Zebularine: A unique molecule for an epigenetically based strategy in cancer chemotherapy. The magic of its chemistry and biology

被引：43

作者：

Marquez, VE ^{[1
]}

Barchi, JJ

Kelley, JA

Rao, KVR

Agbaria, R

Ben-Kasus, T

Cheng, JC

Yoo, CB

Jones, PA

机构：

[1] NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA

[2] Ben Gurion Univ Negev, Dept Clin Pharmacol, Fac Hlth Sci, IL-84105 Beer Sheva, Israel

[3] Univ So Calif, Keck Sch Med, Norris Comprehens Canc Ctr, Dept Urol, Los Angeles, CA USA

[4] Univ So Calif, Keck Sch Med, Norris Comprehens Canc Ctr, Dept Biochem & Mol Biol, Los Angeles, CA USA

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2005年 / 24卷 / 5-7期

关键词：

zebularine; ring-expanded nucleoside analogues; isouridine; cytidine deaminase inhibition; DNA methyltrasferase inhibition; antitumor activity;

D O I：

10.1081/NCN-200059765

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：

1-(beta-(D)-ribofuranosyl)- 1,2-dihydropyrimidin-2-one (zebularine) is structurally 4-deamino cytidine. The increased electraphilic character of this simple aglycon endows the molecule with unique chemical and biological properties, making zebularine a versatile starting material for the synthesis of complex nucleosides and an effective inhibitor of cytidine deaminase and DNA cytosine methyltransferase. Zebularine is a stable, antitumor agent that preferentially targets cancer cells and shows activity both in vitro and in experimental animals, even after oral administration.

引用

页码：305 / 318

页数：14

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