Stereoselectivity, sequence specificity and mechanism of action of the azinomycin epoxide

Marie‐Hélène David-Cordonnier; Maxwell Casely-Hayford; Mostafa Kouach; Gilbert Briand; Laurence H. Patterson; Christian Bailly; Mark Searcey

doi:10.1002/cbic.200600244

Stereoselectivity, sequence specificity and mechanism of action of the azinomycin epoxide

Marie‐Hélène David-Cordonnier, Maxwell Casely-Hayford, Mostafa Kouach, Gilbert Briand, Laurence H. Patterson, Christian Bailly, Mark Searcey

School of Pharmacy

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

17 Citations (Scopus)

Abstract

Not like the rest. In this study we show that the four diastereomers of the azinomycin epoxide (1) have different sequence selectivities, while the natural product appears to exert its effects through reversible N7 alkylation of guanine followed by irreversible depurination (see scheme).

Original language	English
Pages (from-to)	1658–1661
Number of pages	4
Journal	ChemBioChem
Volume	7
Issue number	11
DOIs	https://doi.org/10.1002/cbic.200600244
Publication status	Published - 6 Nov 2006

Keywords

antitumor agents
azinomycin
depurination
DNA cleavage
natural products

Access to Document

10.1002/cbic.200600244

Cite this

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title = "Stereoselectivity, sequence specificity and mechanism of action of the azinomycin epoxide",

abstract = "Not like the rest. In this study we show that the four diastereomers of the azinomycin epoxide (1) have different sequence selectivities, while the natural product appears to exert its effects through reversible N7 alkylation of guanine followed by irreversible depurination (see scheme).",

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Stereoselectivity, sequence specificity and mechanism of action of the azinomycin epoxide. / David-Cordonnier, Marie‐Hélène; Casely-Hayford, Maxwell; Kouach, Mostafa; Briand, Gilbert; Patterson, Laurence H.; Bailly, Christian; Searcey, Mark.

In: ChemBioChem, Vol. 7, No. 11, 06.11.2006, p. 1658–1661.

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

TY - JOUR

T1 - Stereoselectivity, sequence specificity and mechanism of action of the azinomycin epoxide

AU - David-Cordonnier, Marie‐Hélène

AU - Casely-Hayford, Maxwell

AU - Kouach, Mostafa

AU - Briand, Gilbert

AU - Patterson, Laurence H.

AU - Bailly, Christian

AU - Searcey, Mark

PY - 2006/11/6

Y1 - 2006/11/6

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AB - Not like the rest. In this study we show that the four diastereomers of the azinomycin epoxide (1) have different sequence selectivities, while the natural product appears to exert its effects through reversible N7 alkylation of guanine followed by irreversible depurination (see scheme).

KW - antitumor agents

KW - azinomycin

KW - depurination

KW - DNA cleavage

KW - natural products

U2 - 10.1002/cbic.200600244

DO - 10.1002/cbic.200600244

M3 - Article

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SP - 1658

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JO - ChemBioChem

JF - ChemBioChem

SN - 1439-4227

IS - 11

ER -