Synthesis of N-acetoxy-N-benzoyl-2-aminofluorene, an ultimate carcinogen by LTA oxidation of alpha-phenyl-N-(2-aminofluorenyl)nitrone, and N-(2 `-deoxyguanosin-8-yl)-2-aminofluorene

Mallesha, H. and Ravikumar, K. R. and Rangappa, K. S. (2001) Synthesis of N-acetoxy-N-benzoyl-2-aminofluorene, an ultimate carcinogen by LTA oxidation of alpha-phenyl-N-(2-aminofluorenyl)nitrone, and N-(2 `-deoxyguanosin-8-yl)-2-aminofluorene. SYNTHESIS-STUTTGART (16). pp. 2415-2418.

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Official URL: http://dx.doi.org/10.1055/s-2001-18718

Abstract

The rearrangement of a new alpha -phenyl-N-(2-aminofluorenyl)nitrone (8) to a new ultimate carcinogen, N-acetoxy-N-benzoyl-2-aminofluorene (9) is achieved in a lead tetraacetate (LTA) oxidation reaction. Compound 9 reacts with deoxyguanosine (dG) at pH 7.0 to give N-(benzoyl)-N-(deoxyguanosin-8-yl)-2-aminofluorene (10). Subsequent debenzoylation with the heterogeneous system (sodium carbonate/methanol) leads to the C8-adduct, N-(2'-deoxyguanosin-8-yl)-2-aminofluorene (11).

Item Type: Article
Uncontrolled Keywords: N-acetoxy compound; LTA oxidation; alpha-phenyl-N-(2-aminofluorene)nitrone; dG adduct; N-(2 `-deoxyguanosin-8-yl)-2-aminofluorene
Subjects: Physical Sciences > Chemistry
Divisions: PG Campuses > Manasagangotri, Mysore > Chemistry
Depositing User: Users 12 not found.
Date Deposited: 17 Apr 2013 10:44
Last Modified: 20 Sep 2013 06:16
URI: http://eprints.uni-mysore.ac.in/id/eprint/4595

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