54779-53-2Relevant academic research and scientific papers
On 9-amino derivatives of ellipticine and a comparative study on DNA apurinic site cleavage and mutagenicity
Lefrancois,Lescot,Psaume,Malvy,Gansser,Virlizier,Boissart,Gauduchon
, p. 1197 - 1206 (2007/10/02)
The synthesis of 9-aminoellipticine (IV) has been improved by amination of 9-bromoellipticine according to the Goldberg reaction. Also via the Goldberg procedure we obtained 9-methylamino-ellipticine (VI) with the aim to reduce the mutagenicity of (IV). Even though 2-methyl-9-aminoellipticinium acetate (VII) has been mentioned in a previous paper, no details were given for its preparation. We therefore synthesized this compound in such a way as to obtain a monoquaternary salt where only the pyridinic nitrogen bears the positive charge. The study of cleavage induced by 10 μM of (IV) and (VII) on a plasmid DNA (PM2) containing a low concentration of apurinic sites shows that (VII) possesses the same property of cleavage at apurinic sites as (IV) and reaches almost complete cleavage despite its slower reaction rate. The quaternized derivative (VII) is not mutagenic on tested Salmonella strains in contrast with its free base (IV).
