Synthesis and Characterization of Model Ultimate Carcinogens/Metabolites Derived from Lead Tetraacetate Oxidation of Arylnitrones: 2′-Deoxyguanosine Adducts

Honnaiah Mallesha; Kodagahally R. Ravi Kumar; Kempegowda Mantelingu; Kanchugarakoppal S. Rangappa

doi:10.1055/s-2001-16096

SHORTPAPER

Synthesis and Characterization of Model Ultimate Carcinogens/Metabolites Derived from Lead Tetraacetate Oxidation of Arylnitrones: 2′-Deoxyguanosine Adducts

Honnaiah Mallesha, Kodagahally R. Ravi Kumar, Kempegowda Mantelingu, Kanchugarakoppal S. Rangappa*
Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570006, India
Fax: +91(821)518835; e-Mail: rangappaks@yahoo.com;

Abstract

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Abstract

The synthesis of model reactive metabolites 4a-c by lead tetraacetate (LTA) oxidation of arylnitrones 3a-c is described. Compounds 4a-c react with deoxyguanosine (dG) to give N-benzoylated C8-adducts 5a-c. Following debenzoylation with the heterogeneous system (sodium carbonate/methanol) leads to the corresponding C8-adducts 6a-c.

Key words

model ultimate carcinogens - reactive metabolites - LTA oxidation - arylnitrones - debenzoylation - 2"-deoxyguanosine adducts

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References

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