C-alkylation of N-acetoxy-N-2-acetylaminofluorene: effects on its reaction with DNA in vitro.

In vitro reactions of DNA with N-acetoxy-N-2-acetylaminofluorene (N-AcO-AAF), N-acetoxy-7-ethyl-N-2-acetylaminofluorene (N-AcO-EtAAF), N-acetoxy-7-n-butyl-N-2-acetylaminofluorene (N-AcO-But-AAF) are compared. C-alkylation of N-AcO-AAF affects the reactivity of the metabolite towards DNA. The electronic effect and the size of alkyl group seem to determine the reactivity of the metabolite.

Spectroscopic study of the effects of C-alkylation of N-acetoxy-N-acetyl-2-aminofluorene on some properties of the carcinogen-modified DNA.

Several physicochemical properties of DNA reacted in vitro with the carcinogen metabolite N-acetoxy-N-2-acetylaminofluorene (N-AcO-AAF) are compared to those of DNA reacted with two C-alkylated derivatives, viz. N-acetoxy-7-ethyl-N-2-acetylaminofluorene (N-AcO-EtAAF) and N-acetoxy-7-n-butyl-N-2-acetylamino-fluorene (N-AcO-ButAAF). Ultraviolet absorption, high resolution derivative melting curves and circular dichroism techniques are employed in the present study.

In vitro reaction of the carcinogenic derivative N-acetoxy-7-ethyl-N-2-acetylaminofluorene with DNA. A spectroscopic study.

In vitro reaction of DNA with N-acetoxy-7-ethyl-N-acetylaminofluorene (N-AcO-EtAAF is compared to that with N-acetoxy-N-acetyl-2-aminofluorene. Introduction of an ethyl group at the position 7 of the fluorene ring is found to induce an increase of reactivity of this (model) metabolite of carcinogen N-acetoxy-2-aminofluorene (2-AAF) toward DNA and its constituents. Spectroscopic methods (u.