 12期

关键词：

Antiviral agent; Anti-leukemic agent; C-nucleoside; Knoevenagel reaction; ENANTIOSELECTIVE SYNTHESIS; ANTIVIRAL ACTIVITY; NUCLEOTIDE ANALOGS; FACILE SYNTHESIS; ADENOSINE;

D O I：

10.5012/bkcs.2014.35.12.3502

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first synthetic route to 5'-norcarbocyclic C-nucleoside [7-oxa-7,9-dideazadenosine (furo[3,2-d]pyrimidine) and 9-deazaadenosine (pyrrolo[3,2-d]pyrimidine)] phosphonic acids from commercially available 1,3dihydroxy cyclopentane was described. The key C-C bond formation from sugar to base precursor was performed using Knoevenagel-type condensation from a ketone derivative. Synthesized C-nucleoside phosphonic acids were tested for anti-HIV activity as well as anti-leukemic activity. Compound 26 showed significant anti-leukemic activity.

引用

页码：3502 / 3508

页数：7

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