Studies relating to the synthesis, enzymatic reduction and cytotoxicity of a series of nitroaromatic prodrugs

Philip Burke; Lai Chun Wong; Terence Jenkins; Richard Knox; Ian Meikle; Stephen Stanforth

doi:10.1016/j.bmcl.2016.11.024

Studies relating to the synthesis, enzymatic reduction and cytotoxicity of a series of nitroaromatic prodrugs

Philip Burke, Lai Chun Wong, Terence Jenkins, Richard Knox, Ian Meikle, Stephen Stanforth

Applied Sciences Department

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

2 Citations (Scopus)

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Abstract

A series of N-nitroarylated-3-chloromethyl-1,2,3,4-tetrahydroisoquinoline derivatives, several of which also possessed a trifluoromethyl substituent, were prepared and assessed as potential nitroaromatic prodrugs. The enzymatic reduction of these compounds and their cytotoxicities were studied. The compounds were cytotoxic, but this is probably not related to their enzymatic reduction.

Original language	English
Pages (from-to)	5851-5854
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	26
Issue number	24
Early online date	11 Nov 2016
DOIs	https://doi.org/10.1016/j.bmcl.2016.11.024
Publication status	Published - 15 Dec 2016

Keywords

nitrogen mustards
NQO1
nitroreductase
CB 1954
nitroaromatic prodrugs

UN SDGs

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

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10.1016/j.bmcl.2016.11.024

BMCL article for NRL Nov 2016Accepted author manuscript, 159 KB
BMCL article for NRL Nov 2016Accepted author manuscript, 335 KB

Cite this

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title = "Studies relating to the synthesis, enzymatic reduction and cytotoxicity of a series of nitroaromatic prodrugs",

abstract = "A series of N-nitroarylated-3-chloromethyl-1,2,3,4-tetrahydroisoquinoline derivatives, several of which also possessed a trifluoromethyl substituent, were prepared and assessed as potential nitroaromatic prodrugs. The enzymatic reduction of these compounds and their cytotoxicities were studied. The compounds were cytotoxic, but this is probably not related to their enzymatic reduction.",

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AU - Burke, Philip

AU - Chun Wong, Lai

AU - Jenkins, Terence

AU - Knox, Richard

AU - Meikle, Ian

AU - Stanforth, Stephen

PY - 2016/12/15

Y1 - 2016/12/15

N2 - A series of N-nitroarylated-3-chloromethyl-1,2,3,4-tetrahydroisoquinoline derivatives, several of which also possessed a trifluoromethyl substituent, were prepared and assessed as potential nitroaromatic prodrugs. The enzymatic reduction of these compounds and their cytotoxicities were studied. The compounds were cytotoxic, but this is probably not related to their enzymatic reduction.

AB - A series of N-nitroarylated-3-chloromethyl-1,2,3,4-tetrahydroisoquinoline derivatives, several of which also possessed a trifluoromethyl substituent, were prepared and assessed as potential nitroaromatic prodrugs. The enzymatic reduction of these compounds and their cytotoxicities were studied. The compounds were cytotoxic, but this is probably not related to their enzymatic reduction.

KW - nitrogen mustards

KW - NQO1

KW - nitroreductase

KW - CB 1954

KW - nitroaromatic prodrugs

U2 - 10.1016/j.bmcl.2016.11.024

DO - 10.1016/j.bmcl.2016.11.024

M3 - Article

SN - 0960-894X

SN - 1464-3405

VL - 26

SP - 5851

EP - 5854

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

IS - 24

ER -

Studies relating to the synthesis, enzymatic reduction and cytotoxicity of a series of nitroaromatic prodrugs

Abstract

Keywords

UN SDGs

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