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

Research output: Contribution to journalArticle

22 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 languageEnglish
Pages (from-to)5969-5973
Number of pages5
JournalTetrahedron Letters
Volume44
Issue number32
DOIs
Publication statusPublished - 2003 Aug 4

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Deoxyguanosine
Cross Reactions
Palladium

Keywords

  • Arylamination reaction
  • DG-C8 adducts

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A practical approach for the chemical synthesis of 2′-deoxyguanosine-C8 adducts with mutagenic/carcinogenic amino- or nitro-arenes. / Takamura-Enya, Takeji; Ishikawa, Satoko; Mochizuki, Masataka; Wakabayashi, Keiji.

In: Tetrahedron Letters, Vol. 44, No. 32, 04.08.2003, p. 5969-5973.

Research output: Contribution to journalArticle

Takamura-Enya, Takeji ; Ishikawa, Satoko ; Mochizuki, Masataka ; Wakabayashi, Keiji. / A practical approach for the chemical synthesis of 2′-deoxyguanosine-C8 adducts with mutagenic/carcinogenic amino- or nitro-arenes. In: Tetrahedron Letters. 2003 ; Vol. 44, No. 32. pp. 5969-5973.
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