Synthesis and enzymatic evaluation of xanthine oxidase-activated prodrugs based on inhibitors of thymidine phosphorylase

Philip Reigan; Abdul Gbaj; Edwin Chinje; Ian J. Stratford; Kenneth T. Douglas; Sally Freeman

doi:10.1016/j.bmcl.2004.08.036

Synthesis and enzymatic evaluation of xanthine oxidase-activated prodrugs based on inhibitors of thymidine phosphorylase

Philip Reigan, Abdul Gbaj, Edwin Chinje, Ian J. Stratford, Kenneth T. Douglas, Sally Freeman

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

Abstract

A series of xanthine oxidase-activated prodrugs of known inhibitors of thymidine phosphorylase are described. These prodrugs were oxidised by xanthine oxidase at C-2 and/or C-4 of the uracil ring to generate the desired TP inhibitor. The scheme shows the prodrug of TPI. A series of xanthine oxidase-activated prodrugs of known inhibitors of thymidine phosphorylase has been designed and synthesised to introduce tumour selectivity. These prodrugs were oxidised by xanthine oxidase at C-2 and/or C-4 of the uracil ring to generate the desired TP inhibitor. © 2004 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	5247-5250
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	14
Issue number	21
DOIs	https://doi.org/10.1016/j.bmcl.2004.08.036
Publication status	Published - 1 Nov 2004

Keywords

Inhibitor
Prodrug
Thymidine phosphorylase
Xanthine oxidase

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10.1016/j.bmcl.2004.08.036

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title = "Synthesis and enzymatic evaluation of xanthine oxidase-activated prodrugs based on inhibitors of thymidine phosphorylase",

abstract = "A series of xanthine oxidase-activated prodrugs of known inhibitors of thymidine phosphorylase are described. These prodrugs were oxidised by xanthine oxidase at C-2 and/or C-4 of the uracil ring to generate the desired TP inhibitor. The scheme shows the prodrug of TPI. A series of xanthine oxidase-activated prodrugs of known inhibitors of thymidine phosphorylase has been designed and synthesised to introduce tumour selectivity. These prodrugs were oxidised by xanthine oxidase at C-2 and/or C-4 of the uracil ring to generate the desired TP inhibitor. {\textcopyright} 2004 Elsevier Ltd. All rights reserved.",

keywords = "Inhibitor, Prodrug, Thymidine phosphorylase, Xanthine oxidase",

author = "Philip Reigan and Abdul Gbaj and Edwin Chinje and Stratford, {Ian J.} and Douglas, {Kenneth T.} and Sally Freeman",

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TY - JOUR

T1 - Synthesis and enzymatic evaluation of xanthine oxidase-activated prodrugs based on inhibitors of thymidine phosphorylase

AU - Reigan, Philip

AU - Gbaj, Abdul

AU - Chinje, Edwin

AU - Stratford, Ian J.

AU - Douglas, Kenneth T.

AU - Freeman, Sally

PY - 2004/11/1

Y1 - 2004/11/1

N2 - A series of xanthine oxidase-activated prodrugs of known inhibitors of thymidine phosphorylase are described. These prodrugs were oxidised by xanthine oxidase at C-2 and/or C-4 of the uracil ring to generate the desired TP inhibitor. The scheme shows the prodrug of TPI. A series of xanthine oxidase-activated prodrugs of known inhibitors of thymidine phosphorylase has been designed and synthesised to introduce tumour selectivity. These prodrugs were oxidised by xanthine oxidase at C-2 and/or C-4 of the uracil ring to generate the desired TP inhibitor. © 2004 Elsevier Ltd. All rights reserved.

AB - A series of xanthine oxidase-activated prodrugs of known inhibitors of thymidine phosphorylase are described. These prodrugs were oxidised by xanthine oxidase at C-2 and/or C-4 of the uracil ring to generate the desired TP inhibitor. The scheme shows the prodrug of TPI. A series of xanthine oxidase-activated prodrugs of known inhibitors of thymidine phosphorylase has been designed and synthesised to introduce tumour selectivity. These prodrugs were oxidised by xanthine oxidase at C-2 and/or C-4 of the uracil ring to generate the desired TP inhibitor. © 2004 Elsevier Ltd. All rights reserved.

KW - Inhibitor

KW - Prodrug

KW - Thymidine phosphorylase

KW - Xanthine oxidase

U2 - 10.1016/j.bmcl.2004.08.036

DO - 10.1016/j.bmcl.2004.08.036

M3 - Article

SN - 1464-3405

VL - 14

SP - 5247

EP - 5250

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 21

ER -

Synthesis and enzymatic evaluation of xanthine oxidase-activated prodrugs based on inhibitors of thymidine phosphorylase

Abstract

Keywords

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