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

Victor E. Marquez; Joseph J. Barchi; James A. Kelley; Kambhampati V.R. Rao; Riad Agbaria; Tsipi Ben-Kasus; Jonathan C. Cheng; Christine B. Yoo; Peter A. Jones

doi:10.1081/NCN-200059765

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

Victor E. Marquez, Joseph J. Barchi, James A. Kelley, Kambhampati V.R. Rao, Riad Agbaria, Tsipi Ben-Kasus, Jonathan C. Cheng, Christine B. Yoo, Peter A. Jones

Research output: Contribution to journal › Article › peer-review

50 Scopus citations

Abstract

1-(β-D-ribofuranosyl)-1,2-dihydropyrimidin-2-one (zebularine) is structurally 4-deamino cytidine. The increased electrophilic 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.

Original language	English
Pages (from-to)	305-318
Number of pages	14
Journal	Nucleosides, Nucleotides and Nucleic Acids
Volume	24
Issue number	5-7
DOIs	https://doi.org/10.1081/NCN-200059765
State	Published - 20 Oct 2005

Keywords

Antitumor Activity
Cytidine Deaminase Inhibition
DNA Methyltrasferase Inhibition
Isouridine
Ring-Expanded Nucleoside Analogues
Zebularine

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Genetics

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1081/NCN-200059765

Cite this

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abstract = "1-(β-D-ribofuranosyl)-1,2-dihydropyrimidin-2-one (zebularine) is structurally 4-deamino cytidine. The increased electrophilic 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.",

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AU - Barchi, Joseph J.

AU - Kelley, James A.

AU - Rao, Kambhampati V.R.

AU - Agbaria, Riad

AU - Ben-Kasus, Tsipi

AU - Cheng, Jonathan C.

AU - Yoo, Christine B.

AU - Jones, Peter A.

PY - 2005/10/20

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AB - 1-(β-D-ribofuranosyl)-1,2-dihydropyrimidin-2-one (zebularine) is structurally 4-deamino cytidine. The increased electrophilic 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.

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KW - Cytidine Deaminase Inhibition

KW - DNA Methyltrasferase Inhibition

KW - Isouridine

KW - Ring-Expanded Nucleoside Analogues

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

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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