5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine as a potential bioreductively activated prodrug of FUDR: Synthesis, stability and reductive activation

Longqin Hu; Bin Liu; Douglas R. Hacking

doi:10.1016/S0960-894X(00)00108-6

5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine as a potential bioreductively activated prodrug of FUDR: Synthesis, stability and reductive activation

Longqin Hu, Bin Liu, Douglas R. Hacking

Ernest Mario School of Pharmacy, Medicinal Chemistry

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

19 Scopus citations

Abstract

5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine was synthesized as a potential bioreductively activated prodrug of 5-fluoro-2'-deoxyuridine (FUDR). The target compound was stable in both phosphate buffer and human serum and was found to release quickly the parent drug FUDR in quantitative yield upon mild chemical reduction. (C) 2000 Elsevier Science Ltd. All rights reserved.

Original language	English (US)
Pages (from-to)	797-800
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	10
Issue number	8
DOIs	https://doi.org/10.1016/S0960-894X(00)00108-6
State	Published - Apr 2000

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/S0960-894X(00)00108-6

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title = "5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine as a potential bioreductively activated prodrug of FUDR: Synthesis, stability and reductive activation",

abstract = "5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine was synthesized as a potential bioreductively activated prodrug of 5-fluoro-2'-deoxyuridine (FUDR). The target compound was stable in both phosphate buffer and human serum and was found to release quickly the parent drug FUDR in quantitative yield upon mild chemical reduction. (C) 2000 Elsevier Science Ltd. All rights reserved.",

author = "Longqin Hu and Bin Liu and Hacking, {Douglas R.}",

note = "Funding Information: Part of this work was done at the University of Oklahoma College of Pharmacy. This research was supported in part by an OCAST health research grant (H97-013) and a grant from the US Army Department of Defense Prostate Cancer Research Program (DAMD 17-98-1-8544). We thank Dr. Larry M. Russon (OU Mass Spectrometry Laboratory) for providing mass spectrometry data. ",

year = "2000",

month = apr,

doi = "10.1016/S0960-894X(00)00108-6",

language = "English (US)",

volume = "10",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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T1 - 5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine as a potential bioreductively activated prodrug of FUDR

T2 - Synthesis, stability and reductive activation

AU - Hu, Longqin

AU - Liu, Bin

AU - Hacking, Douglas R.

N1 - Funding Information: Part of this work was done at the University of Oklahoma College of Pharmacy. This research was supported in part by an OCAST health research grant (H97-013) and a grant from the US Army Department of Defense Prostate Cancer Research Program (DAMD 17-98-1-8544). We thank Dr. Larry M. Russon (OU Mass Spectrometry Laboratory) for providing mass spectrometry data.

PY - 2000/4

Y1 - 2000/4

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AB - 5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine was synthesized as a potential bioreductively activated prodrug of 5-fluoro-2'-deoxyuridine (FUDR). The target compound was stable in both phosphate buffer and human serum and was found to release quickly the parent drug FUDR in quantitative yield upon mild chemical reduction. (C) 2000 Elsevier Science Ltd. All rights reserved.

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5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine as a potential bioreductively activated prodrug of FUDR: Synthesis, stability and reductive activation

Abstract

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