A practical approach for the chemical synthesis of 2′-deoxyguanosine-C8 adducts with mutagenic/carcinogenic amino- or nitro-arenes

Takeji Takamura-Enya; Satoko Ishikawa; Masataka Mochizuki; Keiji Wakabayashi

doi:10.1016/S0040-4039(03)01484-9

A practical approach for the chemical synthesis of 2′-deoxyguanosine-C8 adducts with mutagenic/carcinogenic amino- or nitro-arenes

Takeji Takamura-Enya, Satoko Ishikawa, Masataka Mochizuki, Keiji Wakabayashi

School of Pharmacy

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

24 Citations (Scopus)

Abstract

Synthetic methods for the preparation of 2′-deoxyguanosine-C8 (dG-C8) adducts with several mutagenic and carcinogenic amino- or nitro-arenes were developed using the palladium-mediated cross-coupling reaction of protected 8-amino-dG with bromoarenes in around 80% yields, followed by conventional deprotection procedures. This approach can be applied to preparation of a variety of authentic dG-C8 adducts with amino or nitro-arenes.

Original language	English
Pages (from-to)	5969-5973
Number of pages	5
Journal	Tetrahedron Letters
Volume	44
Issue number	32
DOIs	https://doi.org/10.1016/S0040-4039(03)01484-9
Publication status	Published - 2003 Aug 4

Keywords

Arylamination reaction
DG-C8 adducts

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(03)01484-9

Cite this

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title = "A practical approach for the chemical synthesis of 2′-deoxyguanosine-C8 adducts with mutagenic/carcinogenic amino- or nitro-arenes",

abstract = "Synthetic methods for the preparation of 2′-deoxyguanosine-C8 (dG-C8) adducts with several mutagenic and carcinogenic amino- or nitro-arenes were developed using the palladium-mediated cross-coupling reaction of protected 8-amino-dG with bromoarenes in around 80% yields, followed by conventional deprotection procedures. This approach can be applied to preparation of a variety of authentic dG-C8 adducts with amino or nitro-arenes.",

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T1 - A practical approach for the chemical synthesis of 2′-deoxyguanosine-C8 adducts with mutagenic/carcinogenic amino- or nitro-arenes

AU - Takamura-Enya, Takeji

AU - Ishikawa, Satoko

AU - Mochizuki, Masataka

AU - Wakabayashi, Keiji

N1 - Funding Information: This study was supported by a Grant-in-Aid for Cancer Research from the Ministry of Health, Labour and Welfare, Japan. Copyright: Copyright 2017 Elsevier B.V., All rights reserved.

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N2 - Synthetic methods for the preparation of 2′-deoxyguanosine-C8 (dG-C8) adducts with several mutagenic and carcinogenic amino- or nitro-arenes were developed using the palladium-mediated cross-coupling reaction of protected 8-amino-dG with bromoarenes in around 80% yields, followed by conventional deprotection procedures. This approach can be applied to preparation of a variety of authentic dG-C8 adducts with amino or nitro-arenes.

AB - Synthetic methods for the preparation of 2′-deoxyguanosine-C8 (dG-C8) adducts with several mutagenic and carcinogenic amino- or nitro-arenes were developed using the palladium-mediated cross-coupling reaction of protected 8-amino-dG with bromoarenes in around 80% yields, followed by conventional deprotection procedures. This approach can be applied to preparation of a variety of authentic dG-C8 adducts with amino or nitro-arenes.

KW - Arylamination reaction

KW - DG-C8 adducts

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A practical approach for the chemical synthesis of 2′-deoxyguanosine-C8 adducts with mutagenic/carcinogenic amino- or nitro-arenes

Abstract

Keywords

ASJC Scopus subject areas

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