Synthesis and characterization of nucleoside derivatives, n-(benzoyl)-n-(deoxyguanosin-8-yl)4-aminobiphenyl and n-(2'-deoxyguanosin-8-yl)4-aminobiphenyl via alpha-phenyl-n-(4-biphenyl)nitrone.
Lead tetraacetate (LTA) oxidation of alpha-Phenyl-N-(4-bipheny])nitrone (8) to give a new ultimate carcinogen, N-acetoxy-N-benzoyl-4-aminobiphenyl (9) which was reacted with deoxyguanosine (dG) at pH 6.9 to give nucleoside derivative, N-(benzoyl)-N-(deoxyguanosin-8-yl)-4-aminobiphenyl (10). Following debenzoylation with sodium carbonate-methanol leads to N-(2'-deoxyguanosin-8-yl)-4-aminobiphenyl (11).
Mallesha
H
H
Department of Studies in Chemistry, University of Mysore, Manasagangotri, India.
Kumar
K R Ravi
KR
Rangappa
K S
KS
D000611:Aminobiphenyl Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D018736:DNA Adducts; D003849:Deoxyguanosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D006863:Hydrogen-Ion Concentration; D008956:Models, Chemical; D009705:Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology*; D009942:Organometallic Compounds / Q000494:pharmacology*
D000611:Aminobiphenyl Compounds; D018736:DNA Adducts; D009705:Nucleosides; D009942:Organometallic Compounds; C053420:N-(deoxyguanosin-8-yl)-4-aminobiphenyl; C029433:lead tetraacetate; D003849:Deoxyguanosine